Captiva Real Estate

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Newest Listings in Captiva

$135,000

2026033060 MLS

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

Listing Courtesy of Century 21 Selling Paradise

$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

Listing Courtesy of John R. Wood Properties

$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

Listing Courtesy of John R. Wood Properties

$89,000

2026036139 MLS

Turn your dream of owning a piece of a tropical paradise into a reality with this North Captiva Island building lot! Perched on the picturesque north end of the island, this property is just a short walk from the bay and white-sand Gulf beaches. You'll have endless opportunities for fishing, dolphin watching, eagle spotting, shelling, and enjoying the island's amazing sunsets. If you are a pilot, this lot is also close to the Salty Approach Airstrip. North Captiva Island is exclusively accessed by boat or private plane, making it a fun and unique place to live or vacation. While you really won't ever want to leave, two regular ferries are running throughout the day that can conveniently take you and your guests to and from your tropical escape. As a bonus, this property already has a well (which could potentially save you over 20k)... one less thing to worry about when you build your new vacation or retirement home!

160 Mourning Dove Drive, Captiva

Listing Courtesy of Resort Properties Internationa

$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

Listing Courtesy of Royal Shell Real Estate, Inc.

$779,000

2 Beds ⋅ 1 Baths ⋅ 2026033883 MLS

Almost Beachfront! Don't miss this cute beach cottage just steps to the beach with incredible views from the front porch. Sit back, relax, and enjoy the Gulf & Sunset, surrounded by the sounds of the surf, with the expansive grass airfield as a wonderful buffer from other homes. A perfect spot for your dream retreat this close to the beach. Start your mornings with a walk along the shoreline, spend the afternoon swimming and shelling, and return home to enjoy it all from the shady front porch. Upstairs features panoramic Gulf & Airstrip Views, plus two bedrooms & one bath, with a cozy living space. On the ground level, another bonus sleeping room and bath are great for extra guests. For aviation enthusiasts, the setting is especially unique: the property directly borders North Captiva's private grass airstrip, creating the possibility of turning the journey to your island home into part of the adventure. North Captiva is a boat-access-only barrier island known for miles of beautiful beaches, protected preserve lands, abundant wildlife, and its relaxed golf-cart lifestyle. Whether you're looking for a personal beach escape, vacation property, or a special North Captiva home with an aviation connection, this property offers a combination of beach proximity, Gulf views, privacy, and location that's difficult to duplicate at this price point.

210 Nighthawk Drive, Captiva

Listing Courtesy of Resort Properties Internationa

$130,000

2026033875 MLS

SOUTHERN EXPOSURE AND THE OPPORTUNITY TO BUILD YOUR OWN ISLAND ESCAPE IN CASTAWAY KEY. Located on Upper Captiva, this homesite offers a great setting to design a custom home tailored to the relaxed Southwest Florida lifestyle. Southern exposure is ideal for enjoying abundant sunshine throughout the day and creating an outdoor living area that makes the most of the island setting. Whether you are planning a personal getaway, full time residence, or investment property, this lot gives you the flexibility to bring your vision to life. Spend your days enjoying the beach, boating, fishing, shelling, and everything that makes Upper Captiva such a unique destination. With a peaceful tropical atmosphere and the charm of Castaway Key, this is a great opportunity to create a home and lifestyle that feels like a true island retreat.

4471 Smugglers Drive, Captiva

Listing Courtesy of The Keyes Company

$130,000

2026033871 MLS

CASTAWAY KEY ISLAND LIVING STARTS HERE. This homesite on Upper Captiva offers the perfect opportunity to build your own private island retreat in the desirable Castaway Key community. Surrounded by the natural beauty and relaxed atmosphere that make Upper Captiva so special, this lot provides an ideal setting for a custom full time residence, vacation getaway, or investment property. Enjoy the unique island lifestyle with beautiful Gulf beaches, boating, fishing, shelling, and unforgettable sunsets all close by. With its tropical surroundings and peaceful setting, this property is a blank canvas ready for your vision. Build the home you have been dreaming of and create your own slice of paradise in Castaway Key on Upper Captiva.

4520 Smugglers Drive, Captiva

Listing Courtesy of The Keyes Company

$950,000

3 Beds ⋅ 3 Baths ⋅ 2026032780 MLS

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

Listing Courtesy of Royal Shell Real Estate, Inc.

$799,000

3 Beds ⋅ 3 Baths ⋅ 2026032023 MLS

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 Parkway, Captiva

Listing Courtesy of Islander Realty

$1,845,000

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

Listing Courtesy of John R. Wood Properties

$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

Listing Courtesy of John R. Wood Properties

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