Captiva Florida Homes for Sale

Captiva Florida Homes for Sale

4341 Sol Vista Drive, Captiva
$285,000
2026042210 MLS
FANTASTIC NORTH CAPTIVA ISLAND BUILDING OPPORTUNITY – C-1 ZONED, CLEARED & READY! Build your island retreat on beautiful North Captiva Island, a natural barrier island accessible only by boat or private aircraft, with no bridges or traditional automobile traffic. Golf carts, bicycles, and walking are the preferred ways to explore, while approximately half of the island is preserved as state park land, helping maintain its natural beauty and uncrowded atmosphere. This cleared building lot features C-1 zoning, a Lee County commercial classification allowing certain commercial and select residential uses, providing added flexibility for future development. Buyers should verify their intended use with Lee County. Located in a quieter peninsula setting, the property offers the potential for INCREDIBLE water views of Pine Island Sound to the east and harbor views to the west! An elevated home with upper-level balconies or a lookout could take advantage of the surrounding views. Imagine enjoying colorful island sunrises and sunsets from your future balconies or private lookout! The property also includes a paid local electric participation fee and recorded shared well rights to a well on an adjacent property, providing valuable existing infrastructure for future construction. Opportunities like this on North Captiva are limited—inquire today and explore the possibilities! Please reference the fenced lot shown in the listing photos.

4341 Sol Vista Drive, Captiva

Courtesy of Swept Away Realty

1414 Beach Cottages, Captiva
$1,350,000
2 Beds ⋅ 2 Baths ⋅ 2026041921 MLS
Discover a rare opportunity to own a beautifully renovated 2-bedroom, 2-bath Beach Cottage at South Seas Resort on Captiva Island. Ideally positioned along the south end of the resort, this coastal retreat offers relaxed island living just moments from the shoreline. Renovations are nearly complete, giving the next owner the unique opportunity to select the final interior finishes and add their personal touch. Major improvements include a new roof, new A/C, Hardie siding and trim, impact windows and doors, an impact-rated tri-fold slider, composite decking, beautifully landscaped grounds, and updated interiors. Inside, approximately 900 square feet of airy living space features an open-concept living and dining area, kitchen with island, two updated bedrooms, and two bathrooms with walk-in showers. New GE Profile double wall ovens, 30" cooktop, counter depth French-door refrigerator and dishwasher are ready for installation, while countertops, vanities, and a few finishing touches remain for the buyer to complete. Step onto the screened patio and enjoy gentle Gulf breezes, sunset skies, and views toward the beach. A private beach path makes access to the shoreline effortless, while a pool and tennis court are conveniently located right outside the front door. Whether you're seeking a private island escape, family retreat, or vacation property, this cottage offers the perfect blend of thoughtful upgrades, resort amenities, and quintessential Captiva charm. Bring your vision and complete this exceptional beach cottage into your own personal island retreat.

1414 Beach Cottages, Captiva

Courtesy of John R. Wood Properties

4560 Butterfly Shell Drive, Captiva
$395,000
2026039829 MLS
Build your dream island retreat at 4560 Butterfly Shell Dr on North Captiva Island, where architectural plans by Bud Lawrence have already been created for a stunning custom home designed specifically for this homesite. Located just a short walk from the Gulf, this property offers the opportunity to bring a thoughtfully designed island home to life while enjoying everything that makes North Captiva so special. Accessible only by boat or ferry, the island offers a true escape from the mainland with no cars and no bridges. Golf carts, sandy roads, miles of beaches, boating, fishing, shelling and unforgettable Gulf sunsets are all part of everyday life here. North Captiva also offers more than just the beach. Cruise over to Mango’s for lunch or a drink, stop by Coconuts for a laid-back island atmosphere, enjoy waterfront dining at Over the Waterfront, or grab essentials and island favorites without ever leaving the island. Ferry service from Pine Island makes getting to and from North Captiva convenient while still preserving the secluded feel that makes the island so unique. With Bud Lawrence home plans already prepared, 4560 Butterfly Shell Dr gives the next owner a head start toward creating a custom North Captiva residence. Whether envisioned as a private getaway, vacation home or future island retreat, this is an opportunity to own and build in one of Southwest Florida’s most distinctive barrier-island communities.

4560 Butterfly Shell Drive, Captiva

Courtesy of Royal Shell Real Estate, Inc.

2638 Beach Villas, Captiva
$1,650,000
3 Beds ⋅ 3 Baths ⋅ 2026039552 MLS
DIRECT GULF FRONT PENTHOUSE ON CAPTIVA! Experience island living from this beautifully appointed, two-story, corner residence at Beach Villas, offering 3 bedrooms plus a loft, 3 bathrooms, and an exceptional beachfront setting. The versatile upper-level loft is currently used as an additional sleeping area, providing added flexibility for family and guests. As a corner unit, the residence enjoys additional windows that fill the interior with natural light, complemented by skylights on the upper level. Coastal furnishings and luxury vinyl flooring create a relaxed island atmosphere, while impact-resistant windows and sliders provide added peace of mind. The updated kitchen features quartz countertops, stainless steel appliances, and ample space for entertaining. An additional bar area with beverage refrigerator makes hosting effortless. Quartz countertops continue into the bathrooms, with two featuring tiled walk-in showers with glass enclosures and the third offering a tiled tub/shower combination. Offered move-in ready and furnished in a fresh coastal style, this penthouse provides the ideal setting for enjoying Captiva’s renowned beaches and spectacular Gulf sunsets. Beach Villas offers a private community pool, tennis/pickleball, golf cart parking, exterior storage, direct beach access, and beautifully maintained tropical landscaping. A rare opportunity to own the largest floor plan at Beach Villas—one of only four per building and even more desirable as a direct Gulf-front corner residence.

2638 Beach Villas, Captiva

Courtesy of John R. Wood Properties

4486 Hammock Court, Captiva
$225,000
2026037664 MLS
Fabulous Opportunity! Rarely offered! Build your North Captiva Island getaway on this desirable homesite within Safety Harbor Club, complete with a Class A Membership and access to an outstanding collection of island amenities. Ideally positioned near the heart of the community, the lot is convenient to the remodeled heated pool, clubhouse, tennis and pickleball courts, with the potential for lake views from the upper levels of a fantastic future residence and/or vacation home. For boating enthusiasts, one of the standout benefits is access to Safety Harbor Club’s shared docking facilities, providing options for small and large boats with dockage that can accommodate much larger vessels than most individual island slips. With two docking options - the community wharf and the T-dock plus the community kayak launch there are even more ways to enjoy North Captiva by water! Membership provides access to the community’s Gulf beach access, beach parking, boat dockage, pool, clubhouse, recreational facilities and other amenities, along with water, sewer and trash service. The club’s ferry landing and waterfront restaurant are also conveniently nearby. With key community infrastructure already established, building here may offer advantages compared with developing in other areas of the island. Create the island home you’ve envisioned and enjoy boating, kayaking, beach days, swimming, tennis, pickleball and waterfront dining as part of everyday life. This is a distinctive opportunity to own and build within one of North Captiva Island’s established amenity-rich communities.

4486 Hammock Court, Captiva

Courtesy of Swept Away Realty

3221 Captiva Resort Villas, Captiva
$350,000
1 Beds ⋅ 1 Baths ⋅ 2026035284 MLS
Welcome to 3221 Captiva Resort Villas, formerly known as 3221 Tennis Villas, where a refreshed community setting meets the relaxed Captiva lifestyle. Located within the gates of South Seas Resort, this fully furnished, second-floor 1-bedroom residence is surrounded by palms and native tropical landscaping and offers an inviting retreat just moments from the beach and Captiva Village. Inside, an open floor plan creates an easy flow between the kitchen, dining and living areas. Luxury vinyl flooring and wood shiplap accent walls add character and island-inspired style, while the fully equipped kitchen features granite countertops and everything needed for an effortless stay. Step through to the screened lanai overlooking the landscaped courtyard—a peaceful place for morning coffee, afternoon reading or unwinding after a day at the beach. Captiva Resort Villas is in the process of enhancing its exterior and common areas with improvements that include upgraded landings, new owner storage lockers, landscaping and fencing. Recently completed additions include sunshades around the private community pool and extending through the pergola, creating additional shaded areas to relax and gather. Separate storage has also been designated for bicycles, beach chairs and other island accessories. Community amenities include a private pool, grilling stations and picnic area, all surrounded by a tropical setting that feels distinctly Captiva. From here, leave the car behind and embrace island time. Captiva's Gulf beaches are just a short walk away, while the restaurants, shops and charm of Captiva Village are conveniently nearby. Whether envisioned as a personal island retreat, seasonal escape or investment property, 3221 Captiva Resort Villas combines a furnished, move-in-ready interior with an association actively investing in its surroundings and amenities—all from a coveted location within South Seas Resort.

3221 Captiva Resort Villas, Captiva

Courtesy of John R. Wood Properties

1071 South Seas Plantation Road, Captiva
$4,200,000
3 Beds ⋅ 4 Baths ⋅ 2026034543 MLS
Beachfront on Captiva Island, where Gulf views and spectacular sunsets become part of everyday living. Located within the gates of South Seas Resort, this elevated, multi-level 3-bedroom, 3.5-bath residence occupies a desirable corner within Sandrift, an intimate enclave of only four properties with individual land ownership, direct Gulf-front access and association amenities. Designed to embrace its extraordinary setting, the home features walls of windows, expansive picture windows, French doors and sliding glass doors that draw in natural light and frame the Gulf from multiple vantage points. Living and dining areas flow together with the view taking center stage, complemented by an equipped kitchen with granite countertops, stainless steel appliances and center island. A screened lanai and open decks extend the living spaces outdoors for morning coffee, Gulf breezes and front-row sunset views. The upper-level primary suite is positioned as a private retreat with sliding glass doors opening to two levels of Gulf-facing decks. Its oversized bath offers a garden tub, separate spacious shower, wraparound vanity with dedicated makeup area and generous walk-in closet. The upper guest suite features an en-suite bath and private access to an open balcony/deck, while the main-level guest suite also includes an en-suite bath and private access to the screened porch. A dramatic wall of windows along the interior staircase brings additional natural light through the home. Recent enhancements include a refreshed blue exterior, new paver driveway and enclosed oversized garage. A new roof, impact windows and impact doors were completed in 2023. Sandrift residents enjoy a community pool and tennis/pickleball shared among only four properties. Fully furnished and distinctly Captiva, this Gulf-front residence offers privacy, space and sunsets that never get old.

1071 South Seas Plantation Road, Captiva

Courtesy of John R. Wood Properties

2611 Beach Villas, Captiva
$889,000
2 Beds ⋅ 2 Baths ⋅ 2026034511 MLS
BUY THE OPPORTUNITY WHILE IT’S HERE. There is a remarkable disconnect between the value found on Captiva Island today and what buyers are paying for comparable Gulf-front properties throughout Florida. As Captiva continues an exciting transformation, opportunities like this beautifully furnished Gulf-front corner villa become increasingly difficult to overlook. Panoramic Gulf views, white-sand beaches, unforgettable sunsets, daily rental flexibility and the Captiva lifestyle, all at a value that deserves a closer look.Expansive windows and a bright, open layout fill this 2-bedroom, 2-bath villa with natural light and coastal charm. Its elevated first-floor corner location creates an incredible connection to the beach and Gulf, making the shoreline feel just steps away. Features include crown molding, plantation shutters, impact-rated windows and doors, a new AC system with all-new equipment, and a private screened lanai overlooking the Gulf, the perfect place to enjoy the breeze and spectacular sunsets. The spacious open-concept design flows effortlessly for everyday living and entertaining, while both bedrooms are generously sized for family and guests. For those looking to offset ownership costs or maximize investment potential, Beach Villas offers the flexibility of daily rentals and a proven history of strong rental performance, with income potential exceeding $100,000 annually. The villa is currently not enrolled in a rental program, allowing a new owner to select their own management company, create their own rental strategy, or simply keep it as a private island retreat. Owners enjoy a dedicated pool, pickleball and tennis courts, grilling areas and ground-level storage. From here, it's an easy walk, bike ride or golf cart trip to the heart of Captiva, with island shops, dining, boating and the relaxed lifestyle that has made Captiva one of Florida's most special destinations. Captiva is changing. The island is moving forward. And when you compare what you can own here to other premier coastal destinations, the value is compelling. Whether you're looking for a Gulf-front escape, an income-producing investment, or both, this is an opportunity worth recognizing while it's still here.

2611 Beach Villas, Captiva

Courtesy of Royal Shell Real Estate, Inc.

33 Urchin Court, Captiva
$1,749,000
3 Beds ⋅ 2 Baths ⋅ 2026030572 MLS
Welcome to Sunset Captiva, one of Captiva Island's most sought-after Gulf-to-Bay communities, ideally located in the heart of Captiva's charming Village. This beautifully updated 3 bed, 2 bath island retreat offers the perfect combination of coastal elegance, modern upgrades, and the relaxed island lifestyle that makes Sunset Captiva so desirable. Step inside to discover an open, light-filled floor plan featuring luxury vinyl plank flooring throughout, coastal furnishings, soaring vaulted ceilings, and a spacious great room that seamlessly flows into the screened lanai—ideal for indoor-outdoor living and entertaining. The well-appointed kitchen features stainless steel appliances, abundant cabinetry, and an open design that keeps everyone connected whether preparing meals or gathering with family and friends. The spacious primary suite offers a peaceful retreat complete with its own private second-floor sun deck, the perfect place to enjoy morning coffee, evening sunsets, or the gentle island breezes. Two additional guest bedrooms provide comfortable accommodations for family and visitors. Thoughtfully maintained and updated, the home includes impact-resistant windows and doors, solid wood interior doors, and a freshly painted exterior. Being sold fully furnished, this home is truly move-in ready and perfectly suited as a primary residence, vacation home, or investment property. Sunset Captiva is renowned for its exceptional amenities, including private deeded beach access to Captiva's world-famous white sand beaches, community docks with water and electricity on Pine Island Sound, a heated community pool, BBQ and picnic areas, pickleball and tennis courts, and lush tropical landscaping throughout the neighborhood.

33 Urchin Court, Captiva

Courtesy of John R. Wood Properties

25 Beach Homes, Captiva
$3,695,000
4 Beds ⋅ 4 Baths ⋅ 2026030378 MLS
Located within the gates of South Seas Resort on Captiva Island, Beach Home 25 has been completely reimagined into a refined 4 bedroom, 4 bath coastal retreat that captures the essence of island living. With sweeping Gulf views from multiple vantage points and direct access to what are widely regarded as some of the most pristine and natural beaches in the United States, this residence offers a rare blend of privacy, design, and resort-side lifestyle. The home has undergone a full renovation and thoughtful reconfiguration, resulting in an open, functional layout that feels both elevated and effortless. Interiors are finished with white oak engineered hardwood flooring, custom Greenfield & Elmwood cabinetry, quartz countertops, and a chef-forward kitchen appointed with Thermador appliances and a gas cooktop. Solid wood interior doors with Baldwin hardware, Kohler fixtures, a custom-built media console, spray-foam insulation, and an on-demand hot water system further underscore the attention to quality throughout. The residence is being offered fully furnished, allowing for a seamless, transition into Gulf-front living. Impact-rated PGT windows and sliders enhance both storm protection and energy efficiency, while the exterior is equally well considered. New standing-seam metal roofing crowns the home, complemented by composite decking, Accoya wood railings with stainless-steel cable detailing, custom exterior storage, and an outdoor shower with foot rinse—perfect after a day on the powder-soft sands just steps away. Set within the iconic South Seas setting yet offering the independence of a standalone residence, Beach Home 25 delivers true Gulf-front living with the comfort of a fully renovated, move-in-ready coastal home—now offered at a compelling value for a 4 bedroom property just steps from the shoreline. The Beach Homes Association provides access to multiple pools, tennis and pickleball courts, and assigned parking, completing the ease of ownership in this exceptional Captiva offering.

25 Beach Homes, Captiva

Courtesy of John R. Wood Properties

11516 Andy Rosse Lane, Captiva
$4,995,000
6 Beds ⋅ 7 Baths ⋅ 2026030368 MLS
Xanadu is a rare expression of contemporary coastal architecture in the heart of Captiva's historic Village. Completely reimagined and rebuilt from the concrete structure up following its 2024 acquisition, every element is new, from the impact windows, Hardie siding and stucco exterior to every interior finish, mechanical system and luxury amenity. On iconic Andy Rosse Lane, Captiva's most celebrated address, the home places you just moments from nightly sunset celebrations, waterfront dining and the unmistakable soundtrack of island musicians carried on the Gulf breezes. Inside, the interiors embrace the principles of quiet luxury, where thoughtful restraint replaces excess. Exposed scissor trusses with concealed lighting, a modern recessed coffered dining ceiling, flush inset solid wood cabinetry, contemporary three-panel shaker doors, square-edge casing and refined craftsman-inspired trim create an architectural language defined by crisp lines and impeccable proportions. A palette of warm whites, soft taupe's, greige, sand, natural wood and coastal blues complements meticulous drywall detailing and clean trim reveals throughout. The kitchen is sculptural and functional, anchored by a dramatic Brizo bridge faucet and equipped with a full suite of Thermador appliances including an induction range, side-by-side refrigerator with four freezer drawers, drawer microwave and refrigeration drawers serving the adjoining wet bar with hammered sink. Lutron automated shades, whole-home Sonos audio and enterprise-grade Wi-Fi deliver effortless comfort and technology. Designed for entertaining as much as everyday living, a dramatic open-air gallery stretches the length of the residence, framed by crisp columns, a warm tongue-and-groove ceiling and expansive views of the courtyard and pool. Outdoors, a resort-inspired setting unfolds with a newly reconstructed linear pool and spa, sun cabana with suspended daybed swing, outdoor shower and a fully equipped outdoor kitchen featuring grill, ice maker, beverage cooler, sink, television and bar seating for 12. The custom bunk room maximizes sleeping accommodations without compromising design, while a thoughtfully conceived carriage house offers exceptional flexibility. Two private guest suites may function together with a shared morning kitchen or independently, each with its exterior entrance overlooking the central courtyard promenade. Built with solid concrete construction through the first level, a Navien tankless water heater and every modern system expected of luxury new construction, Xanadu is an exceptional legacy property that seamlessly blends timeless island living with sophisticated contemporary design on Captiva's most desired street.

11516 Andy Rosse Lane, Captiva

Courtesy of Premier Sotheby's Int'l Realty

802 Marina Villas Unit 802, Captiva
$680,000
2 Beds ⋅ 2 Baths ⋅ 2026030156 MLS
Wake each morning to panoramic yacht harbor views and the gentle rhythm of island life from this updated waterfront retreat in Marina Villas, where Captiva's sugar-sand beaches and the sparkling Gulf of Mexico are just a short stroll away. Ideally positioned on the quiet north end of South Seas Island Resort, this furnished residence overlooks the yacht harbor and navigable channel, offering a front-row seat to passing boats, dolphins, manatees, pelicans, and unforgettable coastal sunsets. The light-filled interior features an open-concept floor plan with tile flooring throughout, a spacious kitchen with warm wood cabinetry and generous storage, plus comfortable living and dining areas that flow seamlessly to the screened lanai. The primary suite offers tranquil water views and an en-suite bath, while the guest bedroom and second full bath provide comfortable accommodations for family and friends. Surrounded by water on three sides, Marina Villas is one of Captiva's most desirable waterfront communities, offering a beautifully maintained setting, a community pool, and association boat docks available by reservation. Just a short stroll from Sunset Beach, the South Seas lagoon-style pool complex, restaurants, and the yacht harbor, this exceptional property is perfectly suited as a private island retreat, seasonal getaway, or investment opportunity where boating, beach days, and the natural beauty of Captiva are always within easy reach.

802 Marina Villas Unit 802, Captiva

Courtesy of Royal Shell Real Estate, Inc.

Selling Office: .

4481 Butterfly Shell Drive, Captiva
$974,500
2 Beds ⋅ 2 Baths ⋅ 2026029804 MLS
A Must See! Great Opportunity. North Captiva, private heated saltwater pool, Gulf-side location, turnkey furnished, rental history and 150+ five-star guest reviews. 64k in rentals in 2026 alone to date! Welcome to “The Perfect Shell,” a fabulous turnkey island beach home offering an exceptional south Gulf-side location, private heated saltwater pool, easy beach access and impressive vacation-rental history with 150+ five-star reviews! Situated on a desirable high-and-dry lot in Captiva Dunes, this charming stilt home is just a short walk or golf-cart ride to the wide sugar-sand shoreline of Sunset Beach, known for spectacular sunsets, shelling, fishing, swimming and sandbars. Additional prime surrounding lots may be available for purchase by the buyer, offering a unique opportunity for added privacy or expansion. STRAP: 05-45-21-08-00000.0350 & 05-45-21-08-00000.0090 Inside, a bright, open great-room floor plan captures beautiful tropical views and opens to an expansive screened front balcony with sliders, ceiling fan and recessed lighting. The home offers 2 bedrooms and 1.5 baths and is sold turnkey furnished with lovely furnishings, fixtures and window coverings. The kitchen features a long breakfast bar, Corian countertops, recessed lighting, appliances and gas range. The primary bedroom includes a large closet. The main bath offers a large tiled shower and Corian-topped vanity. The half bath includes a sink, extensive built-in cabinetry, countertops and full-size stacked washer/dryer, with potential for a second full bath if desired. Outside, the large heated saltwater pool features built-in seating shelves, aluminum fencing and expansive brick-paver decking with wonderful sun exposure. A generous side yard provides additional outdoor space and room to expand. The spacious under-house area offers even more possibilities for entertaining—add an outdoor shower, changing area, bath, bar or outdoor kitchen. Enjoy the best of island living with exceptional outdoor space, tropical surroundings and easy access to one of North Captiva’s most beautiful beaches. Great property layout with a large side yard, pool area and room to expand—an increasingly special combination on the island. Simply a must-see! Recent improvements and features include a 2024 white standing-seam metal roof, 2023 HVAC, 2025 exterior paint, 2023 whole-house reverse-osmosis system, hurricane-impact windows and doors, Hardie-board siding, tile throughout and attached ground-level garage. For buyers interested in vacation-rental income, The Perfect Shell has an established rental history with many repeat annual guests. The property is professionally managed, with continued management available. Best of all, this is a private pool home with no HOA fees or club membership to assume! Whether you're looking for your own North Captiva getaway, an established vacation-rental property, or a combo of personal enjoyment & income potential. Exceptional location.

4481 Butterfly Shell Drive, Captiva

Courtesy of Swept Away Realty

Buck Key, Captiva
$13,000,000
2026029362 MLS
Some places are discovered. Others are preserved. Only a select few become part of someone's legacy. Just beyond the shores of Captiva Island lies Buck Key—an extraordinary private island where untouched natural beauty, remarkable privacy, & limitless possibility converge. Opportunities of this magnitude have become exceedingly rare, making Buck Key one of the most compelling island offerings available anywhere in North America. Surrounded by the tranquil waters of Roosevelt Channel and Hurricane Hole, the island encompasses approximately 14 acres, highlighted by nearly 2,600 feet of shoreline, approximately 8.6 acres of uplands, a protected 10-acre lagoon, and a 13-foot construction-grade dock. Positioned within a remarkable 350-acre island sanctuary, Buck Key offers an unparalleled combination of seclusion and accessibility, just minutes from the restaurants, marinas, and world-renowned beaches of Captiva Island. This is not a property defined by what already exists—it is defined by what is possible. Imagine an architectural masterpiece rising above the mangroves. A private family compound passed from one generation to the next. A waterfront retreat designed entirely around your vision. Here, every sunrise arrives over protected coastal habitat, every evening concludes with Gulf sunsets, and every day offers boating, fishing, paddleboarding, kayaking, and the quiet luxury of complete privacy. In an era when waterfront land grows increasingly scarce and entitlement opportunities continue to diminish, Buck Key represents something that can no longer be replicated. It is a place where conservation and luxury coexist, where nature becomes the ultimate amenity, and where the opportunity to create something entirely bespoke remains remarkably intact. Legacy properties are seldom created. They are preserved, stewarded, and ultimately entrusted to those with the vision to recognize their significance. Buck Key is more than an island. It is an invitation to create something that will endure for generations.

Buck Key, Captiva

Courtesy of John R. Wood Properties

16785 Captiva Drive, Captiva
$2,695,000
4 Beds ⋅ 4 Baths ⋅ 2026028828 MLS
Welcome to your private island retreat on Captiva Island, where tropical elegance, direct boating access, and beachside livingcome together in one extraordinary property. Nestled amid lush native landscaping and swaying palms, this waterfront home offers the rarecombination of private dockage, direct boating access to the Gulf waters and surrounding islands, and beach access with parking just stepsaway at Blind Pass. Designed to embrace the beauty of its island surroundings, the residence exudes timeless coastal charm with bright,light-filled interiors, soaring ceilings, arched windows and doors, and seamless indoor-outdoor living. Outside, a resort-style pool issurrounded by mature tropical gardens, creating a peaceful sanctuary for relaxation and entertaining. A private dock tucked along the naturalshoreline provides a serene setting for launching a boat, kayak, or paddleboard. From the private dock, enjoy direct boating access viaRoosevelt Channel to Pine Island Sound, the Gulf of Mexico, North Captiva, Cayo Costa, and world-class fishing, shelling, cruising, andwaterfront dining destinations throughout Southwest Florida. Whether setting out for a day on the water or exploring nearby islands, thisexceptional location offers the very best of the island boating lifestyle. Thoughtfully designed with four spacious bedrooms and multiple deckspaces on either side of the home, the residence offers inviting places to relax and take in the tropical surroundings. Wonderfully appointedwith an eclectic island vibe, it perfectly captures the laid-back elegance that defines Captiva living. The residence has also enjoyed a stronghistory as a successful vacation rental, offering owners the ability to offset carrying costs while preserving flexibility for personal use.Whether you're enjoying sunrise walks along Captiva's pristine beaches, afternoons on the water, or evenings by the pool beneath the palms,this exceptional property captures the essence of island living. Private, tranquil, and surrounded by nature, it is a rare opportunity to own atrue Captiva Island retreat where boating, beach, and investment potential meet.

16785 Captiva Drive, Captiva

Courtesy of Kingfisher Real Estate, Inc.

11523 Andy Rosse Lane, Captiva
$3,199,000
6 Beds ⋅ 7 Baths ⋅ TB8522459 MLS
Virtually Staged. Virtually Staged. Welcome to one of Captiva Island's most remarkable residences: a stunning Mediterranean-inspired estate nestled on the legendary Andy Rosse Lane, just steps from the Gulf of Mexico. Move-in ready and finished with fine stylings throughout, this multi-level home delivers the perfect blend of luxury island living, flexible accommodations, and exceptional investment potential as a short-term rental. Arrive via a classic paver brick driveway framed by lush tropical landscaping, climbing vines, and colorful blooms. The stucco façade, clay tile roofline, arched garage doors, and elegant balustrade balcony set a tone of timeless sophistication from the moment you pull in. A grand staircase sweeps up to the main entry, while a private elevator services every floor of the main house for effortless access. The ground level features a spacious two-car garage with ample storage, a large recreation room perfect for a game room, media lounge, or fitness space, and a full en suite bathroom, ideal for guests or extended stays without ever needing the upper floors. The heart of the home unfolds across a sweeping, light-filled main level featuring large-format travertine tile, soaring coffered ceilings, and graceful arched doorways. Dual chandeliers anchor a dramatic tray ceiling above the open-concept living and dining room, a space bathed in natural light through picture windows and French doors that open to the outdoors. The gourmet kitchen is a chef's dream, offering custom white cabinetry, a generous island with breakfast bar seating, a walk-in pantry, and a bold statement range hood that adds a touch of artful color. Two well-appointed guest bedrooms, each with a private en suite bathroom, provide comfort and privacy for family and visitors alike. The main level is rounded out by a convenient laundry room and a powder half bath for guests. The entire top floor exemplifies refined luxury. The primary suite is a true sanctuary, featuring two expansive walk-in closets and a spa-caliber bathroom that will take your breath away. A dramatic black clawfoot soaking tub with polished chrome fixtures rests beneath a crystal chandelier, flanked by a dual-sink vanity with backlit mirrors, a rich marble tile surround, and a separate oversized walk-in shower. Glimpses of the tropical landscape through the primary bath's windows complete this private retreat. A fourth bedroom with its own en suite bath completes the top floor, perfect for a home office, nursery, or additional guest quarters. A covered balcony walkway connects the main house to a fully independent in-law suite, a rare and coveted feature on Captiva Island. This self-contained retreat includes a private bedroom, full bathroom, and kitchenette, making it perfect for extended family, a live-in property manager, or a dedicated short-term rental unit. Directly below the in-law suite, a pool bath and bonus room offer additional flexibility for outdoor entertaining, equipment storage, or a cabana-style hangout. Situated on Andy Rosse Lane, Captiva's beloved main street, this home places you at the center of island life. Stroll to the Gulf beach in seconds, or walk to iconic local favorites like the Mucky Duck and the Bubble Room. Whether you're seeking a full-time residence, a personal island getaway, or a high-performing vacation rental, 11523 Andy Rosse Lane checks every box. Properties of this caliber, in this location, rarely come to market. Schedule your private showing today.

11523 Andy Rosse Lane, Captiva

Listing courtesy of MERIDIAN RESIDE. 727-777-6676

16730 Captiva Drive, Captiva
$10,900,000
5 Beds ⋅ 6 Baths ⋅ 2026022035 MLS
Fantastic Private Beachfront Sanctuary located on the Gold Coast of Captiva Island, where timeless craftsmanship meets coastal luxury. Framed by beautiful Royal Palms and lush, mature landscaping, this extraordinary estate is a rare opportunity to own one of Captiva’s most unique and artfully designed properties. A beautifully maintained private boardwalk winds through native foliage, offering quick and effortless access to Captiva’s world-renowned white sand beaches and turquoise waters. The oversized resort-style pool with integrated spa, and expansive covered lounge area creates the perfect environment for laid-back island living or upscale entertaining. Step inside through hand-crafted double doors by renowned sculptor Kim Brandell into a soaring great room, where floor-to-ceiling windows frame postcard-worthy views of the Gulf and surrounding nature. Natural light floods every corner, enhancing the home’s thoughtful architecture and elevated coastal feel. The gourmet kitchen is both functional and stylish, featuring high-end appliances, extensive counter space, a large walk-in pantry, and seamless flow into the main living areas. The spacious VIP suite offers the ultimate retreat—located just off the elevator, it features a private balcony, an expansive sitting/dressing room, floor-to-ceiling windows, and a luxurious bath complete with oversized shower, soaking tub, and custom mirrors. The home is spacious thru out offering private guest suites for your guest and family to enjoy. Additional highlights include concrete construction on pilings, estate zoning (with potential for additional dwellings), huge rec space, generous balcony and deck space on all levels, and panoramic Gulf views throughout. This is not just a home—it’s an experience. A rare blend of serenity, style, and superior design, tucked away in one of Captiva Island’s most coveted settings.

16730 Captiva Drive, Captiva

Courtesy of Royal Shell Real Estate, Inc.

120 Swallow Drive, Captiva
$1,115,000
5 Beds ⋅ 4 Baths ⋅ 2026026019 MLS
Exceptional opportunity to own a beautifully renovated 5-bedroom, 3.5-bath island retreat just a short walk from the pristine Gulf beaches of North Captiva Island. Offering 1,682 square feet of living space, this coastal home combines modern updates with the relaxed island lifestyle that makes North Captiva one of Southwest Florida's most unique destinations. Accessible only by boat or private aircraft, North Captiva offers miles of uncrowded beaches, world-class fishing, breathtaking sunsets, and a peaceful atmosphere free from cars and traffic. Thoughtfully designed to accommodate large families and guests, the home offers plenty of space to spread out across multiple living areas and outdoor gathering spaces. The main level features a king primary suite with private ensuite bath, a queen guest bedroom, and a custom bunk room with four twin beds. The lower-level in-law suite provides exceptional flexibility with a king bedroom, a bedroom with two twin beds, a second living area, kitchenette with sink and microwave, and a full bath, making it ideal for extended family, guests, or vacation rental accommodations. Every level of the home features decks and outdoor living areas, including two screened porches with overhead fans for enjoying island breezes year-round. The crow's nest rooftop deck offers stunning 360-degree views of the island, Gulf waters, and unforgettable sunrises and sunsets. Extensive recent improvements include a new roof, new siding, updated electrical, new water system, new hot water tank, fresh interior and exterior paint, new decking, a newly constructed crow's nest, rescreened porches, updated landscaping and driveway improvements, new poly outdoor furnishings, luxury vinyl plank flooring, tile flooring, and granite countertops in the bathrooms. Currently operating as a successful vacation rental, this property offers outstanding income-producing potential while also serving as the perfect private island getaway. Two golf carts are included for convenient transportation throughout the island. Whether you're seeking a personal retreat, full-time residence, or established investment property, this exceptional North Captiva home is ready to be enjoyed.

120 Swallow Drive, Captiva

Courtesy of Realty One Group MVP

15161 Wiles Drive, Captiva
$4,350,000
5 Beds ⋅ 6 Baths ⋅ 2026024474 MLS
Where timeless island architecture meets modern luxury, this exceptional Captiva retreat offers the rare combination of privacy, craftsmanship, and outstanding income-producing potential. Designed by acclaimed architect Bud Lawrence and situated on a premier corner lot just steps from both the Gulf beach and bay, this 5-bedroom, 5.5-bath residence was built for both relaxed island living and unforgettable entertaining. Surrounded by lush tropical landscaping, the home centers around an impressive two-story screened lanai featuring a PebbleTec heated pool and spa, waterfall, waterslide, expansive covered living areas, and a fully equipped outdoor kitchen with a built-in Thermador grilling station. Whether hosting family gatherings or accommodating large groups, the floor plan is designed to comfortably sleep multiple generations and guests with two private primary suites, three additional guest suites, and elevator access to all levels. Inside, custom craftsmanship is showcased throughout with Brazilian cherry wood flooring, marble finishes, handcrafted Sinker Cypress doors, custom cabinetry, imported roof tiles, decorative precast architectural details, and copper gutters and downspouts. The gourmet kitchen is complemented by dual wine coolers and generous entertaining space, while extensive technology upgrades include a Control4 smart home system, a 140-inch projection screen, surround sound, and integrated outdoor audio. Perfectly positioned in the heart of Captiva Island, owners and guests can easily walk to the beach, bay, restaurants, shops, marinas, and island attractions. With its desirable location, spacious layout, resort-style amenities, and ability to accommodate larger groups, the property also offers exceptional vacation rental potential in one of Southwest Florida's most sought-after island destinations. A rare opportunity to own a distinctive Captiva residence where luxury, location, and lifestyle come together.

15161 Wiles Drive, Captiva

Courtesy of Royal Shell Real Estate, Inc.

211 Kingfisher Drive, Captiva
$3,924,999
4 Beds ⋅ 4 Baths ⋅ A4695987 MLS
Not everyone can get here… and that’s exactly the point. Indiana Jones Adventure Meets Luxury Island Living | Rare Fly-In / Boat-In Captiva Estate. Set along the waters 300 feet of private white sandy beach & Gulf of America, this extraordinary Upper Captiva property offers one of the most unique lifestyles in Southwest Florida. Located on approximately 1.16 acres, this private island retreat is accessible by boat or private aircraft via Salty Approach Airstrip (FL90), Upper Captiva’s private 1,800-foot grass runway. The property also includes a hangar below the home, making it ideal for aviation enthusiasts. FL90 is best suited for experienced pilots flying light aircraft designed for short-field and turf operations, including planes in the style of Cessna 150, 152, 172, 182, 206, Piper Cub, Super Cub, Aviat Husky, Maule, Kitfox, and similar STOL-capable aircraft. For seaplane owners, welcome home. The residence features 5 bedrooms, 5 bathrooms, and over 3,900 square feet designed to capture panoramic water views and sunsets. A private elevator services all four levels. Inside, the home offers spacious living and entertaining areas with marble, tile, and wood flooring throughout. The chef’s kitchen includes premium appliances, wine and beverage refrigeration, ice maker, and an open layout ideal for hosting. Outdoor living is exceptional, with expansive terraces and gathering spaces overlooking the water. A new Trex waterfront deck leads to a private composite dock with boat lift, ideal for a 40-foot Viking for serious fishing adventures, plus a fast boat such as a Nortech or Midnight Express for island-hopping and cruising. The dock may also accommodate a seaplane. Additional features include whole-house generator, hurricane impact windows and doors with shutters, outdoor kitchen, poolside cabana, exercise room, multiple entertaining spaces, and well water, septic, and propane gas service. A rare combination of privacy, adventure, and luxury waterfront living in one of Southwest Florida’s most exclusive island communities. Created for those who crave privacy, adventure, and a true sense of escape, this estate offers a lifestyle few properties can match. Spend your mornings heading out by Viking for serious fishing, your afternoons cruising by fast boat to nearby islands, and your evenings enjoying panoramic sunsets over Pine Island Sound. With a hangar below the home, private dockage, expansive terraces, and resort-style outdoor living, every detail supports an effortless fly-in, boat-in island lifestyle. This is more than a residence. It is a gateway to one of the most extraordinary waterfront experiences in Southwest Florida. With exceptional access to Boca Grande’s renowned deep-water fishing right from your back door, this remarkable estate is designed for the buyer who expects the extraordinary. Complete with a private sauna and every luxury appointment. The 29'5" x 36'7" hangar-style garage offers substantial space for aircraft.

211 Kingfisher Drive, Captiva

Listing courtesy of COLDWELL BANKER REALTY. 239-263-3300

17201 Captiva Drive, Captiva
$6,995,000
6 Beds ⋅ 5 Baths ⋅ 2026023434 MLS
At the southernmost tip of Captiva Island, where the turquoise waters of the Gulf meet the tranquil expanse of Pine Island Sound, lies one of Southwest Florida’s extraordinary residential offerings. Encompassing more than an acre stretching seamlessly from Gulf to Bay, this private estate commands an exceptionally rare setting immersed in water, light and natural beauty from every direction. Beyond the gated entrance, a dramatic composition of architecture and landscape unfolds. A resort-style pool and spa, lush tropical grounds, and a private dock with boat lift create a lifestyle defined by effortless access to the open Gulf and protected waters of the bay. Few properties can claim such a remarkable dual-waterfront existence. Designed to celebrate its surroundings, the residence is a masterful blend of warmth, craftsmanship and connection to nature. Stunning flooring, beamed ceilings, and thoughtfully curated finishes create an atmosphere that is sophisticated and inviting. Expansive walls of impact-rated glass frame panoramic vistas at every turn, transforming the ever-changing interplay of sea, sky and light into living works of art. The grand living room serves as the heart of the home, anchored by a striking fireplace and framed by breathtaking waterfront panoramas. To the west, endless views of sugar white beaches, the shimmering Gulf and Captiva’s legendary sunsets unfold. To the east, Pine Island Sound, mangrove islands and dramatic coastal skies create an equally captivating backdrop. The kitchen blends timeless charm with modern functionality, featuring exceptional millwork, premium appliances and a unique wood-burning fireplace that lends an unexpected touch of character. Flowing seamlessly to the bayfront lanai, it invites leisurely mornings overlooking the water and unforgettable evenings gathered around the firepit beneath the stars. The primary suite is a retreat unlike any other. A central fireplace separates intimate living spaces connected by rich wood flooring designed to embrace the estate’s dual-waterfront setting. One side opens to a private balcony overlooking the Gulf, while the other captures mesmerizing bay views through a tranquil window seat. The spa-inspired bath has been beautifully updated and offers the rare luxury of spectacular water views. Serviced by a private elevator connecting all levels, each guest suite enjoys its unique perspective of the surrounding coastal landscape. Outside, a private dock extends into the bay, providing immediate access to world-class boating, fishing and island exploration, while a private path leads directly to Captiva’s famed beaches. A rare offering, this estate represents the pinnacle of island living, a place where architecture and nature exist in harmony, and where every sunrise and sunset unfolds over water. Rarely does a property capture the essence of Captiva so completely.

17201 Captiva Drive, Captiva

Courtesy of Premier Sotheby's Int'l Realty

2125 Gulf Beach Villas, Captiva
$710,000
3 Beds ⋅ 2 Baths ⋅ 2026023718 MLS
An extraordinary opportunity to invest in a in the coveted Gulf Beach Villas neighborhood of South Seas Plantation. Held by the same ownership since the late 1970s, this exceptional property offers panoramic direct Gulf views and an effortless stroll to the world-famous beaches of Captiva. Currently presented in demo condition, this residence offers the rare ability to design and finish your coastal retreat exactly to your taste and specifications—creating a one-of-a-kind island getaway tailored to your vision. A newer A/C system is already in place, providing an excellent starting point for renovation and modernization. Located within the amenity-rich South Seas community, owners and guests enjoy access to an exceptional island lifestyle featuring pools, beach access, walking and biking paths, marinas, dining, shopping, tennis, pickleball, golf nearby, water sports, and resort-style recreation opportunities, all within one of Captiva’s most sought-after waterfront settings. With strong appeal as a vacation destination and demand for resort-area accommodations, this property also presents outstanding rental income potential—offering the flexibility to enjoy personal use while generating revenue from seasonal and vacation guests. Whether envisioned as a luxury beachfront escape, investment property, or legacy family retreat, this is a rare chance to secure and transform a Gulf-front residence in Captiva’s premier resort.

2125 Gulf Beach Villas, Captiva

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

1 Sunset Captiva Lane, Captiva
$3,498,000
2 Beds ⋅ 3 Baths ⋅ 2026022026 MLS
Be captivated in Captiva Island at this extraordinary Gulf-front retreat, perfectly positioned along one of the island’s most coveted beachfront settings near the heart of Captiva Village. Just moments from boutiques, restaurants, marinas, and island entertainment, this exceptional residence offers the ideal blend of privacy, luxury, and breathtaking Gulf sunsets. Completely reimagined with impeccable craftsmanship and designer finishes throughout, the home seamlessly blends sophisticated elegance with relaxed coastal living. Expansive impact-rated glass doors fill the interiors with natural light while framing panoramic water views from nearly every room. Inside, thoughtfully designed living spaces feature beamed ceilings, rich hardwood flooring, custom millwork, and dramatic fireplaces that add warmth and character. The gourmet chef’s kitchen is designed for entertaining and everyday living alike, showcasing custom high-gloss cabinetry, premium appliances, designer stone surfaces, and an oversized gathering island. Outdoor living is equally impressive, with multiple screened and open lanais, inviting lounge and dining spaces, sun decks, and a fully equipped summer kitchen overlooking the beach and Gulf waters. Upstairs, guests enjoy a private suite opening to a spectacular beachfront terrace, while the luxurious primary suite offers a spa-inspired bath, bespoke finishes, private viewing deck, and statement fireplace. Extensive upgrades include Hardie-board siding, a metal roof, Trex decking, updated electrical and plumbing systems, a floating architectural staircase, retractable sun screens, brick-paver driveway, lush tropical landscaping, and curated designer furnishings throughout. Residents also enjoy resort-style amenities including a bayside marina and boat dock, tennis courts, and a large community pool. With strong weekly rental potential, this fully renovated beachfront retreat presents a rare opportunity to own a luxury island escape in one of Southwest Florida’s most sought-after communities. Luxury, privacy, views, and lifestyle come together beautifully in Captiva.

1 Sunset Captiva Lane, Captiva

Courtesy of Kingfisher Real Estate, Inc.

3114 Tennis Villas, Captiva
$325,000
1 Beds ⋅ 1 Baths ⋅ 2026020703 MLS
Just bring the flip-flops. This turnkey-furnished 1-bedroom, 1-bath corner condo within South Seas Resort’s southern enclave offers an easy Captiva base just moments from the village, dining, shopping, and the beach. Located within Captiva Resort Villas, this inviting island property blends comfort, convenience, and rental flexibility in one of Captiva’s most recognizable resort communities. Its corner location is a standout feature, offering added privacy along with an additional side window that introduces abundant natural light into the interior, giving the space a bright and open feel beyond its footprint. The screened lanai, enhanced with additional side screening, creates a welcoming extension of the living area and provides a comfortable outdoor setting to enjoy morning coffee, a good book, or a quiet evening after a day on the water. Inside, the layout is both functional and inviting, with wood-look tile flooring throughout for durability and easy maintenance, especially ideal for island living. The open living and dining area is designed for comfortable everyday use, with coordinated furnishings included for a truly turnkey experience. Neutral finishes provide a clean coastal backdrop, while the kitchen offers practical storage, solid surface counters, and the added convenience of an in-residence stackable washer and dryer. The bedroom accommodates a king bed comfortably and includes a built-in dresser with room for side tables, while the updated bathroom features a walk-in tiled shower with glass enclosure. Whether used personally throughout the year or seasonally, the property offers flexibility thanks to its rental program participation, creating an opportunity for supplemental income when not in use. Owners at Captiva Resort Villas enjoy access to the community pool and the benefits of a sought-after South Seas Resort location, where island dining, boutique shopping, marina access, and Captiva’s beautiful Gulf beaches are all within easy reach. Whether you're seeking a personal island getaway, seasonal escape, or investment-minded property, this corner condo presents a compelling opportunity to enjoy Captiva at your own pace.

3114 Tennis Villas, Captiva

Courtesy of John R. Wood Properties

Selling Office: .

11525 Andy Rosse Lane, Captiva
$3,149,000
5 Beds ⋅ 5 Baths ⋅ 2026017713 MLS
Begin creating your own unforgettable moments at “Captiva Memories,” a stunning coastal retreat perfectly positioned in the heart of Captiva Village. This beautifully designed 5-bedroom, 5-bath home offers an exceptional blend of luxury, charm, and relaxed island living. Nestled within the exclusive Village by the Sea—a boutique enclave of just seven custom homes—it captures the timeless character of classic Old Florida style with refined, modern updates. From the moment you arrive, lush tropical landscaping surrounds you, creating a sense of privacy and tranquility that feels worlds away. Yet, you’re just steps from the sugar-white sands of the Gulf and the vibrant shops and dining along Andy Rosse Lane, offering a rare balance of seclusion and convenience. Designed for both relaxation and entertaining, the home features an inviting outdoor oasis where you can unwind beside the sparkling heated pool, enjoy warm coastal breezes, and listen to the gentle rhythm of the surf. Inside, the home has been meticulously maintained and thoughtfully updated, showcasing elevated finishes and timeless coastal character throughout. The beautifully renovated kitchen (2023) boasts custom cabinetry, quartz countertops, and premium finishes, while all bathrooms were stylishly updated in 2022. Luxury vinyl flooring runs throughout, complemented by durable Trex decking and Hardi-board trim. Additional enhancements include a new roof (2023), impact-resistant windows and doors, a three-zone A/C system, and the Watergate flood barrier system (2024), —providing comfort and peace of mind. The thoughtfully designed split floor plan ensures privacy for both family and guests, including two second-floor ensuite bedrooms that share a private sundeck overlooking the pool and backyard. Offered fully furnished and turnkey, this home is ready for immediate enjoyment. One of the home’s most captivating features is the expansive fourth-level observation deck, offering breathtaking panoramic Gulf views and unforgettable sunsets. Generous bonus space and ample parking further enhance the home’s versatility. With a strong rental history this property presents an outstanding opportunity as both a private beach retreat and a high-performing investment. Just a short stroll brings you to the beach, where you can enjoy world-class shelling, soft sandy shores, and spectacular sunsets. Living in the Village means everything you need is within walking distance—from beloved local restaurants like the Mucky Duck to charming shops, Bailey’s Island Store, and lively evening entertainment. “Captiva Memories” is more than a home—it’s a lifestyle rooted in the rich history, tradition, and natural beauty of Captiva Island, a place where cherished moments are made with family and friends for years to come.

11525 Andy Rosse Lane, Captiva

Courtesy of John R. Wood Properties

11508 Wightman Lane, Captiva
$1,895,000
4 Beds ⋅ 4 Baths ⋅ 2026017083 MLS
This near beach, 4 bedroom, 4 bath custom pool home is located on a sought-after private lane in Captiva's "Village". Just steps from the sugar sand, shell strewn beaches of the Gulf. Built and owned by one family who used it for many wonderful years and also as a great rental property. Fantastic floor plan with vaulted ceilings, sky lights, tile and wood floors throughout. The first floor offers a screen enclosed porch/lanai, living/dining combination with a breakfast sitting area next to the breakfast bar and kitchen. There is a primary suite with sliders that open to the balcony, bathroom with double sinks and a tub/shower combination. There is a guest bedroom and guest bath on this floor as well. Balconies and sliders that run around the perimeter of the house and overlook the screen enclosed pool. The 2nd floor has a spacious loft that opens to the lower level, a laundry room and offers 2 Bedroom En-suites. The 3rd floor has a private sundeck to watch wildlife, enjoy sunning and gazing at the stars at night. The screen-enclosed, heated pool is elongated to allow for lap swimming with plenty of space to sun and a covered outdoor area to enjoy outdoor dining, grilling and entertaining family and friends. Rinse off in the outdoor shower after a day at the beach. Just steps away from island restaurants, shopping, Marina, library and Chapel By the Sea. Buyer must honor rentals.

11508 Wightman Lane, Captiva

Courtesy of Michael Saunders & Company

5323 Bayside Villas Unit 24, Captiva
$825,000
3 Beds ⋅ 3 Baths ⋅ 2026017261 MLS
Highly sought-after, updated 3 bed, 3 bath two-story villa stands apart with rare features not found in other Bayside units, overlooking the tranquil waters of Pine Island Sound, where unchanging estuary views and native wildlife create a peaceful, elevated backdrop—just moments from the best of Captiva Island. Rare features of this top-floor unit include a walk-in pantry—an uncommon luxury in Bayside 3-bedroom villas—all-new hurricane-impact windows and sliders, and a residence that has been gently used as a private second home and never enrolled in a rental program—an added advantage in condition and care. Whether enjoyed as a private island retreat or leveraged as a high-performing investment, this residence offers rare flexibility within a renter-friendly community and stands as one of the least expensive 3-bedroom opportunities on Captiva. The interior is anchored by an updated kitchen with quartz countertops, glass-front upper cabinetry, and matching appliances, flowing seamlessly into the main living area. Three generously sized bedrooms and three full baths include two primary suites—one on the main level and one upstairs—each with its own ensuite, offering ideal separation for guests or extended stays. A third guest bedroom also enjoys a private bath, while an in-unit washer and dryer adds everyday convenience. The screened lanai feels like your own private perch above Pine Island Sound, where it’s just you, the water, and the rhythm of nature. From both the kitchen and lanai, morning sunrises unfold over the Sound, setting the tone for slow mornings, passing wildlife, and uninterrupted calm. Set within South Seas Island Resort in the desirable Bayside Villas enclave, just a stone’s throw from the sugar-white Gulf beaches, the Village of Captiva, and Captiva Landing. Residents and guests enjoy a bayside pool and spa with generous lounging areas, along with under-building parking for added ease. Where time slows, views remain untouched, and every return feels like coming home—this is Captiva at its finest.

5323 Bayside Villas Unit 24, Captiva

Courtesy of Royal Shell Real Estate, Inc.

4470 Butterfly Shell Drive, Captiva
$1,254,500
3 Beds ⋅ 3 Baths ⋅ 2026015199 MLS
Introducing the Gorgeous Brand "Waid N Sea" Beach House! Located on the Barrier Island of North Captiva. This Special 4 Bedroom, 3 Full Bath Beach Home with Private, Heated, Salt Water Pool Home! Fantastic Vacation Rental Bookings and Full Licensed Property Management already in place! This Superb Beach House is located only steps to the Ocean on the most desirable High and Dry Side of the Island. It is approximately 500 Feet from the Best Island Beach "Butterfly Beach" which offers White Sugar Powdered Sand, Amazing Gulf Ocean Views and Wildlife, and World Class Fishing and Shelling. You will find no cars here in paradise as transportation is only by foot, bike, or golf carts. Unspoiled and Unrushed with Beauty all around you, North Captiva Island and "Waid N Sea" offers you an Amazing Vacation Destination. Waid N Sea’s interior is amenity packed with all of the comforts of home! The Island's Beauty, Native Wildlife and Sea Life, State Preserve, Water Sports, World Class Shelling, and Fishing Await! The Unforgettable Sunsets will take your Breath Away! Some Features Include: Soaring Ceiling, Great Room Floor Plan, High End Finishes, Recess Lighting, High Speed Wi-Fi, Under Stair Storage, Large Beautiful Kitchen with Island, Wonderful Entertaining and Dining Areas Inside and Out, Private Salt Water Heated Inground Pool, Large Paver Pool Area, Outdoor Shower, Huge Ground Level Bar with Built In Grill and TV, Attached Garage, Lots of Carport Parking, Huge Front Screened Balcony and Open Back Balcony off of the Amazing 2nd Story Loft Main Suite with Full Bath.

4470 Butterfly Shell Drive, Captiva

Courtesy of Swept Away Realty

Selling Office: .

484 Gulf Bend Drive, Captiva
$1,750,000
3 Beds ⋅ 3 Baths ⋅ 2026014808 MLS
GREAT OPPORTUNITY! This is Your Chance for a LARGE PRIME GULF FRONT BEACH HOME! This AMAZING Home is RIGHT ON THE BEACH WITH PRIVATE BEACH ACCESS just steps out the door. SIMPLY SPECTACULAR OCEANS VIEWS from the entire beach side of this property! This Large Beach Home is located in the Fantastic Safety Harbor Club offering the availability of Shared Boat Dockage for it’s Members – A Commodity that Boaters will Love! Safety Harbor also features A Community Pool, Clubhouse, Tennis/Pickleball Courts etc. Located on an OVERSIZED Lot on the Wide Sugar Sand of Butterfly Beach - this 2400 SQ FT+ Beach House with a Great Room Floor Plan offers Three Bedrooms, Three Full Baths, Over 2400 Plus Square Interior Footage, PLUS a Loft and Interior Storage Room. With its' Bright Huge Main Living Area with SOARING Ceilings, Beautiful Recess Lighting, Coffered Ceilings, Large Kitchen and Breath-Taking Oceans Views you can envision the FULL Potential of this Beach Front Beauty right upon your entry! Two BRs have Ensuite Full Baths. There is also a Fantastic Screened Balcony with access off of the Primary BR and Living Room, a Large Open Balcony off of the Loft offering Superb Gulf Views and Unforgettable Sunsets and a Nice Side Deck! Great Under House Area offers Plenty of Enclosed Storage and Covered Carport Areas. All New Recent Upgrades Include: New Roof and Gutters. Three New AC Units. New Water Heater. New Hurricane Shutters with Hand Cranks and Motors. New Hurricane Door(s) Loft, Both Sets of Sliders in the Living Room, Sliders in the Primary Bedroom and Refrigerator. Windows are all Hurricane Impact Rated per seller. New Hunter Fans in the Main Living Area - Sitting Area, Dining and Kitchen plus new fans in the Loft, Guest and Primary BR. New Lighting Primary BR. The Home’s Interior is Freshly Painted and there is New Exterior Paint. Two Baths are Remodeled with all New Showers, Vanities, Faucets, Mirrors etc. New Kitchen Faucet, Fan, Microwave. New Dehumidifiers with Custom Drains to exterior. Etc. Schedule Your Showing Today to see all that this Beach Home has to offer! It is a MUST SEE!

484 Gulf Bend Drive, Captiva

Courtesy of Swept Away Realty

11536 Wightman Lane, Captiva
$1,999,000
4 Beds ⋅ 3 Baths ⋅ 2026014698 MLS
Looking for a "True" Captiva Beach cottage with conforming lower-level space, situated on a private lane just yards from the Gulf? This wonderful 4 bedroom, 3 bath cottage is surrounded by lush tropical vegetation with shell pathways throughout. Enjoy the large patio surrounding the fenced, heated pool and spa with Pebble Tech finish with a new pool heater and pump 2024. Perfect for dining alfresco and entertaining friends and family. The property offers two screen enclosed porches and a deck that wraps the house. Living/Dining Room combination with French doors that open to the upstairs porch and side deck. Kitchen with granite counters, custom cabinetry, breakfast bar, stainless steel appliances and also has a French door that opens to the porch. Bamboo wood floors and impact windows/doors throughout. Primary bedroom has a walk-in closet and French doors to the back deck that leads to a spiral staircase to the lower level and pool area. Upstairs guest bathroom has a linen closet. The newly remodeled lower level/cabana offers a kitchenette, tile floors throughout, living room, screened porch, guest bathroom with a walk-in shower and linen closet. Home is being sold partially furnished with exceptions. Keyed owner's storage on lower level. There is a two-car tandem garage. Great location in Captiva's "Village", walk to restaurants, shopping, the historic Chapel By the Sea and marinas. Enjoy the islands "World" Famous shelling, fishing, boating and gorgeous Captiva sunsets.

11536 Wightman Lane, Captiva

Courtesy of Michael Saunders & Company

326 Useppa Island, Captiva
$850,000
C7523822 MLS
Located atop one of the tallest ridges in Lee County—possibly all of Southwest Florida—this building lot will offer impressive sunset views and sweeping water vistas stretching west and northwest toward Boca Grande Pass and beyond. The lot fronts the famous Pink Path extending from the north to south end of the primary island body and is proximate to historic archeological explorations and findings on Useppa Island. The Collier Inn restaurant, pool, tennis, bocce and croquet facilities are just a short stroll down the path, while your boat can be moored at the Useppa Marina, just 5 minutes on foot or one minute by golf cart. All public utilities are available and ready. Zoning allows either a single-family or two-family (duplex) structure and island covenants will require an Old Florida design. The site is in the X flood zone, above any potential storm surge. Homeowners on bridgeless Useppa Island are required to have membership in the Useppa Island Club and Marina. The 110-acre Sanctuary Island is a private community and members-only club. With no need for gates or walls, it is surrounded by water, in the pristine Pine Island Sound and Charlotte Harbor Aquatic Preserves of Southwest Florida. Geographically it is Located in the same chain of barrier islands as Sanibel-Captiva, North Captiva, Cayo Costa and Gasparilla Islands, one island east of the Gulf of America. Accessible only by boat (or aircraft), the commute to the mainland is in a special class of its own. Just a 15-minute boat ride will deliver you to Boca Grande or Pine Island, and thence to all “civilized” conveniences of the mainland. The commute is special in a way that you will never tire of it. Just think-you are not stuck in traffic, or waiting for a light to change, fretting over the packed roads ahead. You are just watching the dolphins play and the birds dive, waving to passing boats with smiling passengers, and all of them wave with more than one finger-joyfully! Yes, not like the mainland! You might be sitting next to one of your Useppa neighbors, the one that has not been in a grocery store for months, because all their goods are delivered to the Shore Port, where the staff will transport them to the island, and her home. Who said it is inconvenient when you don’t have roads?

326 Useppa Island, Captiva

Listing courtesy of UIP PROPERTY COMPANY LLC. 239-410-7850

4521 Oro Pesos Lane, Captiva
$170,000
2026013740 MLS
Here's your opportunity to own a piece of one of Southwest Florida's most coveted private islands. This vacant lot on Oro Pesos Lane offers a clean slate to build your custom island retreat on North Captiva — a boat-access-only barrier island where the pace slows, the crowds disappear, and the Florida you've been searching for actually exists. No bridge. No cars. No worries. North Captiva is one of the last truly undeveloped islands in Lee County, and this lot sits in the desirable Jose's Hideaway section of the island — walkable to the beach at the end of the street and close to all island amenities. Whether you're envisioning an elevated coastal home, a private fishing retreat, or a high-performing vacation rental, this lot delivers the fundamentals: a prime island address, a natural setting, and the kind of scarcity that protects long-term value. The adjoining lot is also available — purchase both together to double your property size and create nearly a half-acre parcel. Build a private compound, a main home with a guest house, or two separate income-producing properties with their own distinct addresses and street access. Opportunities like this simply don't exist on North Captiva. Short-term rental demand on North Captiva is strong and new construction commands premium nightly rates. Details on the building process, preferred island contractors, and revenue potential are available upon request

4521 Oro Pesos Lane, Captiva

Courtesy of LoKation

211 Kingfisher Drive, Captiva
$3,924,999
4 Beds ⋅ 5 Baths ⋅ 226010619 MLS
Not everyone can get here… and that’s exactly the point. Indiana Jones Adventure Meets Luxury Island Living | Rare Fly-In / Boat-In Captiva Estate. Set along the waters of Pine Island Sound with views to the Gulf of America, this extraordinary Upper Captiva property offers one of the most unique lifestyles in Southwest Florida. Located on approximately 1.16 acres, this private island retreat is accessible by boat or private aircraft via Salty Approach Airstrip (FL90), Upper Captiva’s private 1,800-foot grass runway. The property also includes a hangar below the home, making it ideal for aviation enthusiasts. FL90 is best suited for experienced pilots flying light aircraft designed for short-field and turf operations, including planes in the style of Cessna 150, 152, 172, 182, 206, Piper Cub, Super Cub, Aviat Husky, Maule, Kitfox, and similar STOL-capable aircraft. For seaplane owners, welcome home. The residence features 5 bedrooms, 5 bathrooms, and over 3,900 square feet designed to capture panoramic water views and sunsets. A private elevator services all four levels. Inside, the home offers spacious living and entertaining areas with marble, tile, and wood flooring throughout. The chef’s kitchen includes premium appliances, wine and beverage refrigeration, ice maker, and an open layout ideal for hosting. Outdoor living is exceptional, with expansive terraces and gathering spaces overlooking the water. A new Trex waterfront deck leads to a private composite dock with boat lift, ideal for a 40-foot Viking for serious fishing adventures, plus a fast boat such as a Nortech or Midnight Express for island-hopping and cruising. The dock may also accommodate a seaplane. Additional features include whole-house generator, hurricane impact windows and doors with shutters, outdoor kitchen, poolside cabana, exercise room, multiple entertaining spaces, and well water, septic, and propane gas service. A rare combination of privacy, adventure, and luxury waterfront living in one of Southwest Florida’s most exclusive island communities. Created for those who crave privacy, adventure, and a true sense of escape, this estate offers a lifestyle few properties can match. Spend your mornings heading out by Viking for serious fishing, your afternoons cruising by fast boat to nearby islands, and your evenings enjoying panoramic sunsets over Pine Island Sound. With a hangar below the home, private dockage, expansive terraces, and resort-style outdoor living, every detail supports an effortless fly-in, boat-in island lifestyle. This is more than a residence. It is a gateway to one of the most extraordinary waterfront experiences in Southwest Florida. With exceptional access to Boca Grande’s renowned deep-water fishing right from your back door, this remarkable estate is designed for the buyer who expects the extraordinary. Complete with a private sauna and every luxury appointment. The 29'5" x 36'7" hangar-style garage offers substantial space for aircraft.

211 Kingfisher Drive, Captiva

Courtesy of Coldwell Banker Realty

19 Beach Homes, Captiva
$4,900,000
3 Beds ⋅ 3 Baths ⋅ 2026010269 MLS
Offering a premier direct Gulf-front location, Beach Home 19 is an elevated 3 Bedroom + Den, 3 Bath residence positioned along one of Captiva’s most sought-after stretches of beach within the gates of South Seas. Thoughtfully redesigned and extensively renovated, this exceptional home blends modern coastal sophistication with the natural beauty of its beachfront setting. The open-concept interior features luxury vinyl flooring throughout, creating a seamless foundation for both durability and style. A custom floating staircase anchors the living space as a striking architectural focal point, enhancing light, volume, and visual flow. The beautifully appointed kitchen pairs form and function with custom wood cabinetry, substantial quartz countertops, premium stainless steel appliances, and a gas cooktop, true Gulf-front cooking with a view. Coastal-inspired furnishings and curated finishes create a relaxed yet refined atmosphere, allowing the Gulf to remain the focal point from nearly every room. Expansive impact-resistant windows invite abundant natural light while providing energy efficiency and peace of mind. Outdoor living is equally compelling, with composite decking designed for effortless enjoyment of sea breezes, sunsets, and direct access to the sugar-sand beach just steps away. Located within the gated South Seas community, Beach Home 19 offers privacy, exclusivity, and immediate access to some of the finest beaches in the United States. Whether envisioned as a private retreat or a luxury investment opportunity, this residence captures the essence of Gulf-front living on Captiva Island.

19 Beach Homes, Captiva

Courtesy of John R. Wood Properties

15153 Captiva Drive, Captiva
$4,890,000
3 Beds ⋅ 3 Baths ⋅ 2026010812 MLS
Wake up to this every day... Captiva's Best Value for Buyers Seeking Walkability, Deep-Water Boating, and the Authentic Island Lifestyle. Imagine beginning each morning with coffee overlooking the sparkling waters of Pine Island Sound as dolphins glide past your private dock and pelicans soar overhead. This is more than a waterfront home, it's a lifestyle that few properties can offer. Perfectly positioned in the heart of Captiva Village, this exceptional bayfront residence combines expansive, unobstructed water views, direct Gulf boating access, and one of the island's most walkable locations. Leave the car behind and stroll to Captiva's renowned restaurants, charming boutiques, Captiva Chapel by the Sea, the library, local galleries, and the sugar-sand beaches of the Gulf of Mexico. Few waterfront homes offer the rare opportunity to enjoy both a premier boating lifestyle and the convenience of village living. Set on nearly one-half acre, the property features a private deep-water dock with no bridges to the Gulf, making it an ideal retreat for boating enthusiasts, anglers, and those who simply love life on the water. Designed to capture the timeless charm of Old Florida, the home offers warm, inviting living spaces where family and friends naturally gather. Spend the day boating to nearby islands, relaxing by the pool, fishing from your dock, or simply watching the ever-changing beauty of Pine Island Sound unfold before you. Evenings are reserved for spectacular sunsets, waterfront dining just a short walk away, and the relaxed pace that has made Captiva one of Florida's most treasured destinations. Adding to its appeal, the home has enjoyed a successful vacation rental history, providing an exceptional opportunity for buyers seeking both a luxury retreat and income-producing potential. Whether you're searching for a full-time residence, seasonal escape, or legacy waterfront property, 15153 Captiva Drive represents one of Captiva's most compelling values. Offering an irreplaceable combination of walkability, direct boating access, breathtaking bay views, and authentic island charm, this is the Captiva lifestyle you've been dreaming about!

15153 Captiva Drive, Captiva

Courtesy of Premier Sotheby's Int'l Realty

1602 Lands End Village, Captiva
$2,259,000
3 Beds ⋅ 3 Baths ⋅ 2026009643 MLS
Perched at the northernmost point of Captiva Island, Lands End 1602 is a rare end-unit penthouse offering an unmatched combination of privacy, luxury, and breathtaking natural beauty. Located within the exclusive Lands End Village, this 3-bedroom, 3-bathroom residence overlooks the serene waters of Red Fish Pass, delivering sweeping 180-degree, unobstructed views of Pine Island Sound and beyond. Spanning over 2,300 square feet across two elegantly designed levels, the interior is bathed in natural light and finished in a serene palette of neutral tones. The open floor plan gracefully balances relaxed island living with refined entertaining, featuring a gourmet kitchen with rich wood cabinetry, granite countertops, a breakfast bar, dining areas. The spacious living and den areas seamlessly extend to an under air enclosed lanai and an expansive sundeck—perfectly positioned to capture both sunrise and sunset over Captiva’s breathtaking seascapes. Two guest bedrooms with en-suite baths and each with its own private terrace are thoughtfully situated on the main level, providing privacy and comfort for family and guests alike. Upstairs, the penthouse-level primary suite is a tranquil retreat framed by walls of glass showcasing panoramic coastal views. A large, private newly tiled deck invites moments of solitude under the stars, while the spa-inspired bath pampers with a jetted soaking tub, double vanities, sunlit skylights, and a walk-in shower. Additional comforts include under-building parking and storage, an upstairs laundry room, new roof, new AC, new irrigation and landscape lighting and tasteful furnishings offered with few exceptions. Beyond the residence, Lands End Village envelops you in the essence of resort-style island living. Enjoy direct beach access, a stunning updated association pool and hot tub surrounded by a sun-drenched patio with plush loungers, an outdoor shower, gas BBQ grills, a community house, tennis and pickleball courts and a private fitness center. Whether you’re seeking a serene personal sanctuary, a luxurious seasonal escape, or a high-potential investment, Lands End 1602 offers a rare opportunity to own one of Captiva’s most coveted penthouses—where nature, privacy, and timeless elegance converge. offered furnished with all custom curtains and Hunter Douglas blinds included. This is island living at its absolute finest.

1602 Lands End Village, Captiva

Courtesy of Kingfisher Real Estate, Inc.

131 Kingfisher Drive, Captiva
$1,300,000
2 Beds ⋅ 1 Baths ⋅ 2026001009 MLS
Rare Bayfront Fixer Upper!  Impressive panoramic big water views combine with a private sandy bayside beach and the best island fishing right from your dock. This tropical retreat features vaulted ceilings, a cozy fireplace, and light-filled living spaces with a seamless connection to the outdoors, designed for relaxed island living. The heart of the home opens to a large, open porch facing the bay, where gentle breezes, passing boats, and colorful sunrises create the perfect setting for morning coffee and evening gatherings. Overlooking Pine Island Sound, this home offers a rare opportunity to extend the existing wooden dock so you can park your new boat right outside your door. Inside, the open-concept living area is enhanced by soaring ceilings and an airy layout that brings the bay views into everyday life. The open kitchen with a dining bar flows naturally into the main living space, making it ideal for entertaining, casual meals, and easy island living both inside and out. This classic beach cottage fixer-upper is an exceptional blank canvas—a rare chance to personalize and transform a truly special waterfront setting into your dream bayfront retreat. The large adjacent lot located on 130 Mourning Dove Dr is also available for purchase to create extra privacy.  Located on North Captiva Island - a private, boat-access-only barrier island known for pristine beaches, wildlife preserve, and golf-cart-only roads. This low-priced gem is true bayside living at its best—peaceful, scenic, and full of potential.

131 Kingfisher Drive, Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

16970 Captiva Drive, Captiva
$4,875,000
2026003811 MLS
Beachfront on Captiva - 1.07 acres of pristine beachfront on one of the Gulf Coast’s most exclusive islands, Captiva Island. Imagine owning 106 feet of direct Gulf Frontage and highly desirable Western Exposure, this rare homesite offers unobstructed sunsets, endless water views, and the soothing sound of waves meeting the white sand shoreline. One of only a handful of remaining buildable beachfront parcels on Captiva’s famed Gold Coast, this exceptional property provides the scale and privacy to create a luxury coastal estate or multi-generational family compound, a lifestyle that is increasingly rare in today’s market. Envision a custom residence with an expansive pool and spa overlooking the Gulf, morning shelling walks, world-class fishing, and tranquil evenings framed by colorful sunsets and the sea breeze flowing through your future home. The property is surveyed and includes professionally designed building plans for a stunning 7,995 SF multi-level residence with a second-floor pool and separate guest quarters, offering a virtually shovel-ready opportunity or the freedom to design your own coastal retreat. With over 400 feet of depth and natural privacy from Captiva Drive, it is ideal for creating a secluded beachfront retreat while remaining close to the island’s village. Just a short stroll to Andy Rosse Lane, the heart of Captiva’s charming and laid-back lifestyle, with boutique shops, waterfront dining, and iconic restaurants such as The Mucky Duck, The Bubble Room, Green Flash, and Old Captiva House. Enjoy nearby marinas, watersports, South Seas Island Resort and Golf Course, Tween Waters Inn & Marina, and miles of unspoiled white sand beaches, all within a stroll of your future home. Captiva provides an unhurried island setting with no traffic lights or commercial congestion. The ideal setting for a private island retreat, yet conveniently located just a short drive from RSW International Airport, Page Field for private aviation, and Naples, offering world-class fine dining, luxury shopping, and cultural amenities. This is a truly irreplaceable Gulf-front estate parcel in one of Florida’s most prestigious luxury real estate markets, offering scale, flexibility, privacy, and direct beach frontage that is rarely available on Captiva Island or the Sanibel barrier islands. A premier opportunity to build a legacy property on the Gold Coast of Southwest Florida’s Gulf Coast.

16970 Captiva Drive, Captiva

Courtesy of Compass Florida LLC

Selling Office: .

1655 Lands End Village, Captiva
$1,150,000
2 Beds ⋅ 2 Baths ⋅ 2026002157 MLS
Morning light floods the beautiful window lined sunroom of this fabulous condo creating spectacular views of the sparkling lake and of the magnificent sunrise over Pine Island Sound. Lands End is at the far north end of Captiva surrounded by aquamarine water on three sides and by the South Seas golf course to the south. It is essentially in island unto itself. Enhanced by the incredible South Seas Resort amenities but set apart down a winding waterfront road, the quaint Land’s End Village creates a quiet, peaceful setting. Residents enjoy a nearly private beach along the Gulf side of the community that begins at Redfish Pass and extends along the golf course to Sunset Beach and beyond. Just steps from the condo, gathering for a toast at sunset at the dynamic rock peninsula that borders the far north end of the beach is a nightly ritual that is the perfect way to end an incredible day on Captiva. Lands End is a small community of only 68 units with a private pool, spa, fitness room, tennis courts and grilling areas. Inside the condo the high ceilings, abundant windows, gorgeous natural light, large rooms, soft neutral colors, and open floor plan make this luxurious space comfortable and inviting. Guests enjoy a private balcony while the primary bedroom opens to the lanai. Thoughtful design details such as the custom turtle mosaic in the guest bath and decorative accent tiles in the primary bath add a whimsical aspect that is fitting of this amazing vacation destination. In unit laundry and under building parking and storage add convenience. The incredible family friendly amenities of South Seas including pools, water slides, golf, marinas, tennis, dining, a water park, ice cream parlor, and trolly transportation that are available with resort membership. The shopping and dining of the Captiva Village add to the amazing island experience which includes the weekly Farmer’s Market in season. Everything you need for a perfect vacation or year round home on the island is here! Welcome to Land's End!

1655 Lands End Village, Captiva

Courtesy of Pfeifer Realty Group LLC

Selling Office: .

16632 Captiva Drive, Captiva
$5,699,000
5 Beds ⋅ 4 Baths ⋅ 2026002529 MLS
Positioned and priced primarily for its underlying land value, the gulf front property presents a compelling opportunity for builders, developers, and discerning buyers seeking to create a custom Gulf front residence, multigenerational compound, or thoughtfully designed redevelopment project. Existing improvements include a three bedroom, three bath main residence, separate two bedroom guest home, private pool, detached garage, beachside cabana, and screened gazebo, providing additional flexibility for restoration or future development. A rare opportunity to create an extraordinary gulf front legacy estate on Captiva Island. Offering approximately 100 feet of direct Gulf frontage, this exceptional estate parcel combines coveted beachfront acreage with established multifamily zoning and estate entitlement, a distinctive combination increasingly difficult to replicate under today's coastal development regulations. The property's established zoning distinguish it from conventional beachfront offerings, presenting possibilities for an exceptional coastal vision while complementing the low density character of prestigious Captiva Drive. Adding further value is a grandfathered shared bayside bulkhead providing access to Captiva's boating waters. Opportunities combining substantial Gulf frontage, beachfront acreage, and distinctive development entitlements are exceedingly limited. Surrounded by some of Captiva's most notable estates, this extraordinary property offers a rare canvas to restore, reimagine, or create a lasting Gulf front legacy.

16632 Captiva Drive, Captiva

Courtesy of Kingfisher Real Estate, Inc.

11510 Murmond Lane, Captiva
$1,650,000
2 Beds ⋅ 2 Baths ⋅ 2025024701 MLS
Over the years, one of the most popular weekly vacation rental homes on Captiva has had an exceptional rating by VRBO guests. 2027 advance rentals are already booked well into the summer months. This classic Captiva cottage-style home is totally updated with new LVP flooring, two new baths, a new quartz kitchen with new S/S appliances, and a separate laundry room. The home is well furnished for guest comfort, with 3 TVs, a living room audio system with Bose speakers, and speakers on the pool deck. The French doors from the living room and full-length screened lanai lead to the 2024 resurfaced 26 x 13 electric heated pool. All windows are impact-rated, installed by StormSmart in 2021. The pool cage is new (2023), the pool heater is new (2025), the A/C is new (2021), and the W/H is new (2023). A spacious, separate outdoor storage shed sits on the rear corner of the property for beach equipment. Beach access is a 3-5 minute walk to the path by the Library and Chapel by the Sea. The Green Flash Restaurant is a 1-minute walk, and the village center is a 5-minute walk. Due to busy weekly guest occupancy, showings will be accepted by appointment only on Saturdays between 12 and 2 p.m., between guest turnovers. Future guest reservations after closing must be honored. Any advance or final rental payments shall be credited to the buyer at closing. The requested closing date is no earlier than January 1, 2027.

11510 Murmond Lane, Captiva

Courtesy of Berkshire Hathaway Florida

503 Useppa, Captiva
$625,000
3 Beds ⋅ 2 Baths ⋅ 2026000709 MLS
Located on the northwest shoreline of private Useppa Island, #503 is a 3 bedroom, 2 bath attached villa with water views and easy access to the best boating in southwest Florida. This unit is off the main thoroughfare, offering more privacy than others while still being a short golfcart ride away from Useppa Island Club & Marina's restaurant and pool facilities. Useppa Island itself is a private island, available only to Useppa Island Club & Marina members and property owners, offering further exclusivity and privacy for those who have access to it. #503 still features some of the original features from its 1980 construction, with functional updates performed during the longtime owner's use, such as electric hurricane shutters for the sliding glass doors, new HVAC, new water heater, new washer/dryer and other upgrades to the living space and finishes. The living room features a cathedral ceiling, fireplace and huge views of the water through sliding doors which lead to the screen porch. On the eastern side of the first living floor is the Master Bedroom, with en-suite bath and direct access to an open deck. The two guest rooms and shared full bathroom are upstairs, creating separation between guests and family while presenting the potential for alternative uses such as a home office. The western guest room has access to an open balcony overlooking the water, where daily sunset performances can be observed from an elevated perspective. Ownership of #503 comes with the cost-free right to dock one boat 24' or less at the Useppa Village Community Dock, located about 400' away to the west. With desirable boating locations such as Cabbage Key, Cayo Costa, Boca Grande within 5 miles of the cottage, its owner will have easy access to the best boating, beaches and fishing southwest Forida has to offer. This unit presents an opportunity to enter into an island lifestyle for well under $1m. Property ownership on Useppa Island requires a Resident Membership to Useppa Island Club & Marina. The Club is under new ownership as of late 2024 and the Club facilities are currently undergoing a multi=million-dollar renovation plan. Buyers are responsible for performing their own due diligence with respect to Useppa Island Club & Marina's operating status, fees and policies as they are all subject to change.

503 Useppa, Captiva

Courtesy of Century 21 Sunbelt Realty

Selling Office: .

640 Gulf Lane Unit 4, Captiva
$1,349,000
2 Beds ⋅ 2 Baths ⋅ 2026000376 MLS
MOTIVATED SELLER BRING YOUR OFFERS! PRIME ISLAND OFFERING! EXQUISITE PRIME ISLAND BEACH FRONT REMODELED TOWNHOME “OCEAN WAVES”! Boat Slip with Covered Lift for sale additional with this home purchase. 26FT Maximum Boat Size and 10,000 LB Covered Boat Lift please inquire! FANTASTIC VACATION RENTAL or GULF FRONT HOME! This High End, Newly Remodeled, Gulf Front AND Beach Front Townhouse makes up one half of this Duplex Property. This Turnkey Villa offers Two Main Owner Suites and Two Full Baths. It has undergone Gorgeous and Extensive Renovations and offers Breath Taking Views of the Gulf of Mexico from its Deck, Porches, and Balcony! Aside from the Elegant Brand Open New Kitchen with Huge Breakfast Bar, Upscale Baths, Appliances, Flooring, Electrical, Fixtures, Fans, Finish Carpentry, Paint, Electric Fireplace, and Turnkey Furnishings, this Amazing Property has a Brand New Metal Roof, Hardie Board Siding, Impact Windows and Doors, New Whole House Reverse Osmosis Water System, Railings, Stairs, and more. This Turnkey Furnished Villa has Fantastic Rental History and Potential gearing up for a busy Florida Winter Season. Located directly on the Wide Butterfly Beach on the Barrier Island of North Captiva with Private Beach Access. The property's Shoreline provides an Abundance of the Finest and Most Beautiful Shells and its' Gulf Waters offers World Class Fishing! The Islands State Nature Preserve is also only Steps Away. The Islands Sea and Wildlife are magnificent to Enjoy! An Island Club at North Captiva Memberships is available please inquire to enjoy their Pools, Spa, Kayaks, Fat Tire Bikes, Basketball, Activities and Island Services etc. Professional Licensed Property Mgmt with Upcoming Rentals is already in place should you choose to Enjoy Your Townhomes and/or Value its’ Rental Income! This is a Must See Property Located Directly on the Beach. Tropical and Lush, this Duplex sits in a Spectacular Location on Island. *The Entire Duplex is also currently for available for sale. Ask Agents about Unit 3! Rare is this Unparalleled Opportunity to Own an Entire Gulf Front and Beach Front Luxury Duplex in a Spectacular Location on Butterfly Beach!

640 Gulf Lane Unit 4, Captiva

Courtesy of Swept Away Realty

341 Spanish Gold Lane, Captiva
$1,300,000
3 Beds ⋅ 2 Baths ⋅ 2025026193 MLS
Fully Remodeled North Captiva Island Harbor View Haven with Dock, Club Amenities & Timeless Island Charm! There’s something special about arriving by water, tying up at your own dock, and knowing you’re home. 341 Spanish Gold Lane is a fully renovated waterfront retreat where coastal charm meets modern peace of mind - designed for effortless island living and unforgettable days on the water. Set along a tranquil natural canal, this home with 4 sleeping rooms and 2 baths has been thoughtfully transformed from top to bottom. Nearly every room captures calming views across the canal and harbor toward Pine Island Sound, creating a constant connection to the water. Recent upgrades include impact-rated windows, a new metal roof, new exterior decks and railings, a whole-house RO system, and a beautifully remodeled interior that’s professionally decorated & move-in ready. The open-concept living level is anchored by a custom-designed kitchen - a true gathering place. A full wall of windows frames the water beyond the expansive screened porch, while elegant cabinetry, generous storage, and a breakfast bar make entertaining effortless. Whether it is casual mornings or sunset dinners, this space was designed for relaxation. Upstairs, the primary suite feels like a private sanctuary, complete with a walk-in closet, a spa-style bath with a custom-tile shower, and both a screened/covered porch and a sunny waterside deck - perfect for spotting manatees gliding by. Two additional guest rooms include a refined harbor-view sleeping room and a custom-built bunk room that sleeps five, ideal for hosting family and friends. Just off the screened dining porch, the charming “lighthouse room” has its own entrance and can be used as a 4th sleeping space, an office, or an artist’s studio. Climb one more level, and you’ll find the ultimate sunrise-to-sunset deck, where stargazing comes naturally, and the sound of the sea fills the night air. Outside, the home continues to impress. Your private dock provides a protected harbor for your vessel. At the same time, nearby outdoor amenities create a true island playground - an outdoor bar with swing seats & a cozy fire table lounge, kayak storage, beach gear storage, enclosed outdoor shower, and more. Everything you need for life on the water is already here. As a member of the Safety Harbor Club, this property includes full access to a community pool, tennis & pickleball courts, waterfront restaurant, beach access, and additional dockage for guest boats—bringing resort-style convenience right to your doorstep. This is the kind of home you don’t just visit… You arrive at. A rare, Gulf-access island retreat where thoughtful upgrades, harbor view living, and relaxed luxury come together seamlessly.  At 341 Spanish Gold Lane, you don’t chase the island lifestyle - you sail straight into it.  If you have been looking for a fully remodeled waterfront home with views and dockage at a lower price point, this special home is a must see!

341 Spanish Gold Lane, Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

640 Gulf Lane Unit 3, Captiva
$1,299,000
2 Beds ⋅ 2 Baths ⋅ 2026000340 MLS
MOTIVATED SELLER BRING YOUR OFFERS! PRIME ISLAND OFFERING! DESIRED VACATION RENTAL! Boat Slip with Covered Lift for sale additional with this home purchase. 26FT Maximum Boat Size and 10,000 LB Covered Boat Lift please inquire! Rare is this Unapparelled Opportunity to Own a Gulf Front and Beach Front Luxury Townhome in a Spectacular Location on Butterfly Beach! Attached, High End, Brand New Remodeled, Gulf Front AND Beach Front! This Turnkey Villa called "Beach Dayz" offers Two Main Owner Suites and Two Full Baths. This Beach Villa has undergone Gorgeous and Extensive Renovations and Both offer Breath Taking Views of the Gulf of Mexico from its Decks, Porches, and Balconies! Aside from the Elegant Brand New Open Kitchen & Upscale Baths, Appliances, Flooring, Electrical, Fixtures, Fans, Finish Carpentry, Paint, Electric Fireplaces, and Turnkey Furnishings, this Amazing Property has a Brand New Metal Roof, Hardie Board Siding, Impact Windows and Doors, New Whole House Reverse Osmosis Water System, Railings, Stairs, and more. This Turnkey Furnished Villa has Fantastic Rental History and Potential! Located directly on the Wide Butterfly Beach on the Barrier Island of North Captiva with Private Beach Access. The property's Shoreline provides an Abundance of the Finest and Most Beautiful Shells and its' Gulf Waters offers World Class Fishing! The Islands State Nature Preserve is also only Steps Away. The Islands Sea and Wildlife are magnificent to behold. An Island Club at North Captiva Memberships is available please inquire to enjoy their Pools, Spa, Kayaks, Fat Tire Bikes, Basketball, Activities and Island Services etc. Professional Licensed Property Mgmt with Upcoming Rentals is already in place should you choose to Enjoy Your Townhomes and/or Value its’ Rental Income! This is a Must See Property Located Directly on the Beach. Tropical and Lush, this Duplex sits in a Spectacular Location on Island. *The Entire Duplex is also currently for available for sale please see 640 Gulf LN #4* Rare is this Unparalleled Opportunity to Own an Entire Gulf Front and Beach Front Luxury Duplex in a Spectacular Location on Butterfly Beach! Hurry to Schedule Your Showings Today!

640 Gulf Lane Unit 3, Captiva

Courtesy of Swept Away Realty

4511 Bartlett Parkway, Captiva
$1,075,000
3 Beds ⋅ 2 Baths ⋅ 2026000254 MLS
A Must See! Priced to Move! North Captiva Island FABULOUS Young Island Pool Home! Beautiful Coastal Turnkey Furnished Three Bedroom, Two Full Baths, Single Family Stilt, 2021 Year Built on a Private AND Oversized HALF ACRE - Corner Lot! FANTASTIC On Island Location! Close to the Beach and Seconds to The Island Club at North Captiva its’ Marina, Mangos Restaurant and Bar, Mangos Convenience Store, and the Boats and Fun Island Store. Bright, Open, Great Room Floor Plan. Split Bedroom Floor Plan. Lovely Kitchen with Large Center Island with Breakfast Bar. Great Sized Bedrooms and Upgraded Full Baths. Wonderful Front Screened Balcony and Large Back Open Balcony Overlooking the Inground Pool and Grounds. Other Features and Upgrades Include: Ideal Newer Construction, Impact Resistant Windows and Doors, Hardie Board Siding, New Whirlpool Appliances, Granite Countertops, Dual Sinks in Both Baths, Upgraded Tile Bath Walls, Convenient Laundry Room with Washer and Dryer, Luxury Tile Plank Flooring Throughout, Vaulted Ceilings, Metal Roof, Two Covered Carport Area(s), Large, Heated, Salt Water Pool, Outdoor Summer Kitchen, Entry Gate PLUS a Gorgeous, Fenced Yard - A Lush Tropical Oasis with Mature Assorted Palms and including Five Coconut Palms. Turnkey Furnished and Ready for Rentals Should you Wish for Rental Income Too with Professional Licensed Mgmt. Special Note: A Boat Slip with Covered Boat Lift is also Offered for Sale in Addition to this Home Sale at $235K. It Accommodates up to 26’Boat and 10Klbs. Please Inquire with Agents! Paradise Awaits! Now is the Time to Make “Hidden Garden” your Island Dream Home and/or Investment Opportunity! Schedule Your Showing Today! NEWEST HOME AT THIS PRICE POINT!

4511 Bartlett Parkway, Captiva

Courtesy of Swept Away Realty

2004 Gulf Beach Villas, Captiva
$975,000
2 Beds ⋅ 2 Baths ⋅ 2025026121 MLS
Live your best life at South Seas on Captiva Island in this direct Gulf-front, fully renovated 2-bedroom, 2-bath residence offering what may be the best view in the entire community. Positioned so close to the shoreline that you can feel the salt air on your skin and the Gulf breeze in your hair, mornings on the lanai come with waves, wildlife, and coffee that just tastes better. Located in the highly sought-after 2000 building at the northern edge of the Beach Villas community, this condo enjoys a quieter, low-density setting with its own secluded pool, pickleball courts, private entrance, convenient parking, and extra owner storage—because beach gear is part of the lifestyle. The screened lanai delivers uninterrupted Gulf views and front-row seats to unforgettable sunsets. Inside, the condo has been fully renovated in a coastal-chic style and is offered completely turn-key with brand-new furnishings, in-unit laundry, and thoughtful updates throughout—ready for immediate enjoyment and strong rental performance from day one. Gulf Beach Villas is ideally located on the desirable south end inside the gates of South Seas Resort, just steps from the newly opened water park and a short stroll to Captiva Village with its coastal boutiques, historic Island Store, and bayside and beachside dining—yet tucked away in one of the most peaceful and coveted corners of the resort. This is a premier island retreat that delivers exceptional rental income potential without sacrificing the joy of actually using it yourself. Smart investment. Prime location. Killer views. Put this one at the top of your must-see list.

2004 Gulf Beach Villas, Captiva

Courtesy of Michael Saunders & Company

Selling Office: .

16813 Captiva Drive, Captiva
$1,750,000
3 Beds ⋅ 3 Baths ⋅ 2025026419 MLS
Welcome to your Captiva Island oasis! This Gorgeous home is the perfect island get-a-way- situated on Roosevelt channel offering direct Gulf access from your private dock and a rare boathouse with 20,000lb. boat lift- the natural shoreline adds privacy and allows for a great kayak/SUP launch area. Just a short stroll to one of the best beaches and shelling locations! This 3 bedroom, 3 bath, pool home has Travertine floors throughout main living level and hardwood floors in the private, 2nd floor primary suite. The primary suite has vaulted/beamed ceiling & a private sunning deck w/water views. Primary bathroom has double sinks and custom glass tile. The kitchen has been completely renovated and cleverly designed to maximize storage and flow in the main living area, adding a custom island and space for a 60" range and hood, custom built-ins added in all bedroom closets, this home is light, bright and everything you want in an island home. After a day on the water, take a swim in the sparkling concrete elevated pool surrounded by lush tropical vegetation offering a feeling of seclusion and privacy. Newer Septic system, 2 a/c's 2022, washer & dryer 2025. Enjoy Island living, boating, fishing, shelling, sunning and stunning sunsets on Captiva Island. Property sold furnished, main living area and bedroom images are virtually staged adding accessories and artwork. Furniture is in place. 60" Range and hood in kitchen is virtually staged, propane tank installed and piped ready for range to be installed.

16813 Captiva Drive, Captiva

Courtesy of John R. Wood Properties

Selling Office: .

11555 Wightman Lane, Captiva
$2,275,000
3 Beds ⋅ 3 Baths ⋅ 2025026412 MLS
Stunning Gulf Views! Step into timeless island charm with this direct Gulf-front beach cottage on Captiva Island, boasting 114 feet of pristine beach frontage and breathtaking, unobstructed views of the Gulf of Mexico. This rare gem dating back to 1930 captures the essence of Old Captiva with historic character seamlessly blended with thoughtful modern updates, offering the perfect balance of classic coastal vibes and contemporary comfort. Inside, you'll be captivated by the soaring beamed ship-lapped ceilings and natural light that pours in from every angle. The open living space flows effortlessly and the split bedroom floorplan is ideal when hosting guests. The chef conscious kitchen features custom Bluestar appliances, including a built in refrigerator freezer and gas range. Every corner of this cottage has been lovingly restored and updated, preserving its historic soul while adding modern amenities for today’s lifestyle. Outside, enjoy your private Gulf-front sanctuary, where the sound of the waves and breathtaking sunsets become part of your everyday life. Whether you're enjoying your morning coffee on the deck or strolling down your own stretch of beach, this home is all about slowing down and soaking in the beauty around you. Just a short stroll brings you to Captiva Village, where charming shops, top-rated restaurants, and a vibrant community await. Whether you’re searching for a serene retreat, an island getaway, or an investment property, this Captiva beach cottage is the one you’ve been dreaming of.

11555 Wightman Lane, Captiva

Courtesy of John R. Wood Properties

Selling Office: .

15771 Captiva Drive, Captiva
$7,500,000
3 Beds ⋅ 3 Baths ⋅ 2025025481 MLS
Far-A Way. Long admired as an iconic Captiva residence, this exceptional waterfront estate occupies a coveted position along the Platinum Coast, where timeless island architecture meets refined coastal living. Stretching from the Gulf to the Bay you can have it all! Resting on a high beach ridge with 10 ft of elevation and expertly landscaped by R.S. Walsh, the grounds feature vivid plantings and exceptional specimen trees sourced from around the globe, along with meandering paths beautifully framing the home. Inside, an expansive great room is framed by a dramatic wall of French doors that capture serene water views and flood the space with natural light. The ceilings are  highlighted by exposed white beams and shiplap detailing create an atmosphere of refined coastal elegance, complemented by solid hardwood oak floors that ground the airy scale of the room. Designed for effortless entertaining, the open layout flows seamlessly to the pool and terrace beyond, blurring the boundaries between indoor and outdoor living. Sculptural wood-blade ceiling fans and crisp architectural millwork complete this exceptional island retreat—where craftsmanship, light, and lifestyle converge in perfect harmony. Chef's will admire the open and large finely appointed kitchen. The guest rooms are located on the main level along with the library, office and utility room. A striking lap pool runs elegantly alongside a covered patio, creating a resort-caliber outdoor experience designed for both relaxation and entertaining. At sunrise and sunset, the setting becomes truly breathtaking. Golden light washes across the residence as sweeping views extend over calm bay waters to the shimmering Gulf beyond. A private pier stretches gracefully into the water, inviting boating and sunset cruises, while layered tropical foliage frames the scene with natural elegance. As the sun slips below the horizon, the sky is painted in soft shades of amber, coral, and lavender—gentle coastal breezes stirring the palms and reinforcing the timeless romance of bayfront living paired with spectacular Gulf sunsets.

15771 Captiva Drive, Captiva

Courtesy of Kingfisher Real Estate, Inc.

Selling Office: .

1403 Beach Cottages, Captiva
$1,595,000
2 Beds ⋅ 2 Baths ⋅ 2025024577 MLS
Experience effortless beachfront living at this beautifully renovated, turnkey 2-bedroom, 2-bath residence in the coveted Beach Cottages at South Seas Resort. Perfectly positioned to capture sweeping Gulf views and unforgettable sunsets, this exceptional condominium blends sophisticated coastal design with the relaxed elegance of Captiva Island. Every detail has been thoughtfully updated, from the custom kitchen featuring quartz countertops and GE Profile appliances to the beautifully updated walk-in shower bathrooms, impact-resistant windows and tri-fold lanai door, plantation shutters, recessed LED lighting, and an efficient laundry room with owner’s storage. The screened lanai provides the perfect setting for morning coffee or evening cocktails overlooking the Gulf, while the private ground-level paver patio with outdoor shower makes returning from the beach a pleasure. The condo has recently updated including a new water heater, new electrical panel and wiring, new plumbing, AC and heater. The new lanai includes Trex flooring and new screens. Beach Cottages has recently undergone an impressive community transformation including new concrete Hardie board siding, roofs, stairways and railings, refreshed tropical landscaping, expanded pool deck with new furnishings, renovated pickleball and tennis courts, and beautifully updated lanais. Also, electric charging units right in front of the condo. Plenty of storage inside the unit with under cabinet locked storage and 3 closets. It also has a brand new 12 x 40 storage unit beneath the condo with electric and a new refrigerator and icemaker. The beach is a 1 minute walk from the back door and located just a short stroll to the Resort’s water park and pool and Captiva Village’s charming boutiques, waterfront restaurants, and island attractions. This residence offers the best of island living. With an outstanding rental history and unlimited owner use through the South Seas rental management program, it presents an exceptional opportunity as both a luxury retreat and an income-producing investment. Wake to the sound of the waves, spend your days on Captiva’s world-famous white-sand beach, and end each evening with spectacular Gulf sunsets. At 1403 Beach Cottages, every day feels like a vacation.

1403 Beach Cottages, Captiva

Courtesy of Royal Shell Real Estate, Inc.

941 South Seas Plantation Road, Captiva
$9,450,000
3 Beds ⋅ 4 Baths ⋅ 2025020264 MLS
Rare opportunity to purchase a luxurious Gulf Front Estate on Captiva Island within the gated resort community of South Seas. This stunning, coastal 5 bdrm property offers 102' of beach frontage w/ breathtaking sunsets and views of the gulf. Totally renovated and remodeled with new quality craftsmanship and attention to every detail. All new interior furnishings and amenities include, striking quartzite countertops and custom solid wood cabinetry in the kitchen, coffee bar & primary bathroom, beautiful wide plank wood floor throughout, custom ceiling details, private elevator, laundry w/ lots of storage, powder bath, electric blinds and designer furnishings. The spacious kitchen features a gas Wolf range, beverage cooler, refrigerator, freezer, microwave and dishwasher. Gorgeious views of the beach from the kitchen, dining & great room. The penthouse style primary bedroom features a sitting area, laundry, beautiful bathroom and private deck over look the beach which is perfect for enjoying a morning cup of coffee or evening star gazing with a tropical beverage. Multiple sets of sliders lead to a huge outdoor deck featuring an elevated swimming pool. The structure has concrete pilings, a new standing seam metal roof, impact glass throughout, expansive circular driveway with pavers, tropical landscaping with pops of color and strategically designed low voltage lighting. There is an oversized 2 car garage with room for bikes, beach & fishing gear, a separate golf cart garage, and an epoxy finish on the floor. The bonus area (non-conforming) is fun for guests and a nice addition to the home. After sun and fun, enjoy the refreshing outdoor shower for a quick rinse before splashing in the pool. This home has it all ~ location and lifestyle.

941 South Seas Plantation Road, Captiva

Courtesy of Royal Shell Real Estate, Inc.

16309 Captiva Drive, Captiva
$3,100,000
6 Beds ⋅ 5 Baths ⋅ 2025020755 MLS
MAIN HOME IS 3 BEDROOM 2 1/2 BATHS AND ELEVATED. GUEST HOUSE IS 2 BEDROOMS 1 BATH AND THE COTTAGE IS 1BEDROOM 1 BATH. This secluded Captiva Island estate unfolds like a secret whispered along the shores of Roosevelt Channel, where privacy and natural beauty blend into an atmosphere of pure coastal enchantment. Approached by a modest shell drive softened by lush vegetation, the entrance is marked only by a discreet sign: Le Jardin: The Garden. It is an invitation into another world, where tropical abundance greets you in every direction. Swaying palms, fragrant citrus groves, and vivid blooms guide your journey through nearly two acres of waterfront paradise. As the winding drive gently curves beneath the canopy of greenery, the estate slowly reveals itself. At its heart stands an exquisite Old Florida inspired residence, perfectly poised along the serene waters of the channel. With three bedrooms and two and a half baths, the main home evokes the timeless romance of Florida’s classic coastal architecture, offering stunning water views from almost every room. Inside, the expansive kitchen becomes a natural gathering place, centered around a gas range ideal for culinary celebrations. Here, lingering conversations unfold beside the warmth of the fireplace, while large porches just beyond invite you to breathe in the salt-kissed breeze and watch as dolphins play and boats drift by in the afternoon sun. Steps from the water, your private dock extends into the channel, complete with two boat lifts ready to host your adventures. The days here are effortlessly filled with the best of island living: setting out on the boat to fish or explore nearby islands, cruising to waterfront restaurants, or slipping a kayak into the calm blue water to paddle toward the untouched sanctuary of Buck Key just across the channel. For quieter moments, a thatched tiki hut offers peaceful shade along the shoreline where you can savor the stillness of the island. Meandering deeper into the property, you arrive at the charming two bedroom pool house. Beamed ceilings soar above a warm, inviting space anchored by a stone fireplace. A kitchenette, relaxed seating areas, and game spaces encircle the screened swimming pool, creating a private oasis for effortless entertaining and unforgettable gatherings. Further along the shell path, a generous garage and storage building awaits, designed to shelter everything from bicycles and beach gear to kayaks and boating essentials. At the very end of the lane, tucked elegantly within the gardens, sits a picturesque guest cottage complete with a full kitchen, living room, bedroom, and bath. It is an intimate hideaway perfect for visiting friends or attentive caretakers, enveloped in the tranquility of nature. Le Jardin is more than an estate; it is an experience.

16309 Captiva Drive, Captiva

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

24 Beach Homes, Captiva
$4,850,000
4 Beds ⋅ 5 Baths ⋅ 2025017647 MLS
Welcome to Beach Home 24, a stunning coastal retreat that has been completely renovated, reconfigured, and expanded to just under 2,400 square feet. This 4-bedroom, 4.5-bath residence showcases a one-of-a-kind floor plan with direct Gulf views and a design that perfectly balances modern sophistication with the relaxed charm of Captiva Island. Professionally designed and furnished, every detail has been thoughtfully curated to elevate comfort and style within the exclusive South Seas Resort. The designer kitchen serves as the heart of the home, featuring an impressive 11’+ island, Vadara Sereno Gold Quartz countertops, honed marble tile backsplash, and top-of-the-line Thermador appliances including a panel-front built-in refrigerator and 48” Pro Harmony gas range. An adjoining bar area enhances the home’s entertaining appeal, complete with Zephyr panel-front fridge drawers, built-in wine fridge, and brass sink. Each of the four bedrooms offers a private en-suite bath, providing comfort and luxury for family and guests. The main level hosts a primary suite, junior suite, and twin suite, while the upstairs primary suite presents a serene retreat with a walk-out sun deck capturing sweeping Gulf views. Bathrooms are finished with mosaic marble tile flooring, honed marble shower walls, and thermostatic shower systems with body sprays. Additional highlights include engineered hardwood flooring, shiplap and board-and-batten accents, impact-rated windows and doors, and a brand-new 2025 standing seam metal roof. With timeless coastal décor and unparalleled craftsmanship, Beach Home 24 embodies the essence of Captiva Island luxury living—offering elegance, comfort, and breathtaking Gulf vistas.

24 Beach Homes, Captiva

Courtesy of John R. Wood Properties

5232 Bayside Villas, Captiva
$494,900
1 Beds ⋅ 2 Baths ⋅ 2025017415 MLS
Start each day surrounded by the sights and sounds of island life from this second-floor, one-bedroom, two-bath furnished condo overlooking Pine Island Sound. Sunlight pours through wide sliders that open to a private lanai, where gentle breezes carry the scent of salt air and the call of seabirds. Watch dolphins play and boats drift by—a constant reminder you’re living on island time. Located within the southern enclave of South Seas Resort blends comfort and convenience with an easygoing Captiva lifestyle. Tile flooring throughout creates a cool, carefree atmosphere, while the kitchen features stainless-steel appliances and open sightlines to the bay. The guest bath provides added flexibility for visitors, and the bedroom offers a peaceful retreat after a day in the sun. Owners participating in the Resort Rental Program and Club Captiva enjoy access to full resort amenities, including Sunset Beach, pools, lounges, umbrellas, and chairs for relaxed days along the Gulf—all just a short stroll away. A ground-level storage locker in the 5000 building is perfect for keeping beach gear, SUP, or fishing gear! From this ideal location, it’s easy to enjoy all that Captiva has to offer—bike along palm-lined roads, kayaking through mangroves, or watching the sunset over the Gulf. Explore the island by golf cart, or unwind with cocktails as the sun dips below the horizon. The Bayside Villas community also features a waterfront pool, spa, and under-building parking. 5232 Bayside Villas offers a front-row seat to Captiva’s natural beauty and a laid-back rhythm that makes every day feel like vacation.

5232 Bayside Villas, Captiva

Courtesy of John R. Wood Properties

1124 Longifolia Court, Captiva
$3,395,000
5 Beds ⋅ 5 Baths ⋅ 2025001507 MLS
Welcome to the Palm & Shell. A rare opportunity to purchase an estate home on Captiva within South Seas Resort. This stunning home was completely renovated with quality craftsmanship and attention to every detail--from coastal themed bedroom names to airy island decor' and artwork throughout. Featuring a soaring, 2 story entry, 10 ft ceilings throughout, luxury interior furnishings, custom kitchen cabinetry, large walk-in pantry, spacious laundry, stunning checkerboard porcelain tile throughout, carpeted bdrms, and a brand new 3 story elevator. The spacious chef's kitchen features a huge peninsula, an island w/ electric, downdraft cooktop, wall oven & microwave, refrigerator/freezer, DW, and fully stocked kitchen with Nespresso, Keurig, fully stocked kitchen including service for 16--dinner & flatwear for interior or al fresco dining. Enjoy beach peeks from the kitchen windows. Dining room seats 12 w/ add'l counter seating and 4 person breakfast nook. The open living room was made for family time--featuring plush couches, armchairs, electric fireplace, dual ceiling fans, & built-in library shelves and media/game cabinets. The star of the main level is the living room's wall of French doors, all of which open to a sprawling, screened-in balcony overlooking the pool & grounds. The main level features (3) bedrooms--a queen jr suite w/ en-suite bathroom & balcony, double full BR and queen BR with their own neighboring bathrooms. The 3rd floor is the penthouse style primary bdrm--featuring a sitting area & desk, luxurious bathroom suite w/ full body showers, whirlpool tub, on-demand hwh, dual sinks, quarty vanity, lighted mirror and spacious closets. The primary suite's private deck enjoys both Bay & Gulf views--perfect for enjoying sunrise coffees and evening sunsets. The BR next to the primary makes a perfect home office or child's bdrm and features a wet bar and private balcony with gulf views. The soaring 2 story lanai features panoramic screens and offers the very best of outdoor Gulf living. Its extra large, heated pool and spa with waterfall feature, nighttime lighting, basket & volleyball nets, multiple lounge chairs, gas grill, large dining table, and entertaining area make it the heart of the home. Additional features: standing seam metal roof, work shop & large storage, space for bikes/kayaks/fishing gear/beach toys, oversized two car garage w/ space for golf carts, impact glass doors and windows AND add'l layer of motorized shutters, indoor fire sprinklers, shell driveway, tropical landscaping w/ pops of color and a beach path to the private South Seas Beach. This gorgeous, one-of-a-kind Captiva home has it all - luxury, location and lifestyle. Please call for a private viewing.

1124 Longifolia Court, Captiva

Courtesy of Royal Shell Real Estate, Inc.

16770 Captiva Drive, Captiva
$9,700,000
5 Beds ⋅ 5 Baths ⋅ 2025014681 MLS
This meticulously refined Gulf-front estate embodies the essence of tropical luxury—where timeless craftsmanship meets modern elegance. Thoughtfully enhanced over time, SOUTH HAVEN blends comfort, sophistication, and functionality at every turn. Recent updates include a redesigned kitchen and dining area, a reimagined primary bath, and a new roof (2023), along with premium finishes and fixtures throughout. The main level welcomes you with a sun-filled foyer leading to multiple guest suites, including a dual guest wing for added privacy. The chef-inspired kitchen combines contemporary design with coastal warmth, opening to a bright dining alcove ideal for gatherings. The living room frames uninterrupted Gulf views, creating a serene backdrop for every moment. Upstairs, the owner’s suite commands sweeping ocean vistas and features a stone-clad electric fireplace, woven flooring, and a tranquil, spa-like ambiance. The ground level includes a spacious garage, flexible-use spaces, and elevator access to all floors for effortless convenience. Outdoors, the estate is graced by towering Royal Palms, a resort-style pool with sun shelf, and covered lounging and dining areas designed for relaxed entertaining. Beyond the pool, a private beachside yard with manicured greens, a seaside walkway, and a charming shorefront cabana completes the coastal experience. From its refined architecture to its breathtaking sunsets, South Haven stands as a true Captiva masterpiece—where every detail celebrates the art of island living.

16770 Captiva Drive, Captiva

Courtesy of John R. Wood Properties

15735/737 Captiva Drive, Captiva
$10,000,000
5 Beds ⋅ 6 Baths ⋅ 2025013848 MLS
Set amidst the glistening waters of the Gulf and the captivating Bay, this stunning estate epitomizes unparalleled luxury and exclusive waterfront living. Stretching from beachside to bayside, the property offers dazzling sunrises & sunsets, and shows meticulous renovations and upgrades throughout, with no detail overlooked. Every aspect of this magnificent estate has been crafted with the utmost care and precision, ensuring a truly exceptional living experience. The main residence is a stunning blend of elegance and comfort, highlighting airy living spaces and breathtaking panoramic views of the Gulf and Bay. The home features shell stone floors, custom designs, exquisite finishes, advanced technology, a new whole home generator, elevator to all floors, and refined amenities. The chef's kitchen, equipped with the finest of Viking appliances, is sure to inspire culinary creativity. The impressive indoor and outdoor entertaining areas seamlessly connect via pocketing sliders, creating a harmonious flow between spaces. The expansive outdoor area is framed by a sparkling pool and spa, artfully designed with grace and sophistication in mind. From the immaculate garage to the private, luxurious top-floor guest suites, the numerous comfort features elevate and enhance island living. A special aspect of this iconic estate is the historic boathouse where Teddy Roosevelt stayed in 1917, expertly curated as a charming & updated guest cottage with timeless character, and breathtaking bay views. A kayak launch and copious Trex deck extending into the bay and culminating in a new covered boat lift complete the picture of this coastal castle by the sea. Dolphins Crossing presents a rare opportunity to own one of the very few properties that encompasses both Gulf and Bay, offering the ultimate Captiva Island lifestyle. Truly the best of both worlds, owning a piece of history while enjoying the finest in modern luxury living. This is more than just a home – it is a statement legacy.

15735/737 Captiva Drive, Captiva

Courtesy of Kingfisher Real Estate, Inc.

Selling Office: .

1659 Lands End Village, Captiva
$1,049,000
2 Beds ⋅ 2 Baths ⋅ 2025011943 MLS
At the northernmost tip of Captiva Island, where the turquoise waters of Redfish Pass flow gracefully between the Intracoastal Waterway and the shimmering Gulf of Mexico, awaits one of Florida’s most coveted enclaves. Tucked behind the private gates of the world-renowned South Seas Resort lies Land’s End Village, an intimate retreat of just 17 buildings, each thoughtfully designed with only four residences above covered parking. This rare collection offers an exclusive lifestyle in one of the Gulf Coast’s most breathtaking settings. This beautifully appointed 2-bedroom, 2-bath residence embodies comfort and sophistication. An open-concept kitchen flows seamlessly into the living space, where walls of glass invite the outdoors in. Expansive screened lanais frame sweeping views of emerald fairways, glistening lakes, and the shimmering waters of the Bay and Gulf beyond, bringing the essence of island living to every corner of the home. The large primary suite offers a spacious bathroom and breathtaking views. Land’s End Village is more than a residence, it’s a lifestyle. Owners enjoy a private pool and spa in a breathtaking setting, fitness center, tennis and pickleball courts. Here, every moment feels like a postcard. Watch sailboats drift effortlessly along the Intracoastal, cast into world-class fishing grounds at Redfish Pass, or stroll Captiva’s powdery white sands as the sun melts into the Gulf—painting the sky with unforgettable sunsets that have become a cherished nightly ritual. Beyond the shoreline, the lush greens of a manicured golf course and tropical landscapes create a vibrant backdrop worthy of a travel magazine spread. The South Seas Resort itself is undergoing an extraordinary transformation. Soon, residents and guests will experience enhanced dining, a full-service marina, family-friendly waterparks, an executive golf course, and countless new amenities that redefine luxury resort living. Whether envisioned as a private coastal sanctuary or an enticing investment opportunity in the thriving vacation rental market, this residence offers unparalleled flexibility—free of current rental management commitments. It is an invitation to be part of the revitalization of one of Florida’s most iconic resorts and to own a piece of paradise at the water’s edge.

1659 Lands End Village, Captiva

Courtesy of Premier Sotheby's Int'l Realty

17030 Captiva Drive, Captiva
$11,500,000
6 Beds ⋅ 8 Baths ⋅ 2025006303 MLS
Experience inspired luxury and unmatched rental potential at Shell Seekers, a one-of-a-kind Captiva Island beach estate. Shell Seekers enjoys an enviable position on Captiva Drive, offering both privacy and easy access to the island's renowned restaurants, shopping, and recreational activities. The property's Gulf-front location ensures permanent unobstructed water views and direct beach access – a rarity that becomes more precious each year. This 6-bedroom, 7.5-bath masterpiece embraces Olde Florida architecture with modern comforts. Expansive screened and open porches invite seamless indoor-outdoor living, ideal for elegant entertaining or quiet evenings as the sun sets over the jeweled-toned waters of the Gulf. Step inside to soaring two-story coffered ceilings, a dramatic great room, and a gourmet kitchen designed for hosting at scale. Finishes include crown molding, hardwood floors, coastal-inspired décor, and multiple gathering spaces tailored for multi-generational living. The private top-floor primary suite features a fireplace, sitting area, and sweeping Gulf vistas. With an elevator, guest suites, a loft, and a flexible floor plan, this residence adapts effortlessly to families and guests alike. The outdoor living spaces are equally impressive, featuring a heated pool and spa, expansive decking, and direct access to Captiva's pristine Gulf beaches. Multiple covered and open terraces provide the perfect setting to enjoy spectacular sunsets and the island's legendary shelling opportunities right at your doorstep. Hardie board siding, impact-rated windows, and a whole-home generator provide beauty, function, and peace of mind. A rare opportunity to own one of Captiva's most iconic Gulf-front properties—whether as a private retreat, a showpiece for entertaining, or a legacy investment with proven returns. New roof, new A/C, new flooring, new appliances - completely remodeled like new.

17030 Captiva Drive, Captiva

Courtesy of Royal Shell Real Estate, Inc.

406 Gulf Bend Drive, Captiva
$1,970,000
3 Beds ⋅ 3 Baths ⋅ 2025000843 MLS
Rare Opportunity to Purchase Luxurious Gulf Front Estate on North Captiva Island A rare opportunity has arisen to purchase a luxurious gulf front estate located within the prestigious community of Safety Harbor Club on North Captiva Island. This stunning coastal property boasts beach frontage with breathtaking sunsets and panoramic views of the Gulf. Recently renovated and remodeled with the highest quality craftsmanship and attention to detail, this estate is truly one-of-a-kind. The interior of the property features a striking custom staircase, quartz countertops, and custom solid wood cabinetry in the kitchen. Beautiful oak and porcelain floors run throughout the home, creating a sense of elegance and luxury. The estate includes two guest bedrooms. One ensuite. The highlight of the property is the exquisite Master Bedroom, located on the second floor with private decks offering stunning views of the Gulf. The Master Bedroom also features a fireplace and a large bathroom with a jet tub and separate shower. The spacious kitchen is equipped with an island cooktop, downdraft ventilation, Subzero refrigerator/freezer, microwave with convection, wall oven, and dishwasher. The property offers gorgeous views of the beach from the Master Bedroom, kitchen, dining area, and great room. This custom home is truly a gem and must be seen to be fully appreciated. Schedule an appointment today to view this beautiful estate and make it your own.

406 Gulf Bend Drive, Captiva

Courtesy of Sea Glass Gulf Realty

25 Urchin Court, Captiva
$985,000
2 Beds ⋅ 3 Baths ⋅ 2025002299 MLS
Captiva Island's Beach and Boating Lifestyle at an affordable price point! 25 Urchin Court is located in the quaint beach community of Sunset Captiva. This 2-bedroom, 2.5 bath with bonus loft/office nook offers the opportunity to own a home in one of Captiva's few neighborhoods with both private Gulf beach access and bayside DOCKAGE. Only 800 ft to the beach for world-class shelling and beautiful sandy coastline, or just under 1,000 ft to the community's dock slips. Inside, you'll find a bright and airy floor plan with comfortable living and dining areas perfect for relaxing and entertaining. The kitchen opens directly to the great room and screened lanai, offering a tranquil space to enjoy island breezes. Upstairs, two spacious bedrooms each have an en-suite bath, and access to a large private sun deck ideal for morning coffee or evening stargazing. The home is elevated and surrounded by lush tropical vegetation, with space underneath for storage and all your island toys. Additionally, it has been recently upgraded with a new water heater and a standing-seam metal roof installed in 2023. Sunset Captiva offers resort-style amenities including a heated pool, tennis and pickleball courts, BBQ grills, and community docks with water and electric—perfect after a day boating in the Gulf or Pine Island Sound. Just around the corner, you arrive in Captiva Village, with restaurants, shops, music, and more. Whether you're seeking a serene escape with a place to dock a boat, a quiet beach vacation home, or an income-generating rental, this charming home places you in the heart of it all with the best of Captiva's coastal lifestyle just outside your door.

25 Urchin Court, Captiva

Courtesy of Resort Properties Internationa

Selling Office: .

16512 Captiva Drive, Captiva
$6,200,000
6 Beds ⋅ 6 Baths ⋅ 222057371 MLS
MAJOR PRICE REDUCTION. EVEN BIGGER OPPORTUNITY. NOW $6.2 MILLION! This may be one of the most compelling beachfront opportunities Captiva Island has seen in years. Once offered at $12 million and having attracted multiple offers at substantially higher levels, this exceptional Gold Coast estate is now being offered at a price approaching land value. The sellers are ready to make a move, creating an extraordinary opportunity for the next owner. Located along one of the most coveted stretches of Captiva’s Gold Coast, 16512 Captiva Drive sits among some of the island’s finest beachfront estates. This stretch is known for its exceptional beach, beautiful natural dunes, wide sandy shoreline and spectacular Gulf and sunset views. The location, the beach and the land are simply irreplaceable. And unlike many properties trading near land value, there is already a substantial and beautiful estate here. The main residence and separate guest house offer 7 bedrooms and 5.5 baths, soaring ceilings, dramatic walls of glass overlooking the Gulf, hardwood and shell-stone floors, beautiful woodwork, a beachfront pool, expansive screened lanais and a rooftop sundeck.Enjoy it as it is, renovate and put your own signature on it, or take advantage of the exceptional homesite and create something truly extraordinary. The possibilities, and the upside, are tremendous. At $6.2 million, opportunities like this simply do not come along often on Captiva. Compare the location. Compare the beachfront. Compare the land. Compare the surrounding sales. Then compare the price. This is an exceptional opportunity to own a premier Gold Coast estate at a value that demands attention.

16512 Captiva Drive, Captiva

Courtesy of Royal Shell Real Estate, Inc.

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Captiva Florida Homes for Sale

Are you looking to buy or sell a home in Captiva Florida? Call or Text (239) 880-8850 to schedule a showing on any Captiva, FL home for sale or to sell your Captiva Florida home! As Realtors specializing in the Captiva area, we can take care of all of your Captiva FL real estate needs including buying pre-existing homes, new construction homes, condominiums, land, commercial and multi-family homes in Captiva Florida. We can also help you find distressed properties in Captiva including HUD Homes, Short Sales and REO Bank Foreclosures. If you need help financing a home in Captiva, we have access to some of the best lenders that service the Captiva Florida area, including lenders that offer credit repair to buy a home and work with home builders in and near the Captiva area to help you build your home while building up your credit. If you are going to buy or sell a home in Captiva Florida, then be sure to Call or Text (239) 880-8850 Today! We are a real estate team specializing in the Captiva, FL area! Displayed are homes for sale in Captiva, FL, a city located in Florida. These Captiva Listings are updated every 15 minutes from the Captiva MLS.

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