Longboat Key Florida Homes for Sale

Longboat Key Florida Homes for Sale

6750 Gulf Of Mexico Drive Unit 178, Longboat Key
$449,000
2 Beds ⋅ 2 Baths ⋅ A4710199 MLS ⋅ 1 BLDG.
Whitney Beach Community – Turnkey Furnished. Enjoy the best of beach-to-bay living in Whitney Beach on Longboat Key’s peaceful north end. This two-bedroom, two-bath corner residence offers Gulf views from the front terrace and the privacy and natural light of an end unit. Ideally situated on the second floor, this 1,241-square-foot, pet-friendly home features additional windows, inviting living spaces, and a spacious screened lanai overlooking lush tropical surroundings. The open kitchen and living area create an easy flow for everyday living and entertaining, while two generously sized bedrooms, each with an en-suite bath, provide comfortable retreats for owners and guests. Thoughtful updates complement the home’s bright, airy feel. Start your morning with coffee on the lanai, unwind with a favorite book, or simply enjoy the birds and wildlife just beyond your door. Whitney Beach offers access to both the Gulf of Mexico and Sarasota Bay. A short stroll across Gulf of Mexico Drive leads to deeded private beach access, where white sand, turquoise water, and community beach chairs await. On the bay side, enjoy fishing from the docks or exploring the shoreline by kayak. Community amenities include three pools, tennis and pickleball courts, shuffleboard, barbecue stations, kayak storage and launch facilities, and walking paths through beautifully landscaped grounds. Boat slips are available through community assignment or sublease, subject to availability. Located next to Whitney Plaza with restaurants, coffee shops, boutiques, and fitness and Pilates studios adding convenience to this relaxed island setting. With rentals permitted for a minimum of two months, six times annually, this inviting residence offers flexibility as a seasonal getaway or a place to settle in and savor Longboat Key living.

6750 Gulf Of Mexico Drive Unit 178, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-383-7591

7147 La Lenaire Drive, Longboat Key
$4,980,000
5 Beds ⋅ 6 Baths ⋅ A4709455 MLS
Some of the World’s Most Desirable Addresses Aren’t Reached by Road. There is an unmistakable distinction between owning a beautiful waterfront home and owning a private island retreat. At 7147 La Lenaire Drive, on the intimate shores of Jewfish Key, that distinction becomes extraordinary. Reached exclusively by boat, this remarkable estate offers a level of escape, natural beauty, and understated luxury in that is becoming increasingly difficult to find along Florida’s Gulf Coast. Set on approximately 1.35 acres amid a limited enclave of island residences, this five-bedroom, five-and-a-half-bath waterfront estate is as captivating in its architecture as it is in its setting. An inspired collection of elevated pavilions, interconnected by covered timber walkways, creates the atmosphere of a secluded luxury resort, where open-air living, beautifully appointed accommodations, and the surrounding tropical landscape come together in perfect harmony. From the moment you enter, the architecture makes an impression. Dramatic vaulted ceilings, magnificent exposed timber beams, rich natural wood, and expansive walls of glass lend the interiors an effortless sophistication. Sunlight moves through the living spaces, while the surrounding palms and shimmering water provide an ever-changing backdrop. Every architectural element contributes to a sense of warmth, grandeur, and individuality. Designed to accommodate both memorable entertaining and leisurely island living, the impressive great room flows into a beautifully updated kitchen with an expansive gathering island, sleek white cabinetry, stone countertops, and stainless steel appliances. Generous dining and lounging spaces invite everything from intimate evenings to extended visits with family and friends, all surrounded by the beauty of the island. The residence’s thoughtfully separated bedroom accommodations provide a wonderful balance of togetherness and privacy. The primary retreat is a sanctuary of its own, featuring soaring ceilings, captivating water views, and a beautifully appointed bath with a freestanding soaking tub overlooking the bay. Additional guest accommodations, including a separate suite with its own kitchen and bath, offer an elevated experience for extended visitors. Outdoors, the property becomes a private destination unto itself. An expansive sun-drenched deck surrounds the spectacular pool and spa, framed by graceful palms and the brilliant colors of the surrounding water. A beautifully crafted covered entertaining pavilion, complete with an outdoor kitchen, creates the perfect setting for evenings with friends. Screened gathering areas, inviting terraces, and a sandy waterfront shoreline offer a variety of intimate places to unwind. At the water’s edge, a private dock extends your lifestyle beyond the island. Spend the morning cruising the Intracoastal, discover the nearby beaches and waterfront restaurants, or simply enjoy the pleasures of being surrounded by water. With Longboat Key and Anna Maria Island within boating distance, the best of the Gulf Coast remains wonderfully accessible, yet the feeling of retreat is complete. Jewfish Key offers something even the most extraordinary mainland properties cannot replicate: the experience of arriving home by water, leaving the ordinary behind, and entering a world defined entirely by your own pace. For those who have experienced exceptional homes, this is an opportunity to experience an exceptional way of living.

7147 La Lenaire Drive, Longboat Key

Listing courtesy of RE/MAX ALLIANCE GROUP. 941-758-7777

455 Longboat Club Road Unit 402, Longboat Key
$2,000,000
3 Beds ⋅ 4 Baths ⋅ A4708180 MLS ⋅ The Pierre BLDG.
Beachfront mornings begin with dazzling Gulf views on your oversized terrace, above the palms and close enough to see and hear the surf. Spacious, bright and airy, this renovated waterfront three-bedroom condominium lives much larger than its 2,400-plus square feet. Behind the guarded gates of the Longboat Key Club on the island’s southern tip, this peaceful enclave offers an enchanting beach with a rare feeling of privacy. Only minutes from St. Armands Circle, Bay Isles Publix shopping center, the St. Regis and downtown Sarasota’s celebrated arts and culture scene, yet it feels worlds away. The Pierre strikes a rare balance, intimate yet spacious, just 66 residences on nearly seven lush acres. The heated pool, spa, Har-Tru tennis courts, fitness center and beach feel surprisingly uncrowded, even at the height of season. Gulf views fill nearly every room. Evenings bring unforgettable sunsets, then twinkling views of the golf course, Sarasota Bay and city lights to the east. Two expansive balconies make indoor/outdoor living and entertaining easy. The guest room has beach views and its terrace access. A kitchen designed by a serious cook flows beautifully into the living areas, and the dual-aspect dining area offers Gulf and city views with direct access to both balconies, ideal for dinner parties. The flexible layout lets the 3rd bedroom serve as an office or formal dining room, and some owners have added a fourth bedroom! The Pierre’s spacious floor plans stand apart on Longboat Key, where most condominiums are smaller two-bedroom units as few offer this much space at this price. Three guest suites (two one-bedroom, one two-bedroom with large living room and kitchen) welcome overflow guests. Concierge, garage parking, deeded beach access and pet-friendly. Optional Longboat Key Club membership adds 45 holes of golf, tennis, pickleball, spa, fitness, dining, marina and private beach service. Year-round or lock-and-leave, this is so much more than a beach house. It feels like home.

455 Longboat Club Road Unit 402, Longboat Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-364-4000

550 Norton Street, Longboat Key
$2,499,000
3 Beds ⋅ 4 Baths ⋅ A4707951 MLS ⋅ Sfh - Sleepy Lagoon BLDG.
Discover waterfront living in the sought-after Sleepy Lagoon neighborhood of Longboat Key, where distinctive architecture, beautifully appointed interiors and deeded beach access create an exceptional island lifestyle. This FURNISHED home offers 3 bedrooms, 3.5 baths and approximately 3,453 sq. ft., this canal-front residence makes a striking impression with its metal roof, circular paver driveway, columned entrance and lush tropical landscaping. Inside, soaring ceilings with exposed beams and plank detailing, rich bamboo flooring, custom built-ins and a fireplace define the spacious great room. Expansive glass sliders open to a generous screened balcony featuring retractable awnings, an outdoor grill and ample space for dining and relaxing. The updated kitchen combines rich wood cabinetry, stainless steel accents, stone and steel countertops, quality appliances, a center island, oversized breakfast bar and wine refrigerator. Upstairs, the primary suite offers vaulted ceilings, a private rooftop terrace, an expansive custom walk-in closet and a dedicated office with built-ins. The beautifully appointed primary bath features dual vanities, a freestanding soaking tub and an oversized shower with multiple showerheads. Additional bedrooms provide comfortable accommodations, while the lower level offers flexible bonus space for recreation and guests. Outdoor living continues within a dramatic two-story screened enclosure featuring a swimming pool, spillover spa, covered lounge and poolside wet bar. A landscaped walkway leads to the private dock and boat lift along the navigable canal. Just approximately three blocks from deeded neighborhood beach access, and conveniently located near St. Armands Circle and downtown Sarasota, this exceptional residence offers the best of Longboat Key living, from boating and entertaining to relaxing on the Gulf's beautiful beaches.

550 Norton Street, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

2185 Gulf Of Mexico Drive Unit 243, Longboat Key
$2,095,000
3 Beds ⋅ 3 Baths ⋅ A4710062 MLS ⋅ 2185 BLDG.
Enjoy sweeping views of the Gulf and its beautiful sandy beaches from this spacious penthouse residence at Villa di Lancia, an exclusive Gulf-front condominium community on Longboat Key. With just 38 residences set within approximately seven acres of beautifully landscaped grounds and 400 feet of beachfront, Villa di Lancia offers a level of privacy and exclusivity that is increasingly difficult to find. This three-bedroom, three-bath residence offers 2,445 square feet of living space, soaring 9'9" ceilings, and an expansive floor plan designed to take full advantage of its exceptional coastal setting. The main living and dining areas open onto a 195-square-foot balcony directly overlooking the Gulf, with a generous, covered area for shaded outdoor enjoyment. The primary suite also enjoys beautiful Gulf and beach views, while the two additional bedrooms look east across the golf course toward Sarasota Bay and the downtown Sarasota skyline. The second bedroom features an ensuite bathroom and walk-in closet, while the third bedroom, currently configured as a den, can easily be returned to its original use. Owned and meticulously maintained by the original owner, the residence is offered turnkey furnished and presents an excellent opportunity for a buyer to enjoy the property as it is or introduce their own design preferences over time. Interior features include a natural gas fireplace, solid-core doors, wood cabinetry, stone countertops, and a well-appointed kitchen with Shaker-style cabinetry, granite counters, a central island with pull-out drawers, and a built-in planning desk. The generous proportions and flexible floor plan provide considerable scope for those wishing to create a more contemporary interior. Villa di Lancia is a gated, beachfront community with a staffed gatehouse, direct beach access, a heated Olympic-length swimming pool and spa, Har-Tru tennis courts also marked for pickleball, a fitness center, sauna, and clubhouse. Onsite management and maintenance services complement the beautifully maintained grounds and extensive amenities. The residence also includes tandem garage parking accommodating two vehicles, a private storage unit, and access to an onsite EV charging station. Ideally located on the southern end of Longboat Key, Villa di Lancia is convenient to the restaurants and boutiques of St. Armands Circle, downtown Sarasota's cultural attractions, and the area's renowned boating, golf, and recreational opportunities. An exceptional opportunity to own a generously proportioned Gulf-front penthouse in one of Longboat Key's most established and intimate beachfront communities. This unit has one assigned parking space which is deep enough to fit two vehicles and a private storage unit. EV charging station on site.

2185 Gulf Of Mexico Drive Unit 243, Longboat Key

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICE. 941-556-2150

2110 Harbourside Drive Unit 523, Longboat Key
$628,000
3 Beds ⋅ 2 Baths ⋅ A4709314 MLS ⋅ Fairway Bay BLDG.
Best value with SRQ Bay Views- great location. 3 bedrooms. Discover a relaxed island lifestyle at The Atrium in Bay Isles, where expansive water views and a generous, comfortable floor plan meet in this three-bedroom, two-bath residence. With 2,031 square feet of living space, this home offers room to gather and enjoy Longboat Key's natural beauty. A broad wraparound, covered balcony extends the living space outdoors and frames sweeping views across Sarasota Bay and the surrounding waterways. Start the day with coffee as the light moves across the water, or settle in at day’s end to watch the colors shift over the bay. The balcony’s generous proportions create multiple places to dine, read, or simply take in the coastal setting. Inside, the open living and dining area is designed for easy everyday living and entertaining. High ceilings, an open floor plan, and a wall of windows bring in natural light and keep the water view in focus. The spacious kitchen offers abundant cabinetry, stainless steel appliances, and a double oven, with plenty of room to prepare a casual breakfast or host a dinner with friends. A separate laundry room adds convenience. The primary suite provides a peaceful retreat, with a walk-in closet and a private bath. Two additional bedrooms offer flexibility for guests, a home office, or hobbies, while the second full bath serves both visitors and residents. Offered with furnishings negotiable, the residence gives its next owner the opportunity to make the space their own. The Atrium’s amenities support an active, easygoing island routine. Residents enjoy a gated setting with elevator access, a fitness center, a community pool, and tennis courts. Deeded beach access makes it easy to spend time on the Gulf of Mexico, while the community’s bayfront setting offers a different perspective on the island’s waters. A one-car garage and guest parking provide practical convenience. Located within Bay Isles on Longboat Key, the property is close to the island’s beaches, golf, boating, dining, and shopping. St. Armands Circle and downtown Sarasota are close, with restaurants, boutiques, cultural attractions, and waterfront events within reach. Whether you are looking for a full-time island home, a seasonal escape, or a place to enjoy between travels, this residence offers generous space, memorable bay views, and access to the best of the Longboat Key lifestyle.

2110 Harbourside Drive Unit 523, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-366-8070

5320 Gulf Of Mexico Drive Unit 101, Longboat Key
$999,000
3 Beds ⋅ 2 Baths ⋅ A4709685 MLS ⋅ Longboat Landing BLDG.
Rarely available within the intimate nine-residence bayfront community of Longboat Landing, this beautifully updated three-bedroom residence captures panoramic Sarasota Bay views and effortless waterfront living from its prized location on the north end of Longboat Key. Offered turnkey furnished and completely move-in ready, the getaway combines a refined coastal aesthetic with the rare convenience of on-site boat slips and docks (on a first-come basis) capable of accommodating up to a 26-foot vessel—creating an ideal opportunity for boating enthusiasts seeking immediate enjoyment. Spanning more than 1,300 square feet, the open-concept layout is filled with natural light and designed to maximize the calming bayfront setting. Contemporary wood-grain tile flooring flows throughout the residence, while crown molding, high ceilings, and chic modern finishes enhance the interiors. An extended foyer hallway leads to the sunlit great room, where walls of impact-rated floor-to-ceiling pocketing sliders open completely to the screened bayfront terrace, creating a seamless indoor-outdoor connection framed by sparkling blue water views. The granite kitchen overlooks the main living spaces and was thoughtfully designed for both entertaining and everyday living. Features include a wraparound breakfast bar, informal dining area, solid-wood cabinetry, granite countertops and backsplash, stainless steel appliances, and generous prep space. Recent upgrades provide added peace of mind, including a 2024 A/C replacement, 2023 Hardi Plank siding installation, impact-rated windows and sliding doors throughout, kitchen and bath renovations, updated finishes, ductwork modifications, and a newer roof. The primary suite is positioned directly along the bayfront, offering tranquil water views and private terrace access. Two additional guest bedrooms are arranged in a split plan for privacy, including one en-suite guest suite and a third bedroom currently utilized as a home office. Completing the residence are a private laundry room, two under-building parking spaces, and additional exterior storage. Outside, residents enjoy the relaxed waterfront lifestyle Longboat Landing is known for, with amenities including dock slips, fishing pier, heated community pool, and tennis court—all surrounded by lush tropical landscaping and Sarasota Bay vistas. Perfectly positioned along Gulf of Mexico Drive, this charming bayfront getaway is moments from Longboat Key’s renowned beaches, waterfront dining, boutique shopping, marinas, and scenic biking paths. St. Armands Circle and downtown Sarasota are just a short drive away, offering fine dining, galleries, theaters, Selby Gardens, and Sarasota’s vibrant cultural attractions. Rarely available, beautifully updated, and directly on Sarasota Bay, this residence offers an exceptional opportunity to embrace the best of Longboat Key waterfront living.

5320 Gulf Of Mexico Drive Unit 101, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

3060 Grand Bay Boulevard Unit 124, Longboat Key
$1,699,000
2 Beds ⋅ 3 Baths ⋅ A4708182 MLS ⋅ Building #1 BLDG.
Discover an exceptional opportunity to embrace the refined waterfront lifestyle at Grand Bay, one of Longboat Key’s most prestigious gated communities within Bay Isles. This beautifully updated 2-bedroom, 2.5-bath residence offers approximately 2,550 square feet of elegant living space, framed by sweeping views of Sarasota Bay, the manicured golf course, and the Sarasota skyline. From the moment you enter, warm wood floors, expansive living areas, and floor-to-ceiling windows create a sense of effortless sophistication. The living room opens through a wall of sliders to a private terrace, inviting morning coffee, sunset entertaining, and quiet moments above the water. A formal dining room with wet bar and wine refrigerator, along with a striking gourmet kitchen featuring stone countertops, an extended island, glass-panel cabinetry, pendant lighting, and premium stainless appliances, makes entertaining as seamless as it is memorable. The primary suite is a true sanctuary, opening to the terrace with panoramic bay views and featuring a spa-inspired bath with soaking tub, walk-in glass shower, dual vanities, and separate water closet. The guest suite offers its own terrace access and private en-suite bath, providing comfort and privacy for family and visitors. Life at Grand Bay extends well beyond the residence. Residents enjoy resort-caliber amenities including a clubhouse, two heated pools and spas, a fitness center with saunas, and Har-Tru tennis courts. Membership to the Bay Isles Beach Club provides private Gulf-front access, complete with gated entry, pavilion, restrooms, showers, picnic areas, BBQ grills, and beach chair storage. The pet-friendly community also welcomes large dogs, making it easy to bring the whole family into this exceptional coastal setting. Ideally positioned behind the gates of the Longboat Key Club in Bay Isles, this residence places you minutes from celebrated dining, boutique shopping, golf, boating, and the cultural attractions of Sarasota. It is more than a home; it is a rare opportunity to live the quintessential Longboat Key lifestyle, where luxury, privacy, and waterfront beauty come together every day.

3060 Grand Bay Boulevard Unit 124, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-383-7591

Longboat Key
$6,700,000
6 Beds ⋅ 6 Baths ⋅ A4709692 MLS
An Extraordinary Gulf-Front Homesite on North Longboat Key. Imagine dolphins dancing in the turquoise waters as the sun sets in a magnificent display of color. Sit with your feet in the cool sand and toast another perfect day. Welcome to an exceptional opportunity to create your dream beachfront estate on exclusive Longboat Key. Spanning a full acre with 100 feet of Gulf frontage, this remarkable homesite offers a rare canvas for a custom coastal residence in one of Sarasota’s most coveted locations. With your own private beach of powder-soft sands, the property invites you to design a sanctuary where breathtaking sunsets, endless Gulf views, and the soothing rhythm of the waves become part of everyday life. Envision a stunning architectural masterpiece with expansive terraces, a resort-style pool, lush landscaping, and elegant indoor-outdoor living spaces designed to embrace the spectacular coastline. You can build your vision from the ground up. Located near the north end of Longboat Key, this one-acre setting blends natural tropical beauty with easy access to the island’s best experiences. Waterfront dining and championship golf and tennis are just a short drive away. Explore Joan M. Durante Park for scenic boating, kayaking, and strolling along pristine Sarasota Bay. Anna Maria Island offers charming island character, while St. Armands Circle and downtown Sarasota provide upscale shopping, acclaimed restaurants, and an outstanding cultural scene. Longboat Key is celebrated for its tranquil atmosphere and unparalleled coastal surroundings. Here, mornings begin with peaceful beach walks and afternoons unfold beneath the Florida sun. As evening descends, nature takes center stage as the lingering hues of the setting sun give way to a brilliant, star-studded sky, transforming the heavens into a dazzling tapestry of wonder and serenity. A rare opportunity to build a one-of-a-kind estate in an exquisite beachfront setting, tailored to your personality, style, and specifications. Your dream home. Your own stretch of paradise. The timeless splendor of the Gulf.

Longboat Key

Listing courtesy of DEVELOPERS REALTY LBK, INC. 941-799-9096

3010 Grand Bay Boulevard Unit 416, Longboat Key
$2,495,000
3 Beds ⋅ 4 Baths ⋅ A4709822 MLS ⋅ Building 4 BLDG.
An extraordinary waterfront lifestyle awaits at Grand Bay #416, offered updated and fully furnished with brand-new furnishings just installed throughout. Sweeping views of Sarasota Bay, the marina, and the golf course provide a spectacular backdrop for this beautifully appointed residence in coveted Building 4. Offering nearly 3,000 square feet of interior living and an impressive wraparound terrace, this exceptional Antigua floor plan combines the spaciousness of a private home with the convenience, security, and resort-style amenities of one of Longboat Key's premier waterfront communities. Thoughtfully furnished with a fresh, contemporary aesthetic, the residence is beautifully prepared for immediate enjoyment. A gracious entry foyer introduces an expansive, light-filled interior, where beautiful wood flooring, and walls of glass create a seamless connection to the surrounding waterfront scenery. The generous living and dining areas are designed for both comfortable everyday living and sophisticated entertaining, with a welcoming wet bar and stunning panoramic vistas across Sarasota Bay, the marina, manicured grounds, and neighboring waterways. Expansive sliding glass doors open to the remarkable wraparound terrace, extending the living spaces outdoors. The private terrace is a defining feature of this exceptional residence. With multiple areas for lounging, outdoor dining, and entertaining, this expansive retreat captures the beauty of Grand Bay's waterfront setting. Glass railings preserve the views, while the terrace's generous proportions create a wonderful extension of the home's interior living spaces. The modernized kitchen offers a clean, contemporary aesthetic with sleek cabinetry, stone countertops, built-in appliances, generous workspace, and the sunlit informal dining area surrounded by windows provides an inviting setting for casual meals while enjoying views of the surrounding landscape and marina. The thoughtfully designed split-bedroom layout provides exceptional privacy and flexibility. The spacious primary suite enjoys beautiful water views, a walk-in closet, and a completely updated en-suite bathroom. A generously sized guest bedroom with its own en-suite bath provides comfortable accommodations for family and friends, while the additional guest room offers flexibility for visitors, a home office, or a private retreat. A separate laundry room with plenty of built-in storage adds everyday convenience. Additional features include motorized storm shutters installed in 2018, one lobby-level, under-building parking space, and a private storage locker. Grand Bay offers an exceptional collection of amenities, including a gorgeous new clubhouse, fitness center, tennis courts, resort-style swimming pools, heated spa, and 24-hour gated security. Residents also enjoy access to the private Bay Isles Beach Club, adding a wonderful beachside dimension to the waterfront lifestyle. Ideally positioned on the southern end of Longboat Key, Grand Bay places the best of Sarasota's coastal lifestyle within easy reach. Nearby Longboat Key Club golf and marina facilities, waterfront dining, and island recreation complement convenient access to St. Armands Circle's boutiques and restaurants, the white sands of Longboat Key and Lido Beach, and Downtown Sarasota's celebrated arts, cultural attractions, theaters, and dining destinations.

3010 Grand Bay Boulevard Unit 416, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

415 L Ambiance Drive Unit PH-F, Longboat Key
$12,995,000
4 Beds ⋅ 4 Baths ⋅ A4709596 MLS ⋅ South Building BLDG.
Perched atop the coveted South Building at L’Ambiance behind the gates of the Longboat Key Club, this extraordinary beach-to-bay penthouse redefines luxury coastal living. Encompassing nearly 5,000 square feet of refined interior space and complemented by more than 3,600 square feet of wraparound terraces, this rare residence offers the scale and privacy of a waterfront estate paired with the convenience and security of one of Longboat Key’s most prestigious condominium communities. From sunrise over Sarasota Bay to spectacular sunsets melting into the Gulf of Mexico, panoramic water views create a breathtaking backdrop from nearly every room. Arrive via a private elevator that opens directly into your own grand foyer, where ornate wrought-iron double doors reveal a residence defined by architectural elegance and meticulous craftsmanship. Cathedral coffered ceilings, intricate millwork, crown molding, custom built-ins, designer lighting, and expansive walls of newer impact glass create a dramatic yet inviting atmosphere throughout. Travertine flooring flows seamlessly from room to room, while floor-to-ceiling glass sliders open to expansive terraces, blending indoor and outdoor living on an unprecedented scale. At the heart of the residence, the impressive 34-by-41-foot living room is framed by Gulf views and surrounded by multiple entertaining spaces, including formal and informal dining areas designed for both intimate gatherings and grand-scale events. The gourmet chef’s kitchen is beautifully appointed with custom designer cabinetry, stone countertops, decorative appliance panels, a Wolf induction cooktop, oversized island, walk-in pantry, and generous workspace for effortless entertaining. Occupying its own private wing, the primary suite is a sanctuary. A private vestibule leads to a spacious lounge area, dual walk-in closets, and spa-inspired his-and-her bathrooms featuring custom vanities, stone finishes, soaking tub, separate shower, and abundant storage. Floor-to-ceiling glass opens directly to the terrace, where sweeping Gulf views create an ever-changing panorama. Two additional guest suites offer en-suite baths and walk-in closets, while a fourth bedroom—currently configured as a charming bunkroom—provides flexibility for family and guests. A spacious study can easily serve as a fifth sleeping area or executive home office. The outdoor living experience is simply unmatched. Expansive terraces wrap around the residence, creating multiple venues for dining, entertaining, and relaxation while capturing unobstructed views stretching from the Gulf shoreline across Sarasota Bay, the Longboat Key Club golf courses, and the downtown Sarasota skyline. L’Ambiance is widely regarded as one of Longboat Key’s premier beachfront addresses, offering residents exceptional amenities including 24-hour gated security, concierge services, on-site management, a recently renovated lobby and clubhouse, social rooms, fitness center, tennis courts, resort-style heated swimming pool and spa, private beach access, and a picturesque boardwalk leading directly to the Gulf of Mexico. Ideally positioned within the Longboat Key Club community, residents enjoy proximity to championship golf, tennis, marina facilities, waterfront dining, and miles of pristine Gulf beaches. This remarkable penthouse represents a rare opportunity to own one of the largest and most impressive beachfront residences on Florida’s Gulf Coast.

415 L Ambiance Drive Unit PH-F, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

4800 Gulf Of Mexico Drive Unit 205, Longboat Key
$759,000
2 Beds ⋅ 2 Baths ⋅ A4709683 MLS ⋅ 'C' BLDG.
STOP THE CAR...THIS IS THE ONE! Perfectly positioned to capture breathtaking Sarasota Bay views, this spectacularly renovated coastal retreat offers a rare combination of luxury, comfort, and natural beauty in one of Longboat Key's most sought-after waterfront communities. Showcasing exceptional craftsmanship and designer-curated finishes throughout, this stunning two-bedroom residence with an additional Queen Murphy Bed guest accommodation and guest closet has been thoughtfully reimagined to create a truly move-in-ready and turnkey masterpiece. Recent enhancements include brand-new luxury vinyl plank flooring and newly installed electric window blinds, adding both style and convenience to this exceptional home. From the moment you step inside, you'll be captivated by shimmering water views and the seamless blend of elegant interiors and the beauty of the outdoors. The open-concept floor plan is designed for effortless living and entertaining, creating a warm and inviting atmosphere filled with natural light. At the heart of the home, the chef-inspired gourmet kitchen is a showstopper, featuring a spacious granite island, abundant cabinetry, premium finishes, and a welcoming dining area perfect for gathering with family and friends (Dining for 6).  The living room and Florida room serve as front-row seats to some of the most spectacular scenery on Sarasota Bay with an additional formal dining area for 6. Watch playful dolphins glide through the water, spot gentle manatees just offshore, and enjoy the daily parade of coastal birds from your elevated vantage point. Whether savoring a peaceful sunrise with your morning coffee or unwinding beneath moonlit skies reflected across the bay, every day feels like a vacation. The primary suite is a private sanctuary designed for relaxation and renewal. This luxurious retreat features a cozy fireplace, beautifully crafted custom walk-in closet, and an ensuite bath showcasing lavish finishes and thoughtful design. “Pet Friendly” Windward Bay is a low-density residence and magical wildlife haven nestled mid Longboat Key, flourishing on 26 acres and graced with 1/2 a mile of waterfront trails for your enjoyment. Unparalleled resort-like amenities include 2 tennis/pickleball courts, 2 marinas with 28 boat & jet ski slips for a low monthly fee (waitlist), kayak racks, 2 heated pools, shuffleboard, bike racks, a clubhouse with kitchen, library, fitness room, meeting room, 2 saunas, and community fire pits/barbecues throughout the property. Steps away from the tranquil Gulf of Mexico with one deeded beach access and two public beach accesses directly across the street. For those seeking outdoor adventure, this property offers direct access to the water, making it perfect for boating, fishing, or simply enjoying a day on the water. Beyond the community, enjoy easy access to St. Armands Circle, Downtown Sarasota, Bridge Street, Historic Cortez Fishing Village, championship golf courses, world-class dining, boutique shopping, and Sarasota's renowned arts and cultural attractions. Rarely does a residence combine this level of design, comfort, location, and lifestyle. Come discover why this exceptional Windward Bay home is one of the finest offerings ever in the community. STOP THE CAR and schedule your private showing today.

4800 Gulf Of Mexico Drive Unit 205, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-366-8070

693 Spanish Drive N Unit 24, Longboat Key
$423,750
2 Beds ⋅ 2 Baths ⋅ A4709220 MLS
Spanish Main Yacht Club is a 55+ community. There are 213 villa, ground-level attached condo units in this condo complex. It has a marina with boat docks, a clubhouse, swimming pool, shuffleboard courts, and private beach access. Signs are not permitted and the streets are private and maintained by the Association. Roof maintenance and replacement are the responsibility of individual unit owners. All marina and boating inquiries should be directed to the Dock Master, Ross Wenum. Docks and slips are allowed on a first come first serve basis with sizes from 14 feet to 40 feet. It has its own marina with direct access to Sarasota Bay. The boat must be fully owned by the unit owner, and the unit owner must be in residence 155 days of the calendar year. There is a $750 non-refundable application fee for a dock or boat slip. Small boats are $200 a year, medium boats are $250 a year and large boats are $300 a year. The monthly condo fee covers the insurance for the community common elements and exterior of the buildings, all property management, water, sewer, trash collection, lawn mowing, palm tree trimming, general maintenance of the common grounds and pool, and exterior painting. Unit owners are separately responsible for electricity, cable/internet, pest control, landscaping around their villas, and their unit property taxes. There is an area off the entrance to the right - the boneyard, named because of the historical bones found there. There is a maintenance building, a vehicle wash area, a community dumpster, overflow parking for extra vehicles, boat trailers, and RV's. This two-bedroom, two bathroom unit is 1,429 square feet of air-conditioned space with Kitchen, Living Room/Dining Room combination and an additional 225 square foot glassed-enclosed rear lanai (porch), for a total of 1,765 under roof. The current jalousie windows will be replaced with new hurricane windows in the near future and this has been paid for. Off this lanai is the inside utility room 7 x 9 with washer/dryer hook up (washer/dryer not included), and ample extra storage space. Each unit has its own carport with a 5 x 7 storage closet attached to the carport. The previous washer/dryer hookup is still there as is the new hot water heater. This unit has been totally renovated after the hurricanes of 2024 and has an all new interior inside the unit, new everything - flooring, painting, ceilings, all new stone countertops in Kitchen and both bathrooms, many new hurricane windows, new sliding glass doors and new front entry door. All new appliances, Kitchen, bathrooms, fixtures, plumbing and electricity, ceiling fans, HVAC system with the air-handler in the hallway attic and the condenser on the roof. This unit has not been lived in since the renovation has been completed. The unit is vacant, on Supra lockbox, easy to preview, show and buy. We are currently priced at $423,750 which is the lowest list price of the twelve units currently for sale.

693 Spanish Drive N Unit 24, Longboat Key

Listing courtesy of RE/MAX ALLIANCE GROUP. 941-954-5454

5655 Gulf Of Mexico Drive Unit A107, Longboat Key
$775,000
2 Beds ⋅ 2 Baths ⋅ A4709622 MLS ⋅ A BLDG.
Enjoy Gulf-front living and gorgeous water views in this move-in-ready, two-bedroom, two-bath waterfront condominium, perfectly positioned in an elevated community just steps from the beach. This home is in impeccable condition and is designed for relaxation, with a seamless blend of comfort, style, and convenience. It's being sold turnkey with lovely furnishings. The kitchen features new Samsung stainless steel appliances, plenty of counter space, and a comfortable sitting area. An open floor plan with a large living room, remote-controlled sunshades and three-panel impact sliding glass doors opens to an inviting screened lanai with a tropical ceiling fan, blurring the lines between indoor and outdoor living. There are ceiling fans in every room. The primary suite offers a large bath with a separate water closet and a huge walk-in closet. There are also impact sliders leading out to the lanai with a view of the Gulf. The guest suite is spacious with lots of closet space. The laundry is neatly tucked away and features Bosch machines. If you love the beach and enjoy stunning sunsets, Cedars West is really the perfect place to live. This location is within close proximity to our local restaurants (Lo-Key, Harry's and Hugos), convenience shopping, and all the amenities you’ll need to enjoy life here on Longboat Key. This community has tennis, a heated pool, BBQ area, bike racks, and kayak storage. Cedars East, just across the street, offers tennis membership with a world-class facility. This financially sound community offers peace of mind with a new roof and no assessments planned. With a liberal rental policy allowing up to 26 rentals/year, this property presents an exceptional investment opportunity while still offering the flexibility to enjoy your own beach getaway. There is a lockable owner's closet in the unit. You have to see this home to really appreciate how special it is.

5655 Gulf Of Mexico Drive Unit A107, Longboat Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-383-2500

6610 Gulf Of Mexico Drive, Longboat Key
$22,000,000
4 Beds ⋅ 7 Baths ⋅ A4707514 MLS
Introducing a rare legacy estate defined by architectural distinction, extraordinary waterfront, and an exceptional sense of privacy. 6610 Gulf of Mexico Drive is the pinnacle of architectural ingenuity designed by world-renowned visionary Carl Abbott, one of the most highly decorated architects in the Florida/Caribbean region. Known for naming his most valued accomplishments, Abbott designated this spectacular residence the “House of Columns”—a remarkable expression of art in architecture inspired by the land and its surrounding natural beauty. Including the adjacent lot at 6630 Gulf of Mexico Drive further enhances the offering, providing the opportunity to construct a guest house or secondary structure—an appealing option for multigenerational living, visiting guests, or staff accommodations. Set along Sarasota’s most coveted barrier island, the property represents a singular convergence of design, landscape, and place—an enduring residential landmark of remarkable presence and provenance. A long, private drive through a dense canopy of palms and native foliage leads to this nearly five-acre peninsula property with expansive bay frontage and exceptional seclusion. Endless expanses of water and sky form a breathtaking backdrop, while the ever-shifting light throughout the day casts the home and acreage in a constantly evolving palette. Designed for multilevel living, the 6,891-square-foot home features the main living structure with separate wings connected by enclosed bridges. Walls of glass dissolve the boundaries between interior and landscape, revealing lush grounds and a brilliant bay panorama that unfolds endlessly toward the horizon. A beautifully crafted pool surrounds nearly half of the home’s exterior and mirrors the tranquil movement of the water beyond. Clean architectural lines, soaring interior volumes, and a thoughtful interplay of solid and transparent forms create a cohesive relationship between the interior and exterior. Ceilings reaching up to 21 feet allow natural light to move freely throughout the home. Every space reveals a considered balance of visual drama and functional design. With every turn, another exquisite detail reveals itself—thoughtfully composed, beautifully nuanced, and presented with quiet grandeur. As daylight fades, exterior lighting transforms the grounds into a resort-like setting, creating an inviting atmosphere where every gathering becomes a memorable experience. A private dock with two lifts provides direct access to the protected shoreline of Sarasota Bay and the Intracoastal Waterway, supporting a seamless boating lifestyle. An elevator serves the home’s multiple levels, while Lutron lighting and automated shades allow the residence to respond intuitively to changing daylight. The owner’s garage provides convenient access to the interior elevator and an additional air-conditioned four-bay garage with a generous workspace brings the total capacity to six vehicles. A whole-home generator provides added continuity and peace of mind. Impeccably maintained by its original owner, the residence reflects an uncommon level of care and stewardship. Estates of this size and caliber, architectural clarity, substantial waterfront, established boating infrastructure, development flexibility, and meticulously maintained condition are exceptionally rare. This impressive property exudes a sense of timelessness and is distinguished by its design, scale, privacy, and extraordinary location.

6610 Gulf Of Mexico Drive, Longboat Key

Listing courtesy of DEVELOPERS REALTY LBK, INC. 941-799-9096

677 Lands End Drive, Longboat Key
$2,500,000
3 Beds ⋅ 3 Baths ⋅ A4702901 MLS
Nestled on the coveted north end of Longboat Key, this exceptional residence is tucked away on the secluded and private Lands End Drive, one of the island's most treasured addresses. Rich in history, Lands End is celebrated for its maritime heritage, world-class fishing, and preservation of Old Florida charm. With just twelve homes in this exclusive gated enclave, residents enjoy an unparalleled sense of privacy while embracing an effortless waterfront lifestyle. The community offers an impressive collection of amenities, including deep water boat slips on the open bay, a heated swimming pool, tennis and pickleball courts, and maintenance-free living—creating the ideal year-round residence or luxurious seasonal retreat. Surrounded by lush tropical landscaping, the home offers a series of serene outdoor living spaces, private terraces, and a waterfront dock, inviting you to enjoy peaceful mornings, spectacular sunsets, and endless days on the water. Elevated and thoughtfully designed on a single living level, the residence evokes the feeling of a sophisticated treehouse, with tranquil views through a canopy of tropical greenery. Inside, you are greeted with a dramatic great room that features soaring vaulted cedar-lined ceilings and exposed beams creating warmth and architectural character throughout the open-concept floor plan. Designed for both relaxed living and effortless entertaining, the home features three spacious bedrooms, three full baths, and a split floor plan that offers guests their own private wing, with two bedrooms opening directly onto terraces with atrium views. The separate library and a dedicated office, with custom built-in cabinetry, add distinctive character and are ideal for working remotely or pursuing creative passions. The island kitchen invites family gatherings, while the primary suite offers a full wall of windows over the bayou, dual walk-in closets, and additional custom storage. The expansive dual garages provide exceptional storage and accommodate up to four vehicles, with additional space for a golf cart, paddleboards, kayaks, bicycles, and all the essentials for embracing Longboat Key's laid-back coastal lifestyle. With pristine Gulf beaches just a short walk or golf cart ride away, this property offers the rare combination of historic island character, boating convenience, exceptional privacy, and maintenance-free ownership. This remarkable home is more than a residence—it is a sanctuary where every day feels like a vacation.

677 Lands End Drive, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-951-6660

615 Dream Island Place Unit 212, Longboat Key
$1,089,000
2 Beds ⋅ 2 Baths ⋅ A4709275 MLS ⋅ Habour Villa Club BLDG.
Enjoy waterfront living in this very special home located in the Harbour Villa Club on Longboat Key. This second-floor end residence offers a truly open and unobstructed view of Sarasota Bay and comes with a deeded boat dock. A wall of impact-rated glass sliders enables you to enjoy the expansive Bay views throughout the open-concept floor plan, including from the living room, dining room, kitchen, and primary bedroom. All windows and sliders are impact-rated. You'll marvel at the stunning experience of sunrise and sunset over the water from this exceptional setting. Offered fully furnished, this residence has been extensively renovated, including the kitchen, wet bar, bathrooms, flooring, closets, and windows, and sliders creating a bright and comfortable coastal retreat. The modern open kitchen features quartz countertops, stainless steel appliances, and a striking tile backsplash, a breakfast bar with extra storage and a pantry closet. The adjoining wet bar adds both function and style for entertaining. The primary suite is generously proportioned with an ensuite bath that has a wall of lighted closets, dual sinks, a walk-in stone-surfaced shower with a rain head, and a separate water closet. An in-unit washer and dryer add convenience for the beach and boating life. A standout feature is the deeded boat dock with a 10,000-pound lift. Ideally positioned for added protection from the open waters of Sarasota Bay, the dock features low-maintenance Trex decking, along with water and electricity. For boating enthusiasts and serious fishing, you are less than 2 miles from Longboat Pass and the Gulf. A dock storage box is included. Harbour Villa Club offers a resort-style life with a stunning bayfront pool and spa, tennis and pickleball courts, boat ramp and kayak storage, all on beautifully maintained, tropical landscaped grounds. This home also includes a reserved covered parking space. There is plenty of guest parking for a second vehicle. There is also a temperature-controlled storage locker and reserved bicycle space for this home. With its waterfront setting, boating, and community amenities, this property offers the best of island living. It is also an attractive investment opportunity, with rentals permitted up to 52 times a year. Owners may also generate additional income by renting out the boat dock, subject to association rules.

615 Dream Island Place Unit 212, Longboat Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-383-2500

2600 Harbourside Drive Unit Q8, Longboat Key
$189,000
A4709248 MLS ⋅ Longboat Key Moorings Marina BLDG.
**NO LONGBOAT KEY CLUB MEMBERSHIP REQUIRED!** A rare and highly desirable opportunity to own a 48' x 21' deep-water slip at the prestigious Longboat Key Club Moorings without the expense or obligation of club membership! This valuable distinction offers owners the flexibility to enjoy a world-class marina while avoiding mandatory club membership fees. Accommodating vessels up to 43' long and 19' wide, this ideally located slip boasts stunning Sarasota skyline views and direct access to Sarasota Bay and the Intracoastal Waterway. Longboat Key Club Moorings offers a resort-style marina experience within an elegant Mediterranean-inspired waterfront village, complete with on-site dining, shopping, social activities, professional maintenance, and concierge services. Conveniently located near Publix, CVS, and specialty shops, the marina combines luxury with everyday convenience. Slip amenities include electric, water, and wireless internet access. For those interested, Longboat Key Club membership remains entirely optional, with the opportunity to join at any time. All vessels require Association Board approval prior to entering the marina, and allowable beam depends on vessel specifications. Enjoy the prestige and convenience of Longboat Key Club Moorings with the freedom of ownership without mandatory club membership!

2600 Harbourside Drive Unit Q8, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-951-6660

2151 Gulf Of Mexico Drive Unit 4, Longboat Key
$4,100,000
3 Beds ⋅ 4 Baths ⋅ A4708570 MLS ⋅ 2151 BLDG.
Gulf-front living with the privacy of a villa. Residence 4 at En Provence is one of just 21 homes in an exclusive, guard-gated French-Mediterranean enclave on nearly six acres of Longboat Key beachfront. Fully furnished and designer-decorated, this coastal retreat encompasses approximately 3,800 square feet with 4 bedrooms, 3.5 baths and a home office. A private elevator opens to the foyer, introducing interiors appointed with marble floors, crown molding and tray ceilings. Views of palms, the pool pavilion and the open Gulf frame the living and dining spaces. The kitchen features a gas cooktop, double wall ovens and an adjoining butler’s pantry with a wet bar and wine refrigerator. Gulf-front balconies extend the living areas outdoors, including a summer kitchen with a built-in grill. The primary suite features a private balcony entrance, a walk-in closet and a spa bath with a jetted tub and walk-in shower. Each additional bedroom also includes a walk-in closet. A private two-car garage and storage locker complete the residence. With its limited number of residences, expansive grounds and 24-hour gated security, En Provence offers an exceptional sense of privacy. The pet-friendly community features a heated pool and spa, beach access with chair and umbrella service, a clubhouse with social and dining rooms, and a fitness center. Enjoy a secluded beachfront lifestyle just minutes from St. Armands Circle, Longboat Key Club golf and Sarasota’s dining and culture.

2151 Gulf Of Mexico Drive Unit 4, Longboat Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-364-4000

605 Sutton Place Unit 101, Longboat Key
$595,000
2 Beds ⋅ 2 Baths ⋅ A4709101 MLS ⋅ 605 BLDG.
Experience the best of Longboat Key waterfront living in this beautifully renovated corner condominium in Sutton Place, where modern coastal elegance meets breathtaking Sarasota Bay views. Offering 2 bedrooms, 2 bathrooms, and 1,148 square feet of thoughtfully redesigned living space, this residence captures sweeping water views from every room. Rarely available, a corner unit of this caliber offers an extraordinary opportunity to enjoy effortless waterfront living and explore the natural beauty of Longboat Key. Transformed with exceptional attention to detail, this light-filled home combines elevated finishes, soothing coastal palette, and an airy open-concept layout to create the ultimate coastal retreat. Luxury wood and tile accents compliment the redesigned interior, while the showcase kitchen features stunning water views, quartz countertops, European-style soft-close cabinetry, stainless steel appliances, stylish wine bar, and breakfast bar. Hurricane-impact windows and sliding glass doors provide peace of mind while framing waterfront vistas. The luxurious primary suite serves as an elevated retreat with bay views, custom walk-in wardrobe, and beautifully renovated en suite bath. The guest bedroom features wall-to-wall custom closet organization, while both bathrooms have been tastefully remodeled with designer tile-work, upgraded vanities, and premium fixtures. Additional improvements include luxury tile throughout, updated electrical and plumbing systems, new interior doors and hardware, recessed lighting, updated light fixtures and ceiling fans, new sinks, toilets, shelving, and custom closet systems. Extending the living space, the spacious Florida room is enclosed by floor-to-ceiling hurricane-impact sliding glass doors, creating a seamless connection between indoors and the spectacular waterfront setting. Perfectly positioned just steps from the bayfront heated community pool and marina, Sutton Place offers a Gulf Coast lifestyle that is truly unmatched. Residents enjoy exclusive private beach access directly across Gulf of Mexico Drive, complete with restrooms, showers, and convenient beach storage. Additional amenities include two sparkling swimming pools, affordable resident-only boat dockage with boat slips available on an as-available basis, an electric kayak launch and storage, and clubhouse. Thoughtfully improved for comfort, reliability, and peace of mind, the community has completed extensive improvements, including new roofs throughout, fresh exterior paint, and a resurfaced pool. The property has experienced no hurricane damage or flooding, and the community has successfully passed its milestone inspection with 10-year certification. The monthly HOA fee includes hazard, hurricane, and flood insurance, and reserves have been fully funded, adding another layer of financial reassurance for owners. An assigned covered parking space is conveniently located directly in front of the residence. Whether you're seeking a full-time residence, seasonal escape, or waterfront getaway, this impeccably renovated Sutton Place condominium delivers an exceptional combination of modern coastal luxury, thoughtful improvements, resort-style amenities, and the coveted Longboat Key lifestyle.

605 Sutton Place Unit 101, Longboat Key

Listing courtesy of DOUGLAS ELLIMAN. 941-867-6199

2141 Harbourside Drive Unit 1203, Longboat Key
$1,399,000
3 Beds ⋅ 3 Baths ⋅ A4708890 MLS ⋅ 12 BLDG.
Welcome to an exceptional turnkey, furnished, and newly renovated villa in Harbour Oaks, ideally located within Bay Isles in the heart of Longboat Key. This end-unit residence offers the right blend of natural warmth, contemporary finishes, and curated style. With high ceilings, abundant natural light, and a spacious floor plan, the home feels remarkably open and inviting. Note: All new impact-windows and doors. Warm hickory wood floors extend throughout the living areas, adding richness and character to the home's fresh, contemporary design. The impressive kitchen features an oversized island with a dramatic waterfall-edge quartz countertop in a concrete-inspired finish that is both beautiful and requires no maintenance. Stainless steel GE Café appliances complement the kitchen, while a custom coffee bar with floating shelves and a stunning backsplash adds another layer of style and functionality. For evening entertaining, the custom built-in bar is a standout feature, topped with a beautiful live-edge Saman wood countertop. It is the perfect place to pour a cocktail and enjoy the relaxed Longboat Key lifestyle. The spacious dining area is adjacent to a beautiful atrium that fills the home with magnificent natural light. Newly tiled with stone. It is screened overhead, allowing the sliders to be opened, creating a wonderful connection to the outdoors and inviting fresh air into the dining and living space. The oversized screened lanai is another exceptional feature, with brand-new stone pavers and a new panoramic screen enclosure. Lush new greenery surrounds the lanai, creating a private tropical setting that feels like your own outdoor retreat. The primary suite is a luxurious sanctuary with three closets, including a walk-in, all outfitted with customized shelving for exceptional organization. The beautifully renovated primary bath features Carrera marble countertops, dual sinks, warm gold fixtures, and a separate water closet. The spacious second bedroom offers a private ensuite bath with a marble-floored shower, Carrera marble vanity top, and a separate water closet. The generous third bedroom is currently used as a fitness room but offers ample space for a comfortable bedroom, along with a generous closet. Storage is abundant throughout the home. A beautifully appointed powder room serves guests. As an end unit, this villa enjoys a large manicured grass side yard and an enviable location just steps from the community pool. This home has an attached 2-car garage with a new epoxy-coated floor and an additional fridge.  An especially wonderful benefit of living in Bay Isles is automatic membership in the Bay Isles Beach Club, just minutes away on Longboat Key's beautiful sandy beaches. Enjoy five acres of beachfront, gated parking, beach chair storage, newly renovated restrooms, grills and picnic tables—a wonderful setting for family and friends to gather, sunset strolls, and memories to last a lifetime. Close proximity to the Longboat Key Club with 45 holes of golf, 5 private restaurants, and a world-class tennis and pickleball facility. This residence is more than a renovation; it is a completely reimagined home where thoughtful design, beautiful materials, and the ease of living the good life on Longboat Key come together beautifully.

2141 Harbourside Drive Unit 1203, Longboat Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-383-2500

1916 Harbourside Drive Unit 804, Longboat Key
$1,599,000
4 Beds ⋅ 3 Baths ⋅ A4703045 MLS ⋅ 7714-Fairway Bay BLDG.
Under contract-accepting backup offers. FAIRWAY BAY’S FINEST — WATERFRONT LUXURY " END UNIT " WITH UNPARALLELED VIEWS Experience the ultimate Longboat Key lifestyle in this exceptional, move-in-ready waterfront residence in the prestigious gated Bay Isles community of Fairway Bay. Recently renovated and thoughtfully designed, this stunning 4-bedroom, 3-bath home offers more than 2,750 square feet of beautifully appointed living space, framed by expansive windows and soaring ceilings that invite an abundance of natural light. From nearly every room, enjoy breathtaking panoramic views across Sarasota Bay to the iconic Ringling Bridge and downtown Sarasota. The seamless open-concept design creates an effortless flow between the sophisticated great room with a fireplace, dining room & beautifully appointed kitchen, featuring high-end appliances and exquisite quartz and marble finishes throughout the home. The light-colored wide planked wood floors add great warmth & grounding while the whole family gathers around the kitchen island or wrap-around sectional to enjoy a movie together! Designed for both elegant entertaining and relaxed coastal living, the residence offers two luxurious primary suite options one on the main floor or the panoramic terraced 2nd floor, including a private second-floor retreat that serves as an office or the 4th bedroom enjoying a sunrise terrace with a colorful flowerbox to enhance your relaxation. A versatile lower-level bonus room offers ample space for hosting family and friends or creating a private fitness studio, media room, or game room. The previous owner combined recreation and guest accommodations, furnishing the space with two king beds, an oversized couch, a ping-pong table, and a shuffleboard table. Step onto your private screened terrace and enjoy sweeping views across Sarasota Bay to downtown Sarasota, framed by spectacular sunrises and sunsets. Just steps away, your private dock accommodates a boat up to 40 feet, inviting spontaneous excursions along the Intracoastal Waterway and into the Gulf of Mexico. When it’s time to unwind, Fairway Bay offers an array of resort-style amenities, including access to the private Bay Isles Beach Club, a pool, spa, clubhouse, and tennis and pickleball courts. Scenic walking and biking paths invite outdoor exploration, while convenient kayaking access offers opportunities to discover the area’s abundant coastal wildlife. Enjoy convenient access to your private Bay Isles Beach Club via a pedestrian and bicycle tunnel, allowing you to reach the beach without crossing Gulf of Mexico Drive—just one of the many features this fabulous community offers. You’re also minutes from The Resort at Longboat Key Club, with its golf, restaurants, and marina, and a short drive from St. Armands Circle for exceptional dining, shopping, and art experiences. This is more than a beautiful home—it is a private waterfront retreat offering the very best of Longboat Key living. Simply arrive, unpack and begin enjoying the waterfront luxury lifestyle you deserve.

1916 Harbourside Drive Unit 804, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-383-7591

2055 Gulf Of Mexico Drive Unit G2-213, Longboat Key
$595,000
1 Beds ⋅ 2 Baths ⋅ TB8554048 MLS ⋅ G2 BLDG.
Gulf and greenbelt views from a completely remodeled, gulf-facing Seaplace end unit. This oversized 1 bedroom, 1.5 bath top-floor (second-floor) condo offers 1,094 sq ft plus a 112 sq ft screened lanai with custom 95% UV-blocking solar shades. Vaulted ceilings, an open layout and 178 yards from the front door to the sand. The remodel is comprehensive: new hurricane-impact sliding glass doors and bedroom window, new front door and casement window, HVAC replaced in 2022, all-new plumbing and fixtures and full electrical updates including outlets, switches and LED recessed lighting. Porcelain plank driftwood-look tile runs through the living areas and onto the lanai. Cypress pecky wood and shiplap accent walls, smooth plastered ceilings (popcorn removed), Nest programmable Wi-Fi thermostat, ceiling fans in the living room and bedroom and an LG ThinQ stacked washer and dryer. The open gourmet kitchen features KraftMaid soft-close wood cabinetry, floating shelves, Cambria quartz counters and a GE Cafe appliance suite with convection oven, warming drawer and induction cooktop. Both baths have new vanities with Carrara marble counters and tile accent walls, including Calacatta Gold marble penny tile in the half bath and a redesigned primary bath. The bedroom has custom open-concept built-in closets with soft-close drawers and doors, plus blackout shades; the living room has custom woven wood shades. Additional features include all-new solid-core interior doors, storage under the stairs, an owner's locker, dedicated bike storage adjacent to the unit, one assigned parking space and a screened lanai with quality outdoor furniture and a Wi-Fi-enabled ceiling fan. Seaplace sits on 42 acres of gated, guarded resort grounds with two Olympic-size pools, spas, about a mile of trails, three tennis courts, remodeled clubhouse, fitness center, barbecue islands and park-like grounds. One complex north of the St. Regis. Sold fully furnished and outfitted. Ideal as a vacation home, second home, investment or full-time residence. Owner has a real estate license in CA.

2055 Gulf Of Mexico Drive Unit G2-213, Longboat Key

Listing courtesy of CONTINENTAL REAL ESTATE GROUP. 877-996-5728

3488 Mistletoe Lane, Longboat Key
$3,275,000
3 Beds ⋅ 4 Baths ⋅ A4708808 MLS
Behind the gates of the Longboat Key Club in the highly coveted Corey’s Landing neighborhood, this free-standing home with direct open Bay views enjoys a private pool and boat dock. Set within an intimate, established enclave there is a difference in this property. It’s a free-standing residence which means you don’t share any common elements with an attached neighbor necessitating joint decisions on when to paint or replace a roof. There are only four free standing homes such as this, the rest are attached. This home welcomes you through double doors into a showplace of light, style, and space with immediate expansive bay views. Step outside to the expansive screened lanai — an inviting oasis for relaxing or entertaining by the pool while taking in mesmerizing bay views and the twinkling lights of downtown Sarasota. Enjoy immediate bay access with the private boat dock and lift. Inside, soaring transom windows, walls of glass, and rich wood floors enhance the open great-room design — a perfect setting for entertaining around the elegant fireplace. The updated kitchen connects seamlessly to the dining and living areas, showcasing sleek white cabinetry, a striking tile backsplash, solid-surface countertops, stainless steel appliances, and a generous breakfast bar ideal for casual gatherings. The first-floor primary suite is a private retreat with walls of glass, a cozy sitting area, custom built-ins, dual closets, and a luxurious remodeled bath featuring dual vanities, a large walk-in shower, and a separate water closet. Also on the main level are a private guest suite, second bedroom, full bathroom, a study/den, and a convenient outdoor dog space. Upstairs, a versatile loft provides the flexibility for a gym, library, or additional guest accommodations. The attached two-car garage offers ample storage, while Corey’s Landing residents enjoy access to a community pool, spa, Har-Tru tennis courts, and the private Bay Isles Beach Club. Ideally located near world-class shopping, dining, and the renowned St. Armands Circle, this residence captures the essence of the Longboat Key lifestyle — elegant, relaxed, and effortlessly connected to both land and sea.

3488 Mistletoe Lane, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-951-6660

845 Spanish Drive N Unit 845, Longboat Key
$450,000
2 Beds ⋅ 2 Baths ⋅ A4706553 MLS ⋅ 845 BLDG.
Positioned directly across from the marina and boat slips, this updated villa in Spanish Main Yacht Club enjoys beautiful marina views and puts boating and waterfront access just steps from your front door, while offering the relaxed island lifestyle and everyday convenience of a 55+ waterfront community on Longboat Key. The villa features 2 bedrooms, 2 bathrooms, and a flexible third room that could potentially be converted into a third bedroom, giving you added space for guests, a home office, workout area, or den. Tile flooring runs throughout, while the renovated kitchen features quartz countertops, stainless steel appliances, new cabinetry, and dovetail soft-close drawers. The primary suite offers its own private bath and walk-in closet, while the guest bedroom and second bath are positioned separately for added privacy. The home also features an interior washer and dryer combo, offering added everyday convenience compared with the exterior laundry setups found in many neighboring units. Spanish Main Yacht Club offers a community pool, clubhouse, marina, water access, and deeded beach access just across Gulf of Mexico Drive. Additional parking across the street provides extra convenience for guests and visitors. Here, days can be spent enjoying the marina views, relaxing at the private beach, lounging by the pool, or heading out on the water, with local dining, parks, and island conveniences nearby. Boat slips are available separately through the association as availability allows. Whether you’re looking for a full-time residence or seasonal retreat, this villa offers the updates, setting, and waterfront lifestyle that make Spanish Main Yacht Club such a special place to enjoy Longboat Key.

845 Spanish Drive N Unit 845, Longboat Key

Listing courtesy of KW COASTAL LIVING III. murraycoleman@kw.com

554 Spanish Drive S, Longboat Key
$425,000
2 Beds ⋅ 2 Baths ⋅ A4708871 MLS ⋅ Spanish Main Yacht Club BLDG.
Virtually Staged. Welcome to Spanish Main Yacht Club waterfront community and your new home! Light and bright, this stand-alone villa is all new and beautifully updated in 2026. White marble-like large porcelain tile floors that span the entire living area, providing a continuous flow throughout the villa. The new kitchen boasts stainless steel appliances, white quartz countertops, new cabinetry, lighting and more. Attractive updates in the primary en suite bedroom and guest bath as well. A nice added feature is the spacious interior laundry room. Beautiful, lush backyard view with privacy and an extra brick paver side yard and outdoor space. A short stroll to the privately deeded beach entrance to gorgeous Gulf beaches. Two minutes to have your toes in the soft, pearly sand. This is a boater’s paradise with slips available for an extremely inexpensive lease and direct access to Sarasota Bay, the Intracoastal waterway and azure waters of the Gulf. Only a short drive to the fantastic shops, restaurants and cultural events Sarasota and St. Armands Circle have to offer. This is a great investment opportunity and chance to enjoy Longboat Key living. The community is in the build-back stage due to damage from hurricanes in 2024 and is almost complete. All 212 units in Spanish Main are under FEMA requirements, guidelines, and stringent adherence to rebuild specifications and inspections from Town of Longboat Key. This is an opportunity to continue to make this villa your custom home.

554 Spanish Drive S, Longboat Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-364-4000

100 Sands Point Road Unit 219, Longboat Key
$1,325,000
2 Beds ⋅ 2 Baths ⋅ A4707969 MLS ⋅ Sands Point BLDG.
Completely updated and offered furnished, this spectacular Gulf-front residence at Sands Point delivers the rare combination of resort-style living, modern design, and private beach access. Sands Point is a private beach-front community tucked behind the gates of the prestigious Longboat Key Club at the southernmost tip of Longboat Key. Two-bedroom, two-bath Gulf-front residences are rarely available in this sought-after Longboat Key community, making this nearly 1,500-square-foot residence an exceptional opportunity. This residence has undergone an extensive renovation that reimagines the interior with a bright, open layout designed to showcase the coastal views. Expansive windows frame the turquoise waters and sugar-white shoreline beyond, just a hop, skip and a jump away. Major improvements throughout the residence include new HVAC 2026, motorized blinds, newer windows, and hot water heater 2022. Custom built-ins create a sophisticated focal point featuring a 75-inch QLED TV with a Sennheiser sound bar mounted above a stylish console with an integrated fire place – perfect for those cozy evening. An adjoining entertainment and beverage center features elegant navy shaker cabinetry, two wine coolers with dedicated storage for both red and white wines, plus an extra icemaker. Creating a move-in ready coastal retreat where every detail has already been thoughtfully considered. New Wide-plank luxury vinyl tile flooring with a grey wood finish flows throughout the residence, connecting each space with a clean contemporary aesthetic. The open great-room layout seamlessly links the kitchen, fit for a Chef, dining area, and living room, creating a welcoming environment for entertaining or relaxed beachfront living. The gourmet kitchen has custom white shaker cabinetry, quartz countertops, striking tile backsplash, and high-end stainless-steel appliances. With the kitchen positioned to overlook the living area and sweeping water views beyond, every gathering benefits from a dramatic waterfront backdrop. For your comfort, your primary suite comes furnished with a King size Temper-Pedic bed, offering privacy, tranquil water views, a 65-inch OLED TV, and a spacious walk-in closet. Its Spa-inspired quartz bathroom includes shiplap accent walls, a large walk-in shower, a luxurious all-in-one heated bidet toilet, towel warming bars and back lite mirrors. The guest bedroom has access to its own beautifully updated quartz bathroom with a walk-in shower, and a luxurious heated bidet toilet, providing comfort and privacy for guests. Laundry comes equipped with front load washer/dryer with sink and built-ins for additional storage This residence also includes a covered parking space conveniently located nearby. Residents enjoy a relaxed resort setting with a beachfront geothermal-heated pool and spa, private clubhouse, shaded tiki huts along the shoreline, and beautifully manicured grounds. A short stroll leads to the community marina, where boat slips are available on a waitlist basis. Positioned on the southern end of Longboat Key, this location places you minutes from championship golf and tennis at the Longboat Key Club, the boutiques and restaurants of St. Armands Circle, and the vibrant arts and dining scene of downtown Sarasota. From boating and beach walks to waterfront dining and cultural events, this exceptional residence offers effortless access to the best of the Gulf Coast lifestyle.

100 Sands Point Road Unit 219, Longboat Key

Listing courtesy of KELLER WILLIAMS ON THE WATER S. 941-803-7522

6529 Gulfside Road, Longboat Key
$15,000,000
5 Beds ⋅ 5 Baths ⋅ A4707521 MLS
Be renewed and inspired by this striking Gulf-front residence in an exclusive island community, featuring an impressive 100 feet of direct beachfront. Renovated and redesigned in 2025 to offer seamless indoor-outdoor integration and wide, unobstructed Gulf views, the setting is simply spectacular. This sophisticated contemporary masterpiece captures the relaxed spirit of beachfront living through clean lines, organic textures, and a crisp, minimalist aesthetic, creating a space that feels airy, bright, and deeply connected to nature. Interior layouts embrace high ceilings and expansive open-plan living zones that share light across the entire footprint through vast expanses of glass. The distinctive 6,660-square-foot beach house blends rigorous structural engineering with minimalist design to celebrate the coastal environment. Luxury finishes and fixtures include Louis XIV champagne White Oak floors, Dennis & Leen custom chandeliers and sconces, and a custom Murano glass chandelier. The living room, dining room, and kitchen span nearly 1,200 square feet of open living, enhanced by a dramatic two-story ceiling and seamless access to the oversized lanai. Multiple sets of triple-glazed sliders open wide, dissolving the boundaries between indoors and out and creating a dramatic setting for effortless entertaining, relaxed gatherings, and unforgettable open-air living. In addition to mesmerizing tropical views and a light-drenched workspace, the extraordinary kitchen and butler’s pantry feature marble counters and high-end appliances, including a Wolf double-range oven, a Wolf steam oven, an integrated Sub-Zero refrigerator and freezer, and two Sub-Zero beverage refrigerators. Elevated to showcase the 180-degree unobstructed horizon views, a glamorous primary suite offers an exquisite bath surrounded by plush comfort amenities, with gorgeous vistas dominating the space. Two additional en-suite bedrooms, a third bedroom currently used as an office with a bath, and a loft library with a long wall of built-in bookcases offer plenty of room for everyone to unwind and rejuvenate at day’s end. The ground-floor space has 2 garage doors for vehicle and water-toy access, an elevator to the second and third levels, a huge lounge with abundant seating, a large-screen TV, an adjoining exercise room, and 2 mini-split air conditioners dedicated to this enormous ground-level space. Notable features throughout the house include 5 full bathrooms, a laundry room with marble counters and flooring, a water filtration system and softener, a Generac generator, a security system with ten cameras, and a Sonos audio system. Outdoor living is integral to this exceptional beachside residence, with multiple levels designed to capture breathtaking water panoramas and embrace the surrounding beauty. Spanning the entire Gulf-facing façade, a covered ground-level patio, a second-level lanai, and a third-level balcony create an effortless progression of spaces for relaxing, entertaining, and enjoying spectacular sunsets. A truly exceptional beachside retreat, 6529 Gulfside Road delivers a refined coastal experience that embraces everything that makes Florida living so extraordinary. From its spectacular setting to its thoughtfully designed spaces, every element celebrates the beauty, ease, and allure of Gulfside living. *Variance in place and plans drawn for 1,000 sq. ft. guest house and pool, making the square footage over 7,500 under air.

6529 Gulfside Road, Longboat Key

Listing courtesy of DEVELOPERS REALTY LBK, INC. 941-799-9096

600 Sutton Place Unit 101B, Longboat Key
$319,000
1 Beds ⋅ 1 Baths ⋅ C7531576 MLS ⋅ 600 BLDG.
Waterfront condo with Sarasota Bay views! Perfectly positioned along Sarasota Bay on **Longboat Key** and just steps from the turquoise waters of the **Gulf of Mexico**, this exceptional community offers the ultimate coastal lifestyle in an unbeatable location. Current owners have never had water intrusion from any hurricanes. This spacious ground-floor corner residence features an expansive open-concept layout designed to comfortably accommodate up to six guests. The beautifully remodeled kitchen showcases stainless steel appliances, a brand-new range, granite countertops, stone backsplash, recessed lighting, and solid wood cabinetry — blending modern style with everyday functionality. A charming nook provides the perfect space for additional sleeping accommodations or a cozy retreat to enjoy serene bay views. Impact-rated sliding glass doors open seamlessly to the outdoors and are complemented by brand-new Shade Store cellular window treatments. Relax while taking in peaceful water and pool views from the comfort of your living space. The spacious primary bedroom features custom cellular shades with top and bottom openings to maximize natural light and views, along with a walk-in closet complete with built-ins. The ensuite bath has been thoughtfully updated with a newer vanity and a brand-new shower remodel (2025), offering a fresh, modern feel. Furnishings are optional and tastefully curated with designer touches, making this property move-in or rental ready. Exceptional Community Amenities - Residents enjoy a truly unique waterfront lifestyle: Two heated pools, Marina and clubhouse, Available boat slips for rent, fish-cleaning station, Kayak storage with electric launch, BBQ grilling areas, Car wash station, Lighted assigned carport parking, Elevator access, Private storage unit (3rd floor), Laundry facility (2nd floor), exclusive deeded beach access on Longboat Key, featuring a pavilion, storage lockers, indoor showers, and restrooms. Enjoy watching dolphins and manatees from the bayfront grounds, spend your days fishing or kayaking, or relax on the sugar-sand beaches just across the street. The community is also in the planning stages of adding a brand-new state-of-the-art fitness center. Shopping and dining are just minutes away at the renowned **St. Armands Circle**. Experience the best of both worlds — Gulf-front beach days and tranquil bayfront evenings. This is coastal living at its finest.

600 Sutton Place Unit 101B, Longboat Key

Listing courtesy of MARINA PARK REALTY LLC. 941-205-0888

4380 Exeter Drive Unit 101, Longboat Key
$389,500
2 Beds ⋅ 2 Baths ⋅ A4707428 MLS ⋅ 101 BLDG.
Under contract-accepting backup offers. Virtually Staged. Investor alert. Great investment opportunity! Condominium is in great condition. Best price for two-bedroom, two-bath condominium in sought after community of Longboat Harbour. Motivated sellers, ready to have a new buyer enjoy this lovely waterfront first-floor end-unit condominium. New roof, all assessments paid, granite countertops, kitchen open to living area. All glass lanai, tile throughout main living, carpet in bedrooms were in the bedrooms but carpet removed for new flooring to be installed. A huge plus: end unit, close to the beach, washer and dryer are in the unit. Hurricane shutters on rear of unit. Additionally, the beautifully renovated recreation room overlooking the bay serves as heart of social gatherings in Longboat Harbour, hosting a variety of clubs and activities complemented by a kitchen and dance floor. The four heated swimming pools provide relaxation and enjoyment year-round. For beach lovers, a community beach pavilion across Gulf of Mexico Drive offers residents private, private deeded beach access with a cabana, parking, restrooms and dressing areas. Witness breathtaking sunrises, spot manatees and savor stunning sunsets along the Gulf beach. This exceptional opportunity offers an unparalleled lifestyle in one of Longboat Key's active, social and vibrant communities! Seize the opportunity to experience waterfront living at its finest. This condominium community was not impacted by hurricane flood waters, according to the owner. Make this beautiful community your next home!

4380 Exeter Drive Unit 101, Longboat Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-364-4000

2550 Harbourside Drive Unit 333, Longboat Key
$1,395,000
3 Beds ⋅ 3 Baths ⋅ A4708474 MLS ⋅ Marina Bay Building 3 BLDG.
Set within the gated BAY ISLES community, this MARINA BAY residence offers a rare combination on Longboat Key: the scale and privacy of a single-family BAYFRONT home with the ease of condominium living. Spanning approximately 3,000 square feet with three bedrooms and two-and-a-half baths, the residence feels expansive and closely connected to Sarasota Bay. Floor-to-ceiling glass across the main living areas and primary suite frames mature mangroves and coastal trees, creating a peaceful, park-like setting with filtered morning light and bay views. Nearly 400 square feet of screened lanai space extends the living area outdoors, while a second west-facing balcony serves the guest bedrooms and captures afternoon light and evening skies. The primary suite offers bay views from bed, terrace access, dual walk-in closets and a spacious bath with soaking tub, dual vanities and glass-enclosed shower. The kitchen features quartz countertops, Sub-Zero refrigeration, generous prep space, a wet bar with beverage refrigerator and a built-in desk nook. A large walk-in laundry room adds substantial workspace and storage. Freshly painted with new carpeting, the residence also features two-zone air conditioning with new condensers installed in 2025, two hot-water tanks with flood-stop protection, air-conditioned storage, assigned garage parking and exceptional closet space. Marina Bay is known for attentive management and a well-run homeowners association, with an experienced on-site manager and amenities including a fitness center, tennis and pickleball courts, heated resort-style pool, EV charging and car-washing facilities. The building's new roof was completed in 2025, and the community is pet-friendly. Longboat Key Club Marina is immediately adjacent, while Publix, CVS, banking and the post office are just blocks away, creating a genuinely walkable daily rhythm uncommon on Longboat Key. Ownership also includes access to the private Bay Isles Beach Club, a gated Gulf-front retreat with parking, pavilions, grilling areas, restrooms and sunset seating. Optional membership at the nearby Longboat Key Club offers golf, tennis, spa and wellness amenities, and waterfront dining. For buyers seeking the comfort and proportions of a home without the maintenance of one, this Marina Bay residence offers an uncommon balance of space, privacy, nature and convenience.

2550 Harbourside Drive Unit 333, Longboat Key

Listing courtesy of INVESTMENTS IN SARASOTA. 941-894-6059

340 Gulf Of Mexico Drive Unit 136, Longboat Key
$2,995,000
3 Beds ⋅ 4 Baths ⋅ A4707766 MLS ⋅ Building 1 BLDG.
Rarely available and distinctly different from traditional condominium living, this two-level penthouse at Tangerine Bay Club pairs nearly 3,000 square feet of beautifully reimagined interiors with sweeping bay views and the privacy of a single-family home. Positioned on a coveted south-facing corner, Residence #136 captures an extraordinary panorama encompassing the bay, downtown Sarasota skyline and protected mangrove preserves. Two generous terraces, a private courtyard entry and a private two-car garage further distinguish this exceptional residence. Inside, the renovation strikes a sophisticated balance between coastal ease and thoughtful design. Soaring vaulted ceilings amplify the natural light, while expansive walls of glass keep bay vistas at the forefront of the main living spaces. A gas fireplace and custom entertainment wall create a dramatic focal point, and direct access to the terraces extends everyday living and entertaining outdoors. Impact-rated Andersen windows, motorized storm shutters, custom LED lighting and California Closets add another layer of comfort and functionality. At the heart of the main level, the gourmet kitchen was designed as much for entertaining as for the serious home chef. Honed marble countertops complement a substantial leathered-stone island and custom cabinetry. A remarkable collection of appliances and culinary features includes a La Cornue dual-fuel range with French plate, Flamberge rotisserie oven, galley sink, wine cooler and Sub-Zero beverage drawers. An adjoining breakfast area provides a relaxed place to begin the day, while the formal dining area accommodates larger gatherings against the backdrop of the residence’s open living spaces. Privately positioned, the primary suite is a serene retreat with direct terrace access, custom closets and a beautifully appointed spa-inspired bath. Quartz surfaces, dual vanities, a freestanding soaking tub and expansive walk-in steam shower create a luxurious setting. Also on the main level, the second bedroom is currently arranged as a den with a nearby full bath, providing flexibility for guests, an office or additional living space. Upstairs, the home reveals another dimension: a lofted lounge with custom built-ins overlooks the living areas below, while a private third en-suite bedroom creates an ideal retreat for visiting family and friends. The separation between levels allows the residence to live comfortably whether hosting a full house or enjoying it as a private island escape. Outdoor living is equally compelling. Two terraces capitalize on the penthouse’s south-facing orientation and elevated perspective. Combined with the private courtyard entrance and two-car garage, these spaces reinforce the feeling of a home. Tangerine Bay Club is one of Longboat Key’s distinctive resort-style communities, recognized for its lush mature landscaping and exceptional location at the southern end of the island. Residents enjoy a 25-meter heated pool and spa set on a private island, tennis and pickleball, fitness, kayak launch, walking paths and a day dock available on a first-come basis. Adding to the community’s appeal, Tangerine Bay Club successfully completed its milestone inspection without requiring repairs, maintains healthy reserves and, at this time, has no special assessments anticipated. Optional membership to the Bay Isles Beach Club provides access to a private beach, adding another dimension to the Longboat Key lifestyle.

340 Gulf Of Mexico Drive Unit 136, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

3710 Gulf Of Mexico Drive Unit A3, Longboat Key
$525,000
2 Beds ⋅ 2 Baths ⋅ A4708279 MLS
DIRECT GULF FRONT/OCEAN VIEWS, FULLY FURNISHED, ELEVATED, AND BRING YOUR BOAT (BOAT SLIP opportunity for a small monthly rental fee at the NEW community marina) Beach Retreat with numerous improvements. Longboat Key living doesn't get any better than this. Located in a highly desirable waterfront co-op community, this home was raised 4 ft to enjoy more of the beautiful ocean views. All new windows with the front windows replaced with large picture windows for year round gulf/ocean views. Additional new updates include all new windows, new window coverings, new doors, new kitchen remodel which includes new countertops and painted cabinets, new bedroom fans, newly redone dining area, refreshed outdoor bathhouse, (included for description purposes as 1 of 2 bathrooms), new HVAC duct work and heating element, new Astro turf lawn, new outdoor lighting, newly painted interior, beautifully redone outdoor patio. Gulfshore of Longboat Key is perfectly situated between the Gulf of America and the Bay for beach to bay access. It has approximately 450-500 ft of private deeded beach access on the powdery sand and views of the turquoise blue water. It also has a new marina on Sarasota Bay, a large, heated community pool, a remodeled clubhouse with a commerical kitchen, a well-maintained community with a professional on-site manager, and very reasonable HOA fees! Gulfshores is a 55+ community and does not permit pets or rentals. Come live The Longboat Key Life.

3710 Gulf Of Mexico Drive Unit A3, Longboat Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-383-2500

560 Harbor Point Road, Longboat Key
$9,500,000
4 Beds ⋅ 5 Baths ⋅ A4708290 MLS
Behind the double-gated entry of Bay Isles’ coveted Harbor section, 560 Harbor Point commands a rare position at the end of a quiet cul-de-sac, with 200 feet of pristine, protected water frontage and breathtaking views of the downtown Sarasota skyline. Designed by acclaimed architect Clifford Scholz and meticulously crafted by Murray Homes, this 5,245-square-foot Palladian-style masterpiece pairs timeless architectural symmetry with the ease of true waterfront living. Inside, an exceptional floor plan unfolds across four luxurious bedroom suites and four and a half baths, with a formal living room, private dining room, family room, and a gourmet kitchen equipped for the finest culinary creations. His-and-hers offices offer the flexibility today’s discerning buyer expects, while impeccable millwork and the finest finishes reflect every detail executed to perfection. Expansive waterfront terraces and a redesigned viewing porch frame magical water views from every room. Outside, the water is the star. A private dock with boat lift and kayak launch puts the Gulf and Sarasota Bay within easy reach, with no bridges between you and open water. It is boating the way it was meant to be: quiet, private, and just steps from your back door. As a Bay Isles homeowner, you’ll also enjoy deeded, resident-only access to the Bay Isles Beach Club on the Gulf of Mexico, complete with an on-site attendant, covered gathering and picnic areas, changing rooms, barbecue grills, a volleyball court, and beach accessory storage. Close by are the championship golf, tennis, and dining of the Longboat Key Club, the St. Regis Resort, and the boutiques and restaurants of St. Armands Circle, while a short drive across the causeway brings downtown Sarasota’s acclaimed dining, vibrant arts scene, and beloved Farmers Market. Double-gated privacy. 200 feet of water frontage. Cul-de-sac seclusion. A rare offering in one of Longboat Key’s most prestigious enclaves.

560 Harbor Point Road, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-951-6660

1955 Gulf Of Mexico Drive Unit G6-407, Longboat Key
$769,000
2 Beds ⋅ 2 Baths ⋅ A4707495 MLS ⋅ G-6 BLDG.
Gulf-front view in Seaplace with reserved covered parking! This is a special opportunity to own a rarely available floor plan on the penthouse level in an atrium-style building. This residence has extra-high ceilings and spectacular Gulf water views, a large screened-in lanai overlooking the Gulf, and an extra-spacious open floor plan. It's being sold turnkey furnished and is ready to enjoy from day one. The open living and dining areas flow seamlessly to the expansive screened-in lanai, creating the perfect setting to relax, entertain, and take in the stunning Gulf sunsets. The generous primary bedroom offers an abundance of closet storage, while an in-unit washer and dryer provide everyday convenience. Additional features include a new impact-rated front door with a digital lock system, impact window and door shutters, and a private locking storage unit conveniently located on the same floor. The reserved covered parking space is very convenient to the elevator. HVAC, 2025. Set on 42 acres of Gulf-front, meticulously landscaped grounds, Seaplace offers resort-style amenities that make this community especially inviting. There are 2 large swimming pools with spas and a separate kiddie pool that provide plenty of options for relaxing and enjoying the Florida sunshine. At the beach, lounges and umbrellas are set up for residents to enjoy, making a day by the Gulf effortless. There are 3 har-tru tennis courts, and a mile of walking trails on the property. The modern clubhouse offers a state-of-the-art gym and an inviting gathering room where residents come together for parties, card games, social activities, or simply to get to know their neighbors. A special lending library adds another thoughtful touch. As the sun begins to set, residents gather around the clubhouse firepit to socialize, grill dinner, and watch the spectacular sunsets together over the Gulf. Seaplace is just a short 5 minute drive to St. Armand's Circle, where you'll find fantastic shopping and incredible restaurants and cafes. Also, at Seaplace you'll have the convenience of being close to Publix and CVS on Longboat Key which are within walking or biking riding distance or minutes away by car. Visit this residence in Seaplace to see how wonderful Longboat Key life can truly be. Book your appointment today.

1955 Gulf Of Mexico Drive Unit G6-407, Longboat Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-383-2500

3100 Gulf Of Mexico Drive, Longboat Key
$5,295,000
5 Beds ⋅ 5 Baths ⋅ A4707515 MLS
Set against the luminous backdrop of prestigious Longboat Key, this newly built residence offers a quietly sophisticated interpretation of island living. Ideally situated just across from the beach, the home is framed by glimpses of the water, while its considered architecture and refined interiors create an atmosphere of understated luxury. Here, contemporary design meets the effortless beauty of coastal life, creating a private retreat that feels polished yet deeply connected to its surroundings. Lush, mature landscaping envelops the property in a verdant embrace, ensuring privacy and a sense of tranquility that makes every moment feel like a serene escape. Sunlight streams through expansive windows, filling every room with natural light and creating an inviting atmosphere. Featuring a 3-car garage with dual driveways and convenient elevator access to all levels, the impressive 4,361-square-foot residence, with a total of 6,527 square feet under roof, is thoughtfully designed for both grand entertaining and intimate daily living. An attached poolside casita boasts a dedicated entrance with elegant French doors, a bedroom with a walk-in closet, a kitchenette, a full bath, and a covered lanai. Every detail has been carefully considered to ensure comfort and versatility, with 4 additional bedrooms, 3.5 baths, a quiet study, an upper-level lobby and exercise room, plus laundry rooms on both floors for ultimate convenience. Step inside through grand iron-and-glass double doors to a dramatic foyer and gallery, where a stunning glass-enclosed wine room is an artistic focal point. High ceilings amplify the airy, light-filled ambiance throughout, creating a sense of openness and grandeur that is both welcoming and awe-inspiring. The screened pool area features a rejuvenating spa, tranquil waterfall, captivating fire feature, and an expansive covered lanai with a built-in cabana bar, professional-grade grilling station, serving-island buffet, generous dining space, and a comfortable outdoor living area. Inside, the great room impresses with a sleek linear fireplace, beautifully designed beamed ceiling, and massive glass sliders that open wide to the lush poolside retreat. The high-end island kitchen is a connoisseur's dream, equipped with premium appliances and a wall of windows framing vibrant tropical views. Adjacent spaces include a pool bath, a large walk-in pantry, a laundry room with a sink and ample storage, and a convenient elevator valet area. The study is a private haven, featuring a custom ceiling, two full walls of glass with panoramic views, and a VIP ensuite off the foyer with a secluded balcony for peaceful moments. Distinctive designer light fixtures and dazzling chandeliers lend the space glamour and sophistication. Upstairs, the second floor includes elevator access, a lobby, an exercise room, two bedrooms, and a full bath. A dramatic bridge overlooking the great room leads to the magnificent primary suite, with intricate ceiling details, a large expanse of windows, a private water closet, a spa-like bath with dual vanities, a freestanding soaking tub, a grand full-height glass shower, and a customized wardrobe room. Completed in December 2025 by custom luxury builder John Cannon Homes, this exceptional residence is far more than a stylish, elegant home with gracious open living—it is a sanctuary, a retreat, and an invitation to savor the very best of the coastal lifestyle.

3100 Gulf Of Mexico Drive, Longboat Key

Listing courtesy of DEVELOPERS REALTY LBK, INC. 941-799-9096

6561 Bayou Hammock Road, Longboat Key
$3,495,000
4 Beds ⋅ 4 Baths ⋅ A4703604 MLS
Beyond the gates of Bayou Hammock, where just 13 residences share one of north Longboat Key’s most private waterfront settings, a true coastal retreat awaits. Arrive through one of two private gated entrances, where refreshed tropical landscaping and a charming butterfly garden welcome you home. Set on an expansive 0.83-acre lot with approximately 150 feet of direct canal frontage, the property offers sailboat water and room to accommodate vessels up to approximately 70 feet. Thoughtfully reimagined by the current owner, the beautifully renovated bungalow blends timeless Old Florida character with modern comfort. The 3-bedroom, 3-bathroom main residence is complemented by an attached guest casita with its own bedroom and bathroom, creating a total of 4 bedrooms, 4 bathrooms, and approximately 2,600 square feet of air-conditioned living space. Distinctive keystone accents will continue to develop a rich, natural patina in the coastal climate, while impact-rated windows and doors, a new standing-seam metal roof, and an attached one-car garage provide lasting value and peace of mind. Life here unfolds outdoors. Begin the morning beside the pool, rinse off beneath the outdoor shower after an afternoon on the water, or step onto the brand-new dock and set out from one of two new boat lifts, one 20,000lb and one 10,000lb. Spend the day boating, fishing, and exploring the surrounding waterways before returning to your own peaceful hideaway. Just moments from the beaches, dining, and relaxed charm of north Longboat Key and nearby Anna Maria Island, this exceptional property is also zoned for Anna Maria Elementary School. More than a waterfront home, it is a private island sanctuary offering rare space, remarkable boating access, and an unhurried way of life.

6561 Bayou Hammock Road, Longboat Key

Listing courtesy of RIDER REAL ESTATE. 404-368-8072

1445 Gulf Of Mexico Drive Unit 101, Longboat Key
$1,090,000
3 Beds ⋅ 3 Baths ⋅ A4708219 MLS ⋅ Players Club Iii BLDG.
Step into this highly desirable corner residence featuring three bedrooms, three full baths, and a 36’ x 11’ sunroom at The Players Club. Unique to this residence is a private garage, offering rare security and convenience plus an additional covered under-building parking space. You’ll immediately be drawn to the impressive 31’ balcony, offering sweeping views of the resort-style pool, lush, landscaped grounds, and breathtaking sunsets over the Gulf of Mexico. The outdoor space is perfect for alfresco dining, entertaining friends, or simply enjoying the tranquil Gulf breezes. An open, white eat-in kitchen is designed with custom cabinetry and extra storage that flows seamlessly into the main living and dining areas. Just off the kitchen, French doors open to a generous multipurpose sunroom that can serve as a home office, reading retreat, casual lounge, or even a fourth bedroom for guests. The primary bedroom, a private sanctuary with an en-suite bath offers a soaking tub, separate glass-enclosed shower, dual vanities, and a fitted walk-in closet. A second bedroom functions as an additional master with a fitted walk-in closet and en-suite bath with dual sinks. A true third bedroom with two separate fitted closets and an adjacent full bathroom adds flexibility for additional guests. Set on 11 acres of beachfront with 560 feet of Gulf frontage, The Players Club offers abundant green space, four Har-Tru tennis courts, a 70-foot heated saltwater pool, spa, fitness center, renovated clubhouse with catering kitchen, outdoor grilling areas, putting green, on-site management, and fully funded reserves and is located Just minutes from St. Armands Circle, downtown Longboat Key, and the Longboat Key Club - with championship golf, premier tennis, and a deep-water marina. One of the largest floor plans available in the community, this residence blends privacy, convenience, and resort-style beachfront living. Offered partially furnished.

1445 Gulf Of Mexico Drive Unit 101, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

4485 Gulf Of Mexico Drive Unit 402, Longboat Key
$456,789
2 Beds ⋅ 2 Baths ⋅ N6146025 MLS ⋅ 4485 BLDG.
Virtually Staged. Auction Property. Auction Property. This Beachfront Condominium will be sold at an Online Auction October 29 ~ November 4. 4485 GULF OF MEXICO DR, #402, LONGBOAT KEY, FL. This is a 2 Bedroom, 2 Bathroom Condominium with stunning views of the brilliant Gulf from every room and immediate beach access on Longboat Key. Arbomar Owners enjoy a heated beachfront pool, fitness center, and a welcoming well-maintained community with private coded access and an elevator. All special assessments will be paid in full by the seller at closing, eliminating future capital expense concerns for the buyer. The residence features a bright, open layout designed to capture stunning water views and coastal breezes. Significant recent improvements provide exceptional value and peace of mind, including a new roof, new balconies and walkways with diamond coating, Brand New carports within the past year and new doors and impact-rated windows throughout the community. The pool has just been resurfaced and has a brand new pump and heater. Inside, the home is ready for you to add your own flair. Ideal for full-time living, a seasonal retreat, or an income-producing beach getaway. This condo has a community washer and dryer just outside the front door, and also has a space where one could be installed inside. There are also storm shutters on the balcony for extra security. It comes with one dedicated covered parking spot and extra storage space downstairs. The amenities includes 24 hour security, pavered parking and entrance, elevators, a glistening resort style swimming pool, recreation clubhouse, shuffleboard, and fitness center. Perfectly positioned on Longboat Key, Arbomar is just minutes from St. Armands Circle, Sarasota’s dining and cultural attractions and world-class golf, and just a short trip to the Sarasota International Airport. Experience the luxury of Florida living with panoramic Gulf views and stunning sunsets every day. This building has cell phone towers on the roof that generate significant income for the association. With low maintenance fees and a great rental policy. The Milestone study and SIRS are completed and any past fees will be brought up to date at closing. This sale will come with a Warranty Deed ensuring that all taxes and condominium fees are current. This property will only be sold at Auction. ANY price in any listing or advertisement is for reference only, the selling price will be determined at auction. There is NO starting bid, you may bid any amount.

4485 Gulf Of Mexico Drive Unit 402, Longboat Key

Listing courtesy of NEAL VAN DE REE & ASSOCIATES. 941-488-1500

1591 Gulf Of Mexico Drive Unit 618, Longboat Key
$12,500,000
4 Beds ⋅ 6 Baths ⋅ A4701288 MLS ⋅ Champagne BLDG.
Experience an extraordinary standard of beachfront luxury from this spectacular penthouse residence at the prestigious St. Regis Longboat Key. Showcasing breathtaking panoramic views of the Gulf of Mexico and Sarasota Bay, this exceptional home offers an unparalleled blend of sophistication, privacy, and world-class design. Spanning approximately 5,320 square feet, the residence features four spacious bedrooms, five full baths, and one half bath, thoughtfully designed to provide the ultimate in comfort and elegance. Expansive walls of glass frame mesmerizing water views from nearly every room, while the spectacular 1736 square foot wraparound terrace creates seamless indoor-outdoor living. Enjoy your own private plunge pool, outdoor gas grill, and multiple entertaining areas perfectly positioned to capture stunning sunrises over the bay and unforgettable sunsets across the Gulf. The interiors have been exquisitely curated by award-winning interior designer Kurt Lucas, with every detail reflecting impeccable craftsmanship, timeless elegance, and refined coastal luxury. The residence is offered fully furnished, allowing for an effortless transition into an exceptional waterfront lifestyle. Additional features include a private three-car garage. The Residences at The St. Regis Longboat Key combine legendary service with the tranquil allure of a secluded seaside getaway on Longboat Key, Florida. The community spans over 17 acres and boasts 800 feet of direct beachfront, offering residents an unparalleled lifestyle. Amenities include signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in-residence dining, a private resident-only pool and spa, a Clubhouse, a fitness center, and beachside cabanas. Experience the finest in fractional luxury living at The St. Regis Longboat Key.

1591 Gulf Of Mexico Drive Unit 618, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-951-6660

1975 Gulf Of Mexico Drive Unit G4-203, Longboat Key
$795,000
2 Beds ⋅ 2 Baths ⋅ A4690072 MLS ⋅ 1975 BLDG.
Under contract-accepting backup offers. Virtually Staged. Wake up to breathtaking, unobstructed views of the Gulf of Mexico from this two-bedroom, two-bath condominium in beautiful Seaplace. The screened-in lanai provides the perfect setting to relax, take in spectacular sunsets and enjoy the azure waters of the Gulf. On the lanai there is an additional large retractable screen for protection from the sun along with a hurricane impact sliding glass door. Offered unfurnished and a clean slate ready for updating, this residence presents a wonderful opportunity to bring your own style and vision to a prime Gulf-facing property. This residence offers spacious and comfortable living space, while the spectacular views provide a backdrop that is truly hard to replicate. Additional features include electric hurricane shutters on the bedroom windows, two assigned parking spaces, including one covered space, offering convenience and value. The Seaplace community on Longboat Key has 42 acres of magnificent grounds, 1/2 mile of beautiful beach and a mile walking trail around the property. Included in the amenities are two swimming pools with spas, kiddie pool, fitness room, sauna, fire pit and kiddie playground. Located very close to famous Saint Armand's Circle and downtown Sarasota where you will find an abundance of restaurants, boutique shopping, art galleries, live theatre, ballet and an opera house. Don't miss this chance to live in paradise on unique Longboat Key. BE SURE TO SEE THE VIRTUAL TOUR!

1975 Gulf Of Mexico Drive Unit G4-203, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

6330 Laguna Drive, Longboat Key
$1,999,000
3 Beds ⋅ 3 Baths ⋅ A4703867 MLS
MODERN BEACH LUXURY | OCEAN VIEWS | PRIVATE BOAT DOCK & LIFT | LAGUNA YACHT VILLAGE Aggressively Priced for a Motivated Sale — Owners Relocating! Discover an extraordinary opportunity to own a beautifully modernized beach residence in Laguna Yacht Village, one of Longboat Key’s most private and closely held coastal communities. Perfectly positioned between the Gulf of Mexico and Sarasota Bay, this exclusive gated enclave encompasses just 8 residences across 9 lots, offering a level of privacy, boating access, and beach lifestyle that is exceptionally difficult to replicate. Elevated approximately 16 feet, this sophisticated 3-bedroom, 3-bath residence offers the flexibility of a possible 4th bedroom and an expansive 3+ car garage, all thoughtfully designed for effortless coastal living. From the home’s elevated vantage point, enjoy ocean views and the unmistakable sense of being surrounded by water, while your deeded private dock with 10,000-lb. boat lift places Sarasota Bay and the Gulf lifestyle literally at your doorstep. The current owners substantially modernized and expanded the residence in 2019–2020, creating a home that feels exceptionally fresh, refined and move-in ready. Improvements include a new 25-year aluminum roof, pre-painted HardiePlank exterior, expanded and enclosed upper deck, enlarged primary suite, completely renovated kitchen and bathrooms, new solid-panel interior doors, 16-foot-wide glass slider doors, refinished hardwood flooring on the main level and newly installed matching hardwood flooring throughout the upper level. The designer kitchen is appointed with premium Sub-Zero and Bosch appliances, complemented by an integrated 180-bottle wine refrigerator—perfectly suited for entertaining after a day on the water or at the beach. Additional major updates include a new water heater in 2025, 5-ton HVAC system, washer and dryer, and a host of upscale architectural and finish details. Much of the extensive renovation was completed by Greyhawk of Bradenton, reflecting the quality and craftsmanship found throughout. The generous upper-level loft offers exceptional versatility and could readily be transformed into a fourth bedroom, private office, media room or additional living space, depending upon your lifestyle needs. Outside, the true magic of Laguna Yacht Village unfolds. Relax on your expansive deck while taking in the coastal surroundings, launch your boat from your private dock and 10,000-lb. lift, walk to the beach, or unwind beside the community’s private heated and chilled pool. Even better, the HOA maintains the grounds, pool and dock infrastructure, allowing you to enjoy the lifestyle without the burden of extensive exterior maintenance. An oversized 3+ car garage provides abundant room for vehicles, a golf cart, water toys and all the equipment that comes with a true Florida coastal lifestyle. This is more than a home—it is a private coastal retreat with deeded boating, beach access, ocean views and an exceptionally rare sense of exclusivity. Laguna Yacht Village remains one of Longboat Key’s best-kept secrets, and opportunities within this intimate community are seldom available. Priced aggressively to sell due to the owners’ relocation. For the discerning buyer seeking privacy, boating, beach access and turnkey modern luxury on Longboat Key, this is an opportunity not to be missed.

6330 Laguna Drive, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-366-8070

3808 Gulf Of Mexico Drive Unit E412, Longboat Key
$1,175,000
3 Beds ⋅ 3 Baths ⋅ A4707833 MLS ⋅ Building E BLDG.
Rarely available penthouse living at Beach Harbor Club pairs sweeping Sarasota Bay views with deeded access to the white sands of the Gulf of Mexico. Set on the top floor of Building E, Residence #E412 is an exceptionally spacious three-bedroom, three-bath retreat offering more than 2,500 square feet, captivating water views from nearly every room and the relaxed indoor-outdoor lifestyle that makes Longboat Key so desirable. This residence also includes two premium covered parking spaces. From the moment you arrive, the water takes center stage. A private screened front patio creates an inviting outdoor perch overlooking the bay, while inside, an expansive, light-filled floor plan unfolds through generous living, dining and family spaces. Walls of glass frame the sparkling bay, surrounding tropical landscape and boating activity below, creating a constant connection to the waterfront setting. The oversized living room flows naturally into the enclosed bayfront terrace, now incorporated as a comfortable family room for additional year-round living space. Impact-rated sliding glass doors open to a Juliet balcony, inviting refreshing bay breezes inside while preserving the protection and comfort of an enclosed space. It is an ideal setting for morning coffee, reading, entertaining or simply watching the ever-changing colors of the water. Designed for both everyday living and entertaining, the formal dining room is surrounded by windows and enjoys beautiful bay views. The adjacent eat-in kitchen, renovated in 2018, features abundant cabinetry and workspace, a breakfast nook and its own picturesque outlook across the water. Three generously sized bedrooms are arranged in a desirable split plan, providing privacy for owners and overnight guests. The spacious primary suite is positioned to take advantage of the waterfront setting and includes a sitting area and an updated en-suite bath renovated in 2023. The additional bedroom suites offer exceptional flexibility for visiting family, guests or a home office. Beyond the residence, Beach Harbor Club delivers the quintessential Longboat Key lifestyle from bay to beach. Residents enjoy a bayfront clubhouse with social room, bar and catering kitchen, library, fitness center, heated swimming pool, Tiki hut and barbecue area, shuffleboard, car wash station, fish-cleaning station and outdoor shower. Boaters and paddlers will especially appreciate Beach Harbor Club's on-site marina, where assigned boat slips and kayak storage racks are available on a first-come basis. Just across Gulf of Mexico Drive, the community's deeded Gulf beach access puts the turquoise waters and soft sands of Longboat Key only moments from home—offering the rare opportunity to spend the morning boating on Sarasota Bay and the afternoon along the Gulf. Ideally positioned on the southern end of Longboat Key, #E412 is convenient to the boutiques, restaurants and cafés of St. Armands Circle, while Downtown Sarasota is just beyond the Ringling Bridge for acclaimed dining, galleries, theaters, the Sarasota Opera, Marina Jack and the city's celebrated arts and cultural scene. Longboat Key's waterfront restaurants, golf, tennis, parks and miles of shoreline are also close at hand.

3808 Gulf Of Mexico Drive Unit E412, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

3060 Grand Bay Boulevard Unit 162, Longboat Key
$1,595,000
3 Beds ⋅ 4 Baths ⋅ A4707424 MLS ⋅ Bldg. 1 BLDG.
From the sixth-floor in Building One at Grand Bay, this Biscayne residence captures sweeping 180-degree views across Sarasota Bay, the golf course and the Gulf of Mexico. The 3-bedroom, 3.5-bath home offers approximately 2,250 square feet, along with an expansive wraparound terrace that makes the most of the views and western sunsets. Private elevator access opens directly into the residence’s foyer and an open, light-filled great room framed by walls of glass. High stepped ceilings add volume, while built-ins provide useful storage and display space. Sliding glass doors extend the living areas onto the terrace, creating an easy connection between indoors and out. The updated kitchen is open to the main living space and features white stone countertops, a generous breakfast bar, streamlined cabinetry and new KitchenAid appliances. The primary suite enjoys terrace access and includes a custom walk-in closet and spacious bath with distinctive tilework, a glass-enclosed walk-in shower, soaking tub, makeup counter and separate water closet. Two additional bedrooms each feature en-suite baths and direct outdoor access, providing comfortable and private accommodation for guests. Important updates include 2 new (2026) air handlers, hurricane shutters, appliances and electric window treatments. Grand Bay offers an exceptional collection of amenities, including two heated pools and spas, a clubhouse, fitness center with saunas, Har-Tru tennis courts and scenic walking paths. Ownership also includes membership in the Bay Isles Beach Club, providing residents with private Gulf Beach access. For those seeking additional golf, tennis, dining and club amenities, membership at the Longboat Key Club is available separately. Boaters will appreciate the convenience of nearby Longboat Key Moorings Marina. Grand Bay is also pet-friendly and welcomes large dogs. With its expansive views, generous outdoor living space and access to some of Longboat Key’s most desirable amenities, this residence offers an easy way to enjoy the best of island living.

3060 Grand Bay Boulevard Unit 162, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

4525 Gulf Of Mexico Drive Unit 204, Longboat Key
$1,125,000
2 Beds ⋅ 2 Baths ⋅ A4707683 MLS ⋅ South Building BLDG.
Direct Gulf-front living, uninterrupted beach views and spectacular sunsets define this furnished retreat at The Castillian on Longboat Key. Positioned in the South Building, Residence #204 offers a front-row perspective of the Gulf of Mexico, with expansive water views from nearly every room. Thoughtfully maintained and updated, this two-bedroom residence offers 1,362 square feet of interior living space, including an enclosed Gulf-front terrace that creates a comfortable extension of the residence. From the moment you enter, the Gulf becomes the focal point. A light-filled, open living and dining area leads directly to the enclosed terrace, where floor-to-ceiling glass frames turquoise water, the natural dune landscape and the beach beyond. Impact sliding glass doors open to welcome refreshing Gulf breezes, creating a versatile space for enjoying the ever-changing coastal scenery and everyday living. The east-facing eat-in kitchen, updated in 2017, combines functionality with a fresh coastal aesthetic. Quartz countertops, a breakfast bar, stainless steel appliances and shaker-style cabinetry complement the generous workspace, while a convenient laundry closet adds everyday practicality. The kitchen connects naturally to the living and dining areas, creating an easy flow for entertaining. A split-bedroom floor plan provides privacy for owners and guests. The Gulf-facing primary suite offers beautiful water views, a walk-in closet and an en-suite bath updated in 2017 with quartz finishes and a glass-enclosed shower. The guest bedroom is comfortably separated from the primary suite and is served by a similarly updated second bath. Offered turnkey furnished, the residence is ready for immediate enjoyment as a full-time island home or seasonal getaway. Additional conveniences include deeded under-building parking and a separate storage unit. Beyond the residence, The Castillian offers the intimate atmosphere of a 60-residence beachfront community, with two buildings overlooking the Gulf. Its beautifully maintained grounds and collection of amenities encourage an easygoing coastal lifestyle. Spend afternoons beside the heated Gulfside swimming pool, unwind in the hot tub or gather with friends at the clubhouse and outdoor grilling area. Tennis, kayak storage and opportunities for walking and biking add to the appeal, while more than 700 feet of beachfront places Longboat Key’s soft sand and sparkling Gulf waters just steps from your front door. The community is pet-friendly, subject to association restrictions. The Castillian’s central Longboat Key location also provides convenient access to the island’s waterfront restaurants, golf, tennis and marinas. To the south, St. Armands Circle offers boutique shopping, restaurants and cafés, while Downtown Sarasota is home to acclaimed dining, galleries, theaters, Sarasota Opera, Marie Selby Botanical Gardens and the scenic Bayfront. To the north, Anna Maria Island and the charming coastal communities of Manatee County offer additional opportunities for exploring Southwest Florida.

4525 Gulf Of Mexico Drive Unit 204, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

1281 Gulf Of Mexico Drive Drive Unit 707, Longboat Key
$3,550,000
3 Beds ⋅ 4 Baths ⋅ A4706767 MLS ⋅ Water Club 2 BLDG.
Virtually Staged. Experience beachfront living at Water Club II, one of Longboat Key’s premier luxury condominium communities. Located on the seventh floor of the coveted North Tower, this fully renovated residence captures sweeping 180-degree views of the Gulf of Mexico, Sarasota Bay and downtown Sarasota. Eastern and western exposures offer breathtaking sunrises and spectacular Gulf sunsets. Encompassing 3,273 square feet under air and 3,692 total square feet, this three-bedroom residence combines contemporary design, premium finishes and a versatile open floor plan. A private elevator opens into your foyer, introducing expansive living spaces with 10-foot ceilings, large-format white porcelain flooring, custom moldings, automated window shades, designer treatments and architectural lighting. A dramatic turquoise onyx countertop anchors the renovated kitchen, complemented by sleek white Italian cabinetry. Opening directly to the main living area, the kitchen enjoys panoramic water views and connects to multiple dining and entertaining spaces. A breakfast nook, formal dining area, spacious living room and adjacent den provide flexibility for intimate gatherings or large-scale entertaining. The split-bedroom floor plan provides privacy for owners and guests. Occupying its own expansive wing, the primary suite features water views, a generous walk-in closet and separate his-and-hers bathrooms connected by a shared shower. A soaking tub overlooking the Gulf creates a private sanctuary. Two additional bedrooms occupy a separate guest wing, each with an en-suite bathroom and terrace access. With three balconies and water views throughout, the beauty of Longboat Key's coastal landscape is ever-present. Renovated with high-end materials and finishes, the residence features updated mechanical systems, including two air-conditioning units replaced approximately three years ago. Its contemporary design provides a versatile foundation for styles ranging from coastal contemporary to glamorous Art Deco. The seller’s high-end designer furnishings are available for separate purchase, presenting an opportunity for move-in-ready luxury living. Chandeliers are excluded. Two parking spaces near the private elevator offer added convenience. Surrounded by lush, preserved landscaping, Water Club II is celebrated for its privacy, security, full-time concierge services and extensive resort-style amenities. The gated beachfront community features a 17,000-square-foot private clubhouse with a ballroom and gathering spaces ideal for private celebrations and large events. Residents enjoy a resort-style pool, fitness center, tennis courts and private deeded beach access. Separate men’s and women’s locker rooms feature whirlpool spas, saunas and steam rooms, creating a luxurious wellness retreat. Situated on the south end of Longboat Key, Water Club II offers convenient access to Publix, the Longboat Key Club, championship golf, boating and waterfront dining. Nearby St. Armands Circle, Lido Key and downtown Sarasota offer exceptional shopping, acclaimed restaurants, galleries, theaters and cultural attractions. For buyers seeking a fully renovated luxury beachfront condominium on Longboat Key, this seventh-floor residence combines panoramic Gulf and bay views, contemporary interiors, private elevator access and the amenities of an established, full-service luxury community.

1281 Gulf Of Mexico Drive Drive Unit 707, Longboat Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-364-4000

3617 Fair Oaks Place, Longboat Key
$2,100,000
3 Beds ⋅ 4 Baths ⋅ A4706856 MLS
Virtually Staged. Tucked within the highly sought after Queens Harbour enclave of Bay Isles, this exceptional residence captures the effortless elegance and relaxed sophistication of the Longboat Key lifestyle. Queens Harbour offers the rare combination of single-family living with a low-maintenance lifestyle, including landscaping, irrigation, and exterior painting. Grand double entry doors open to nearly 3,000 square feet of beautifully refreshed interiors, where soaring 12- to 15-foot ceilings, abundant natural light, serene water views, and refined architectural details create an immediate sense of space and tranquility. Newly installed wood-look porcelain tile flows throughout the living and dining rooms, den, and first-floor bedrooms, bringing warmth and continuity to the home. At the heart of the residence, the newly renovated kitchen pairs sophisticated design with exceptional functionality. Quartz countertops, a dramatic waterfall island, second prep sink, new backsplash, and stainless steel appliances create an inviting space for cooking and entertaining. An adjoining breakfast nook is framed by a bay window overlooking the pool and lake. The thoughtfully designed split floor plan features three private en-suite bedrooms, a powder room, and an elegant den or office with custom cabinetry that may also serve as a fourth bedroom. The first-floor owner’s suite enjoys direct lanai access and tranquil lake views, complemented by a spa-inspired bath with dual vanities, soaking tub, and spacious walk-in shower. A second en-suite bedroom on the main level provides privacy and comfort for guests. The upper level features an additional en-suite bedroom and flexible living area, creating a secluded retreat ideal for guests, extended stays, or multigenerational living. Outdoors, the expansive screened lanai embraces the home’s peaceful waterfront setting. A heated pool and spa overlook the lake and fountain, while a generous covered sitting area with tongue-and-groove ceiling and coordinating accent wall provides an inviting setting for entertaining or relaxing. A 2023 tile roof adds to the home’s thoughtful updates and long-term appeal. Ownership in Bay Isles includes access to the private Bay Isles Beach Club and its pristine Gulf shoreline. Optional membership to the Longboat Key Club offers golf, tennis, dining, resort amenities, and access to Harbourside Marina. Ideally situated in the heart of Longboat Key, the home is convenient to the shops and everyday amenities of Bay Isles, with St. Armands Circle and downtown Sarasota’s acclaimed dining, arts, and cultural offerings just a scenic drive away. Boating, kayaking, fishing, waterfront dining, and some of Florida’s most beautiful beaches are all within easy reach. A refined island residence offering the privacy of a single-family home, the ease of low-maintenance living, and the exceptional lifestyle that defines Bay Isles and Longboat Key.

3617 Fair Oaks Place, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

1920 Harbourside Drive Unit 1003, Longboat Key
$624,900
2 Beds ⋅ 3 Baths ⋅ A4706809 MLS ⋅ Fairway Bay 1 BLDG.
Virtually Staged. Start your day with glowing sunrise views across Sarasota Bay from the living room, primary suite, and screened lanai, where the waterfront setting makes every moment feel like a retreat. Located within the gated waterfront enclave of Bay Isles, this spacious 2-bedroom, 2.5-bath townhome offers effortless island living with serene bay views and a flexible layout. Access to Bay Isles EXCLUSIVE Beach Club right across the street! The main living level is thoughtfully designed for everyday living and entertaining, featuring an open living and dining area complemented by a wood-burning fireplace. The kitchen offers ample space for casual meals and future customization. Large sliders extend the living space to a screened lanai overlooking the bay—an ideal spot to unwind or host guests. Hurricane shutters are already installed, offering added security and peace of mind. Upstairs, two well-proportioned bedroom suites each include private baths and walk-in closets, providing comfort and privacy for owners and guests alike. The primary suite is highlighted by a light-filled bath with an oversized soaking tub with jets and skylights above, creating a relaxing, spa-inspired atmosphere. A versatile loft area with additional skylights offers flexibility for a home office or gym, den, or reading space. On the ground level, an oversized two-car tandem garage delivers exceptional storage and functionality, with room for hobbies or a workshop. Residents of Fairway Bay enjoy a pet-friendly environment, professional on-site management, lushly landscaped walking and biking paths, and a private heated pool. Ownership also includes access to the exclusive Bay Isles Beach Club, a private Gulf-front amenity offering pavilion seating, tropical cabanas, grilling and picnic areas, beach storage, kitchen prep, and private restroom facilities. Ideally situated near the beaches, golf, dining, and shopping of Longboat Key, this townhome presents a rare opportunity to own in one of the island’s most established and desirable communities. Optional membership in the Longboat Key Club offers access, depending on membership category, to 45 holes of championship golf, more than 20 Har-Tru tennis courts, pickleball, multiple dining venues, private beach and pool facilities, a full-service spa, fitness and wellness facilities, member events, Marina Village and the Club’s deep-water marina.

1920 Harbourside Drive Unit 1003, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-388-3966

3360 Bayou Sound, Longboat Key
$4,699,999
5 Beds ⋅ 5 Baths ⋅ A4707025 MLS
Virtually Staged. Brand-new custom construction in Bay Isles? This is it. Introducing an exceptional new residence in one of Longboat Key’s most coveted gated communities. Designed for effortless coastal living, this sophisticated home combines coastal contemporary architecture, elevated construction above current flood requirements, an oversized homesite, and beautifully curated tropical gardens creating a private, resort-like setting. Inside, exceptional craftsmanship is evident throughout. The chef’s kitchen features a quartzite island, brass-strapped custom hood, panel-front refrigeration with fridge, freezer, and wine tower, vaulted beamed ceiling with concealed cove lighting and Thermador appliances. Designed to be a true masterpiece sure to impress. The great room showcases a walnut-clad fireplace wall, custom built-ins, wide-plank engineered wood floors, backlit tray ceiling, and expansive sliding glass doors opening to the outdoor living areas. The primary suite overlooking the tranquil back yard, offers a spa-inspired bath with freestanding soaking tub, rain shower, dual vanity, and customized walk-in closets. This floor plan also allows for an additional first floor primary or guest bedroom suite with custom full bath. The second floor offers three additional bedroom suites providing beautifully appointed accommodations for family and guests. Outdoors, the home becomes its own private resort. A covered lanai opens to a heated saltwater pool and spa, beautifully landscaped backyard with its own private putting green, and stainless-steel outdoor kitchen with built-in gas grill—an exceptional setting for entertaining, relaxing, or perfecting your short game at home. The location completes the experience. Set in south Longboat Key, the home is within walking distance of the Longboat Key Club, with golf, tennis, marina, dining, and beach club amenities nearby. Bay Isles residents also enjoy access to their own private Gulf-front Beach Club with powder-soft sand and spectacular Gulf waters. The Beach Club also provides bbq grills, pavilion, locker rooms, storage, and ice machine. New construction, exceptional design and quality, private beach access, and one of Longboat Key’s premier locations—this home offers a rare opportunity to enjoy the Bay Isles lifestyle from day one. Close to Sarasota International Airport, downtown dining and entertainment, and everything wonderful offered by the beloved St Armands Circle.

3360 Bayou Sound, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

783 Marbury Lane, Longboat Key
$1,549,000
2 Beds ⋅ 3 Baths ⋅ A4707000 MLS
Discover the ease and enjoyment of waterfront living on the north end of Longboat Key. This spacious canal home offers flowing indoor and outdoor spaces, fabulous boating, convenient neighborhood beach access, private heated pool, and so much more. At the front entry you are greeted by double doors opening to a generous foyer and an inviting, open floor plan with high ceilings. A welcoming and spacious great room provides gorgeous tropical views, plenty of room for relaxing or entertaining, and features a custom fireplace. The updated center-island kitchen features quartz countertops, generous workspaces, a wine cooler, stainless-steel appliances, and separate pantry, creating a welcoming place to cook and gather. Updates throughout including baths, flooring, and integrated fire protection add to the home’s appeal, while a large utility room with washer and dryer provides practical workspace. The flexible layout offers two split bedrooms along with three baths. The large primary features a walk-in closet, en-suite bath with soaking tub and custom walk-in shower, and opens to the outdoor covered lanai with its water views. The guest suite – split from the primary – offers an adjoining full bath, assuring privacy for visiting family and friends. On the main level an expansive covered lanai provides plenty of space for seating and dining and boasts water views from every angle, offering a comfortable setting for quiet mornings or evening gatherings. On the home’s lower-level, you’ll discover two bonus areas easily reimagined as a game room, media room, exercise room, or comfy lounging area. There is also a private office-den that could easily be converted to additional guest space. The newly refinished 30x15 pool enjoys an oversize deck, covered areas, outdoor shower, and new pool heater and equipment. With 80’ of canal frontage there is plenty of room for your boat, kayaks, paddleboards, and all your water toys. The three-car garage provides plenty of storage for cars, golf cart, beach equipment, and more. Longboat’s north end location is also home to a multitude of water-front dining options including The Shore, Mar Vista, Ventura’s, and Longbeach Café along with easy access to shops, groceries, Anna Maria, St Armands, Sarasota, and so much more. An idyllic lifestyle awaits: launch a day of boating, venture the nearby waterways by kayak or paddleboard, take a short walk to the beach, lounge poolside, or enjoy whatever your pleasure with so much to do and explore. Easy to maintain, plenty of room to entertain, and peaceful to return to, this home brings together the best of the Longboat Key lifestyle.

783 Marbury Lane, Longboat Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-383-2500

3578 Fair Oaks Way, Longboat Key
$2,695,000
3 Beds ⋅ 4 Baths ⋅ A4705030 MLS
Waterfront living takes center stage at this impressive Queens Harbour residence, offering 3 bedrooms plus a den and 3½ bathrooms across more than 3,000 square feet of indoor living. The home opens to a tropical pool and spa, covered outdoor living, and a private dock with boat lift on a navigable canal with convenient access to Sarasota Bay. Set behind the gates of Bay Isles, the home offers generous living spaces and an exceptional Longboat Key lifestyle. A paver drive framed by mature tropical landscaping leads to the striking two-story entrance and double glass doors. Inside, soaring tray ceilings, plantation shutters, architectural details and abundant glass create a bright, open feel. A private office sits just off the foyer before the floor plan opens to the main living areas. The great room features a dedicated bar and flows into adjoining living spaces, with sliders opening to the covered lanai, summer kitchen and pool. The kitchen offers abundant white cabinetry, contrasting stone countertops, a large center island with second sink and paneled refrigerator. A light-filled dining area opens directly to the outdoor living space. The first-floor primary suite overlooks the pool and features an aquarium-glass sitting area, tray ceiling, spacious walk-in closet and bath with split vanities, spa tub and glass-enclosed shower. A second en suite bedroom completes the main level. Upstairs, a generous guest suite can serve as a second primary retreat with a walk-in closet and updated en suite bath. Outside, the pool and spa with cascading waterfall are surrounded by paver decking and tropical landscaping. The covered lanai and summer kitchen create an inviting entertaining space, while the private dock and boat lift provide direct canal access to Sarasota Bay. Ownership in Bay Isles includes membership in the private Gulf-front Bay Isles Beach Club, offering residents direct beach access, covered gathering areas, picnic and barbecue facilities and other conveniences for enjoying the Gulf. Separate optional membership to the Longboat Key Club offers additional golf, tennis, dining, fitness, spa, beach and social amenities depending on membership category.

3578 Fair Oaks Way, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

775 Longboat Club Road Unit 405, Longboat Key
$1,095,000
2 Beds ⋅ 2 Baths ⋅ A4704560 MLS ⋅ Beaches BLDG.
Behind the gates of the Longboat Key Club, this 2BR/2BA corner residence at The Beaches offers 1,602± sq. ft. of comfortable living space, a wraparound terrace and views extending across the golf course to the Gulf. Located on the desirable south end of Longboat Key, the residence offers convenient access to the beach and the amenities of both The Beaches and the Longboat Key Club. Double entry doors open to a foyer with tile floors, high ceilings and neutral finishes. The combined living and dining area features walls of new high impact sliding glass doors that bring in natural light and open to the wraparound terrace. With exposures along two sides of the residence, the terrace provides multiple seating areas and views across the golf course and toward the Gulf. The galley-style kitchen offers generous counter space, stainless steel appliances, a tray ceiling and an adjoining breakfast nook with direct terrace access. The guest bedroom is comfortably sized and overlooks the golf course. The primary suite includes a private bath with dual vanities, a spa tub and a separate water closet with walk-in shower. An in-residence washer and dryer add convenience. The Beaches provides 24-hour concierge service, fitness and social rooms, two private tennis courts, a heated pool and spa, private beach access, garage parking and on-site management. Optional membership opportunities at the Longboat Key Club further expand the lifestyle, with Full, Golf, Tennis and Social membership categories offering access to amenities that may include 45 holes of golf, the Tennis Gardens, private dining venues, beach and pool facilities, spa, fitness and marina privileges. Boaters also have access to Longboat Key Club Moorings, a 291-slip, full-service deep-water marina described by the resort as the largest resort marina on Florida’s west coast. The marina accommodates vessels up to 150 feet, with slips available for lease or purchase, subject to availability and applicable membership requirements.

775 Longboat Club Road Unit 405, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

2525 Gulf Of Mexico Drive Unit 7B, Longboat Key
$1,450,000
2 Beds ⋅ 2 Baths ⋅ A4706913 MLS ⋅ 2525 BLDG.
Welcome to your own piece of paradise at the renowned Islands West community on Longboat Key. This desirable 7th floor Gulf-side residence offers beautiful beachfront views, a thoughtfully designed floor plan, and the added peace of mind of hurricane impact windows and doors! The spacious interior features tile flooring throughout and two generously sized master suites, positioned on opposite sides of the residence to provide privacy for owners and guests. Both suites offer ensuite baths and beautiful Gulf views. The kitchen provides ample cabinetry and plenty of space for everyday living, while the main living area offers two separate seating areas and a defined dining space. With beautiful water views from every window, the home brings the natural beauty of the Gulf into everyday living. Step outside onto the spacious balcony and enjoy the coastal breezes, breathtaking Gulf views, and beautiful surroundings. It is the perfect spot to start the morning with coffee or unwind at the end of the day. Islands West offers an impressive collection of amenities, including a newly refurbished clubhouse, heated beachfront pool and hot tub, two fitness rooms, dry sauna, tennis and pickleball court, library, outdoor patio and grilling area, and beautifully landscaped grounds. Secure key-fob entry and direct access to the sandy Gulf beach complete the relaxed beachfront lifestyle. Ideally located on Longboat Key, Bay Isles Shoppes is just across the street, offering Publix, banking, dining, and everyday conveniences. St. Armands Circle, downtown Sarasota, area marinas, golf, and the beaches of Lido Key and Anna Maria Island are all within easy reach. Whether you are looking for a full-time residence, vacation retreat, or a place to enjoy the Florida lifestyle, this Gulf-side residence offers a wonderful combination of views, privacy, amenities, and location.

2525 Gulf Of Mexico Drive Unit 7B, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-349-4411

1241 Gulf Of Mexico Drive Unit 109, Longboat Key
$989,000
2 Beds ⋅ 3 Baths ⋅ A4707277 MLS ⋅ Water Club BLDG.
Experience refined coastal living at The Water Club on Longboat Key, where lush tropical grounds meet the Gulf’s powdery white-sand beaches and shimmering aquamarine waters. Priced well below market value, this move-in ready, beautifully appointed Thomas Moser turnkey-furnished residence offers 2,000 square feet of thoughtfully designed living space, with two split-plan bedrooms, two full baths, a convenient powder room and a separate full-size laundry room with sink. Each spacious bedroom features a private en-suite bath, while 10-foot ceilings, warm wood flooring, and floor-to-ceiling hurricane-impact windows and sliders create an inviting sense of light and scale. The exceptional primary suite includes a generous walk-in closet and direct access to the private balcony. At the heart of the home, the expertly remodeled kitchen showcases custom cabinetry, a glass-mosaic backsplash, reverse-osmosis faucet, and premium stainless-steel appliances, including a Viking range and Sub-Zero refrigerator. A separate dry bar with Sub-Zero wine and beverage refrigerators adds effortless style for entertaining. The expansive terrace overlooks peaceful tropical foliage, offering a private setting for morning coffee or evening relaxation. Positioned on the plaza level, the residence provides convenient access to The Water Club’s world-class amenities, including 24-hour guard-gated security, concierge services, a resort-style pool and spa, Har-Tru tennis courts, fitness center, clubhouse with catering kitchen, and more than 16 acres of pristine beachfront grounds. Just a short drive from St. Armands Circle and downtown Sarasota, this distinguished residence places world-class dining, shopping, arts, and culture nearby. Discover timeless elegance, modern comfort, and an incomparable Gulf Coast lifestyle at The Water Club.

1241 Gulf Of Mexico Drive Unit 109, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

760 Longboat Court, Longboat Key
$840,000
3 Beds ⋅ 2 Baths ⋅ A4707147 MLS
Nestled in the heart of Longboat Key's historic North-End "Village", this beautifully restored 1920s beach bungalow seamlessly blends historic coastal charm with modern, high-end updates. Located just steps from the island's finest beaches, bay access points, and local dining, this coastal sanctuary sits on a private, oversized 9,400 sq. ft. lot surrounded by lush tropical landscaping. Inside, classic details like white tongue-and-groove ceilings, a cozy masonry wood-burning fireplace, and warm Saltillo tile floors complement a fully updated gourmet kitchen equipped with solid-surface countertops, custom shaker cabinetry, gas cooking, and striking tile flooring and backsplash. The main living space features a bright open layout, with vintage charm mixed with today's luxuries. Charming enclosed Florida Room sets the vibes with its panoramic views of the lush, tropical gardens. Oversized primary bedroom radiates the beach cottage vibes you're looking for. Spa-inspired bathrooms with frame-less glass showers, and stylish finishes throughout.The guest bedroom, currently used as a den, features walls of glass and continued vintage charm. Adding incredible versatility, an adjoining mother-in-law suite complete with its own kitchenette offers private accommodations for extended family, guests, or flexible living space. This area was designed to be both an extension of the primary living space with its continuous flow or, with its separate entrance, it's ideal for guests seeking privacy. Step outside into your private backyard oasis featuring a paver patio, lush gardens, an outdoor lounge area, and a private hot tub (2025) - perfect for relaxing after a day on the water. The oversized backyard is completely fenced and secured ready for the dream pool ($10K pool builder credit and permit convey). This residence features extensive, high-quality updates designed for modern comfort and efficiency. Recent improvements include, Energy & Climate: A 10kW solar panel system (2021), a new central air conditioning system (2025), and a mini-split system (2024). Interior & Structural: Comprehensive kitchen and bathroom renovations, new weather-grade subflooring in the cottage, and upgraded electrical service featuring an EV car charger and Cat-6W wiring throughout. Technology & Entertainment: A whole-home Bose integrated audio system. Utilities & Appliances: Completely updated cottage plumbing, instant hot water heater and a full suite of new appliances, including a washer and dryer. Windows: Replacement cottage windows installed in 2020 and new impact windows in the Mother-in-Law Suite. New interior paint and lighting (2026). Exterior Improvements: New landscaping, irrigation, electrical, and fencing just installed. Discover contemporary elegance blended with classic Florida island charm in one of Longboat Key's most sought-after historic areas. Set within a vibrant, golf-cart-accessible neighborhood, this exceptional property puts you close to local cafés, waterfront dining, unique boutiques, fitness facilities, and fishing piers. Enjoy convenient access to Sarasota Bay with a nearby boat launch and kayak areas, while pristine Gulf beaches are only minutes away - all with the freedom of no mandatory HOA. Schedule a visit to experience the unique lifestyle and character of this remarkable home firsthand.

760 Longboat Court, Longboat Key

Listing courtesy of CENTURY 21 BEGGINS ENTERPRISES. 813-658-2121

539 Forest Way Unit 539, Longboat Key
$639,000
2 Beds ⋅ 3 Baths ⋅ A4706129 MLS ⋅ Na BLDG.
Second-home buyers and investment-minded buyers, take note. This beautifully furnished, turnkey residence at Cedars East on Longboat Key offers the rare combination of a polished coastal retreat, an established rental history, and meaningful upside potential. The home has generated approximately $50,000 in average annual rental payout revenue, after Airbnb and VRBO fees, providing a proven income history while maintaining the flexibility of up to 26 rental opportunities a year—an unusually flexible arrangement for Longboat Key. The owners have invested more than $130,000 in upgrades and improvements since 2021, creating a home that is not simply rental-ready, but thoughtfully maintained and continually enhanced. The current owners have created a home designed to deliver an exceptional guest experience. The sale includes the home's high-quality furnishings, top-of-the-line kitchenware—including All-Clad cookware—solid dishware, premium beach equipment and carefully selected décor. The result is reflected in the property's rental reputation, with more than 40, 5-Star Airbnb reviews from previous guests. Positioned near the front of Cedars East, the residence offers more convenient access to the Gulf beaches than many locations within the community and is next to the Longboat Key bike path. Inside, the 1,440-square-foot, two-bedroom, 2½-bath residence features an open living and dining area, a large garage, and a private, wooded outlook from the living room and lanai. The lush greenery creates a wonderfully private, almost treehouse-like setting—a peaceful contrast to the Gulf just moments away. Residents of Cedars East enjoy a resort-style setting with HOA amenities including the community pool, kayak and paddle board launch, fishing pier, cable, water, sewer, trash and pest control.Optional membership at the Cedars Tennis Resort & Club provides access to additional tennis, pickleball and fitness amenities. Whether you're looking for a beautifully finished Longboat Key retreat, a second home that can generate income, or a turnkey vacation property with an established rental history, this residence offers a compelling combination of lifestyle and flexibility. Come experience The Longboat Key Life.

539 Forest Way Unit 539, Longboat Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-383-2500

1591 Gulf Of Mexico Drive Unit 312, Longboat Key
$4,290,000
2 Beds ⋅ 3 Baths ⋅ A4702788 MLS ⋅ Champagne BLDG.
Tucked into the Champagne Building at The Residences at The St. Regis Longboat Key, unit 312 is a fully furnished coastal residence done right. Ceilings soar, glass walls stretch floor to ceiling, and the craftsmanship shows in every corner of this thoughtfully laid-out home. Tenant in place from late December through the end of March, generating approximately $90,000 in rental income. Step off the private elevator and into a great room capped by a dramatic tray ceiling and a sculptural bubble chandelier, where sliding glass doors open the space up to the terrace and the greenery beyond, letting the space extend beyond the walls. The kitchen is built for chef and entertainer alike. Glossy custom cabinetry, waterfall-edge counters with a leathered finish, a book matched quartz backsplash, and a full Wolf and Sub-Zero lineup, gas cooktop, double wall ovens, paneled refrigeration all give it the look of a showroom and the function of a real working kitchen. The island is the centerpiece for memories to be made with friends and family. The primary suite feels like its own retreat, tucked away from the living space with a wall of glass framing the grounds below. The bath is spa-worthy: dual vanities under illuminated round mirrors, a frameless glass rain shower, and a walk-in closet custom-fitted with enough drawers and shelving for a serious wardrobe. A second ensuite bedroom offers privacy for guests, and a well-appointed bath handles the rest. A discreet wet bar with wine storage and ice maker sits ready for evening cocktails, and wide-plank, wood-look porcelain tile runs throughout, warming up every room without competing with the views. Outside, the private terrace comes with its own Wolf gas grill, an easy spot for dinner under Longboat Key's evening skies. This is one of only 69 residences in the first branded residential community on the Gulf of Mexico with 800 feet of private beachfront. Ownership here comes with real perks: St. Regis Butler and Concierge service on call, a private Residents' Clubhouse and fitness center, a resident-only pool and spa, and beachside cabanas set aside just for owners. Steps beyond that, the full resort opens up: a heated infinity-edge pool, a drifting lazy river, a meandering saltwater lagoon home to a family of resident Aldabra tortoises, several chef-driven restaurants, and an oceanfront spa with vitality pools and a full menu of treatments. It's the kind of amenity list that makes staying home feel like a vacation. St. Armand’s Circle and downtown Sarasota are just minutes away, but out here on this stretch of Longboat Key, the pace slows down and the world feels a little further off. Here, you're not just buying a home, you're buying into the St. Regis way of doing life, every single day.

1591 Gulf Of Mexico Drive Unit 312, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-951-6660

2800 Harbourside Drive Unit E-21, Longboat Key
$385,000
A4706843 MLS
JUST INSIDE THE T-DOCK! An easy access premium 63 x 23.5 ft. slip, with a unique configuration; it has a pier extension, a 9 ft wide finger pier, and the extended portion is a concrete floating dock providing alternate boarding options. The slip is located on the north side of the pier. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping - close to Publix, CVS, and other specialty shops - recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside & Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association before entering the marina. A current photo must be submitted. Max length of vessel allowed is 58 LOA, usable beam is 19 ft at the head of the slip.

2800 Harbourside Drive Unit E-21, Longboat Key

Listing courtesy of LBRE LLC. 941-383-8383

4600 Gulf Of Mexico Drive Unit 301, Longboat Key
$660,000
2 Beds ⋅ 2 Baths ⋅ TB8550356 MLS ⋅ E Building BLDG.
Welcome to Paradise!  Fall in love with this turnkey furnished two- bedroom two bath End Unit condo! Relax and enjoy beautiful unobstructed views of Sarasota Bay from nearly every room in the house. The bright newly remodeled open concept kitchen has new cabinetry, quartz countertops and a large breakfast bar. You can even catch a sunset from the oversized westerly kitchen window. On the far side of the home is the master suite with an ensuite bath with a walk-in shower and dual sink vanity. The walk-in closet has built-in shelves and is large enough to accommodate the one-year-old stackable washer and dryer. The second bedroom has built in closets and drawers along with a built-in desk making it ideal for guests or a home office. Both bedrooms access the lanai that has an amazing view with its floor to ceiling windows. Additional features in the home include a whole house water filter, hurricane impact windows 2023, HVAC 2021, water heater 2022,microwave and range 2023 and a brand-new refrigerator. This home is extremely spacious and provides ample storage. There are two linen closets, three walk in closets and three sets of custom boudoir built-ins. There is also a ground level private storage room at your assigned under building parking space which happens to be located next to the Elevator. This condo is also located directly across from one of the community pools. Enjoy three beach access points (including one private), 26 acres of tropical surroundings including a 1/2 mile of nature trails, two heated pools, fitness center and sauna, clubhouse, tennis and pickleball courts, boat docks (waitlist) kayak launches, kayak storage and two marinas. You are also just minutes away from championship golf courses, restaurants, shopping, St. Armands Circle, Downtown Sarasota, and Anna Marie Island. This waterfront condo community and its great location has something for everyone to enjoy!

4600 Gulf Of Mexico Drive Unit 301, Longboat Key

Listing courtesy of FUTURE HOME REALTY INC. 813-855-4982

843 Bayport Way Unit 843, Longboat Key
$645,000
2 Beds ⋅ 2 Baths ⋅ A4706474 MLS ⋅ F BLDG.
EXPERIENCE THE BEST OF LONGBOAT KEY—FROM THE GULF TO THE BAY! Welcome to Bayport Beach & Tennis Club, an exceptional Gulf-to-Bay community where pristine beaches, breathtaking sunsets, lush tropical surroundings, and resort-style amenities create the ultimate Florida lifestyle! Nestled among beautifully landscaped grounds, this desirable 2-bedroom, 2-bath SECOND-FLOOR END UNIT offers an inviting combination of privacy, natural light, and coastal charm—with the added benefit of NO NEIGHBORS ABOVE YOU! Step inside to discover a bright, welcoming residence featuring an open living and dining area, ideal for relaxing or entertaining. The thoughtfully designed split-bedroom floor plan provides privacy for owners and guests alike. The kitchen and bathrooms have been tastefully updated, newer windows enhance comfort and efficiency, and a full-size washer and dryer inside the residence add everyday convenience. The spacious primary suite features a walk-in closet and a versatile bonus area, perfect for a home office, cozy reading retreat, or additional storage. OUTDOOR LIVING IS JUST AS INVITING! Enjoy your morning coffee on the open-air deck, surrounded by tropical beauty, or unwind on the screened lanai while enjoying the peaceful setting. Covered parking, convenient guest parking, multiple storage areas, and a private owner's closet provide the practical features that make island living effortless. WHAT TRULY MAKES BAYPORT SPECIAL IS ITS EXTRAORDINARY GULF-TO-BAY LIFESTYLE! Situated on approximately 27 beautifully landscaped acres stretching from the Gulf of Mexico to Sarasota Bay, this distinctive community offers approximately 1,200 FEET OF PRIVATE GULF BEACH ACCESS, where soft sands, turquoise waters, and spectacular sunsets are part of everyday life. Enjoy an impressive collection of resort-style amenities, including a heated Junior Olympic-size swimming pool, four Har-Tru tennis courts, a fitness center, kayak launch, fishing pier, and beach chairs and umbrellas for residents. Meandering pathways wind through mature tropical landscaping, creating a serene, park-like atmosphere that makes Bayport one of Longboat Key's truly special communities. And the location? SIMPLY FABULOUS! You're just minutes from Longboat Key's wonderful restaurants, boutique shopping, St. Armands Circle, and the cultural attractions of downtown Sarasota. Imagine starting your morning with a peaceful walk along the Gulf, spending the afternoon kayaking on Sarasota Bay, and ending your day watching another unforgettable Florida sunset. Whether you're searching for a full-time residence, seasonal retreat, or your own coastal escape, this is an incredible opportunity to enjoy the best of Longboat Key living. BEACH. BAY. BEAUTIFUL ISLAND LIVING. YOUR LITTLE PIECE OF PARADISE AWAITS AT BAYPORT BEACH & TENNIS CLUB!

843 Bayport Way Unit 843, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-349-4411

521 Forest Way, Longboat Key
$599,900
2 Beds ⋅ 3 Baths ⋅ A4706685 MLS ⋅ N/A BLDG.
Discover your ultimate island escape in this beautifully updated, fully furnished, and pet-friendly 2-bedroom, 2.5-bathroom townhome located within the desirable Cedars Tennis Resort & Club on Longboat Key. Set across a lush, village-like community enveloped by nature on the island's scenic north end, this property offers a rare combination of relaxed coastal living and an excellent short-term rental opportunity featuring a flexible two-week policy. Step inside to find a turnkey, coastal-chic interior highlighted by crisp shiplap accents, warm wood-style flooring, and elegant metallic hardware throughout. The updated kitchen features white shaker cabinetry, premium stone countertops, custom tile backsplash, and a breakfast bar with seating, all while offering a subtle peekaboo views of the glistening Gulf of Mexico. It flows seamlessly into a bright dining space framed by a shell-pendant chandelier and an inviting living room that opens through sliding glass doors to a private, screened lanai framed by tropical palms and water views. Upstairs, the layout is designed for comfort and convenience. The primary suite serves as a serene retreat with water views, large closet space, and barn-door entry into an upgraded bathroom featuring dual vanities, white shiplap walls, and a walk-in shower with floor-to-ceiling marble tile and gold hardware accents. Just down the hall, the secondary bedroom, which also catches a peekaboo Gullf view, is accompanied by a second full bathroom and ther is also a dedicated upstairs laundry closet with front-loading washer and dryer units. Outside, the property enjoys tranquil views of lush tropical foliage and a quiet island setting, complete with recent structural and mechanical improvements like updated windows, a brand new roof, 2021 air conditioning units, and a private garage with a recently installed hurricane-rated garage door. Cedars Tennis Club provides an unmatched resort-style atmosphere. Meander along lit boardwalks winding through mangroves to access an exceptional array of community amenities, including a heated Junior Olympic-sized swimming pool, a vibrant tiki bar, nine Har-Tru tennis courts, three Har-Tru pickleball courts, a clubhouse with a pro shop, a 24-hour fitness center, an on-site Google 5-star restaurant Hugo's II, a fishing pier, and a kayak launch (please note that some amenities require an additional club membership). This property has been a second home for current long time owners, but similair neighboring properties boasts a proven track record as a lucrative short-term rental, consistently producing roughly $50,000 in net annual revenue after platform fees. Furthermore, it offers a rare level of operational flexibility for Longboat Key, permitting up to 26 rental cycles per year. When you are ready to venture out, you are within easy walking distance of Longboat Key's world-renowned sugary white sand beaches, the tranquil trails of Joan Durante Park, and local culinary staples like Harry's Deli & Continental Kitchen, Lo-Key Bar and Grill and Euphemia Haye Restaurant & The Haye Loft. For broader entertainment, shopping, and cultural experiences, St. Armands Circle, downtown Sarasota, the Ringling Museum complex, Mote Marine and Anna Maria Island are just a short drive away. Whether you are searching for the dream beach house, a lucrative investment property, or your own private full-time retreat complete with stunning evening sunsets, this Longboat Key gem delivers on every front

521 Forest Way, Longboat Key

Listing courtesy of CENTURY 21 BEGGINS ENTERPRISES. 813-658-2121

732 Bayport Way, Longboat Key
$1,050,000
2 Beds ⋅ 2 Baths ⋅ A4705072 MLS ⋅ 732 BLDG.
Welcome to 732 Bayport Way, a completely remodeled and beautifully furnished coastal retreat offering a rare Gulf view within Bayport Beach & Tennis Club, one of Longboat Key’s distinctive Gulf to Bay communities. Thoughtfully redesigned and renovated in 2023, this 2 bedroom, 2 bath residence offers approximately 1,456 square feet of sophisticated, move in ready living with virtually every detail updated. The renovation includes new flooring, countertops and windows, along with a dedicated home office that creates the perfect space for working remotely or enjoying a quiet study. The sleek, redesigned kitchen features premium JennAir appliances, crisp contemporary cabinetry, beautiful countertops, a water purification system and thoughtful finishes throughout. Designed with entertaining in mind, the residence also features a custom bar complete with a wine cooler, dedicated whisky display and built in cigar humidor, creating a distinctive space for cocktails, wine and evenings with friends. New furnishings throughout, including select pieces from Restoration Hardware, complete the refined yet relaxed coastal feel. Bayport offers an exceptional Longboat Key lifestyle, stretching from the Gulf of Mexico to Sarasota Bay and giving residents the opportunity to enjoy both beach and bay. Community amenities include private Gulf beach access, a heated swimming pool, tennis courts, fitness facilities, clubhouse, walking and nature paths, kayak facilities and access to Sarasota Bay. Start the morning with a walk along the Gulf, work from your private home office, spend the afternoon by the pool or on the water, and finish the evening entertaining at home or taking in a Longboat Key sunset. Completely remodeled, beautifully furnished and ready to enjoy from day one, 732 Bayport Way offers the opportunity to step directly into the Longboat Key lifestyle without the time, expense or inconvenience of undertaking a major renovation.

732 Bayport Way, Longboat Key

Listing courtesy of EXP REALTY, LLC. 941-462-3321

691 Tarawitt Drive, Longboat Key
$815,000
2 Beds ⋅ 2 Baths ⋅ A4706455 MLS
Under contract-accepting backup offers. Situated on an extra large 11,250 sf waterfront lot, with a 2020 seawall, and deeded beach access, this fabulous single family home represents one of the best investments on all of Longboat Key! Completely renovated and ready for you to move right in and start enjoying island life or a dreamy location for you to earn monthly rental income while you envision building your own island getaway. Charmingly decorated, with a new kitchen and all new appliances, in an open floor plan with beautiful wood look tile that flows seamlessly from room to room. 2022 storm windows provide a full wall of light while taking in the views overlooking the canal; A day out on the boat can be a routine adventure with easy access to the intracoastal waterway and no fixed bridges to the Gulf of Mexico. When you return, the 2nd bath has a door to the back so you can come right off the boat to the showers or it also could provide a perfect location as a pool bath if you choose to put in a pool. A covered carport provides a perfect place for outdoor dining. In only a short walk or bike ride down the street, you have your deeded beach access point, and you have access to multiple restaurants, shopping, 11 miles of bike paths and the beautiful nature trails of Joan Durante Park. With this mid-key location it's just a short drive to the new St.Regis Resort, world famous St. Armands Circle and just beyond that, the culture rich city of downtown Sarasota. This is truly what laid back island life on Longboat Key is all about. Make an appointment to see this island home today. At this price point, it will not last long!

691 Tarawitt Drive, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-383-7591

2101 Harbourside Drive Unit 1103, Longboat Key
$1,495,000
3 Beds ⋅ 3 Baths ⋅ A4706065 MLS ⋅ N/A BLDG.
Under contract-accepting backup offers. 3BR/2.5BA, 2,219 sf end-unit villa in gated Harbour Oaks at Bay Isles. Fairway views across hole #3 (White) of the Longboat Key Club golf course, plus a full-sized private heated pool on a large screened lanai. Three sliders open the living spaces to that outdoor room—ideal for gatherings, quiet evenings, and southwest-oriented sunsets over the greens. Renovated in a clean modern-farmhouse style: shiplap fireplace, new lighting and ceiling fans, paneled interior doors with dark hardware, and a wood-and-glass front door. The open, refreshed kitchen flows into the dining area overlooking the pool and golf course. The primary suite is a true retreat with multiple closets including a walk-in, double sinks, a newly tiled glass-enclosed shower, and a bathroom skylight. Two additional bedrooms and a bonus office with golf-course and garden-atrium views give the household room to work, guest, and spread out. Practical updates include a new roof with the assessment paid and a large two-car garage with epoxy floor and organized storage for beach and sports gear. Harbour Oaks residents have use of the private Bay Isles Beach Club on the Gulf (parking available). Longboat Key Club golf, tennis, pickleball, and dining are nearby by optional separate membership; the marina is a short walk, with slips available separately. Move-in ready Longboat Key living: golf-course backdrop, private pool, beach-club access, and lock-and-leave convenience behind the Bay Isles gates. Schedule your private showing and start living the island lifestyle.

2101 Harbourside Drive Unit 1103, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-383-7591

2020 Harbourside Drive Unit 442, Longboat Key
$699,000
2 Beds ⋅ 2 Baths ⋅ A4705717 MLS ⋅ M-4 BLDG.
Enjoy direct Sarasota Bay views and deeded private beach access from this updated fourth-floor residence in Fairway Bay, an established gated Bay Isles community within the Longboat Key Club setting. Residence #442 at 2020 Harbourside Drive offers 1,312 square feet of bright, airy living space with two bedrooms and two bathrooms—an inviting coastal retreat where the bay becomes part of everyday life. Floor-to-ceiling views from the kitchen, dining area, and living room create a memorable backdrop for daily living and entertaining, while the private balcony is an ideal place to begin the day with a Sarasota Bay sunrise or settle in for the evening as the sky changes over the water. Keep watch for passing boats, coastal birds, and the occasional manatee in the bay below. The residence has been thoughtfully updated with a kitchen featuring granite countertops, a granite breakfast bar, stainless-steel appliances, and a newer microwave. A front-loading LG washer and dryer are included for everyday convenience. Ceramic tile flooring extends throughout the main living areas and guest spaces, while the primary bedroom features warm wood flooring. Fairway Bay offers a resort-inspired waterfront lifestyle with scenic walking paths, a heated swimming pool and spa, fitness facilities, social spaces, tennis courts, and paddle sports. Beyond the bayfront setting, owners enjoy deeded access to the Bay Isles Beach Club, providing a private connection to Longboat Key’s renowned Gulf beaches. It is the best of both waterfront worlds: tranquil Sarasota Bay just outside your door and the Gulf of Mexico’s white-sand shoreline close by. The community’s central island location makes it easy to walk or bike to nearby conveniences, including grocery shopping, pharmacy services, and tennis. For those who wish to expand their recreational options, membership opportunities may be available through the nearby Longboat Key Club, with its golf, tennis, dining, fitness, spa, and full-service deep-water marina amenities. St. Armands Circle is moments away for boutique shopping and acclaimed dining, while downtown Sarasota offers a vibrant extension of the island lifestyle with arts, culture, restaurants, and waterfront attractions. This is a rare opportunity to enjoy a beautifully updated fourth-floor bayfront residence where views, private beach access, resort-style amenities, and the effortless rhythm of Longboat Key living come together.

2020 Harbourside Drive Unit 442, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-383-7591

5461 Gulf Of Mexico Drive Unit 304, Longboat Key
$1,495,000
2 Beds ⋅ 2 Baths ⋅ A4706200 MLS ⋅ 5461 BLDG.
Virtually Staged. Step directly onto the sand from this pristine beachfront condo, where panoramic views of the ocean set the scene for total relaxation. Designed with an open-concept layout, the living area features 24x48 Carrara-style matte porcelain floor tile, wall-to-wall glass sliding doors that frame uninterrupted water views and open to a private covered balcony with a powered retractable screen as well as a security screen on both the balcony and master bedroom windows and all new impact windows and sliders. The Chefs kitchen features endless counter space and quartzite counter tops with full height quartzite backsplash, a breakfast bar, soft close cabinets and drawers, multiple custom drawers insert with organizers, dividers and pull outs. The luxury stainless-steel appliances include Sub Zero paneled triple-column integrated refrigeration suite with a 36” refrigerator, 18” freezer and 24” wine tower, a Marvel undercounter refrigerated beverage center, Café induction cooktop/double convection range and Café glass range hood. The ocean facing main bedroom with balcony access, offers a custom geometric coffered ceiling design with inset lighting, custom-built walk-in closet, Hunter Douglas dual electric shades with light filtering and black out shades. The elegant primary bath features custom cabinetry with under-cabinet lighting and generous storage including linen tower, pull out laundry hamper, built-in makeup area, dual vanities, marble counter tops, custom Glass enclosure and two shower heads with polished nickel individual Hansgrohe thermostatic valves. The large guest bedroom with wall-to-wall windows has a custom closet with mirrored pocket closet door as well as Hunter Douglas dual electric shades with light filtering and black out shades. The Guest bathroom has marble countertops, mosaic marble floor, European style floating vanity with under-cabinet lighting, double shower heads with Hansgrohe thermostatic valve and a custom glass enclosure. The laundry closet has a full-sized LG front loading washer and dryer with laundry folding quartzite countertop over the washer and dryer and upper cabinetry for storage. This residence comes with an enclosed under building parking space and a large storage closet with shelving. Amenities include a heated swimming pool surrounded by lush landscaping, tennis and pickleball court, beautiful dune walkway over to the beach, a grilling area, private beach access and an on-site property manager. This is a well-maintained boutique community of 2 buildings with only 26 total residences, pet friendly and walkable to 5 restaurants. Being offered partially furnished.

5461 Gulf Of Mexico Drive Unit 304, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

7094 Longboat Drive E, Longboat Key
$3,249,000
A4706116 MLS
A rare opportunity to craft a bespoke waterfront estate on the coveted north end of Longboat Key. Situated on over 11,000 square feet, this exceptional vacant homesite offers sweeping water views overlooking picturesque Jewfish Island, creating a serene and ever-changing coastal backdrop for your future residence. Cleared and ready for your builder, the property invites endless architectural possibilities—from a contemporary coastal retreat to a timeless island classic—designed to capture breathtaking sunsets, early morning sunrises and gentle bay breezes.Tucked away on a quiet street, this prime location offers the perfect balance of privacy and convenience. Enjoy a short stroll to the pristine Gulf beaches, where powdery white sands and turquoise waters define the Longboat Key lifestyle. Equally close are the coastal restaurants of the north end, allowing you to savor waterfront dining, casual cafés, and evening strolls without ever getting in the car. Whether you envision expansive indoor-outdoor living, a resort-style pool and lanai, or a private dock to explore Sarasota Bay and beyond, this homesite provides the canvas to bring your vision to life. Surrounded by natural beauty and neighboring luxury residences, 7049 Longboat Drive N represents an increasingly rare chance to build new on Longboat Key—one of Florida’s most desirable barrier islands. Create your legacy property in a setting defined by tranquility, walkability, and stunning waterfront vistas, all just moments from the Gulf of Mexico. Opportunities like this on Longboat Key’s north end are limited—secure your place and begin designing the extraordinary.

7094 Longboat Drive E, Longboat Key

Listing courtesy of SARASOTA TRUST REALTY COMPANY. 941-366-1619

1561 Gulf Of Mexico Drive Unit 404, Longboat Key
$12,750,000
3 Beds ⋅ 4 Baths ⋅ A4684683 MLS ⋅ Armand BLDG.
Presented in the most coveted beachfront enclave at The St. Regis Longboat Key Resort, this is a rare opportunity to own a spectacular residence in the prestigious Armand building — the closest to the Gulf, with breathtaking, unobstructed views of the Gulf of Mexico. Encompassing nearly 5,000 square feet and offered fully furnished, this extraordinary home was masterfully designed by the award-winning Rowland and Broughton of Aspen, Colorado. Thoughtfully curated throughout, it lives like a private single-family home while enjoying the legendary St. Regis services and amenities, including butler service and in-residence dining. The gracious great room is designed for effortless entertaining, featuring porcelain wood plank flooring and dramatic accordion doors that fully retract to a sprawling terrace with a private gas grill and panoramic views of the Gulf, resort, and saltwater lagoon — creating seamless indoor-outdoor living. The chef’s kitchen is a true showpiece, anchored by a large statement island clad in exquisite Pininfarina Crystal quartzite with a dramatic waterfall edge — blending sculptural beauty with everyday functionality. The space is impeccably appointed with dual Cove dishwashers, a Wolf six-burner cooktop, Wolf double ovens and microwave, and a Sub-Zero refrigerator. A charming breakfast area offers built-in storage and shelving, along with an ice maker and beverage refrigerator for ultimate convenience. A private club room provides the perfect setting for lounging or game day gatherings, highlighted by custom built-ins and striking in-wall wine storage. The luxurious owner’s suite captures sweeping Gulf views and opens directly onto the expansive terrace. A stunning feature wall wrapped in Bijou Knits wallpaper by Phillip Jeffries adds refined texture and sophistication, complementing the custom built-ins that define this serene retreat. The spa-inspired bath features dual oversized vanities (including a dedicated makeup area), illuminated mirrors, a soaking tub, seamless glass shower, two private water closets with Toto electric toilets, and custom closets. Two additional guest suites offer comfort and privacy. The second features custom built-ins with a king Murphy bed, integrated desk, generous closets, and a bath with double vanities and glass shower, opening to terrace views of Sarasota Bay. The third is equally spacious, also opening to the terrace with bay views and offering double vanities and custom closets. An elegant laundry room continues the home’s elevated aesthetic with custom cabinetry, a utility sink, and SM Quartz by Santa Margherita countertops. Throughout, porcelain wood plank floors, electronic shades, and a state-of-the-art Crestron smart home system enhance everyday living. The integrated technology package — valued at approximately $400,000 — controls lighting, blinds, televisions, and music throughout the home. This is an exceptional opportunity to own one of the most refined residences on Longboat Key — where five-star resort living meets the privacy and comfort of a grand coastal home. Residents enjoy a private clubhouse with fitness center, resident-only pool and spa, St. Regis Butler and Concierge services, an oceanfront spa, dining venues, beachfront cabanas, lazy river, and saltwater lagoon. Set on 17 acres of pristine beachfront just 3.5 miles from St. Armands Circle, this home invites you to embrace the legendary St. Regis lifestyle.

1561 Gulf Of Mexico Drive Unit 404, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-951-6660

5055 Gulf Of Mexico Drive Unit 115, Longboat Key
$725,000
3 Beds ⋅ 2 Baths ⋅ A4705924 MLS ⋅ 1 BLDG.
Turnkey furnished, beautifully updated with beachfront resort amenities! Enjoy easy first-floor access at desirable Club Longboat Beach & Tennis Resort. This tastefully appointed, light and bright residence offers approximately 1,484 square feet, three bedrooms and two baths, with no elevators or long walks. Enjoy covered parking conveniently at your doorstep. Wide-plank flooring and a coastal palette complement the updated kitchen with white cabinetry, stainless steel appliances, under-cabinet lighting, a glass tile backsplash, and a large island with seating. Floor-to-ceiling sliders open from each room onto lushly landscaped paver walkways and a large private patio. The primary suite features patio access, generous closets and an updated bath with a walk-in shower. A den/third bedroom with a Murphy bed and large closet adds flexibility for guests. Abundant interior storage, a large laundry room with a full-size washer and dryer and additional cabinetry, a private exterior storage room and one covered parking space complete the offering. Enjoy approximately 750 feet of Gulf-front beach, beach chairs and umbrellas, eight Har-Tru tennis courts, an on-site tennis professional, pickleball, two heated pools with separate adult and family areas, spa, sauna, grilling, bocce and fishing. On-site management and an active social calendar enhance the community experience. A newly renovated clubhouse with expanded fitness and social spaces is planned. Club Longboat is pet-friendly for owners, including those with large dogs, and allows a 30-day minimum rental period and up to 12 leases annually. Rental history is available upon request. This mid-key location offers convenient access to dining, boating and golf, with St. Armands Circle and downtown Sarasota a short drive away. Arrive, unpack and head to the beach!

5055 Gulf Of Mexico Drive Unit 115, Longboat Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-383-2500

765 Saint Judes Drive N, Longboat Key
$1,350,000
4 Beds ⋅ 2 Baths ⋅ A4705334 MLS
Virtually Staged. VIRTUALLY EVERYTHING NEW — BOAT IN YOUR BACKYARD, PRIVATE BEACH DOWN THE STREET. This is the Longboat Key lifestyle buyers dream about: boating from home, sunset walks on the Gulf, and a beautifully reimagined coastal residence that is truly move-in ready. Previously appraised at $1.65 million late last year and most recently at $1.5 million, with no material changes to the home, it is now offered at $1.35 million—an opportunity to purchase below its most recent appraised value. Set along 120 feet of canal frontage, this 4-bedroom, 2-bath waterfront home offers DIRECT BOATING ACCESS TO SARASOTA BAY AND THE INTRACOASTAL plus PRIVATE DEEDED GULF BEACH ACCESS JUST EIGHT HOMES AWAY. It is a rare Longboat Key combination: keep your boat at home and enjoy your private Gulf beach access just down the street. Joan M. Durante Park, Cedars Tennis Resort & Club, and favorite Longboat Key restaurants, boutiques and shops are all nearby. Optional Cedars membership offers tennis and pickleball courts, a Jr. Olympic pool, 24/7 fitness center and additional amenities. This is far more than a cosmetic update. With the exception of the foundation, VIRTUALLY EVERYTHING HAS BEEN RENOVATED OR REPLACED, INSIDE AND OUT. Improvements include a new roof, new AC systems, new interior walls and flooring, newer electrical and plumbing, new decking, cabinetry, landscaping and finishes, plus impact windows, high-impact sliding glass doors and impact-rated exterior doors. Inside, vaulted ceilings, expansive water views and an open, light-filled layout create effortless coastal living. The kitchen features solid-wood cabinetry, soft-close hardware, quartz countertops, a gas range, stainless-steel appliances, a copper hood and copper farmhouse sink. Updated baths continue the elevated finishes throughout. The living space opens to an approximately 1,000-square-foot screened lanai overlooking the canal and backyard—an incredible extension of the home for dining, entertaining or relaxing by the water. Launch a kayak from your own property, step aboard your boat for a cruise toward Sarasota Bay, then end the day with a sunset at your private Gulf beach access. The spacious, fenced, side yard adds another exciting possibility: a pool. A local pool contractor has prepared a conceptual design and proposal for an approximately 12' x 24' custom pool with an oversized sun shelf, resort-style entry steps, swim-out bench and approximately 600 square feet of paver decking. The contractor’s proposal dated 9/22/26 reflects a $59,950 base project price, including permits, taxes and fees as specified in the proposal. Conceptual plan and full proposal available upon request. Pool is not installed or included in the sale; design, dimensions, pricing, permitting, site conditions and feasibility are subject to change and buyer verification. The property’s higher elevation relative to many ground-level Longboat Key homes is another notable feature. Offered FULLY FURNISHED / TURNKEY WITH NO HOA, the home is ready for immediate enjoyment as a primary residence, second home or coastal retreat. Few properties at this price combine 120 feet of waterfront, direct boating access, deeded private beach access, extensive renovation, impact features, turnkey furnishings and no HOA. $1.65M EARLIER APPRAISAL. $1.5M MOST RECENT APPRAISAL. NOW OFFERED AT $1.35M. YOUR BOAT IN THE BACKYARD. YOUR BEACH DOWN THE STREET. WELCOME TO LONGBOAT KEY.

765 Saint Judes Drive N, Longboat Key

Listing courtesy of PREFERRED SHORE LLC. 941-999-1179

6840 Longboat Drive S, Longboat Key
$2,398,000
4 Beds ⋅ 4 Baths ⋅ TB8547173 MLS
Ideally situated at the north end of Longboat Key within the confines of The Preserve of Longbeach rests this stunning modern coastal residence. The tastemaker’s tastemaker who owns this masterpiece has imbued it with a seamless design incorporating an open floorplan where the great room, dining area and kitchen reflect a rare integration of all living space. An immediately accessible covered loggia terrace further expands these spaces, but also belies an astounding outdoor arena that houses a pool, lush landscaping and yet another covered sitting area. The first floor primary suite spaciously allows for King size bedding, a sitting area, access to the aforementioned terrace, and a striking en suite w/soaking tub. A forth bedroom or Den is adjacent to a half bath and full sized utility room. Both upstairs bedrooms come w/en suites and capacious closets. 3 of the 4 bedrooms have direct balcony and/or terrace access. The great room features a fireplace which serves as a focal point of earthiness and ease. Bathed in timeless paint treatments, heirloom modern lighting and fixtures the appointments lend for a spectacular dwelling. Exquisite flooring, custom cabinetry, stone counters and Viking appliances resonate a profoundly less but more aesthetic. A 3 car garage allows for easy maneuverability. A whole house elevator maximizes usage for all. Ideal as a family home, secondary Gulf Coastal residence, part-time rental or whatever your family’s dynamic demands. This very particular stretch of sand, surf and sky offers accessibility to a myriad of dining venues, as charming & kitschy as you’d like, or more refined, boat ramp access and recreational opportunities at your leisure. We await your visit, and anticipate your future legacy within the heart that is this home..

6840 Longboat Drive S, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 727-581-9411

2800 Harbourside Drive Drive Unit M-10, Longboat Key
$289,000
A4705272 MLS
A 58 ft. x 20 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. Max length of vessel allowed is 53 LOA, usable beam is 18 ft at the head of the slip. A current photo of the vessel must be provided, and the vessel approved by the Association before entering the marina.

2800 Harbourside Drive Drive Unit M-10, Longboat Key

Listing courtesy of LBRE LLC. 941-383-8383

795 Marbury Lane, Longboat Key
$3,495,000
5 Beds ⋅ 3 Baths ⋅ A4704899 MLS
This stunning, elevated coastal home is the epitome of luxurious island living. A waterfront paradise offering dreamy views from multiple rooms. From the moment you arrive at the gorgeous pecky cypress double doors, your eye goes immediately to the elevated pool and spa and an outdoor kitchen overlooking the wide canal with views of Sarasota Bay. It’s location (only 2 in from the bay) allows you to be on the boat and in the Intracoastal waterway in mere moments, and with no fixed bridges to the Gulf of Mexico your day out on the water is an easy escape. Unique Mediterranean architecture bathed in beautiful natural light through the many windows and doors make for effortless indoor-outdoor flow. A beautifully remodeled kitchen features top-tier appliances, and a generous island, making it perfect for both intimate family dinners and grand-scale entertaining. Multiple levels for bedrooms and baths make for great privacy for you and your guests. When you’re ready to really relax, the luxurious primary suite serves as a private sanctuary on the top level and is complete with its own covered waterfront balcony with a fire pit. Situated in a true neighborhood with no high rises, and just a short stroll from the neighborhood beach access, your daily routine of quiet beach walks and nightly sunsets make this a rare opportunity to own a true piece of paradise.

795 Marbury Lane, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-383-7591

4370 Chatham Drive Unit 304, Longboat Key
$425,000
2 Beds ⋅ 2 Baths ⋅ A4704453 MLS ⋅ G BLDG.
MAJOR $74,000 PRICE REDUCTION, don't miss this newly priced opportunity. Experience the best of Bay-to-Gulf living in this beautifully furnished condominium located on the top-floor in Building G at Longboat Harbour. Featuring 2 bedrooms and 2 bathrooms, this move-in-ready residence offers peaceful canal views, thoughtful updates, and exclusive access to a private, gated beach club on the Longboat Key Gulf Beach, just steps away. Building G also offers a special community feature: a dedicated bump-out area designed for residents’ outdoor gatherings and entertaining. This exclusive feature is available to only two buildings within Longboat Harbour, and Building G is one of them. The bright and inviting interior features a carpet-free design with luxury vinyl plank flooring throughout with tiled bathrooms. New lighting fixtures, custom window treatments and ceiling fans add a fresh, updated touch, while the kitchen is appointed with granite countertops and a stylish backsplash. The updated primary bathroom provides additional comfort and modern appeal with custom vanity and cabinet storage. A new HVAC system installed in 2025 offers added peace of mind. Step outside to the spacious screened lanai, where beautiful canal views create a relaxing backdrop for everyday living, and on those lucky days, you may even catch a glimpse of manatees swimming peacefully through the water. Enhanced by a ceiling fan, this private outdoor space is perfect for enjoying morning coffee, reading a good book, entertaining guests, or unwinding at the end of the day. The condominium is being sold furnished with carefully selected pieces that complement the home’s coastal style and create a warm, comfortable atmosphere. Whether you are searching for a full-time residence, seasonal getaway, or coastal vacation retreat, this property is ready to enjoy from the moment you arrive. Longboat Harbour at Longboat Key offers an exceptional waterfront lifestyle with access to both Sarasota Bay and the beautiful Longboat Key Beach. The community’s private, gated beach club provides a convenient place to relax on the sand, enjoy the Gulf breeze, and take in beautiful Florida sunsets. Residents also enjoy an impressive selection of resort-style amenities, including four heated swimming pools, a fully equipped fitness center, tennis and pickleball courts, fishing piers, kayak & bicycle storage, and boat slips available on a first-come, first-served basis. The community clubhouse/banquet hall offers social events and activities, providing plenty of opportunities to meet neighbors and enjoy an active coastal lifestyle. Ideally situated on Longboat Key, this gated waterfront community offers convenient access to some of the area’s best dining, shopping, and entertainment while maintaining a peaceful and private setting. Whether used as a serene retreat, vacation property, or full-time residence, this furnished condominium provides everything needed to experience the very best of Longboat Key’s Bay-to-Gulf lifestyle. Schedule your private showing or request your virtual tour today, don't miss out this GEM on Longboat Key.

4370 Chatham Drive Unit 304, Longboat Key

Listing courtesy of PREFERRED SHORE LLC. 941-999-1179

560 Chipping Lane, Longboat Key
$3,999,990
5 Beds ⋅ 5 Baths ⋅ A4702902 MLS
Exceptional waterfront living meets serious Longboat Key boating in this beautifully updated 4300 sf residence in Country Club Shores. Expansive water views, flexible living spaces and deeded beach access create a home designed for the Florida lifestyle. From the moment you enter, the water takes center stage and you know you're home. Generous living and dining spaces give the interior a sophisticated yet relaxed coastal feel. Inside, enjoy the high ceilings, Italian tile floors and a fireplace - and be transported through the wall of windows to blue waters of your pool and dock. The beautifully appointed kitchen is designed for both entertaining and everyday living with Sub-Zero French-door refrigeration and Wolf double ovens and cooktop, Asko dishwasher, new quartz countertops and a floating island with seating. Separate dining areas provide plenty of room for everything from casual mornings to entertaining a crowd. The primary suite offers a private retreat with a balcony and long-range water views - complete with a spacious bath featuring dual sinks and a walk-in shower. Additional oversized suites both upstairs and downstairs offer flexibility for a study or gym. Even more unique is the home's ability to accommodate extended family and guests. A separate entrance opens to its own living area and full bath, while upstairs are two additional bedrooms, a full bath and private sauna—creating a wonderfully versatile space for guests, multigenerational living or extended stays. Outside is where this property truly distinguishes itself. A generous pavered waterfront deck surrounds the Pebble-finish pool and spa, creating multiple areas for lounging, dining and entertaining. The fenced backyard leads to an impressive boating setup with two boat lifts—approximately 24,000 lbs. and 20,000 lbs.— newer seawall and composite dock plus a fish-cleaning station - making it exceptionally well equipped for the boating enthusiast. You're only four homes from the open waters of Sarasota Bay - providing immediate water access and minutes to the open Gulf. And if beach is more your style - enjoy the neighborhood's deeded access to the Gulf of Mexico- right across the street! Significant improvements add another level of value and peace of mind - including a newer roof (2020), all impact windows and doors, updated seawall and dock infrastructure (including plumbing and electrical service to the dock), extensive paver patio, pool resurfacing, interior and exterior painting, tankless hot water heater, landscaping and gas service ready to go for the next owner. And there's room for the toys with a two-car garage with workshop area and storage. You're only five minutes to vibrant St. Armand's Circle for shopping and dining - and a short drive to downtown Sarasota's cultural and entertainment venues. A special home to enjoy everything that makes Longboat Key living so special.

560 Chipping Lane, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

1075 Gulf Of Mexico Drive Unit 205, Longboat Key
$1,099,000
3 Beds ⋅ 2 Baths ⋅ A4704103 MLS ⋅ 7 BLDG.
Set within Beachplace on the coveted south end of Longboat Key, this 3-bedroom, 2-bath corner residence offers 1,819+/- sq. ft. of beautifully maintained living space, an expansive wraparound terrace and 1 under-building deeded parking space. Distinctive wallpaper adds personality to the foyer, while plank flooring flows throughout. Just off the entry, double doors open to the third bedroom, currently used as a family and sitting room, while the guest bedroom across the hall opens directly to the terrace. The main living area takes full advantage of the corner setting, with walls of sliding glass doors filling the space with natural light and framing elevated views of the lake, fountains and tropical landscaping. The kitchen features white cabinetry, glass-front accents, stone countertops, stainless steel appliances and a breakfast bar opening to the dining area. Privately positioned away from the guest accommodations, the primary suite enjoys terrace access and tranquil lake and fountain views, along with a spacious bath with dual vanities and a separate water closet. Beachplace is a gated, 31-acre beachfront community known for its mid-century modern architecture and resort-style amenities, including private beach access, a junior Olympic-size pool, spa, kiddie pool, clubhouse, fitness facilities, sauna, tennis and pickleball courts, EV charging stations and grilling areas. Separate membership opportunities are also offered at the nearby Longboat Key Club, with amenities that may include 45 holes of championship golf, tennis, private dining, beach and pool facilities, spa, fitness and marina access, depending on membership category. Rentals are permitted up to 12 times per year with a 30-day minimum, and St. Armands Circle and downtown Sarasota are just minutes away.

1075 Gulf Of Mexico Drive Unit 205, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

3802 Gulf Of Mexico Drive Unit A203, Longboat Key
$399,000
2 Beds ⋅ 2 Baths ⋅ A4704650 MLS ⋅ 3802 BLDG.
Gulf views! Just bring your flip flops and bathing suit to this move-in ready 2br/2ba condo on the 2nd floor in Beach Harbor Club. This beautifully maintained Gulf-to-bay community offers boat slips on the bay and private beach access on the Gulf side, as well as pool, clubhouse, gym and private beach access just across the street! This unit has been tastefully updated to include an all-new bright open kitchen with custom cabinetry, stone counters and high-end appliances, including a Fisher & Paykel fridge, a two-drawer Cafe dishwasher, and a Cafe two-oven, six-burner stove. Flooring throughout was replaced with a light blond luxury vinyl plank. Both baths had updates including cabinetry and same quartz countertops found in the kitchen. The AC was replaced in 2024. This home also has a sweet view of the Gulf from the outdoor seating area in the front. The monthly fee includes water, trash, internet, cable, and pest control, as well as the usual insurances, and exterior maintenances. Beach Harbor Club is an active and amenities-rich community with boat docks, a pool, a gym, private beach access, kayak storage, a ground-level storage closet for beach gear, a beautiful clubhouse and just upstairs from this unit is a wonderful rooftop deck for sunset viewing. No effort required to start living your beach life dream today!

3802 Gulf Of Mexico Drive Unit A203, Longboat Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-364-4000

3530 Mistletoe Lane, Longboat Key
$2,675,000
4 Beds ⋅ 4 Baths ⋅ A4704713 MLS
Freshly updated and directly overlooking Sarasota Bay, this four-bedroom waterfront residence in guard-gated Corey’s Landing returns to the market with significant interior enhancements just completed. Most notably, beautiful brand-new oversized porcelain tile flooring now extends throughout the main living areas, creating a fresh, sophisticated look while visually connecting the home’s open living spaces. The fireplace wall has also been thoughtfully scaled back, opening the sightlines and creating a more effortless flow between the living room, dining room and eat-in kitchen. These new improvements complement an exceptional Longboat Key lifestyle centered around the water. Located behind the gates of Bay Isles, the more than 3,100-square-foot residence combines direct Sarasota Bay frontage, updated dock with 14,000-lb boat lift and deeded access to the private Bay Isles Beach Club on the Gulf of Mexico—a particularly desirable combination for those seeking both boating and beach access. The newly updated main level is designed to draw your attention toward the bay. The oversized porcelain tile provides a clean, cohesive foundation throughout the common areas, while soaring ceilings, abundant natural light and walls of glass enhance the home's open, airy feel. The dramatic bayfront living room features cathedral ceilings, a gas fireplace and impact-rated sliding glass doors opening to the screened waterfront terrace, where wide water views create a beautiful backdrop for morning coffee, entertaining and evenings overlooking Sarasota Bay. The primary suite is conveniently located on the first floor, offering a spacious walk-in closet plus two additional closets and a private en-suite bath. Two additional guest bedrooms on this level—one currently used as a study—share a beautifully updated full bathroom. Upstairs, guests enjoy a private retreat with a loft-style bonus area featuring a built-in entertainment center and an oversized en-suite bedroom finished with elegant tilework. Extensive upgrades enhance comfort and long-term value, including a new tile roof (2023), two A/C systems (2022), remodeled kitchen and baths, recessed lighting, storm windows on the bayside, a new electrical panel, exterior lighting, updated landscaping, sprinkler system, and a new screen enclosure. Corey’s Landing offers a maintenance-free waterfront lifestyle with 24-hour guard-gated security, community tennis courts, and a heated pool and spa. Ownership also includes deeded access to the private Bay Isles Beach Club, where residents enjoy Gulf-front relaxation with pavilion seating, beachside gatherings, and direct access to the white sands of Longboat Key. Ideally positioned behind the gates of Bay Isles, this residence is moments from the Longboat Key Club’s championship golf and tennis facilities, nearby marinas, and island dining. St. Armands Circle, Lido Beach, and downtown Sarasota’s renowned cultural venues, galleries, waterfront parks, and restaurants are all within easy reach—bringing together boating, beach access, and the best of Sarasota’s coastal lifestyle.

3530 Mistletoe Lane, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

4800 Gulf Of Mexico Drive Unit PH 3, Longboat Key
$795,000
2 Beds ⋅ 2 Baths ⋅ A4704564 MLS ⋅ Windward Bay BLDG.
Welcome to your Longboat Key PENTHOUSE, where unobstructed PANORAMIC WATER VIEWS from every room create a breathtaking backdrop from the moment you walk through the door. Recently renovated from top to bottom and offered FURNISHED, this residence is ready to enjoy from day one. The BRAND-NEW KITCHEN showcases quartz countertops, custom cabinetry, and all-new stainless-steel appliances, opening seamlessly to the bright and airy living space. Both bathrooms have been completely updated with modern finishes and quartz countertops, creating a fresh, cohesive feel throughout the home. Other thoughtful updates throughout include luxury vinyl flooring throughout, fresh carpeting in the bedrooms, beautifully remodeled, IMPACT WINDOWS, generous storage, and the convenience of an in-unit washer and dryer. Located in the pet-friendly waterfront community of Windward Bay, residents enjoy an impressive collection of amenities including boat slips, two swimming pools, a fitness center, sauna, tennis and pickleball courts, and three beach access points. NO upcoming special assessments, FULLY FUNDED reserves, and a PASSED Milestone. Perfectly positioned on Longboat Key, this penthouse offers the relaxed island lifestyle while keeping you conveniently connected to the dining, shopping, beaches, and entertainment of Longboat Key, St Armands, and Anna Maria Island. Whether you're searching for a full-time residence or your own Florida getaway, this turnkey waterfront penthouse is ready to welcome you home.

4800 Gulf Of Mexico Drive Unit PH 3, Longboat Key

Listing courtesy of VRI HOMES. 800-531-2885

1075 Gulf Of Mexico Drive Unit 303, Longboat Key
$925,000
2 Beds ⋅ 2 Baths ⋅ A4704636 MLS ⋅ Beachplace BLDG.
Under contract-accepting backup offers. Welcome to Beachplace and this beautifully updated, turnkey two-bedroom, two-bath residence in one of Longboat Key’s most sought-after Gulf-front communities. Offered fully furnished, this coastal retreat features impact-glass windows and sliding glass doors, wood flooring throughout the living areas, and a fresh, contemporary aesthetic that makes it truly move-in ready. Whether you’re seeking a full-time residence, a seasonal getaway, or an investment property, this residence offers the ideal blend of comfort, convenience, and resort-style living. The spacious living and dining areas open to a private tiled balcony overlooking a tranquil pond and fountain, creating a peaceful setting for morning coffee or evening relaxation. The kitchen has been opened to the main living area and features a breakfast bar, pantry, laundry closet, and ample solid-wood cabinetry for storage. The split-bedroom floor plan provides excellent privacy, with both bedrooms offering ensuite baths. The primary suite is thoughtfully separated from the guest suite, while the guest bedroom includes a custom built-in desk and workspace, along with a clever configuration providing space for a full-size bed, hanging storage, and drawers. Additional features include two assigned parking spaces—one covered and one open—an elevated ceiling that extends from the dining area toward the entry, and an HVAC system installed in late 2019 with a transferrable lifetime warranty. The residence is being sold furnished, making it an effortless opportunity to begin enjoying the Longboat Key lifestyle immediately. Beachplace offers an exceptional array of amenities across its beautifully maintained 31-acre Gulf-front community. Residents enjoy approximately 1,450 feet of pristine private beachfront, accessible by private boardwalks, with beach chairs and umbrellas provided and set up daily. Resort-style amenities include an Olympic-size heated pool and hot tub, gas BBQ grills, clubhouse with two fitness rooms, lighted tennis and pickleball courts, sidewalks, lush landscaping, and a 24-hour manned guard gate. The community is self-managed and consists of 336 condominium residences across eleven six-story buildings. For added flexibility, Beachplace permits monthly rentals up to 12 times per year, making this property an attractive option for those seeking both personal enjoyment and rental potential. Condominium fees include cable, internet, water, sewer, trash, and exterior maintenance, providing exceptional value and simplified ownership. Just minutes from the Longboat Key Club’s golf and tennis facilities, the boutique shops and restaurants of St. Armands Circle, and the cultural attractions, theaters, galleries, and waterfront parks of downtown Sarasota, this residence places the best of the Gulf Coast within easy reach. Experience the relaxed elegance of Longboat Key and the effortless resort lifestyle that makes Beachplace such a special place to call home. Washer and dryer replaced in 2021, the range and microwave in 2022, the dishwasher in 2023, and the tankless water heater in 2025. The roof was replace in 2025.

1075 Gulf Of Mexico Drive Unit 303, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-383-7591

707 Saint Judes Drive S Unit 1, Longboat Key
$364,000
1 Beds ⋅ 1 Baths ⋅ A4704345 MLS ⋅ #1 BLDG.
Have you ever dreamed of living on the water on Longboat Key, with your boat just steps from your back door? Imagine starting your morning with coffee outside in front of your dock and breakfast in the sun-filled breakfast nook overlooking the canal, spending the afternoon boating or kayaking on Sarasota Bay, and ending the day with your toes in the sand along the Gulf. Here, that can simply be your everyday life. Beautifully remodeled two years ago and offered furnished, this 1-bedroom, 1-bath canal-front end unit is ready to enjoy from day one. The bright coastal interior features a renovated kitchen that opens to the living room, an updated bathroom, newer appliances, impact-resistant windows and doors, and beautiful tile flooring throughout. A wall of windows surrounding the breakfast nook draws your eye toward the water and creates the perfect spot to linger over breakfast. At the end of the day, retreat to the spacious bedroom, where a long window brings in plenty of natural light and offers another glimpse toward the water. But the real magic begins outside. Step out to your own waterfront setting with a two-year-old dock just beyond your door, new pavers and a seawall replaced in 2021. Grab one of the included kayaks for a peaceful paddle, cast a line from the dock, or hop aboard your boat and head out to Sarasota Bay and the Intracoastal Waterway. There's even room along the side of the property to store your boat trailer. And on Longboat Key, life on the water is only half the story. When you're ready for the beach, Gulf access is just a short walk away. Joan M. Durante Park is practically next door, offering 32 acres of trails, gardens and gorgeous Sarasota Bay views, while island restaurants, shops, a deli, and bike and kayak rentals are all close to home. Perfectly positioned between Sarasota and Anna Maria Island, you can head south toward St. Armands Circle and downtown Sarasota or north toward the laid-back charm of Anna Maria Island. A newer metal roof and flood insurance included in the HOA fee offer additional peace of mind. Parking is easy with paver parking out front plus your own carport. Whether you're searching for your own island retreat, a waterfront investment, or simply a place where boating, beach days and sunsets become part of your routine, this is your opportunity to experience the Longboat Key lifestyle you've been dreaming about.

707 Saint Judes Drive S Unit 1, Longboat Key

Listing courtesy of RE/MAX ALLIANCE GROUP. 941-954-5454

3320 Gulf Of Mexico Drive Unit 206C, Longboat Key
$589,900
2 Beds ⋅ 2 Baths ⋅ A4703984 MLS ⋅ Longboat Arms BLDG.
Longboat Arms - 2BR / 2BA / 1,187 sq ft - Bring your boat and enjoy a slice of paradise! This lovely second-floor condo offers views of the bay, pool, and marina from the front. Open and light-filled, it features a covered front porch and was completely remodeled in 2017. Highlights include all-new hurricane-impact windows, a kitchen with stainless steel appliances and granite countertops, and a hall closet with washer/dryer hookup (or use the convenient laundry facility on the same floor). Tastefully decorated and move-in ready. Located in the low-density Longboat Arms community of just 45 residences with approximately 1,000 feet of waterfront and abundant green space. Enjoy covered parking, a private community boat ramp (perfect for boats, kayaks, paddleboards, jet skis), and offering boat dockage - available to residents on waitlist basis (currently open), heated pool, tennis court, outdoor amenities, and deeded Gulf beach access just across the street. The separate community building is currently undergoing extensive renovation. This is an outstanding opportunity for full-time living, a seasonal retreat, or a smart investment in one of mid-island Longboat Key’s most appealing bay-side communities. Don’t miss your chance to own in Longboat Arms — schedule your private showing today! "Furnishings available upon request"

3320 Gulf Of Mexico Drive Unit 206C, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-383-7591

1906 Harbourside Drive Unit 303, Longboat Key
$799,000
2 Beds ⋅ 3 Baths ⋅ A4703351 MLS ⋅ Building 3 BLDG.
Located on a boating canal in Fairway Bay, this property offers the rare convenience of walk-down access to your own private dock - setting the stage for effortless boat launches and afternoons exploring Sarasota Bay. This updated two-bedroom, two and a half bath residence offers approximately 1,590 square feet with high ceilings throughout. The kitchen combines wood floors with white cabinetry, stone countertops, stainless steel appliances, a breakfast bar, and a nearby office nook as a convenient workspace. Just beyond, the living room centers on a decorative fireplace and opens to a screened lanai, ideal for quiet mornings overlooking the water. Upstairs, the primary suite includes a large custom walk-in closet. Its bath features detailed glasswork, a spa tub and an overhead skylight. The second bedroom also has an en suite bath. The finished lower level alongside direct garage access offers flexible space for either a second living area or entertaining. Fairway Bay is a bayfront, pet- friendly community with a heated pool and spa, fitness center, clubhouse, tennis and pickleball courts, kayak launches, and a path along Sarasota Bay. Ownership also includes access to the private Bay Isles Beach Club on the Gulf, with an attendant, covered entertaining and picnic areas, grills, restrooms and changing rooms, and a volleyball court. Optional membership in the Longboat Key Club offers access, depending on membership category, to 45 holes of championship golf, more than 20 Har-Tru tennis courts, pickleball, multiple dining venues, private beach and pool facilities, a full-service spa, fitness and wellness facilities, member events, Marina Village and the Club’s deep-water marina.

1906 Harbourside Drive Unit 303, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

4310 Falmouth Drive Unit 307, Longboat Key
$520,000
2 Beds ⋅ 2 Baths ⋅ A4703888 MLS ⋅ Longboat Harbour BLDG.
Unlock the Door to Your Dream Beach & Boating Lifestyle! Welcome to your own slice of paradise on Longboat Key! This beautiful turnkey, fully furnished 2 bedroom, 2 bathroom condo offers the perfect blend of coastal living, resort-style amenities, and an active social lifestyle, all set against the backdrop of stunning panoramic bay views. Whether you’re looking for a full-time residence, a vacation getaway, or a place to unwind and enjoy the Florida lifestyle, this exceptional property delivers. Wake up to breathtaking water views and enjoy the ease of coastal living with hurricane-impact sliders and windows and a brand-new roof completed in 2025, providing both peace of mind and modern convenience. Just steps from your door, enjoy exclusive private beach access with a dedicated beach house featuring showers and restrooms, making spontaneous beach days as effortless as they are enjoyable. For boating enthusiasts, the Longboat Key Yacht Club offers access to boat slips and kayaks, putting the beauty of the bay right at your fingertips. Beyond the water, an impressive array of amenities makes it easy to stay active, entertained, and connected. Challenge friends to a match on the tennis courts, enjoy a game of shuffleboard, unwind in the sauna, or take advantage of the state-of-the-art fitness center. With four sparkling swimming pools, a banquet hall, game room, and convenient private beach parking, there’s always something to enjoy. This isn’t simply a condo it’s an opportunity to embrace the quintessential Longboat Key lifestyle, where beautiful surroundings, endless recreation, waterfront adventures, and a welcoming community come together. Turnkey, beautifully situated, and ready for you to make it your own, this is coastal living at its best.Come experience the lifestyle you’ve been dreaming of!

4310 Falmouth Drive Unit 307, Longboat Key

Listing courtesy of HOUSE MATCH. 941-213-7028

592 Juan Anasco Drive, Longboat Key
$4,000,000
5 Beds ⋅ 6 Baths ⋅ TB8540951 MLS
Pre-Construction. To be built. To be built. Brought to you by Noah Thomas Builders - Best in Luxury Coastal. This stunning new construction home at 592 Juan Anasco Dr offers an unparalleled blend of sophistication, comfort, and waterfront living. Perfectly positioned on a canal-front lot in Longboat Key, this 5-bedroom, 5.5-bath residence is thoughtfully designed to capture the essence of refined coastal living. Expansive windows, soaring ceilings, and a light-filled interior create an inviting atmosphere, while the home’s modern coastal aesthetic is complemented by carefully curated finishes and timeless design elements that elevate every space. The spacious and well-appointed floor plan offers a seamless balance of functionality and privacy, making it ideal for both everyday living and elevated entertaining. Generous living areas provide a welcoming environment for gathering, while the primary suite serves as a true retreat—offering a peaceful escape with a spa-like feel. Each additional bedroom is designed with comfort in mind, providing flexibility for guests, family, or extended stays. Step outside to your private waterfront oasis, where a resort-style setting invites relaxation and effortless entertaining. Whether hosting friends, enjoying quiet evenings by the water, or taking advantage of Florida’s year-round sunshine, this outdoor space is designed to be experienced. With direct canal access, boating enthusiasts will appreciate the ability to enjoy the Intracoastal lifestyle right from their backyard. Built to meet current FEMA guidelines and elevation requirements, this home offers enhanced protection, improved insurance efficiency, and long-term peace of mind—an essential advantage for waterfront properties. The elevated construction is thoughtfully designed to perform in coastal conditions while maintaining both functionality and architectural appeal. Living on Longboat Key means embracing a lifestyle that is both refined and relaxed. Known for its pristine Gulf beaches, world-class golf, and exclusive residential feel, the island offers a quieter, more private alternative to neighboring destinations. Residents enjoy convenient access to the renowned shops and restaurants of St. Armands Circle, the cultural attractions of downtown Sarasota, and nearby marinas, beach clubs, and nature preserves. From morning walks along the shoreline to sunset cruises and evenings of coastal dining, every day feels like a getaway. This is more than a home—it’s a lifestyle defined by waterfront elegance, modern construction standards, and one of Florida’s most sought-after coastal communities. Pricing, availability, and final details subject to adjustment prior to completion.

592 Juan Anasco Drive, Longboat Key

Listing courtesy of SHORE PROPERTY GROUP. 727-742-1828

2321 Harbour Oaks Drive, Longboat Key
$752,000
3 Beds ⋅ 3 Baths ⋅ A4703789 MLS
Welcome to this beautifully situated 2 or 3 bedroom 2.5-bath villa overlooking the second hole of the Harborside White Egret Golf Course. Designed with an inviting sense of openness, the residence features soaring vaulted ceilings accented by rich wood beams, contemporary lighting, and skylights that fill the interior with abundant natural light. The thoughtfully designed floor plan creates an effortless flow between the living, dining, family, and kitchen areas, making the home equally suited to relaxed everyday living or entertaining. The spacious primary suite is privately positioned toward the rear of the home and offers direct access to the screened lanai. Step outside to enjoy tranquil views of the picturesque waterway, complete with fountains, with the manicured golf course providing a beautiful backdrop. Adjacent to the living and dining areas, a versatile additional room with its own closet and access to the second bath offers flexibility as a den, home office, or third bedroom. Additional features include a two-car garage, central vacuum system, and an updated pool deck surface. Ideally positioned to take advantage of the peaceful golf-course setting, this residence offers an exceptional opportunity to create a home in a desirable Bay Isles community. HUD Case #093-659100. Initial Disposition: IN, Equal Housing Opportunity.

2321 Harbour Oaks Drive, Longboat Key

Listing courtesy of WHITE SANDS REALTY GROUP FL. 941-923-5835

1055 Gulf Of Mexico Drive Unit 105, Longboat Key
$1,395,000
2 Beds ⋅ 2 Baths ⋅ A4703386 MLS ⋅ 1055/ Building 8 BLDG.
RARE, DIRECT BEACH/GULF-FRONT WALKDOWN LEVEL, FULLY RENOVATED, LARGE FLOOR PLAN, AND TURNKEY/FULLY FURNISHED AT BEACHPLACE ON LONGBOAT KEY! Beach front views from the living areas as well as the primary bedroom, which includes a private door leading from the bedroom to the exterior lanaii. Experience Longboat Key beachfront living from this exceptional residence offering the coveted combination of direct Gulf frontage and true walkdown and walkout access. Take your private steps from your private terrace onto the beautifully maintained Gulf-front grounds, with the beach and turquoise waters of the Gulf just beyond to begin enjoying the sand, sunsets and coastal lifestyle. (There is a general building elevator to access the condo and the beach, in addition to the private stairs.) This unit was completely gutted and renovated in 2017 with wood-look plank porcelain tile flooring throughout, a redesigned open kitchen with extensive cabinetry, large peninsula/breakfast bar, quartz countertops throughout, tile backsplash, recessed lighting, stainless appliances, and an induction cooktop. Both bathrooms have been remodeled; the primary bath has a large double vanity, dual undermount sinks, extensive cabinetry and a separate glass-enclosed shower. The guest bath is also renovated with a glass tub/shower enclosure and contemporary solid surface vanity. What makes this residence particularly special is its scarcity: Beachplace has only 22 direct Gulf-front walkdown level condominium residences, making this one of the community’s most limited and desirable locations. Enjoy sweeping Gulf views and the feeling of living directly on the beach, with the convenience and ease that only a walkdown level residence can provide. Located within Beachplace, one of Longboat Key’s most established Gulf-front communities, residents enjoy a resort-style lifestyle with an expansive Jr. Olympic-size heated pool and hot tub, BBQ gas grills by the pool, air conditioned clubhouse with two state-of-the-art fitness rooms, lighted tennis/pickleball courts, beautifully landscaped grounds, 24-hour manned guard gate, sidewalks, and approximately 1,450 feet of pristine Gulf beachfront. Whether used as a full-time residence, seasonal retreat or Longboat Key getaway, this is a rare opportunity to own one of Beachplace’s limited direct Gulf-front walkdown level residences—where the Gulf of Mexico is not simply your view, but an extension of your backyard. Beachplace Association is comprised of 336 condominium units, spread among eleven, 6-floor residential buildings, laid out within the property’s 31 acres. Residential Buildings 1, 2, 3 and 4 were built in 1979-1980, Buildings 5, 6 and 7 were built in late 1980 and buildings 8, 9, 10 and 11 were built in 1981. This condo is in building 8. There is private beach access via private boardwalks with direct beach access, with chairs and umbrellas included and set-up for you daily (seasonal). The condo has HDTV and wireless internet in every room. This condo comes with 1 designated parking space, with guest spaces available. A short drive to shopping and dining in St Armand's Circle and downtown Sarasota for more arts and cultural activities and convenient to the Sarasota Airport.

1055 Gulf Of Mexico Drive Unit 105, Longboat Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-383-2500

408 Gulf Of Mexico Drive Unit 2126, Longboat Key
$39,900
A4703429 MLS ⋅ Boathouse On Longboat Key BLDG.
Experience the easiest, most carefree way to own a boat! This privately owned dry-stack boat slip offers exceptional convenience while protecting your investment in a fully enclosed, hurricane-resistant facility. Simply call ahead, and the professional dock staff will have your boat uncovered, launched, and ready when you arrive. After a day on the water, return to the dock and let the attendants handle the rest—they'll rinse your boat, flush the engines, replace the cover, and securely store it back in your assigned slip. Spend more time boating and less time cleaning and maintaining your vessel. The covered dry dock provides outstanding protection from sun, weather, tropical storms, and hurricanes, helping reduce maintenance, preserve your boat's condition, and extend its life. This slip accommodates vessels up to 23'6" L x 8'6" W x 7'2" H (collapsible T-tops only). The marina offers outstanding amenities, including: • Full-service fuel dock • Restrooms with showers • Covered service bays with water and electrical service • Leasing assistance for owners interested in generating rental income Perfectly located at the south end of Longboat Key, adjacent to the popular Dry Dock Grill, you'll enjoy quick access to Sarasota Bay, the Gulf of Mexico via New Pass, world-class fishing, waterfront dining, and countless boating destinations. Whether you're heading out for a sunset cruise, a day of fishing, or lunch by boat, this dry-stack slip makes every outing effortless. Don't miss this opportunity to own a premium boat slip in one of Longboat Key's most desirable boating locations—start enjoying truly hassle-free boating in paradise.

408 Gulf Of Mexico Drive Unit 2126, Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-388-4447

36 Twin Shores Boulevard, Longboat Key
$129,000
1 Beds ⋅ 1 Baths ⋅ A4702801 MLS
GET EXCITED ABOUT THIS ONE on Longboat Key! Not just because of the LOCATION, but because of the opportunity to finish making it your own which includes the following (not yet installed) materials: new windows, new flooring, new cabinetry, high-end appliances, ship-lap, as well as the furnishings. AND, you will get to enjoy the NEWLY RENOVATED CLUBHOUSE, which is almost complete. Brand new Tiki Hut coming soon on the beach, as well. Did I mention the extremely affordable HOA fees, which is rare on Longboat Key? Twin Shores is a unique 55+ Gulf-to-Bay community offering access to both the beach and Sarasota Bay. This charming 1-bedroom, 1-bath home (with another full-bath outside) is ready for its next owner to complete the renovation and create their own island retreat. (Also, the owner had plans to install the existing shuttered doors to create an optional temporary 2nd bedroom for overnight guests!) Renovation work has already begun, giving you the opportunity to finish the home to your personal taste and style. This home can be your inviting Longboat Key getaway or full-time island residence. What truly sets this opportunity apart is that Twin Shores has the best of both worlds in this resident-owned Gulf-to-Bay cooperative community, with private deeded Gulf beach access, Sarasota Bay access, marina, community pool and clubhouse. Spend your mornings walking the beach, your afternoons boating or relaxing by the pool, and your evenings enjoying game nights in the clubhouse as well as everything Longboat Key has to offer. Opportunities at this price point on Longboat Key are increasingly hard to find. Offered AS-IS. Renovation is incomplete and the appliances, cabinetry, flooring, and windows at the property are included in the sale. Twin Shores Beach and Marina offers a saltwater/heated community pool, a marina with boat slips available for lease (current waitlist), a beautiful, new clubhouse (almost completed) with plenty of community activities and social events. This community offers an array of outdoor activities because of its beach-to-bay location: Enjoy kayaking, paddle boarding, biking, boating and fishing. Love pickleball? Bayfront Park is a short walk or bike ride away which offers pickleball for all levels. Twin Shores Beach and Marina is a remnant of Old Florida with extremely affordable community fees at $280/month which includes water, sewer, trash, pool maintenance, clubhouse, management, marina, maintenance grounds and common area taxes. Enjoy million-dollar sunrises from the marina and million-dollar sunsets from the deeded beach without the typical Longboat Key million-dollar-plus price tag!

36 Twin Shores Boulevard, Longboat Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-383-2500

2675 Gulf Of Mexico Drive Unit 204, Longboat Key
$1,595,000
3 Beds ⋅ 3 Baths ⋅ C7528792 MLS ⋅ 2675 BLDG.
WHERE THE GULF TAKES CENTER STAGE. Imagine waking to sweeping views of the Gulf of Mexico, spending afternoons along a beautiful stretch of sandy shoreline, and ending each day with spectacular sunsets from your private screened lanai. This exceptional TURN-KEY, 3-bedroom, 3-bath corner residence at Veinte offers an extraordinary combination of space, privacy, and direct Gulf-front living on Longboat Key. With 2,180 square feet under air, the generous floor plan provides the comfort and flexibility of a larger coastal home, complemented by the convenience of condominium living. Unlike smaller two-bedroom layouts, this residence offers three spacious bedrooms and three full bathrooms, providing comfortable accommodations for visiting guests, extended stays, or a dedicated home office without compromising your everyday living space. Natural light fills the expansive living areas, where panoramic Gulf views create a remarkable backdrop and high-end tile flooring and crown molding add timeless character. The renovated kitchen is both beautifully appointed and thoughtfully designed, featuring Cambria quartz countertops, stainless steel appliances, an induction cooktop, wall ovens, abundant cabinetry, and a wet bar for effortless entertaining. Whether preparing dinner for friends or enjoying a quiet evening, the kitchen connects naturally with the home's generous gathering spaces. The primary suite is a private sanctuary overlooking the Gulf, complete with a sitting area or office nook, spacious walk-in closet, and an elegant bath featuring Cambria quartz finishes. Sliding doors from both the primary suite and main living area open to the screened lanai, inviting warm Gulf breezes and breathtaking water views into daily life. Additional guest accommodations offer privacy and comfort, making this residence equally suited for seasonal escapes or year-round enjoyment. Never rented and only sparingly used by its owners, the home has been exceptionally maintained and includes a 2023 water heater and 2019 A/C system. Reserved under-building parking with EV charging capability, bicycle storage, and guest parking add everyday convenience. What truly distinguishes Veinte is its intimate beachfront atmosphere. With just 20 residences, this boutique Gulf-front condominium offers a quieter, more private alternative to Longboat Key's larger communities. Residents enjoy direct private beach access, a heated beachfront pool, tennis and pickleball, a BBQ area, and secure key-fob access to the lobby and garage. A new roof and no current condominium assessments provide additional peace of mind. Just across Gulf of Mexico Drive, Publix, CVS, shopping, and dining make everyday essentials remarkably convenient, while the celebrated restaurants, boutiques, galleries, and entertainment of St. Armands Circle and downtown Sarasota are only a short drive away. For those seeking a spacious, beautifully updated Gulf-front condominium without sacrificing privacy, comfort, or convenience, this exceptional Longboat Key residence delivers a coastal lifestyle where the beach is your backyard and the Gulf is always in view.

2675 Gulf Of Mexico Drive Unit 204, Longboat Key

Listing courtesy of RE/MAX HARBOR REALTY. 941-639-8500

5320 Gulf Of Mexico Drive Unit 204, Longboat Key
$875,000
3 Beds ⋅ 2 Baths ⋅ A4702983 MLS ⋅ 204 BLDG.
What if you didn't have to choose between boating and the beach? At Longboat Landing, Sarasota Bay is out back and the Gulf of Mexico is across the street. Offered TURNKEY FURNISHED, this beautifully updated 3-bedroom, 2-bath residence combines the ease of island living with the intimacy of a nine-residence community on Longboat Key. Inside, 1,323 square feet of thoughtfully designed living space feels open, warm and refreshingly different from the typical beach condo. Rich wood flooring flows through the main living areas, complemented by plantation shutters, crown molding, recessed lighting and French doors. At the heart of the home is a spacious kitchen made for gathering, with stainless appliances, abundant cabinetry, a designer tile backsplash and an oversized peninsula with generous seating. Open to the dining and living areas, it's a layout that works equally well for quiet mornings or a house full of family and friends. Sliding glass doors extend the living space onto a generous screened lanai surrounded by tropical island scenery, creating an inviting place for morning coffee, afternoon reading or cocktails after a day on the water. The primary suite offers an ensuite bath with a generous sitting room and direct lanai access. Two additional bedrooms provide valuable flexibility for visiting family and friends, with one currently arranged as a home office. An interior laundry room adds everyday convenience. Outside your door is what makes this location so compelling. Longboat Landing sits directly on Sarasota Bay, where residents enjoy a fishing pier and first-come boat slips accommodating vessels up to 26 feet, along with a heated community pool and tennis court. With only nine residences, the community offers an intimate setting rarely found among larger island developments. Spend the day boating, fishing or exploring Sarasota Bay, then come home for a swim or simply relax and enjoy the slower pace of island life. Just across Gulf of Mexico Drive is the other side of the Longboat Key lifestyle: the Gulf of Mexico, white-sand beaches, turquoise water and unforgettable sunsets. Here, you don't have to choose between boating and the beach. You can enjoy both. Located on the relaxed north end of Longboat Key, you're close to marinas, waterfront dining and the laid-back character of the island, with Anna Maria Island just beyond Longboat Pass. Head south to St. Armands Circle and downtown Sarasota for exceptional dining and shopping, galleries, theaters, performing arts and the cultural experiences that make Sarasota one of Florida's most distinctive Gulf Coast destinations. Whether you're searching for a full-time Longboat Key residence, winter retreat or Florida second home, this one offers a combination that's increasingly difficult to find: three bedrooms, beautifully updated interiors, turnkey furnishings, boating on Sarasota Bay, the Gulf across the street and the privacy of an intimate nine-residence community. Turnkey furnished, beautifully updated and ready to enjoy, this is more than a Florida getaway. It's an opportunity to arrive with your suitcase and start living the island life you've been waiting for.

5320 Gulf Of Mexico Drive Unit 204, Longboat Key

Listing courtesy of EXP REALTY LLC. 888-883-8509

1241 Gulf Of Mexico Drive Unit 303, Longboat Key
$2,495,000
3 Beds ⋅ 4 Baths ⋅ A4702831 MLS ⋅ Water Club BLDG.
Welcome to this spectacular three bedroom 3rd floor Brighton floor plan located in the south building of the sensational Gulf front Water Club complex on south Longboat Key. Your private elevator opens directly into the foyer which leads to the open floorplan and the sensational views of sandy beach and the Gulf of Mexico. The condo features beautiful wood floors, a gourmet kitchen with high end appliances, granite countertops plus a serene eating area. The spacious master suite is completely private with a large walk-in closet and elegant bath plus adjacent sitting area. The master has sliding glass doors leading to a private terrace with views of the Gulf of Mexico. The southern exposure of this condo bathes it in sunlight and stunning sunrises. The Water Club is a luxurious resort style complex on the beautiful sandy beach and azure waters of the Gulf of Mexico. The Water Club amenities include four tennis courts, a centrally located large pool and spa and a 24 hour staff plus gated access. The 17,000 sq.ft clubhouse features a spa and gym area separate for men and women plus a library and a catering kitchen and ballroom. The Water Club is conveniently located just minutes from award winning restaurants plus Publix and CVS, St Armands Circle, downtown Sarasota and the Longboat Key Club for golf, tennis and restaurants are also nearby.

1241 Gulf Of Mexico Drive Unit 303, Longboat Key

Listing courtesy of DEVELOPERS REALTY LBK, INC. 941-799-9096

711 Spanish Drive S Unit 211, Longboat Key
$450,000
2 Beds ⋅ 2 Baths ⋅ A4702742 MLS ⋅ 711 BLDG.
Discover the best of Longboat Key living in this beautifully renovated 2-bedroom, 2-bath first-floor villa in the sought-after Spanish Main Yacht Club. Offering 1,327 square feet of light-filled living space, this south-facing residence features a stunning vaulted open-beam ceiling, new kitchen with wood cabinetry, solid-surface counters, stainless steel appliances, oversized island and breakfast bar, plus luxury vinyl and tile flooring throughout. The spacious primary suite includes a walk-in closet and beautifully renovated en-suite bath with walk-in shower, while the guest bedroom and bath are equally well appointed. A bright Florida room adds flexible living space and includes a stacked washer and dryer. Enjoy a brick patio, storage area, hurricane-rated windows and doors, ceiling fans, block construction, tile roof and assigned carport. Spanish Main Yacht Club offers deeded private beach access, heated community pool, clubhouse, shuffleboard, kayak storage and a coveted 40-slip private marina. A boat slip is currently available for lease, making this an exceptional opportunity for boating enthusiasts. Enjoy easy access to boating and fishing, plus beautiful Gulf sunsets just a short stroll away. Ideally located minutes from St. Armands Circle, Sarasota dining, shopping, arts and entertainment, and an easy drive to Anna Maria Island. Association fees include water, sewer, trash, grounds and pool maintenance, management, common-area expenses and private road maintenance. Buyer association approval required; leasing permitted with a one-month minimum, up to twice annually.

711 Spanish Drive S Unit 211, Longboat Key

Listing courtesy of AUM FLORIDA REAL ESTATE LLC. 855-286-3573

2425 Gulf Of Mexico Drive Unit 3A, Longboat Key
$1,595,000
2 Beds ⋅ 2 Baths ⋅ A4702400 MLS ⋅ Sea Gate Club BLDG.
Wake up to the Gulf of Mexico just beyond your windows at this beautifully updated, fully furnished residence at Sea Gate Club, a private Gulf-front community on the coveted southern end of Longboat Key. Perfectly positioned in a quiet third-floor corner location, this two-bedroom, two-bath retreat offers more than 1,600 square feet of coastal living, spectacular Gulf views, and convenient access to recently enhanced resort-style amenities. Floor-to-ceiling impact-rated windows and sliding glass doors fill the residence with natural light while keeping the turquoise waters and sandy shoreline constantly in view. The open layout flows from the extended foyer into spacious living and dining areas, where oversized tile flooring and a neutral palette create a relaxed, contemporary atmosphere. Walls of glass draw your attention toward the Gulf, while sliding doors open to the private covered balcony. A newer glass railing preserves the sweeping views, creating an inviting setting for morning coffee, sea breezes, and unforgettable sunsets. The renovated kitchen is both stylish and functional, featuring quartz countertops, custom cabinetry, stainless steel appliances, glass tile backsplash, breakfast bar, generous storage, and an extended workspace with built-in planning desk overlooking the Gulf. The adjoining dining area is surrounded by windows, allowing water views to remain part of every meal. The spacious east-facing primary suite offers a peaceful retreat with a walk-in closet and updated en-suite bath featuring stone countertops and a walk-in shower. The second bedroom, currently arranged as a den, provides flexibility for guests, a home office, or additional living space. An updated guest bath and convenient in-residence laundry complete the floor plan. The residence is offered furnished and move-in ready. Sea Gate Club is an intimate Gulf-front community of just 90 residences that has undergone extensive improvements, including a newer 2024/2025 roof, exterior restoration, refreshed stucco, newer windows and sliders, updated entryways and corridors, redesigned social room with catering kitchen, and refreshed fitness center. Residents enjoy a heated Gulf-front pool and spa, expansive sundeck, Har-Tru tennis courts, fitness center, social spaces, on-site management, bicycle and kayak storage, and direct access to a private stretch of Longboat Key beach. Ideally located on the southern end of Longboat Key, Sea Gate Club is close to the Longboat Key Club's golf, tennis, marina, and dining opportunities, with St. Armands Circle just minutes away. Downtown Sarasota's renowned restaurants, theaters, galleries, Selby Gardens, The Ringling, and waterfront attractions are also within easy reach. Fully furnished, beautifully updated, and directly overlooking the Gulf, Sea Gate Club #3A offers an exceptional opportunity to embrace the best of Longboat Key beachfront living.

2425 Gulf Of Mexico Drive Unit 3A, Longboat Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

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Longboat Key, Florida Homes for Sale & Real Estate

Longboat Key, Florida is a town of 7,463 residents (U.S. Census Bureau 2024 estimate) in Sarasota County and Manatee County. As of October 2026, 310 homes are listed for sale in Longboat Key on our site, with a median list price of $944,000.

Longboat Key housing market (October 2026)

Homes for sale310 active listings (39 more pending)
Median list price$944,000
Typical price range$319,000 to $4,700,000 (middle 80% of listings)
New construction for sale15 homes (see new builds)

Longboat Key at a glance

Population7,463 (U.S. Census Bureau 2024 estimate)
CountiesSarasota County and Manatee County
ZIP codes34228
Public schoolsSarasota County and Manatee County school districts (Florida has one public school district per county)

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Longboat Key neighborhoods and subdivisions

These Longboat Key communities had the most homes listed on our site over the past year.

Longboat Key ZIP codes

  • 34228 - Sarasota County

Longboat Key schools

Florida runs one public school district for each county, so public schools for Longboat Key homes are assigned by the Sarasota County and Manatee County school districts. Many Florida districts also offer school choice, so check the assigned schools on each listing and with the district.

New construction homes in Longboat Key

There are 15 new construction homes listed for sale in Longboat Key right now. Browse Longboat Key new home construction for builder homes and newly built resales.

Longboat Key real estate FAQ

How much does a home cost in Longboat Key, Florida?

As of October 2026, the median list price of the 310 homes listed for sale in Longboat Key on our site is $944,000.

What county is Longboat Key, Florida in?

Longboat Key is in Sarasota County and Manatee County.

What ZIP codes are in Longboat Key?

Longboat Key homes on our site use ZIP code 34228.

What school district is Longboat Key in?

Florida has one public school district per county, so Longboat Key is served by the Sarasota County and Manatee County school districts. Check the assigned schools on each listing.

Are there new construction homes in Longboat Key?

Yes. As of October 2026, 15 new construction homes are listed for sale in Longboat Key on our site.

Ready to buy or sell in Longboat Key? Call or text eXp Realty at (239) 880-8850. Florida office: 10752 Deerwood Park Blvd, Suite 100, Jacksonville, FL 32256.

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Market statistics are calculated from MLS listings shown on this site (for-sale listings; rentals excluded) and are refreshed monthly; last updated October 2026. Closed-sale figures are omitted because the MLS feed for this area does not carry them. Population: U.S. Census Bureau Vintage 2024 estimates.

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