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4712 Ocean Boulevard Unit W5, Siesta Key
$1,359,000
2 Beds ⋅ 2 Baths ⋅ A4710615 MLS ⋅ Windward Passage BLDG.
Virtually Staged - Perfectly positioned to capture the ever-changing beauty of the Gulf, this northwest-facing residence offers a front-row seat to nature’s daily masterpiece. From the lush green lawn and swaying palm fronds to the Gulf’s ever-changing shades of turquoise, blue, and emerald, the views unfold in layers of coastal color. As the day draws to a close, the western sky ignites in brilliant sunset hues, transforming the landscape into a breathtaking panorama that never looks quite the same twice. Here, the view isn’t just something you see—it’s an experience to savor. Welcome to Windward Passage, where the beauty of Siesta Key meets the comfort of an exceptionally spacious coastal retreat. Offering 1,626 square feet of living space, this two-bedroom, two-bath residence blends timeless Gulf views with thoughtful modern updates. Renovated kitchen and bathrooms, luxury vinyl plank flooring throughout, impact-resistant windows on the waterfront facing side, and a newer air-conditioner provide the perfect balance of style, comfort, and peace of mind. Situated on the third floor, the home enjoys an ideal elevation—high enough to embrace sweeping coastal scenery while maintaining a wonderful connection to the tropical landscape below. An oversized private garage adds a level of convenience and storage rarely found in condominium living. Beyond the residence, the best of Siesta Key is practically at your doorstep. Just a leisurely 10-minute stroll brings you to the heart of Siesta Key Village, where lively tiki bars, exceptional dining, boutique shops, and live music create an atmosphere that’s distinctly island. And when the beach calls, the nearest public beach access lies just beyond "The Village" or an even easier 5-minute bike ride away. Whether you’re seeking a full-time residence or a cherished coastal getaway, this is a place to slow down, settle in, and appreciate the extraordinary beauty of everyday life on Siesta Key. Some properties are defined by their features. Others are remembered for how they make you feel. This one offers both.

4712 Ocean Boulevard Unit W5, Siesta Key

Listing courtesy of FINE PROPERTIES. 941-782-0000

5830 Midnight Pass Road Unit 38, Siesta Key
$540,000
1 Beds ⋅ 1 Baths ⋅ A4709971 MLS ⋅ 38 BLDG.
Beautifully renovated in 2025, turnkey furnished, and a short distance from the powder-white sands of Siesta Key Beach! Discover an exceptional opportunity to own a virtually new coastal retreat in Jamaica Royale, a highly desirable beachfront community on world-renowned Siesta Key. Completely rebuilt from the studs up in 2025, this beautifully transformed one-bedroom, one-bath, ground-floor residence combines contemporary coastal elegance, thoughtful design, and effortless island living with the added appeal of an established vacation rental history. Enter inside to discover a bright, inviting, open-concept interior showcasing a fresh coastal-inspired design and quality finishes throughout. Beautiful Cali longboard luxury vinyl plank flooring creates a seamless flow between living spaces, while the completely renovated kitchen features crisp white Shaker-style soft-close cabinetry, gleaming granite countertops, a ceramic tile backsplash, and new stainless-steel appliances. The beautifully remodeled bath is equally impressive, featuring a spacious walk-in shower with ceramic tile surround, a new white Shaker-style vanity, and updated fixtures. Additional enhancements include a hurricane-rated sliding glass door and front entry door, along with the everyday convenience of an interior laundry room equipped with a stacked washer and dryer. Extend your living space outdoors to the generously sized patio, an inviting setting for morning coffee, afternoon relaxation, or evening cocktails amid lush tropical surroundings. Overlooking one of the community's sparkling swimming pools just a short distance away, this outdoor retreat enhances the relaxed, resort-style atmosphere. Best of all, the Gulf's turquoise waters and Siesta Key's legendary powder-soft quartz sand are only a short stroll from your doorstep! Jamaica Royale is a beautifully maintained beachfront community offering approximately 300 feet of private deeded beach frontage and an impressive collection of resort-style amenities. Residents and guests enjoy three heated swimming pools, including a beachfront pool, lush tropical landscaping, shuffleboard courts, community grilling areas, and newly renovated beachside restrooms and changing facilities. One assigned parking space adds convenience, while nearby public tennis courts offer additional recreational opportunities. Pet owners will appreciate that pets are permitted for condominium owners, subject to community restrictions, while tenants are not permitted to have pets. Spend sun-filled days on the beach, enjoy spectacular Gulf sunsets, and embrace the laid-back elegance of Siesta Key living. Exploring the island is effortless, with a complimentary shuttle stop directly in front of the community providing convenient access to Siesta Key Village's acclaimed restaurants, charming boutiques, entertainment, and vibrant nightlife. Turnkey furnished and move-in or rental ready! This exceptional residence offers immediate enjoyment and attractive income potential, with an established rental history, existing future bookings, and participation in the TSA Prime rental program. Whether you're seeking a personal beachfront escape, a seasonal winter retreat, or an income-producing vacation rental, this extensively renovated condominium delivers an outstanding combination of location, lifestyle, and investment appeal. Experience the best of Siesta Key, where every day feels like a vacation!

5830 Midnight Pass Road Unit 38, Siesta Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-907-9541

6310 Midnight Pass Road Unit 403N, Siesta Key
$749,000
2 Beds ⋅ 2 Baths ⋅ A4710266 MLS ⋅ North Tower BLDG.
Dont Miss this one' beachfront Unit at Crescent Arms on beautiful Siesta Key. Wake up to the sound of gentle waves and step directly onto the powdery white sands of world-renowned Siesta Key Beach from this beautifully fourth floor unit. Perfectly positioned for effortless coastal living, this 2-bedroom, 2-bath unit offers Gulf views and a short walk-out to the beach. The open-concept layout is bathed in natural light, featuring a spacious living area that flows seamlessly to the screened lanai, you can enjoy sunsets over the Gulf . This unit was updated several years ago with solid-surface countertops, tiled floors through out and ample storage making it ideal for both full-time living and vacation stays. The primary suite boasts ample room for a king bed which will boost rental income and a private ensuite bath, while the guest bedroom and bath provides comfort and privacy for family or visitors. Crescent Arms offers resort-style amenities, including a heated beachside pool, private beach lounges, grilling area, and gated access for security and peace of mind. Located on Siesta Key, this community is within minutes of Siesta Key Village, shops, restaurants, and island nightlife. Whether you’re seeking a serene retreat, an investment property with excellent rental potential, or your forever beach home, this beachfront gem delivers the ultimate Siesta Key lifestyle. Recent upgrades include new AC system. This unit has a Strong rental history.

6310 Midnight Pass Road Unit 403N, Siesta Key

Listing courtesy of WATERSIDE REALTY LLC. 941-346-7454

1260 Dolphin Bay Way Unit 203, Siesta Key
$1,150,000
2 Beds ⋅ 2 Baths ⋅ A4707066 MLS ⋅ 1260 BLDG.
Discover the relaxed elegance of waterfront living at Dolphin Bay, one of Siesta Key’s desirable gated condominium communities. Enjoy beautiful views of Sarasota Bay from this spacious two-bedroom, two-bath residence offering 1,915 square feet of thoughtfully designed living space, complemented by multiple outdoor areas that invite you to embrace the coastal lifestyle. Bright, welcoming interiors feature an expansive living and dining area, a separate family room, and a beautifully refreshed kitchen with white quartz countertops, freshly painted cabinetry and an inviting breakfast bar. A unique and thoughtful feature is the remote-controlled privacy screen that separates the family room from the kitchen, creating a comfortable, temporary guest retreat when needed. This versatile space offers added flexibility for visiting family and friends while preserving the home's open, inviting design. Hard-surface flooring flows throughout, while the split-bedroom floor plan provides privacy and comfort, with both bedrooms featuring en-suite baths. The generous covered rear lanai extends the living space outdoors, offering peaceful views of the tropical grounds and sparkling bay beyond. A covered front terrace and additional sunning deck provide even more opportunities to enjoy Siesta Key's beautiful weather. Additional highlights include a private one-car garage beneath the building, ample guest parking, and a new HVAC system and water heater installed in 2024. Dolphin Bay offers an exceptional combination of waterfront beauty and resort-style amenities, including a clubhouse, swimming pool, spa, tennis courts, fitness center and day dock. This gated, pet-friendly community enjoys a convenient location near Siesta Key's celebrated beaches, with the island trolley just outside the entrance connecting you to the restaurants, shopping and entertainment of Siesta Village. Whether enjoying a quiet morning overlooking the water, entertaining friends or spending the afternoon at the beach, this inviting residence captures the comfort, versatility and effortless enjoyment of the Siesta Key lifestyle.

1260 Dolphin Bay Way Unit 203, Siesta Key

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

304 Calle Miramar Unit 304S, Siesta Key
$2,495,000
4 Beds ⋅ 4 Baths ⋅ A4709009 MLS ⋅ 304 BLDG.
Experience exceptional Siesta Key living in this distinctive two-level penthouse, crowned by an expansive private rooftop terrace with Gulf glimpses, spectacular sunsets and refreshing coastal breezes. Ideally situated in the heart of Siesta Village, just a short stroll from the world-renowned sands of Siesta Beach, this turnkey furnished residence offers 3,236 square feet of beautifully appointed living space, four bedrooms, four baths and multiple private outdoor terraces. The rooftop terrace is a true highlight, creating an extraordinary setting for sunset gatherings, entertaining under the stars or simply relaxing above the vibrant Village atmosphere. Inside, spacious open-concept living areas are designed for comfort and entertaining, complemented by a well-appointed kitchen with a generous center island, breakfast bar and seamless access to outdoor terraces. A separate entertainment room features a wet bar and expansive terrace, providing additional space for family and guests. The inviting primary suite offers a private terrace and spacious bath with soaking tub and walk-in shower, while a second en-suite bedroom and two additional guest bedrooms provide comfortable accommodations. A private elevator connects the oversized attached two-car garage to the living levels, offering convenience and ample storage for beach and recreational gear. Within an intimate, gated community of just 12 residences in three four-unit buildings, each building enjoys its heated pool and spa. Offered turnkey furnished for immediate enjoyment, this exceptional penthouse places the boutiques, restaurants and lively atmosphere of Siesta Village nearby, with Siesta Beach an easy distance from home. Whether enjoyed as a full-time residence, luxurious island retreat or vacation property with rental potential, subject to community restrictions, this remarkable offering combines generous living spaces, exceptional outdoor retreats and one of Siesta Key's desirable locations.

304 Calle Miramar Unit 304S, Siesta Key

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

1260 Dolphin Bay Way Unit 301, Siesta Key
$1,750,000
3 Beds ⋅ 3 Baths ⋅ A4707069 MLS ⋅ 1260 BLDG.
Experience refined waterfront living at Dolphin Bay, an intimate, pet-friendly community of just 50 residences on Siesta Key. Beautifully redesigned with a sophisticated coastal aesthetic, this exceptional three-bedroom, three-bath condominium offers nearly 2,500 square feet of beautifully appointed living space and captivating views of the Intracoastal Waterway. Bright, open interiors create an effortless sense of space, with 9-foot ceilings, elegant plank tile flooring, custom built-ins and beautifully updated baths. At the heart of the residence, an impressive chef's kitchen makes a striking statement with expansive countertops, generous gathering spaces, custom cabinetry and premium Sub-Zero, Monogram and Viking appliances. A dramatic six-foot, built-in double-door wine cellar adds a distinctive touch for entertaining. The spacious living and dining areas flow beautifully toward the waterfront, where walls of glass frame the Intracoastal views. An expansive, air-conditioned enclosed lanai extends the living space, creating an inviting year-round retreat for relaxing, entertaining or simply watching the boats pass by. Thoughtful details include custom cabinetry, recessed lighting and integrated theater speakers. The generously sized bedrooms and spa-inspired baths offer comfort and privacy for family and guests. Recent improvements include impact-resistant windows and sliding doors installed in 2025, along with custom motorized light-filtering and room-darkening shades. Additional updates include the HVAC system (2020) and water heater (2021). A private one-car garage beneath the building adds convenience and additional storage. Residents of Dolphin Bay enjoy an inviting coastal lifestyle with a beautifully updated clubhouse, fitness center, Har-Tru tennis courts, heated pool and spa, and a day dock for boating and fishing. Siesta Key's world-renowned white-sand beaches and the restaurants, boutiques, and entertainment of Siesta Village are just minutes away, with convenient trolley access. Combining beautifully curated interiors, remarkable waterfront views and easy elegance of island living, this is an exceptional opportunity to enjoy Siesta Key at its finest.

1260 Dolphin Bay Way Unit 301, Siesta Key

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

6287 Midnight Pass Road Unit 103, Siesta Key
$619,000
2 Beds ⋅ 2 Baths ⋅ A4710408 MLS ⋅ Excelsior Beach To Bay BLDG.
Priced to sell. Welcome to your sunny slice of paradise on Siesta Key. This bright and inviting south-facing condominium offers a great opportunity to enjoy island living just near the world-famous white quartz sand of Siesta Beach. This generously sized two-bedroom, two-bath residence has been well maintained by its original owner and occasionally occupied. The desirable southern exposure fills the condominium with natural light throughout the day, creating an open and welcoming atmosphere. The interior has been recently painted, giving the home a fresh, clean look, ready for your personal touches. The unit includes several updates, including a newer stack washer and dryer, newer air-conditioning system, plus energy-efficient LED lighting. The spacious layout provides comfortable living and dining areas along with a generously sized main bedroom en suite, making it ideal for year-round living, seasonal use or taking advantage of the Excelsior on-site rental program with a two-week rental minimum. Convenience is key with under-building assigned parking as well as a private storage closet for beach chairs, umbrellas and other beach essentials. This bay-to-beach complex offers an easy distance across the street to the powdery sand and turquoise Gulf waters of internationally recognized Siesta Key Beach. Residents and renters enjoy an impressive array of resort-style amenities. The property features tennis and pickleball courts, beautifully maintained grounds, bayside grilling areas, and bayside and Gulf-side swimming pools. Whether you prefer relaxing by the water, enjoying sunset walks along the beach or staying active with outdoor recreation, this community offers something for everyone. With its prime location, bright southern exposure and access to outstanding amenities, this Siesta Key condominium presents a wonderful opportunity to own a piece of Florida’s sought-after coastal lifestyle.

6287 Midnight Pass Road Unit 103, Siesta Key

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

5950 Midnight Pass Road Unit 101, Siesta Key
$485,999
1 Beds ⋅ 1 Baths ⋅ A4710143 MLS ⋅ 101 BLDG.
An exceptional opportunity to own a beautifully updated and turn-key beach condominium in the heart of Siesta Key, offering the flexibility of a strong rental investment, seasonal getaway, or your own private coastal retreat. Built a solid foundation of bookings into February and March bookings. Repeat Guests and higher demand! Located within Siesta Beach House this residence places you just a short walk to both Siesta Beach and Crescent Beach, while also offering the rare advantage of private beach access exclusively for residents and guests. Inside, the condo has been thoughtfully upgraded and meticulously maintained, creating a bright and modern coastal atmosphere. The kitchen features quartz countertops, ceramic tile backsplash, under-cabinet lighting, stainless steel appliances, and solid wood cabinetry, all opening seamlessly into the main living space. Porcelain ceramic tile flooring runs throughout, enhancing the clean, beach-inspired feel of the home. Additional improvements provide peace of mind and long-term value, including a new elevated A/C system installed in 2024 and a brand-new electrical panel completed in 2025. Beautiful upgraded baseboards in the living room, extra hallway storage, and tasteful finishes throughout further separate this condo from many others currently available on the island. The spacious bedroom includes a walk-in closet, while the open-concept floor plan maximizes functionality and comfort within the space. Being sold fully furnished and turnkey, this property is truly ready for immediate enjoyment or rental use. The Siesta Beach House community offers a community pool and direct private beach access, all within a highly desirable location. With a flexible minimum lease period of just 3 days, this property also presents excellent income-producing potential for investors seeking short-term rental opportunities. Whether you are searching for a beachside investment property, a lock-and-leave vacation home, or a cozy private condominium steps from world-renowned beaches, this Siesta Key opportunity delivers exceptional lifestyle and value in one of Sarasota’s most sought-after coastal destinations. Schedule your private showing today and experience the island lifestyle firsthand.

5950 Midnight Pass Road Unit 101, Siesta Key

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

6157 Midnight Pass Road Unit E53, Siesta Key
$449,000
2 Beds ⋅ 2 Baths ⋅ A4709629 MLS ⋅ Building E BLDG.
Experience the best of island living in this inviting third-floor condo located in the sought-after Bay Oaks community on Siesta Key. Spanning 1,101 square feet, this two-bedroom, two-bathroom residence offers a seamless blend of comfort and convenience, with elevator access making every arrival effortless. The interior is bright and welcoming, designed with both relaxation and functionality in mind. The kitchen has stone counter tops with tile backsplash. Ceramic tile covers the floor throughout. The primary bedroom serves as a private retreat, featuring an en-suite bathroom with a spacious walk-in shower and large walk-in closet. The second bedroom is equally well-appointed, with easy access to the second bathroom which boasts a large whirlpool tub and shower—perfect for unwinding after a day in the sun. Throughout the condo, you’ll find plenty of storage options, ensuring a tidy and organized living space. Large living room and dining area add to this comfort as well as the screened in balcony overlooking the pool. Besides the large, heated community pool, Bay Oaks also provides, tennis courts, a community room with pool table & a waterfront park like setting with a BBQ area. Nature enthusiasts will appreciate the private fishing pier situated right on the Intracoastal Waterway at the rear of the complex—a perfect spot to watch the morning light dance on the water. It’s the lifestyle outside your door that truly shines. When you're ready for the sand, the world-famous beach of Siesta Key is easily accessible nearby. A free island trolley is accessible at street side in front of the condominium that will take you to one end of the Island to the other to enjoy, Turtle Beach, South Village Amenities, the public beach with lifeguards and the famous Siesta Village. This property isn't just a beautiful retreat; it’s a proven performer with a strong rental track record. For an investor or a savvy buyer, the transition could not be simpler. The condo is being sold fully turnkey furnished, meaning it comes with everything needed to hit the ground running. It is completely ready for immediate renters the moment you close. The timing couldn't be better—the unit is already booked for January, February, and March. If you close by the end of the year, you’ll step into immediate ownership with three months of rental income already booked. Whether you are looking for a lucrative investment or a seasonal getaway or your new home, this condo places you in the heart of everything that makes Siesta Key a premier destination. Come see why life is better when you’re surrounded by the beauty of the Bay and the Gulf.

6157 Midnight Pass Road Unit E53, Siesta Key

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

6703 Midnight Pass Road Unit 101, Siesta Key
$400,000
2 Beds ⋅ 2 Baths ⋅ A4709499 MLS ⋅ 1 BLDG.
Picture a full day on Siesta Key without ever touching your car keys. Coffee from Crescent Beach Market. Breakfast at Toasted Mango Café. A few hours on the soft white sand of Crescent Beach, then a walk down the shoreline to Point of Rocks, known for the best snorkeling on the key. Rent a boat at the marina by the Stickney Point bridge, watch the sun drop into the Gulf, and finish the night under the thatched roofs at Captain Curt’s with a cold drink in your hand. Want to go farther? The trolley stops right in front of the building. All of it starts at the front door of Unit 101 at Sea Winds. And when you are not here, it can be working for you. The condo comes fully furnished, down to the beach chairs, towels, and cart, it sleeps seven, and Sea Winds allows leases as short as two weeks, with the board reviewing a minimum as short as three days at its November meeting (not yet approved; buyer to verify). The owner even has prospective renters on standby. Then there is the patio. Unit 101 is the ground floor end unit, and it has the largest fenced patio at Sea Winds, shaded by its own tree, lined with hanging flower baskets, with a grill and a table for six that tends to stay set long after dinner is done. Slide the door open and the living room and patio become one space. No elevator, no long hallway, and your parking space is painted right outside the front door. Sea Winds is the kind of community where neighbors still get together in the clubhouse for games. The heated pool was rebuilt in 2025, the roof was replaced in 2024, the underground pipes and parking lot were redone in 2026, and the A/C is from 2022, so the big projects are already behind it. The $973 monthly fee covers cable, water, sewer, landscaping, and building maintenance, so there is nothing to manage while you are away. There is more to love here than fits in a description. Reach out to the listing agent for the full feature sheet, including the rental details, or to schedule your private showing.

6703 Midnight Pass Road Unit 101, Siesta Key

Listing courtesy of REAL BROKER, LLC. 855-450-0442

1313 Dockside Place Unit 120, Siesta Key
$1,090,000
2 Beds ⋅ 2 Baths ⋅ A4708135 MLS ⋅ D BLDG.
RARE BOATER’S OPPORTUNITY! 45' BOAT SLIP with NEW 27,000-lb IMM/Quality Platinum Series boat lift on deep, sailboat water! Completely renovated waterfront townhouse-style residence with the slip directly behind the unit—a highly desirable and rarely available location. Ultimate Beach lifestyle with easy access to Siesta #1 Beach & Siesta Village, just a few minutes' walk away. Enjoy mornings on the beach, afternoons on the boat, and evenings sunsets & exploring the Village. With many restaurants, music & shops. Fully remodeled down to the block walls with new plumbing, electrical, HVAC and ductwork, drywall, raised ceilings, LED lighting, and beautiful wood-look porcelain tile throughout. Gourmet kitchen features custom cabinetry, GE Profile appliances, natural quartzite, and abundant storage. Both baths offer easy-entry showers, and the primary suite includes a walk-in closet with custom organization. Private one-car garage, additional parking, attic storage, and newly screened lanai for entertaining. Elevated to 11.5' floor level remained free of stormwater during the 2024 storms. The dock features new pilings, full-length finger pier, fresh water, 30-amp/120V service, remote-controlled lift with auto-stop, and approximately 7' of water depth. Protected harbor approximately 100 yards from the ICW and just 10 minutes to Sarasota Big Pass. HOA permits boats up to 45' feet. Complex is getting a look and remodel! See photos Beach. Boating. Village life. All from one exceptional Siesta Key location. Community is going through a major face lift!! Scope of renovations • Siding/Trim/Facia with Stain-paint • Railings • Stairs • Gutter/Downspouts • Lighting

1313 Dockside Place Unit 120, Siesta Key

Listing courtesy of BRIGHT REALTY. 941-552-6036

5300 Ocean Boulevard Unit 301, Siesta Key
$1,195,000
2 Beds ⋅ 2 Baths ⋅ A4709961 MLS ⋅ Terrace East BLDG.
RELISTED WITH AN ALMOST $200,000 PRICE ADJUSTMENT. This unique beach condo with sunrise, sunset and 270-degree views is an excellent opportunity. A beachy 1,446 square-foot, 2-bedroom 2-bath corner residence with extra space for a den boasts a special sunny, oversized corner, south-facing wraparound balcony with views of the beach, Gulf of Mexico, heated pool and Siesta Village. The unusual 1,130 square foot terrace adds extra space and is very useful for romantic alfresco dining, entertaining family and friends, special parties, kid's play space, put-put golf, shuffleboard, Florida sunning and more, which is not available in other condos. From this incredible Siesta Key location, you just walk out to the sugar-white sands of #1 Siesta Key beach for a relaxing swim in the azure-blue Gulf of Mexico or get some exercise walking the 3 miles of beachfront, snorkel, paddleboard, or take your beach bike for a spin on the beach. Enjoy your morning coffee or a cocktail from your extensive terrace balconies while watching the colorful hues of the Florida sunrise and sunset without having to leave your condo. For an entertaining experience, you are steps from quaint Siesta Village to indulge in fun shopping, dining and live music. The floor plan flows from the balcony on the beachside through to the back of the building with views looking east over Siesta Village and west over the Gulf of Mexico. This delightful light & bright larger corner residence features tile throughout perfect for beach living, a covered parking space and is just waiting for your personal touch. The elevator serves only two condos per floor with an updated private foyer and private laundry facilities shared by two condos. Private & exclusive Terrace East has a modern updated lobby and social room, newly refinished pool with new grills & refrigerator, new pool furniture, new roof in 2025, and equipped fitness center. All the fixed windows in all the condos will be replaced by the association by January 2028. This is a secure gated building with onsite full-time manager and maintenance man, very well-run association with active board and no current special assessments, and a secure surveillance system. Amenities include a heated pool for laps, a tennis court, pickleball, active fitness center, beautifully landscaped garden and grounds, and bicycle & paddleboard storage. Come make this your future Florida home!

5300 Ocean Boulevard Unit 301, Siesta Key

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

4660 Ocean Boulevard Unit U2, Siesta Key
$1,195,000
3 Beds ⋅ 2 Baths ⋅ A4708651 MLS ⋅ Sea Village BLDG.
Experience the best of coastal living in this 3-bedroom gulf-front condo at 4660 Ocean Boulevard, Unit 2, on beautiful Siesta Key. Enjoy the unbeatable appeal of beachfront living, with the sparkling Gulf waters and world-famous silicon sand beaches just steps away. Ideally located near the charming Siesta Key Village, you'll have convenient access to popular restaurants, boutique shopping, and local entertainment. The community offers desirable amenities, including two swimming pools, perfect for relaxing and enjoying the Florida sunshine. Whether you're seeking a beachside retreat, a second home, or an investment opportunity, this exceptional Gulf-front location offers the perfect blend of coastal charm, convenience, and resort-style living.

4660 Ocean Boulevard Unit U2, Siesta Key

Listing courtesy of LPT REALTY, LLC. 877-366-2213

1163 Coquille Street Unit 207, Siesta Key
$950,000
2 Beds ⋅ 2 Baths ⋅ A4709260 MLS ⋅ Coquille BLDG.
Tucked within a charming Gulf-side community of just 27 residences, this unique and rarely available townhouse on Siesta Key is in model condition and offers private access to one of the most celebrated beaches in the country. With 1,760 square feet of living space, the home features soaring two-story ceilings and abundant natural light throughout the main living areas. Head upstairs on the grand staircase to an additional bedroom plus a versatile loft space—currently used as a TV room and office—which could easily function as a third bedroom. The primary suite is conveniently located on the first floor and opens to a private enclosed sitting area. An updated kitchen with wood and glass cabinetry, natural stone countertops, stainless steel appliances, a spacious island flows into a casual dining area and living space, all finished with engineered hardwood floors, crown molding, and a neutral color palette. Two updated full bathrooms serve both levels, and laundry is located inside on the main floor. Additional features include built-in beverage refrigeration, hurricane shutters, and dedicated closets. Enjoy the private entry and an unheard of oversized garage with space for three vehicles adding loads of additional storage and convenience. The amount of storage is like living in a single family home. The community is primarily owner-occupied, with limited rentals, and welcomes large pets. Recent association improvements include new garage doors, exterior paint, landscaping, privacy fencing and more making this community feel like new. Steps from the white sands of Siesta Key, community pool, and close to shopping and dining. This move-in ready home invites you to settle into the ease of coastal living.

1163 Coquille Street Unit 207, Siesta Key

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

5950 Midnight Pass Road Unit 201, Siesta Key
$575,000
2 Beds ⋅ 2 Baths ⋅ A4708641 MLS
Gulf-side living at its best! This charming, completely remodeled two bed, two bath ground-floor residence offers the perfect blend of coastal style, comfort, and convenience. Renovated from top to bottom, the home features new electrical and plumbing, impact windows and doors, stylish new flooring, beautifully updated bathrooms, and a stunning kitchen with quartz countertops, tile backsplash, breakfast bar, and stainless-steel appliances. This unit offers a comfortable living space with the primary bedroom with ensuite half bath, while the guest bedroom is conveniently located near the fully remodeled hall bath. With everything already beautifully updated, this inviting residence is ready to enjoy from day one! Step outside your door and enjoy the best of the Gulf-side lifestyle with private beach access, a sparkling community pool, and inviting outdoor seating areas with picnic tables. Assigned parking and additional guest spaces add everyday convenience, while short-term rentals are permitted, offering excellent rental potential. There are also bookings already in place that can be retained by the new owner, if desired. Ideally located close to the Village, you'll be just minutes from shops, restaurants, and entertainment, with the free trolley nearby providing easy access to both sides of the Key. Whether you're looking for your own beachside escape or an investment with income potential, this beautifully renovated coastal retreat offers an opportunity to enjoy the Florida lifestyle from day one.

5950 Midnight Pass Road Unit 201, Siesta Key

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

6204 Midnight Pass Road Unit 205, Siesta Key
$775,000
2 Beds ⋅ 2 Baths ⋅ A4708621 MLS ⋅ 6204 BLDG.
Welcome to Siesta Dunes! This bright and airy second-floor end-unit condominium offers a wonderful combination of comfort, updates, and location, with peaceful garden views and a peek-a-boo view of the Gulf. High ceilings and an abundance of natural light create a spacious, open feel throughout the residence, while new hurricane-impact windows provide added peace of mind. The roof and air conditioning system are also newer. The two bed, two bath layout features an updated kitchen with ample counter space and a convenient dinette area. The spacious living room opens through sliding glass doors to the balcony, extending the living space outdoors and providing a pleasant spot to enjoy the surrounding views. The primary suite offers a walk-in closet and ensuite bath, while the additional guest bedroom and full bath provide comfortable accommodations for family and friends. The desirable gulf front community of Siesta Dunes offers a saltwater pool & spa, tennis and pickleball courts, a beach deck and pavilion, carports, additional storage and small pets are allowed. Weekly rentals are also permitted, making this an appealing opportunity for those looking for a vacation home with rental potential or an investment property. With easy access to the renown Siesta Key Village, where you can enjoy the tropical ambiance of dining, shopping, and entertainment as well as everything Sarasota has to offer including the arts and culture of downtown. Whether you're looking for a place to enjoy yourself or an opportunity to generate rental income, this Siesta Dunes residence offers the flexibility, updates, and location to enjoy the best of the Florida lifestyle.

6204 Midnight Pass Road Unit 205, Siesta Key

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

797 Beach Road Unit 415, Siesta Key
$850,000
2 Beds ⋅ 2 Baths ⋅ A4707994 MLS ⋅ 797 BLDG.
Your Siesta Key beach getaway awaits! This two-bedroom, two-bath condo offers an exceptional location, convenience, and investment potential just steps from the world-famous white sands of Siesta Key Beach. Freshly painted and professionally cleaned, this unit is ready for its next owner to enjoy. One of the standout features of this condo is its prime location within the building, situated just steps from the elevator, with convenient parking located nearby. Whether you're bringing in groceries, unloading luggage, or heading out for a day at the beach, this desirable location makes coming and going effortless. Enjoy the Florida lifestyle with access to community amenities, including a heated swimming pool, fitness center, shuffleboard, and outdoor grilling areas. Located directly across from Siesta Key Beach and just minutes from the shopping, dining, and entertainment of Siesta Key Village, everything you need is within easy reach. With weekly rentals permitted, this property offers excellent flexibility as a personal beach retreat, seasonal residence, or income-producing investment. Whether you're looking to enjoy the island lifestyle yourself or take advantage of its rental potential, this condo offers an exciting opportunity to own a piece of paradise on Siesta Key!

797 Beach Road Unit 415, Siesta Key

Listing courtesy of COMPASS FLORIDA LLC. 941-279-3630

420 Beach Road Unit 507, Siesta Key
$1,695,000
2 Beds ⋅ 2 Baths ⋅ A4709206 MLS ⋅ Siesta Gulf View BLDG.
Siesta Key Beach paradise! Wake up to Gulf breezes and end each day with a sunset on the beach from this direct beachfront condo at Siesta Gulf View. This fifth floor center unit 2-bedroom, 2-bath residence offers a full west-facing panorama of Siesta Beach and the Gulf from its expansive 31-foot screened balcony, accessible from the living room, kitchen, and primary suite. This beautifully updated unit with open floor plan, newly installed 2026 air conditioner with coastal coil, reverse osmosis both refrigerator water/ice, full granite counter tops, all stainless steel appliances, shaker cabinets throughout and beach decor with Restoration hardware custom leather sectional. Primary bedroom has his/her walk in closets and built-in linen closet. This income producing TURNKEY FURNISHED with Recent community updates give peace of mind: milestone inspections complete, all cast iron plumbing replaced in 2024, and new clubhouse roof and landscaping., with no special assessments. Siesta Gulf View is a sought-after, gated, 59-unit community offering private boardwalk access to the quartz sands of Siesta Key Beach, plus resort-style amenities: a 25’x40’ heated pool, tennis and pickleball courts, fitness room, grilling areas, and clubhouse. Assigned under-building parking, ample guest parking, first-floor storage, and an on-site management office add convenience. Best of all, you’re just blocks from vibrant Siesta Key Village: restaurants, shops, and live music are a short stroll away. Whether you’re seeking a vacation retreat, investment property (one-month minimum rentals allowed up to 12 times/year), or full-time Gulf-front living, this condo delivers the ultimate Beach resort living this is a MUST SEE! Land, Site, and Tax Information

420 Beach Road Unit 507, Siesta Key

Listing courtesy of WENDY E DOBREFF LICENSED REAL ESTATE BROKER. 586-604-1640

8911 Midnight Pass Road Unit 511, Siesta Key
$385,000
1 Beds ⋅ 1 Baths ⋅ A4708929 MLS ⋅ 8911 BLDG.
SUNRISES OVER THE BAY, SUNSETS OVER THE GULF—YOUR SIESTA KEY RETREAT AWAITS! Discover top-floor coastal living in this turnkey furnished, one-bedroom, one-bath residence in desirable Sunrise Cove. With breathtaking views of the Intracoastal Waterway and the Gulf of Mexico, this inviting condo offers the rare opportunity to enjoy spectacular sunrises over Sarasota Bay and magnificent Gulf sunsets from your own coastal retreat. Sparkling blue waters, passing boats, and beautiful views in both directions create a setting that feels like a vacation every day! The bright, welcoming interior flows into a Florida room where sweeping Intracoastal views take center stage. A built-in Murphy bed provides additional sleeping accommodations for family and guests, making this space as practical as it is inviting. The spacious primary bedroom features a generous walk-in closet, while an updated bathroom and turnkey furnishings make this condo ready for immediate enjoyment. Simply unpack and start enjoying the island lifestyle! RESORT-STYLE AMENITIES RIGHT AT HOME! Enjoy two heated swimming pools, tennis and pickleball courts, a fitness center, and a game room. Waterfront docks are available to lease for a nominal fee on a first-come, first-served basis, adding to the appeal of this waterfront community. Recent community improvements include new roofs, docks, and carports. A LOCATION THAT MAKES ISLAND LIVING EASY! Situated directly across from Turtle Beach and just steps from waterfront dining at Ophelia’s on the Bay and Turtles on the Bay, Sunrise Cove puts some of Siesta Key’s favorite experiences close to home. Hop aboard the complimentary Siesta Key Breeze trolley for convenient access to the charming boutiques, restaurants, and entertainment of Siesta Key Village. On-site management and a 30-day minimum rental policy provide added flexibility for seasonal owners and rental opportunities. Whether you’re searching for a seasonal escape, an investment opportunity, or a year-round residence, this top-floor condo brings together stunning dual water views, resort-style amenities, and an exceptional Siesta Key location. Come discover the coastal lifestyle you’ve been dreaming of. Your little piece of paradise awaits!

8911 Midnight Pass Road Unit 511, Siesta Key

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

5830 Midnight Pass Road Unit 8, Siesta Key
$429,000
1 Baths ⋅ A4708909 MLS ⋅ Villas- Group 1 BLDG.
BEACH LOVERS AND INVESTORS, THIS ONE IS ALL ABOUT THE LOCATION! Welcome to Unit 8 at Jamaica Royale on Siesta Key, where being close to the beach doesn't get much better! Just steps from the world-famous Siesta Key Beach, this is one of the closest villas to the sand, making it easy to spend your days enjoying the Gulf's turquoise waters. Even better, the pool is right off your back patio, putting two of the most sought-after vacation amenities just outside your door! This prime location is a major draw for renters looking for the ultimate beach getaway. Thoughtfully renovated and designed to maximize comfort and functionality, this studio features a fresh coastal theme, luxury vinyl plank flooring, quartz countertops, and soft-close cabinetry. The inviting interior includes a Murphy-style bed, comfortable leather sofa, and dining for four. Offered turnkey furnished, it's ready for you to enjoy or begin generating rental income. Weekly rentals are permitted, and owners have the flexibility to use the onsite rental company or choose their own rental management. Even better, owners may have up to two pets! Beyond your villa, Jamaica Royale welcomes you with beautifully maintained grounds, lush tropical landscaping, private deeded beach access, and three resort-style pools. A nearby stop for the Siesta Key trolley makes it easy to explore Siesta Key Village, with its charming boutiques, local restaurants, and lively entertainment. Whether you're searching for a personal beach escape, a vacation rental investment, or the best of both worlds, this is your opportunity to own a slice of paradise in a location that truly stands out!

5830 Midnight Pass Road Unit 8, Siesta Key

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

1640 Summerhouse Lane Unit 40, Siesta Key
$1,400,000
3 Beds ⋅ 3 Baths ⋅ A4705884 MLS ⋅ 1640 BLDG.
Rarely available at Summer Cove on Siesta Key, this exceptional 3-bedroom, 2.5-bath residence offers an elegant opportunity to enjoy the best of island living. Set within a gated Gulf-to-Bay community built in 2005, the residence features beautiful views from every window, abundant natural light, and deeded beach access. A private elevator opens directly to the residence, where comfort and coastal sophistication come together effortlessly. The thoughtfully designed kitchen serves as a beautiful centerpiece, while two expansive balconies extend the living space outdoors. Two tandem garage spaces provide secure, convenient parking. There is deeded beach access and a kayak launch for an easy way to enjoy the surrounding waterways and explore the coast. At the heart of the community is a beautifully renovated clubhouse. It was formerly the renowned Summerhouse Restaurant and a memorable part of Siesta Key history. Today, this distinctive gathering space features a new fitness center, game room, pool tables, library, and more—creating an inviting setting for recreation, entertaining, and relaxation. Outdoor amenities include a resort-style pool and spa, and a barbecue area. With its private elevator, generous outdoor spaces, secure garage parking, deeded beach access, and exceptional community amenities, this rarely offered residence presents a distinctive opportunity to experience Siesta Key in comfort and style. Siesta Key shops, restaurants, and beaches are just minutes away. Also, it’s just a short drive downtown Sarasota, St. Armand’s Circle, and Longboat Key. Schedule your private tour today!

1640 Summerhouse Lane Unit 40, Siesta Key

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICE. 941-907-2000

6285 Midnight Pass Road Unit 406, Siesta Key
$749,000
2 Beds ⋅ 3 Baths ⋅ A4708761 MLS ⋅ Na BLDG.
Welcome to this beautiful Penthouse end unit at the highly desirable Excelsior Beach to Bay community. Perfectly positioned on the Bay side, this 2 bedroom, 2.5 bath condo offers an open, airy layout enhanced by vaulted ceilings, abundant natural light, and impact windows throughout for peace of mind and energy efficiency. The living and dining areas flow seamlessly together, creating an ideal setting for entertaining or relaxing. The dining area features a mirrored accent wall, a built-in cabinet under the stairs, and another built-in at the end of the room for elegant storage and display. A wood staircase leads to the loft, a rare feature in this complex. The spacious loft includes a half bath, and 2 generous closets, offering flexibility as a guest retreat, office, or media room. The loft expands your living options beautifully. The kitchen is both functional and stylish, featuring wood cabinetry, Cambria quartz countertops, marble floors, a tray ceiling and a built-in eat-in area/desk. A window over the sink provides a charming peek of the Bay. The Primary Bedroom impresses with soaring vaulted ceilings, custom built-in furniture, and a bright, open feel, while the Primary Bath offers two separate sink areas with granite counters, built-in cabinetry, and a wall of closets-providing abundant storage and space. Pella sliding glass doors lead to the Florida room/lanai, enclosed in glass and framed by vaulted ceilings invites you to relax and enjoy tranquil views year-round. Residents of Excelsior enjoy private beach access, along with two heated pools, fitness center, tennis and pickleball courts, and clubhouse. Whether you’re seeking a full-time residence, vacation getaway, or investment opportunity, this Penthouse condo offers a rare blend of comfort, style, and location.

6285 Midnight Pass Road Unit 406, Siesta Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-349-3444

1229 Moonmist Circle Unit P6, Siesta Key
$625,000
2 Beds ⋅ 2 Baths ⋅ G5118459 MLS ⋅ N/A BLDG.
TURNKEY FURNISHED, FREE-STANDING VILLA ON SIESTA KEY! TAKE YOUR GOLF CART TO PUBLIC BEACH! Ideally located in the highly desirable Polynesian Gardens along the Intracoastal Waterway, this charming 2-bedroom, 2-bath villa offers the privacy and feel of a single-family home with the convenience of low-maintenance, lock-and-leave living. TWO DOGS ALLOWED! LOW HOA FEES. An excellent choice for a personal island retreat. One of only ten villas overlooking the expansive community pool, this home features a private entrance, covered carport, screened lanai, and inviting outdoor living spaces surrounded by lush tropical landscaping. Relax around the LP gas fire pit or enjoy the Florida sunshine just steps from the community pool. The villa is also positioned at one of the higher elevations within the community. Major updates include a NEW ROOF (2023), HVAC SYSTEM (2023), WATER HEATER (2025), NEW GUTTERS (2025), programmable Nest thermostat, remote-entry touch keypad lock, and remote camera system. (OVER $100,000 OF RENOVATIONS HAVE BEEN DONE.) Enjoy everything the Siesta Key lifestyle has to offer! Spend your days fishing or watching dolphins and manatees from the community dock and fishing pier overlooking the Intracoastal Waterway. Walk or take your GOLF CART to nearby dining, shopping, coffee shops, nightlife, grocery stores, marina access, and local favorites including Captain Curt’s. World-famous Siesta Key Beach, known for its powdery white quartz sand, is just across the street. Hop aboard the free trolley to Siesta Key Village for even more dining, shopping, and entertainment. Rental history is available in the attachments. Whether you’re looking for your own island getaway, a seasonal rental, or an easy-care Florida retreat, this villa offers an exceptional opportunity to enjoy the ultimate Siesta Key lifestyle. MOVE IN, RENT OUT, OR SIMPLY RELAX!

1229 Moonmist Circle Unit P6, Siesta Key

Listing courtesy of MORRIS REALTY AND INVESTMENTS. 352-435-4663

1250 N Portofino Drive Unit 304, Siesta Key
$394,000
1 Beds ⋅ 2 Baths ⋅ A4708535 MLS ⋅ Marlin House BLDG.
Under contract-accepting backup offers. Looking for a home for your boat, a beach lifestyle, or an investment? Enjoy sunrises over the marina, afternoons on Siesta Key Beach, and evenings on your enclosed balcony overlooking the boats and colorful skies. This furnished 1BR/2BA condo in Siesta Harbor is beautifully updated with an open floor plan, luxury vinyl flooring, remodeled kitchen (2022) with white shaker cabinetry, granite counters, glass backsplash, peninsula seating, and stainless appliances. Bathrooms feature quartz vanities and tiled showers; guest bath includes a soaking tub. Impact windows, same-floor laundry, and private storage add convenience. Siesta Harbor, a 55+ community, offers private beach access, heated pool/spa, lush landscaping, fishing pier, and a full calendar of social activities. Dock leases may be available for boats up to 30’. Additional amenities include covered parking, on-site manager, and a new roof (2025). Ideally located off the South Bridge near dining, shops, and the free Siesta Key trolley, this turnkey condo is perfect as a vacation retreat, full-time residence, or investment.

1250 N Portofino Drive Unit 304, Siesta Key

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

6006 Midnight Pass Road Unit 11, Siesta Key
$449,000
1 Beds ⋅ 1 Baths ⋅ A4708157 MLS ⋅ B BLDG.
Your opportunity to own a piece of Siesta Key at an exceptional value, with nearly 200 feet of deeded beach frontage! Priced as the lowest-priced true 1-bedroom condo on Siesta Key, this charming, TURNKEY furnished 1-bedroom, 1-bath unit at Casa Mar features two additional sleeper sofas and has been refreshed by the new owners. Whether you’re searching for a personal beach retreat with some hurricane windows, a seasonal escape, or an income-producing vacation rental, this is your chance to own a slice of paradise! Walk to Siesta Key’s world-famous white quartz sand beaches and the turquoise waters of the Gulf of Mexico from this inviting beachside condo offering 600 square feet of interior living space, a 108-square-foot screened lanai, and a brand-new outdoor paver patio currently being completed. The new patio will provide an adorable additional space for outdoor seating, relaxing, and enjoying the island breeze. Inside, vintage island character meets relaxed coastal living, with freshly painted vaulted wood-beamed ceilings, timeless terrazzo flooring, abundant natural light, and an open living area that flows seamlessly to the screened lanai. It’s the perfect spot for morning coffee or unwinding after a day at the beach. The kitchen features solid-surface countertops, an eat-in dining area, and an open connection to the main living space. The spacious bedroom offers ample storage, including built-in closet cabinetry, while the bathroom features a walk-in shower. Recent improvements include a new A/C in 2025, a new building roof in 2024, a water heater replaced in 2021, updated bathroom plumbing, and partial impact windows. An assigned covered carport is conveniently located directly outside the private ground-floor entrance, making access effortless with no stairs to navigate. Casa Mar delivers the Siesta Key lifestyle buyers dream of, with private deeded beach frontage, two covered beach pavilions, two community pools, tennis and pickleball courts, basketball, a clubhouse, four BBQ grilling areas with picnic tables, and community laundry facilities. The condo fee includes cable TV, internet, water and sewer, building insurance, and grounds maintenance. Getting around the island is easy, too! The Siesta Key Breeze Trolley stops right at the Casa Mar entrance on Midnight Pass Road, offering convenient transportation to Siesta Key Village for dining, shopping, and nightlife, or south to Turtle Beach. With exceptional amenities, weekly rentals permitted, and the flexibility to enjoy it yourself or generate rental income, this TURNKEY beach getaway offers the best of island living. Don’t miss this opportunity to own your own piece of paradise on Siesta Key!

6006 Midnight Pass Road Unit 11, Siesta Key

Listing courtesy of COMPASS FLORIDA LLC. 941-279-3630

5600 Beach Way Drive Unit 207, Siesta Key
$739,000
2 Beds ⋅ 2 Baths ⋅ A4708437 MLS ⋅ 5600 BLDG.
LOCATION, LOCATION, LOCATION! This beautifully updated 2 bed, 2 bath home, ideally located directly across from world-famous Siesta Key Beach. Offering views of the pool, lush landscaping, and a partial ocean view, this gorgeous turnkey furnished residence combines a relaxed coastal setting with an exceptional location. The thoughtfully updated interior features of this 2nd floor unit offers luxury vinyl plank flooring throughout and a stunning kitchen with custom cabinetry, quartz countertops, a subway and mosaic-style backsplash, and a center island with convenient breakfast seating. The defined dining and living areas provide a comfortable space for both everyday living and entertaining, with sliding glass doors extending the living space onto the balcony and bringing the outdoors in. The primary suite offers an ensuite bath, walk-in closet, and its own sliders leading to the balcony. The spacious guest bedroom includes a Murphy bed cabinet, providing flexibility for guests when needed, along with a second full bath. Benefiting from hurricane impact windows for peace of mind this tastefully decorated home is ready to enjoy from day one! Step outside and enjoy the peaceful surroundings from the private balcony or take advantage of the unbeatable location just across from Siesta Key Beach. Stroll to the Village for its lively music, dining, and shopping, or hop aboard the free beach trolley for an easy way to explore the island. With Sarasota's downtown arts, culture, dining, and entertainment just a short drive away, along with the boutiques, restaurants, and waterfront atmosphere of St. Armands Circle, this property offers the perfect balance of beach living and convenience. Whether you're looking for a vacation home, a place to escape and enjoy the Florida lifestyle, or an investment opportunity, this inviting Siesta Key residence offers a wonderful combination of location, updates, and relaxed coastal living.

5600 Beach Way Drive Unit 207, Siesta Key

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

5661 Midnight Pass Road Unit 401, Siesta Key
$475,000
2 Beds ⋅ 2 Baths ⋅ A4708540 MLS ⋅ Na BLDG.
Under contract-accepting backup offers. Welcome to coastal living at its best in White Sands Village! This charming 2-bedroom, 2-bath end-unit condo offers a relaxed Siesta Key lifestyle in a desirable waterfront community. The furnished residence features an open floor plan, solid-surface countertops, tile flooring, and a comfortable living and dining area. Enjoy the community clubhouse and sparkling pool, along with water access and Gulf-front amenities. Boat slips may be available via waitlist. Ideally located just across the street from world-famous Siesta Key Beach and approximately one mile from Siesta Key Village, with convenient access to restaurants, shopping, entertainment, and all that the island has to offer. Whether you're looking for a full-time residence, vacation retreat, or investment opportunity, this condo offers an excellent opportunity to enjoy the best of Siesta Key.

5661 Midnight Pass Road Unit 401, Siesta Key

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

4822 Ocean Boulevard Unit 8B, Siesta Key
$649,000
2 Beds ⋅ 2 Baths ⋅ A4708261 MLS ⋅ Siesta Towers BLDG.
Sweeping water views across Big Pass to the Gulf of Mexico and year-round sunsets set the stage for this oversized 2-bedroom, 2-bath residence in Siesta Towers on Siesta Key. A rare 40+ foot-long balcony stretches across the residence, while inside, 1,435 square feet, generously sized rooms and a flexible floor plan offer endless possibilities to create your own coastal retreat. Similar floor plans have been reimagined to include a den or flex space, and an in-unit washer and dryer may be added. Hurricane-impact sliders and windows frame the views and fill the residence with natural light. Siesta Towers has undergone extensive improvements, including a new seawall, renovated exterior, new landscaping, rebuilt fishing and social piers, renovated pool and fencing, Garrison flood-control system, replaced electrical system and key-fob/app-controlled access. Residents also enjoy a fitness center, social room, outdoor grills, bike room and private storage.

4822 Ocean Boulevard Unit 8B, Siesta Key

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

5830 Midnight Pass Road Unit 18, Siesta Key
$549,000
1 Beds ⋅ 1 Baths ⋅ A4706335 MLS ⋅ Jamaica Royale Unit One BLDG.
The nicest 1-BR villa at the beautiful Jamaica Royale on Siesta Key -and- SELLER FINANCING AVAILABLE -- at the #1 Beach in America! This beautifully renovated ground floor 1-bedroom villa is offered completely turnkey furnished and has been used exclusively by the owner and maintained as a personal beach retreat. / The renovation features an impressive collection of upgrades and high-end finishes, including Crema Marfil chiseled-edge marble floors, blue quartz kitchen countertops, a striking mother-of-pearl kitchen backsplash, beautiful white shaker kitchen cabinets, and recessed lighting. The bathroom is beautifully finished in natural travertine stone with frameless glass shower doors and a hydro-flush toilet. The kitchen is equipped with brand new stainless-steel appliances, including an LG counter-depth refrigerator. Also featured are impact windows and doors, a brand-new A/C system, new Rheem 50-gallon water heater, and new Whirlpool stackable washer/dryer. The villa is furnished with brand-new furniture, including two queen beds and a 75-inch flat-screen TV. Everything is in place for your immediate personal enjoyment or rental use. / With strong demand for vacation rentals on Siesta Key, this property offers estimated rental income of $50,000–$60,000 annually, while still providing the opportunity to enjoy it personally as desired. An onsite professional rental office provides convenient year-round rental management, or owners may choose to self-manage their rentals. / Jamaica Royale is a direct oceanfront gated community, and offers an exceptional beachfront lifestyle with its private beach and powder-soft white quartz sand, direct frontage to the Gulf of Mexico's crystal-clear waters, three heated swimming pools, resort-style amenities, community gas-grills, recreational facilities, and stunning Gulf sunsets. New carports are currently anticipated for 2027. No milestone inspections. The very desirable Building 1-22 villa row offers exceptionally close and convenient beach access -and- south facing patio sunshine. / Whether you are looking for a turnkey Siesta Key beach retreat or an income-producing vacation rental, this exceptionally well-appointed completely-renovated villa combines a premier beach location, brand-new furnishings, and the flexibility to enjoy the property yourself and/or generate rental income. / This is a fantastic opportunity to own quality beachfront real estate at the #1 Beach in America. With SELLER FINANCING AVAILABLE, don’t miss this one!

5830 Midnight Pass Road Unit 18, Siesta Key

Listing courtesy of MANGROVE REALTY ASSOCIATES. 941-957-0080

1300 N Portofino Drive Unit 105, Siesta Key
$399,900
1 Beds ⋅ 2 Baths ⋅ A4708269 MLS ⋅ Sailfish BLDG.
YOU DESERVE PARADISE! MOVE RIGHT IN TO THIS PRISTINE DOLLHOUSE! BEACH ACCESS! BOATING! PERECT ONE BEDROOM WITH 2 FULL BATHS! GRANITE COUNTERTOPS, TOP OF THE LINE SHOWER ENCLOSURE, IMPACT/HURRICANE WINDOWS!! THIS HAS IT ALL!, WALK RIGHT OUT FROM YOUR LANAI TO YOUR BOAT DOCK, HEATING SWIMMING POOL, HOT TUB, SAUNA, SHUFFLEBOARD, DOCK ON THE INTRACOASTAL FOR MEETING WITH YOUR FRIENDS, FISHING OR JUST RELAXING! SIESTA HARBOR IS IN A PRIME LOCATION ON THE KEY, WALKING DISTANCE TO SHOPS, RESTAURANTS, CATCH THE TROLLEY RIGHT OUTSIDE YOUR DOOR, BEACH ACCESS RIGHT ACROSS THE STREET TO BEAUTIFUL SIESTA KEY BEACH WITH QUARTZ CRYSTAL SAND! THIS UNIT IS HOME OR A RENTAL, UP TO YOU! MOVE RIGHT IN, NEW HVAC, TILE FLOORS, CROWN MOLDING, PLANTATION SHUTTERS, FULL GLASS ENCLOSURE ON THE LANAI THAT BRINGS IN THE SUNSHINE, WATCH THE DOLPHINS, BOATING.. EVERYTHING UPGRADED WITH THOUGHT, NO POPCORN ON THE CEILINGS, ALL REDONE! ALL UNDER $400,000! YOU DESERVE PARADISE!

1300 N Portofino Drive Unit 105, Siesta Key

Listing courtesy of JUDITH GUZZI & ASSOCIATES LLC. 914-490-9032

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity™ program of the Multiple Listing Service of Greater Cincinnati. Real estate listings held by brokerage firms other than our company are marked with the Broker Reciprocity™ logo (the small house as shown to the left) and detailed information about them includes the name of the listing brokers. This data is up-to-date as of . Copyright 2026, MLS of Greater Cincinnati, Inc. All rights reserved. Information deemed reliable but not guaranteed.

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The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of the Dayton Area Board of Realtors® MLS IDX Database. Real estate listings from the Dayton Area Board of Realtors® MLS IDX Database held by brokerage firms other than Coldwell Banker Realty are marked with the IDX logo and are provided by the Dayton Area Board of Realtors® MLS IDX Database. Information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in. Copyright© 2026 Dayton Area Board of Realtors®

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