Refine Search
Map
Sort by
25 Urchin Ct, Captiva
$2,350,000
2 Beds ⋅ 2.5 Baths ⋅ 2026047549 MLS ⋅ Sunset Captiva BLDG.
Set within the charming Sunset Captiva community, this beautifully renovated and reconfigured 2-bedroom, 2.5-bath coastal retreat blends thoughtful design with relaxed island living. Coastal furnishings and engineered hardwood flooring bring warmth and understated style to the living and sleeping areas. The main level offers inviting living and dining spaces, a kitchen with custom wood cabinetry, quartz countertops and modern appliances, a convenient powder room, and a screened porch ideal for morning coffee or evening gatherings. Upstairs, two private en-suite bedrooms provide comfort for owners and guests. The primary suite features a king bed and a fully tiled walk-in shower with glass doors, while the guest suite offers two twin beds and a tiled tub/shower combination. An open upper balcony invites you to unwind in the island breezes. Exterior improvements include impact-resistant windows and doors throughout, a standing seam metal roof, exterior lighting, a low-maintenance turf lawn and a beautifully crafted all-wood outdoor shower. Additional storage beneath the home and ample on-site parking add everyday convenience. Sunset Captiva offers a community pool, beach access, tennis and pickleball courts, and docks, placing the best of the island lifestyle within easy reach. The community's inviting setting offers the perfect backdrop for enjoying Captiva's beautiful beaches, tropical surroundings and laid-back atmosphere. From beach days and boating adventures to quiet evenings on the porch, this furnished getaway offers an inviting balance of comfort, style and coastal charm.

25 Urchin Ct, Captiva
1627 Lands End Vlg, Captiva
$1,050,000
2 Beds ⋅ 2 Baths ⋅ 2026047179 MLS ⋅ Lands End Village Condo BLDG.
An exceptional opportunity awaits at Lands End Village, where sweeping views across Redfish Pass and spectacular sunsets set the stage for a distinctive Captiva Island retreat. This two bedroom, two bath condominium, positioned within one of South Seas' desirable waterfront enclaves, offers the opportunity to complete the remaining restoration and personalize the interiors to reflect your coastal style. The waterfront setting is the centerpiece, with expansive views of Redfish Pass, passing boats and the ever-changing colors of the evening sky. Imagine mornings watching the water come alive and evenings unwinding as the sun slips below the horizon. At the northern tip of Captiva Island, Lands End Village offers a relaxed coastal lifestyle complemented by community swimming pools, a Jacuzzi, tennis and pickleball courts, and convenient beach access. Spend your days strolling the shoreline, enjoying a match on the courts or relaxing poolside before gathering to watch another memorable sunset. Set within the gates of South Seas, the community is also conveniently located near the restaurants, boutiques and island charm of Captiva Village. With its remarkable waterfront outlook and the flexibility to complete the remaining interior work to your taste, this property presents an appealing opportunity to create a personal island getaway or a welcoming place to enjoy Captiva's natural beauty. Bring your vision to life in a setting where the views, recreation and easygoing rhythm of island living take center stage. There are virtual renderings in the listing photos.

1627 Lands End Vlg, Captiva
54 Sandpipper Ct, Captiva
$1,390,000
2 Beds ⋅ 2 Baths ⋅ 2026045525 MLS ⋅ Sunset Captiva BLDG.
Welcome home to this charming island home in the Sunset Captiva Community. Located in the heart of Captiva, Sunset Captiva is a truly unique community consisting of both beach front and bayside properties. This island gem features an open floor plan with vaulted ceilings, comfortable living room with a fireplace, a sizable kitchen and dining area. The large, screened lanai offers plenty of space for relaxing, entertaining, and enjoying a peak of the bay. A laundry room, guest bedroom and full bathroom complement the main floor. The large primary bedroom features an ensuite with adjoining sitting area containing abundant windows and a view of the bay. In addition to the two comfortably sized bedrooms, the wonderful flexible areas create plenty of additional space for family and guests, being currently used as sleeping areas. Sunset Captiva offers lovely amenities including the deeded beach access, community pool, tennis and pickleball courts, community boat docks, and grilling areas. Captiva’s village is just steps away for easy enjoyment of enticing restaurants, the local market, shopping, and boat tours. You will enjoy the daily, stunning sunsets found on this beautiful section of beach and the sunrises as you leave the dock to enjoy a day of fishing or exploring Pine Island Sound. This well-built home also includes two storage areas under the house for boating and beach gear, a metal roof, impact glass, and Bahama shutters. This charming island home is waiting for you, as a full-time residence, your island retreat or investment property with weekly rentals.

54 Sandpipper Ct, Captiva
15 Beach Homes, Captiva
$4,200,000
4 Beds ⋅ 3 Baths ⋅ 2026046340 MLS ⋅ South Seas Island Resort BLDG.
Wake to the Gulf every morning from this exceptional beachfront retreat, perfectly positioned directly on the sand within the gates of South Seas on Captiva Island. Offered fully furnished, Beach Home 15 features four bedrooms and beautifully updated interiors that embrace the elegance of coastal living. Expansive walls of glass open to a spacious screened porch, offering uninterrupted views of the Gulf, passing dolphins and Captiva’s spectacular sunsets. An inviting open-concept great room seamlessly connects the living, dining and kitchen areas, creating an ideal setting for entertaining. The beautifully appointed kitchen showcases natural wood cabinetry, quartz countertops, sea-glass blue tile, a contrasting navy island with breakfast bar seating, stainless steel appliances and a beverage refrigerator. The primary suite enjoys direct access to a private Gulf-facing deck and a spa-inspired bath with dual vanities and a glass-enclosed shower. Designer tile, wide-plank vinyl flooring, recessed lighting and a sophisticated coastal palette complement the interiors throughout. Significant improvements include a new roof and Rheem central air system in 2024, along with an outdoor shower and new deck in 2025. A private pathway through the dunes leads directly to the beach, while a community pool serves just 33 homes within this intimate beachfront enclave. Captiva’s dining, shopping and marina are moments away. Combining an extraordinary Gulf-front setting, turnkey furnishings and an established weekly rental history, Beach Home 15 presents an exceptional opportunity for both personal enjoyment and investment.

15 Beach Homes, Captiva
15067 Captiva Dr Unit 2, Captiva
$3,575,000
3 Beds ⋅ 3.5 Baths ⋅ 2026046629 MLS ⋅ Captiva Bay Villas Condo BLDG.
CAPTIVATING CAPTIVA BAY VILLAS! A rare opportunity to own an exceptional waterfront residence in Captiva's premier low-density, gated community, ideally situated in the heart of the Village. Enjoy breathtaking panoramic bay views and spectacular sunrises from this beautifully appointed 3-bedroom, 3.5-bath residence offering over 2,600 square feet of living space. Soaring ceilings of over 10 feet, thoughtfully curated interiors, and an effortless open-concept design create an atmosphere of understated luxury. The chef's kitchen is both beautiful and functional, featuring quality appliances, custom cabinetry with convenient pull-outs and drawers, quartz countertops, wine cooler, ice maker, and wet bar. An inviting open-air patio with premium electric roll-down screens provides the perfect setting to enjoy the waterfront surroundings year-round. All three bedrooms feature private en-suite baths, offering comfort and privacy for owners and guests alike. The luxurious primary suite is a true retreat, complete with a spa-inspired bath featuring a freestanding soaking tub, glass-enclosed shower, custom cabinetry, double vanity, and walk-in closets. Thoughtful details and exceptional storage are found throughout, including a spacious pantry with customized shelving, dedicated laundry room with built-in cabinetry, and a convenient powder room for guests. Recent improvements include impact-rated windows and sliding glass doors and replacement of both HVAC systems in 2024. For boating enthusiasts, enjoy your own personal boat slip with lift and deep-water access. Additional conveniences include a private single-car garage beneath the building, one covered parking space, and additional guest parking. Residents also enjoy a resort-style pool, expansive pool deck, and spa, with convenient access via your private rear staircase. Luxury waterfront living, exceptional boating access, and an unbeatable Village location come together in this truly special Captiva Bay Villas residence. An extraordinary opportunity to experience the very best of Captiva Island living!

15067 Captiva Dr Unit 2, Captiva
11400 Old Lodge Ln Unit 1C, Captiva
$1,275,000
2 Beds ⋅ 2 Baths ⋅ 2026042254 MLS ⋅ Captiva Hide-A-Way Condo BLDG.
Spectacular, direct Bayfront vistas from this furnished, 2 bedroom and 2 bath condo situated in Captiva's "Village" at Captiva Hide-A-Way. “Boater’s Paradise” - dock your boat right out your back door for easy access to Pine Island Sound and the Gulf. Experience magical sun and moon rises from your private lanai and stunning sunsets from the Gulf beach. Conveniently located close to the marina for all your boating needs. Enjoy some of the BEST fishing on the West coast of Florida! Amenities include a private dock with a RARE opportunity to add your own boat lift, fishing pier, sparkling pool, and BBQ grill. All this just a short 5 minute stroll from the Gulf where you’ll enjoy incredible sugar sand beaches and some of the world's best shelling. Walk into the heart of Captiva's "Village" for dining, shopping, entertainment, marina and more. The building has been totally renovated post hurricane with new roof, siding, windows and lanais. Condo offers tile plank floors throughout main living area and carpet in bedrooms, new air conditioner handler/compressor and tankless water heater. New custom tile and exotic stone and marble vanity in both bathrooms. Stainless steel appliances, granite counters in kitchen and built-in buffet. Owners can have two pets, under 30 lbs.

11400 Old Lodge Ln Unit 1C, Captiva
3118 Captiva Resort Villas, Captiva
$350,000
1 Beds ⋅ 1 Baths ⋅ 2026042194 MLS ⋅ South Seas Island Resort BLDG.
Island living is all about location, and 3118 Captiva Resort Villas puts the best of Captiva within easy reach. This beautifully appointed 1 bed, 1 bath condo features coastal furnishings and luxury vinyl flooring create a light and welcoming atmosphere, while the thoughtfully designed kitchen features stainless steel appliances, a double-wide sink, generous bar-space, and a charming built-in serving and display area that adds both character and functionality. The comfortable living space flows naturally to the screened lanai, perfect for enjoying Captiva’s tropical surroundings and island breezes. The bathroom features a spacious walk-in shower, while the bedroom provides a peaceful retreat after a day in the sun. Captiva Resort Villas offers a private community pool, BBQ/Grill areas, and an outstanding island location. Take a short stroll to the beautiful beaches and waters of the Gulf, grab your morning coffee at Starbucks, or venture into the Village of Captiva to enjoy its popular restaurants, shops, entertainment, and unmistakable island charm. Whether you're looking for a personal island escape, seasonal residence, or investment opportunity, 3118 offers the ideal combination of comfort, convenience, and the Captiva lifestyle.

3118 Captiva Resort Villas, Captiva
4341 Sol Vista Dr, Captiva
$285,000
2026042210 MLS ⋅ Jose's Hideaway BLDG.
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, potentially 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 Dr, Captiva
5136 Bayside Villas, Captiva
$449,000
1 Beds ⋅ 2 Baths ⋅ 2026042111 MLS ⋅ South Seas Island Resort BLDG.
Remodeled in 2022 and kept in excellent condition, this furnished 1-bedroom, 2-bath Bayside Villa looks out over the bay and the South Seas marina, with the private white-sand beach a short walk across the lot. Impact-rated windows and doors went in with the 2022 renovation, and the unit came through Hurricanes Ian, Helene and Milton with no damage. The kitchen has an island and updated appliances, and there is an in-unit washer-dryer, which few Bayside units have. Daily rentals are permitted and the condo is an active Airbnb; the sale is subject to existing reservations. Owners enjoy the Bayside pool and spa, under-building parking, and South Seas Resort amenities, subject to membership. Use it as a turnkey island getaway, a rental, or both.

5136 Bayside Villas, Captiva
4560 Butterfly Shell Dr, Captiva
$395,000
2026039829 MLS ⋅ North Captiva Dunes BLDG.
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 Dr, Captiva
4486 Hammock Ct, Captiva
$225,000
2026037664 MLS ⋅ Safety Harbor Club BLDG.
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 Ct, Captiva
Captiva
$135,000
2026033060 MLS ⋅ Captiva BLDG.
Build Your Private Island Dream Home --- Escape to paradise on exclusive Upper Captiva Island, where this remarkable piece of land offers the best of both worlds—beach and bay access. Nestled between the pristine shoreline of the Gulf of Mexico and the tranquil waters of Foster’s Bay, this lot is the ideal canvas for your dream island retreat. Surrounded by lush tropical foliage and located in a peaceful, car-free community, this property offers ultimate privacy and a true sense of seclusion. Whether you're seeking a luxurious second home or a one-of-a-kind vacation getaway, you’ll enjoy the rare combination of direct beach access for sun-soaked days and convenient bay access for paddleboarding, kayaking, and boating adventures. With no cars, no crowds, and unmatched natural beauty, Upper Captiva is a hidden gem where time slows down. This is your opportunity to create a custom island home in one of Florida’s most remote and magical settings. More pictures will be available at a later date

Captiva
1071 South Seas Plantation Rd, Captiva
$4,200,000
3 Beds ⋅ 3.5 Baths ⋅ 2026034543 MLS ⋅ South Seas Island Resort BLDG.
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 Rd, Captiva
5321 Bayside Villas, Captiva
$950,000
3 Beds ⋅ 3 Baths ⋅ 2026032780 MLS ⋅ South Seas Island Resort BLDG.
SW FL has it all-- sunshine, culture, and endless recreation! From the Red Sox & Twins stadiums, beaches, boating, tours, and convenient access to an international airport, this is a perfect getaway destination. While you're enjoying everything SW FL has to offer, don't miss the chance to own a top floor, 3-bed/3-bath townhouse retreat in Bayside Villas, located within the gated South Seas Island Resort on Captiva Island. The private lanai showcases breathtaking, direct views of sunrise over the Bay, Pine Island Sound & beyond. Low green mangroves provide natural erosion protection and serve as a thriving habitat for local wildlife--beautiful, serene, and uniquely Florida. Watch boats glide in and out of the canal leading to the marina, adding a touch of coastal charm to your daily view. Take a short walk to the beach, feel the sand between your toes, and enjoy unforgettable sunsets. You're also just steps from the post office, bank, ATM, Captiva shops, and restaurants.

5321 Bayside Villas, Captiva
4551 Bartlett Pkwy, Captiva
$799,000
3 Beds ⋅ 2.5 Baths ⋅ 2026032023 MLS ⋅ Captiva Palma Unrecorded Subdivision BLDG.
Recently reduce price makes this one of the best homes available on the island. Just steps from the beach, nestled in sea grape trees and cabbage palms, surrounded by nature. The upside-down floor plan makes for cooler sleeping at night and more breezes during the day. There are screened porches off the master bedroom and the second bedroom which provides for a greater sense of spaciousness. The open deck off the third bedroom can be used as a private entry for guests. The second level has an open floor plan comprised of the living room, dining area, kitchen and half bath, great for a comfortable lifestyle and entertaining. Second floor also has a screened porch off the living area and an open deck off the kitchen; one can follow the sun or hide from the sun. The tower has a spectacular view of the island and gulf. Seller is the original owner, and the home has not been in a rental program. For more privacy the lots east and south of the home are available for additional consideration. There is also a Safety Harbor Club membership available with major benefits including dockage, pool, club house, tennis, trash collection. The club can also provide maintenance staff including yard service home repairs and pest control. Please ask for further information concerning membership cost, application, transfer fees and dues.

4551 Bartlett Pkwy, Captiva
33 Urchin Ct, Captiva
$1,749,000
3 Beds ⋅ 2 Baths ⋅ 2026030572 MLS ⋅ Sunset Captiva BLDG.
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 Ct, Captiva
25 Beach Homes, Captiva
$3,695,000
4 Beds ⋅ 4 Baths ⋅ 2026030378 MLS ⋅ South Seas Island Resort BLDG.
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
15411 Captiva Dr Unit 3B, Captiva
$1,295,000
3 Beds ⋅ 2.5 Baths ⋅ 2026029152 MLS ⋅ Captiva Shores Condo BLDG.
Opportunity is Knocking! If you are looking for a beautiful Gulf to Bay property to call home on Captiva's premier Tween Waters stretch you've found it! This ideal location offers miles of shell strewn beach, unparalleled sunsets, deep water direct access boating with dockage, pool and weekly rentals. This particular unit features beautiful bay views and an open floor plan with a large lanai. The guest rooms are located on the main level with the primary suite encompassing the top level. Available for the first time & owned by the same family for over 40 years. The complex is wrapping up construction and is near completion. The unit will be brought back to a white box with the drywall completed. This is a fabulous opportunity to select your finishes and reinvent this beauty with new interior finishes. A short stroll away is Captiva Village with its shopping and dining opportunities. Watch the sunrise from your balcony and brilliant sunsets from the beach. Projected Gross Revenue 2025 $143,718; 2026 $148,029.

15411 Captiva Dr Unit 3B, Captiva
16785 Captiva Dr, Captiva
$2,695,000
4 Beds ⋅ 3.5 Baths ⋅ 2026028828 MLS ⋅ Captiva Landings BLDG.
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 Dr, Captiva
120 Swallow Dr, Captiva
$1,115,000
5 Beds ⋅ 3.5 Baths ⋅ 2026026019 MLS ⋅ Upper Captiva BLDG.
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 Dr, Captiva
621 Rum Rd, Captiva
$1,299,000
3 Beds ⋅ 3.5 Baths ⋅ 2026023102 MLS ⋅ Castaway Key Unrecorded Subdivision BLDG.
UPPER CAPTIVA CANAL HOME. Room for two boats. Might want to update the bathroom. Beautiful private views across the State Park to Pine Island from this gorgeous 3 bedroom plus a den & 3.5 bathroom home. It has everything you would want from an island home including protected docking for your boats on a navigable canal which leads out to the Gulf of Mexico and the Intracoastal Waterway, an elevator to bring groceries and supplies up to the kitchen, all windows are hurricane impact windows, cedar ship-lap exterior siding, wood burning fireplace, an upper mezzanine area above the living room which could be a studio or office, plenty of room for guests, a beautiful kitchen with big windows showing the view to the State Park, wide decks wrap around the house on both floors, a large screened-in pool with a shower and bathroom, new electric system inside and out, new roof, newly painted decks, newly painted exterior. Also, recent maintenance check on the Elevator. The beach is just down the sandy path to a parking area with access to the widest beach on the island. This island home could be an exceptional income producing property. Please make an appointment to see this wonderful home soon.

621 Rum Rd, Captiva
5323 Bayside Villas Unit 24, Captiva
$825,000
3 Beds ⋅ 3 Baths ⋅ 2026017261 MLS ⋅ South Seas Island Resort BLDG.
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
484 Gulf Bend Dr, Captiva
$1,750,000
3 Beds ⋅ 3 Baths ⋅ 2026014808 MLS ⋅ Safety Harbor Club BLDG.
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 Dr, Captiva
211 Kingfisher Dr, Captiva
$3,924,999
4 Beds ⋅ 5 Baths ⋅ 226010619 MLS ⋅ Punta Robalo Unrecorded Subdivision BLDG.
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 Dr, Captiva
19 Beach Homes, Captiva
$4,900,000
3 Beds ⋅ 3 Baths ⋅ 2026010269 MLS ⋅ South Seas Island Resort BLDG.
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
516 Longboat Cir, Captiva
$78,400
2026010425 MLS ⋅ Captiva Palma Unrecorded Subdivision BLDG.
GREAT OPPORTUNITY on North Captiva Island! Fabulous Building Lot! Best-priced lot on the Central South Side of the Island AND located directly across from The Island Club at North Captiva (approximately 150 yards). This residential lot sits in a Desirable Area on the Island with a Very Short Walk to the Ferry, The Island Club at North Captiva, and all the amenities it has to offer. Lush and tropical, this is your chance to own a Piece of Paradise! Close to Butterfly Beach and a Short Distance to the Island's beautiful beaches and amenities. Come and Explore all that North Captiva Island has to Offer! Ferry services run all day, every day. Visit our Gorgeous Beaches and enjoy Amazing Fishing and Shelling. Drive a Golf Cart, Rent a Fat Tire Bike, or Walk the State Preserve while Admiring the Birds, Tortoises, Eagles, Manatees, Dolphins, and other Wildlife and Marine Life! Island Amenities include the Boats and Fun Store, Mango's Convenience Store, Mango's Outdoor Grill and Bar, the new Anchorage Steak House, the new Coconuts Outdoor Bar, The Island Club Gift Store, Mainstay Indoor and Outdoor Restaurant, Mainstay's Ice Cream and Gift Shop, Barnacle's Bar, and Over the Waterfront Restaurant at Safety Harbor.

516 Longboat Cir, Captiva
151 Swallow Dr, Captiva
$69,000
2026003186 MLS ⋅ North Captiva Sands BLDG.
Great Opportunity! Now is Your Chance for a North Captiva Island Buildable Lot. Priced to Sell! 161 Swallow DR and 171 Swallow DR also are Available for Sale for a Three in a Row Parcel Opportunity. Each Lot at this same asking price. Lot Build(s) have Possible Bay and/or Gulf Views! Just a Short Golf Cart Ride to the Bay Side Beach - A Great Fishing Area, Island Airstrip, Barnacles Bar, Mainstay Restaurant and Gift Store, and Island Girl Charters Ferry Landing. House Plan drawn for each lot - agents see attachments. Drone Photos Coming Soon!

151 Swallow Dr, Captiva
161 Swallow Dr, Captiva
$69,000
2026003178 MLS ⋅ North Captiva Sands BLDG.
Great Opportunity! Now is Your Chance for a North Captiva Island Buildable Lot. Priced to Sell! 151 Swallow DR and 171 Swallow DR also are Available for Sale for a Three in a Row Parcel Opportunity. Each Lot at this same asking price. Lot Build(s) have Possible Bay and/or Gulf Views! Just a Short Golf Cart Ride to the Bay Side Beach - A Great Fishing Area, Island Airstrip, Barnacles Bar, Mainstay Restaurant and Gift Store, and Island Girl Charters Ferry Landing. House Plan drawn for each lot -agents see attachments. Drone Photos Coming Soon!

161 Swallow Dr, Captiva
171 Swallow Dr, Captiva
$69,000
2026003175 MLS ⋅ North Captiva Sands BLDG.
Great Opportunity! Now is Your Chance for a North Captiva Island Buildable Lot. Priced to Sell! 151 Swallow DR and 161 Swallow DR also are Available for Sale for a Three in a Row Parcel Opportunity. Each Lot at this same asking price. Lot Build(s) have Possible Bay and/or Gulf Views! Just a Short Golf Cart Ride to the Bay Side Beach - A Great Fishing Area, Island Airstrip, Barnacles Bar, Mainstay Restaurant and Gift Store, and Island Girl Charters Ferry Landing. House Plan drawn for each lot- agents see attachments. Drone Photos Coming Soon!

171 Swallow Dr, Captiva
16632 Captiva Dr, Captiva
$5,495,000
5 Beds ⋅ 4 Baths ⋅ 2026002529 MLS ⋅ Metes And Bounds BLDG.
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 Dr, Captiva

How much is your home worth?

Get instant property value now!