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33924 - 225021828 - 3136 Tennis Villas, Captiva, FL 33924 Just Added on 03/31/2025 2:39PM
$399,000 | Condo | 1 beds | 1.0 baths
Exceptional Top-Floor Condo at South Seas Villas – A Captiva Island Treasure Own a rare top-floor condo in the coveted South Seas Villas at South Seas Resort, nestled in the sought-after Southern Enclave. This beautifully appointed 1-bedroom, 1-bathroom retreat blends coastal elegance with island charm, just steps from Captiva’s pristine beaches, local dining, boutique shopping, and the village center.Inside, a bright and airy interior showcases a sophisticated coastal palette of bluish-green, coral, and soft greys, creating an inviting ambiance that complements the tropical surroundings. Enjoy coffee on the extended screened lanai, afternoons by the community pool, or barbecues under the pergola, all while soaking in the island’s serene atmosphere. A bonus feature? Gulf views and stunning sunsets, making every evening a breathtaking experience. Whether you're looking for a personal retreat, an investment property, or both, this unit offers an exceptional opportunity to own a piece of paradise within the prestigious South Seas Resort. Don’t miss out—schedule your private showing today!
Listing is courtesy of: John R. Wood Properties (239-472-2411)Listing Agent: Leane Taylor Suarez (239-872-1632)
33924 - 225028912 - 19 Beach Homes, Captiva, FL 33924 Just Added on 03/31/2025 1:00PM
$5,650,000 | Two Story,Duplex | 3 beds | 3.0 baths | 1 car
Experience unparalleled luxury and coastal elegance at 19 Beach Homes, a stunning direct Gulf-front, elevated, 3 Bedroom + Den, 3 Bathroom residence situated within on the coastline of Captiva. Completely redesigned and renovated in 2022, this breathtaking home offers top-of-the-line finishes and modern upgrades that blend seamlessly with the serene, natural beauty of its beachfront setting.Step inside to discover an open-concept living space adorned with luxury vinyl flooring, setting the tone for both durability and sophisticated charm. The custom floating staircase serves as a striking architectural centerpiece, enhancing the home’s modern aesthetic while maximizing space and light. Designed for both style and functionality, the kitchen boasts custom wood cabinetry, thick quartz cabinetry, high-end stainless steel appliances, and a gas cooktop…Gulf-front cooking at its finest!The coastal-inspired furnishings create a relaxed yet refined atmosphere, perfectly complementing the breathtaking views from nearly every room. Expansive impact-resistant windows flood the home with natural light while providing peace of mind and energy efficiency. Step outside onto the composite decking, where you can unwind and take in the gentle sea breeze or enjoy direct beach access just steps away.Nestled inside the gated South Seas Resort, this exceptional property offers unmatched privacy and access to pristine Florida beaches. Whether you're looking for a serene retreat or a luxurious investment opportunity, 19 Beach Homes is a rare gem that perfectly captures the essence of Gulf-front living on Captiva Island.
33924 - 225029470 - 2122 Gulf Beach Villas, Captiva, FL 33924 Just Added on 03/31/2025 1:00PM
$1,950,000 | Condo | 2 beds | 2.0 baths
Discover the pinnacle of coastal living in this exquisite 2-bedroom + Loft, 2-bathroom, two-story retreat in South Seas Resort. Nestled along the pristine shores of the Gulf, this beautifully reconfigured condo combines modern elegance with the serene charm of beachfront living. Thoughtful additions include a tankless hot water heater, plank porcelain flooring, and water filtration system throughout enhance the durability. The kitchen is a masterpiece, boasting quartz countertops, high-end stainless steel appliances, under counter lighting, and custom cabinetry accented with premium hardware. The Gulf-front living and dining areas provide a seamless flow, with coastal décor and contemporary recessed lighting adding to the ambiance. Step outside through the impact sliders to the screened patio with panoramic Gulf-front views! Ascend the staircase to the loft, a space designed for flexibility. The upper level primary features high and bright ceilings, coastal furnishings, a vanity with a backlit mirror. Both bathrooms boast floor-to-ceiling tile showers and quartz vanities with backlit mirrors. Every detail of this exceptional residence has been meticulously curated for sophistication, comfort, and effortless Gulf-front living. This is your opportunity to own a premier coastal retreat in one of Captiva’s most sought-after locations. A strong producing rental for South Seas!
33924 - 225031126 - 1411 Beach Cottages, Captiva, FL 33924 Just Added on 03/31/2025 1:00PM
$2,599,000 | Condo | 3 beds | 3.0 baths
Coastal Elegence along Captiva’s coastline, where luxury and contemporary blend together seamlessly. A one-of-a-kind, fully renovated 3-Bedroom, 3-Bathroom duplex Beach Cottage, expertly reimagined by a professional interior designer to exude sophistication and comfort. Fully furnished with curated, upscale decor. Step into the heart of the home—a beautifully curated kitchen featuring Vadara Sereno Quartz countertops, high-end smart appliances with an integrated refrigerator and dishwasher, hidden coffee nook, and custom cabinetry with polished nickel hardware. The Gulf-front living and dining areas flow effortlessly, with a dining space highlighted by wood detailing and modern lighting. Smart Frame TVs throughout offer an immersive entertainment experience. Additionally, the condo is lined with luxurious engineered hardwood flooring. Walk up the floating staircase to the versatile 3-bedroom loft featuring an upper level that extends to include extra closet space, study enclave, and flexible options for use—perfect as a cozy retreat or additional sleeping quarters with a pull-out sofa. The en-suite primary bedroom features a bathroom offering quartz countertops, signature hardware, and a floor-to-ceiling tiled walk-in shower with a seamless glass door, creating a sanctuary of relaxation. Outside, the screened lanai invites you to take in breathtaking Gulf views while offering a private stairway to the pristine sandy beaches. A rare feature of this property is the custom fitted under-home storage space that is a one-of-a-kind! Rinse off the day’s adventures in the outdoor shower, beautifully fitted with navy blue mosaic tiles. Every inch of this residence has been meticulously crafted for comfort, elegance, and effortless Gulf-front living. Experience a lifestyle of unparalleled luxury in this rare Beach Cottage. Extensive feature list available.
33924 - 225026465 - 16886 Captiva Drive, Captiva, FL 33924 7 Days on yellowkey
$7,500,000 | Two Story | 5 beds | 4.5 baths | 4 gar
Rare Beachfront Estate with Separate Guest Home on Captiva IslandSeize the rare opportunity to own a private beachfront estate on the coveted Gold Coast of Captiva Island. Nestled on over an acre of land, this exquisite property features a breathtaking architectural design that seamlessly blends with nature, maximizing panoramic waterfront views and enhancing the exceptional outdoor living experience. The main home has been meticulously remodeled with high-end finishes, offering soaring beamed ceilings, an elevator, two-master suites and multiple garage spaces and storage areas. The open layout invites abundant natural light, providing an ideal setting for entertaining or relaxing with family.The separate two-bedroom guest home boasts a private lanai and its own garage, offering comfort and privacy for visitors or extended family.With 100 feet of pristine Gulf of Mexico beachfront, this estate is a rare gem on the island, situated amidst award-winning beaches. The expansive property offers unparalleled privacy and direct access to Captiva’s renowned natural beauty.Additionally, there is an exclusive opportunity to acquire the adjacent 1.4-acre bayside estate, complete with an artist’s studio, home, private dock, and pool. This additional parcel further elevates the potential of this once-in-a-lifetime property offering.Don’t miss out on this exceptional piece of Captiva Island paradise!
Listing is courtesy of: Kingfisher Real Estate, Inc. (239-472-4411)Listing Agent: Sue Plein (239-560-8265)
33924 - 225030790 - 16814 Captiva Drive, Captiva, FL 33924 8 Days on yellowkey
$17,500,000 | Contemporary,Florida,Multi-Level,Other,Ranch,One Story,Two Story,Split Level,See Remarks | 6 beds | 6.0 baths | 3 gar
Resilience. Romance. Rarity. Excitement. History.... Once in a great while, something truly remarkable emerges—something so rare and special, it's reserved for only a select few. This is one of those moments. Welcome to a captivating beach estate that embodies over a century of history, elegance, and coastal charm. Originally constructed in 1912 as part of the legendary Tarpon Inn Resort on Useppa Island—an ambitious project by none other than Barron G. Collier—this historic cottage has journeyed through time. In 1948, it found its forever home atop a majestic dune on Captiva Island’s prestigious Gold Coast, relocated by famed philanthropist and big-game hunter Col. Francis T. Colby. With 131 feet of unspoiled Gulf frontage, the high ridge setting is as rare as it is stunning. Today, the story continues with the addition of a newly built, exquisitely designed guest house—a modern architectural marvel crafted by Benchmark Construction and visionary - acclaimed Architect and Designer Joyce Owens of AJO Architecture & Designs. This waterfront retreat features two thoughtfully designed guest areas, offering privacy, comfort, and a seamless blend of indoor-outdoor living. Every inch of this estate, from the historic main cottage to the contemporary guest residence, is infused with luxury, elegance, and intention. Together, they create the ultimate Gulf-front retreat—a legacy property meant to be treasured for generations. This is more than a home. It's a timeless experience, a rare blend of old-world charm and modern sophistication. A truly unmatched offering on Florida’s West Coast—impossible to replicate, unforgettable to experience.
Listing is courtesy of: Royal Shell Real Estate, Inc. (239-472-0078)Listing Agent: Michael Mcmurray (239-850-7888)
33924 - 225030193 - 3222 Tennis Villas, Captiva, FL 33924 11 Days on yellowkey
$414,500 | Condo | 1 beds | 1.0 baths
Experience island living in this charming 1-bedroom, 1-bath South Seas Villas condo on Captiva. Located on the second floor and sold fully furnished, it’s ready for personal use or rental income. The open layout features coastal-inspired décor, granite countertops, tile flooring, and a comfortable living and dining area that opens to a screened lanai with views of the lush landscaped courtyard—perfect for enjoying the island breeze. The bedroom is a peaceful retreat with soft-toned furnishings, 6-panel interior doors, and much more. This condo is part of an off-site rental program, offering flexible options and solid income potential for investors or seasonal residents. Take a short stroll to Captiva’s world-class beach to catch a breathtaking sunset, or start your day under the community pergola with a sunrise painted in blues, oranges, and yellows. Residents enjoy access to a private pool, BBQ area, and more in this welcoming South Seas Villas community.
33924 - 225029699 - 484 Gulf Bend Drive, Captiva, FL 33924 11 Days on yellowkey
$2,080,000 | Florida,Two Story | 3 beds | 3.0 baths | 4 car
Now Available 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. 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!
Listing is courtesy of: Swept Away Realty (239-267-5002)Listing Agent: Amy Ivey (239-462-9614)
33924 - 225023664 - 603 Marina Villas, Captiva, FL 33924 13 Days on yellowkey
$695,000 | Condo | 2 beds | 2.0 baths
Located at the North end of South Seas Plantation, Unit 603 is one of only 40 units in the Marina Villas complex at South Seas. The resort's 2 large pools, golf course, ice cream shop and restaurants are all very close by. This condo has been freshly painted from ceiling to floor and is decorated with white cottage style furniture from Matter Bros.The air compressor, air handler, thermostat and refrigerant lines were all replaced summer of 2023 and come with a 10 year warranty that conveys to the Buyer. Unit 603 has impact glass windows and doors, as well as tile floors and plantation shutters throughout. Both baths and kitchen have been updated.All of the buildings have new metal roofs. The private swimming pool is heated and the beach is right across the street. Marina Villa owners may put their name on a list to lease a dock from the Assoc when one becomes available. Owners may have a pet. This is a fantastic investment and a wonderful second home.
Listing is courtesy of: Vip Realty Sanibel And Captiva (239-472-5187)Listing Agent: Teresa Baker (239-233-6364)
33924 - 225028572 - , Captiva, FL 33924 13 Days on yellowkey
$939,000 | Condo | 2 beds | 2.0 baths
Sought after first-floor corner unit in Beach Villas in South Seas Resort offered TURN KEY. This fantastic condo offers an exceptional Gulf-front retreat with breathtaking panoramic views of the water, sand and amazing sunsets! Expansive windows flood the space with natural light, creating a bright, airy ambiance while showcasing the stunning scenery from every angle. Its elevated first-floor location enhances the connection to the beach, making you feel as if you're right on the sand. This 2-bedroom, 2-bathroom villa features an open-concept layout and a private screened lanai, perfect for embracing the Gulf breezes and unforgettable sunsets. Proven to be a income-producing powerhouse, this condo has the potential to generate $100,000++ in annual gross rental income. Currently not enrolled in a rental program, it offers the flexibility to choose your preferred management company or enjoy it exclusively for personal use. Beach Villa owners enjoy private amenities, including a dedicated pool, pickleball and tennis courts, ground-level storage, and grilling areas. With South Seas Resort on track to regain its five-star status, owners will soon benefit from enhanced luxury experiences and world-class resort living. Beyond the resort, Captiva Village is just a short walk, bike ride, or golf cart away, offering charming shops, waterfront dining, and the relaxed island lifestyle that makes Captiva so special. Whether you’re looking for a serene beachfront escape or a high-performing investment property, this villa delivers the best of both worlds. NOW IS THE TIME....to buy & secure your place in Captiva’s most coveted community and on world renowned Captiva Island!
33924 - 225029219 - 16543 Captiva Drive, Captiva, FL 33924 14 Days on yellowkey
$4,800,000 | Florida,Two Story | 3 beds | 3.0 baths | 2 gar
Nestled along the most coveted stretch of Captiva Island’s Gold Coast, This charming Old Florida-style main house boasts a private pool area and expansive deck space, creating a perfect retreat. Inside, high vaulted ceilings and an open kitchen enhance the spacious feel. Situated in the Estate Zone District, this property offers deeded beach access just steps away. Perfectly positioned in the heart of this prestigious area, the dune-wide beachfront setting offers breathtaking views and unparalleled serenity.Whether you choose to enjoy it as is or expand with additional square footage or a separate living structure, the possibilities for creating a private family compound are endless. A cherished part of a family estate for over 40 years, this property is surrounded by lush tropical landscaping, enhancing its secluded and tranquil ambiance. For those seeking the ultimate private retreat, two adjacent properties—16530 Captiva Drive and 16548 Captiva Drive—are also available, presenting a rare opportunity to create a 300-foot beachfront and 100-foot bayfront compound spanning over 5.25 acres. Whether enjoyed as a standalone sanctuary or as part of a grand waterfront estate, this is truly a once-in-a-lifetime chance to own an iconic piece of Captiva Island.
33924 - 225027882 - 3213 Tennis Villas, Captiva, FL 33924 18 Days on yellowkey
$495,000 | Condo | 1 beds | 1.0 baths
If you haven't been up to Tennis Villas in Captiva at South Seas, you are in for a pleasant surprise! The buildings haveall been renovated with new roofs, railings, balconies, tile, stairs, painting and all surrounded with beautiful tropicallandscaping. This is a corner unit in the B building, facing towards the Gazebo and grilling area with beautiful serenepool views that offers quiet and peaceful island ambiance, while you relax on the spacious screened in lanai. Thiscondo just makes you happy when you walk in the door with its vibrant colors and tasteful decorating. It’s been nicelyupdated with plank floors, granite in the kitchen and also in the redesigned bath. Plantation shutters on all thewindows, crown molding and there's even a stackable washer dryer in the unit. This unit has rented extremely welland has been booked consistently since January when the association allowed owners to be able to rent again. Thebest part of this condo is its proximity to downtown Captiva restaurants and stores, where it’s just an easy stroll toStarbucks, the Bubble Room, Key Lime Cafe, and watching the sunset at the Mucky Duck. It's island time!
Listing is courtesy of: Kingfisher Real Estate, Inc. (239-472-4411)Listing Agent: Phaidra Mcdermott (239-898-3778)
33924 - 225025934 - , Captiva, FL 33924 22 Days on yellowkey
$6,500,000 | Ranch,One Story,See Remarks | 4 beds | 4.0 baths
Nestled along the most coveted stretch of Captiva Island’s Gold Coast, this 100-foot beachfront estate offers an exceptional opportunity to own a piece of paradise. Featuring a charming main house and guest cottage, this property provides the perfect retreat as-is or serves as the ideal foundation for a custom-designed beachfront estate. Perfectly positioned in the heart of this prestigious area, the dune-wide beachfront setting offers breathtaking views and unparalleled serenity. A cherished part of a family estate for over 40 years, this property is surrounded by lush tropical landscaping, enhancing its secluded and tranquil ambiance. For those seeking the ultimate private retreat, two adjacent properties—16530 Captiva Drive and 16543 Captiva Drive—are also available, presenting a rare opportunity to create a 300-foot beachfront and 100-foot bayfront compound spanning over 5.25 acres. Whether enjoyed as a standalone sanctuary or as part of a grand waterfront estate, this is truly a once-in-a-lifetime chance to own an iconic piece of Captiva Island.
33924 - 225022753 - 2535 Beach Villas, Captiva, FL 33924 22 Days on yellowkey
$1,950,000 | Condo | 4 beds | 3.0 baths | 1 gar
Located on the stunning beaches of South Seas Island Resort, this exceptional 4-bedroom, 3-bathroom Beach Villa penthouse has been completely redesigned and renovated to offer a luxurious and modern living experience. Situated in one of the most sought-after Gulf-front locations on Captiva, this villa provides not only an upscale coastal escape but also a fantastic rental income opportunity, with projected gross earnings of $204,000. Inside, you'll find a spacious, open-concept layout featuring high-end finishes like luxury vinyl flooring, impact-resistant sliding doors, quartz countertops, custom wood cabinetry, and stylish coastal decor. The villa's contemporary design includes multiple walk-in tiled showers, and it also offers the added convenience of an in-unit washer/dryer. The thoughtful floor plan has two bedrooms and two bathrooms on the lower level, with an additional two bedrooms and one bathroom on the upper level. Most rooms offer breathtaking views of the expansive shell-strewn beach and the azure waters of the Gulf of Mexico. Residents and guests can enjoy the resort-style amenities, including a swimming pool, tennis courts, grilling areas, and ground-level storage lockers. This property is currently in an unencumbered off site rental program with Kingfisher Vacation Rentals. Whether you’re looking for a luxurious beach getaway or a high-performing investment property, this Beach Villa is a rare gem that combines style, comfort, and an unbeatable location. Don't miss the chance to own a piece of paradise in one of Captiva's most sought-after communities. Rentals to be honored.
33924 - 225019730 - 16891 Captiva Drive, Captiva, FL 33924 25 Days on yellowkey
$4,000,000 | Ranch,One Story,Two Story | 3 beds | 3.5 baths | 1 gar
Discover the ultimate island retreat with this exceptional 1.4-acre bay front estate parcel on Captiva’s coveted Roosevelt Channel. Nestled among lush, mature vegetation, this property offers breathtaking waterfront views, abundant wildlife, and a private dock with direct access to the Intracoastal Waterway and Gulf of Mexico. Main Residence: • Fully remodeled 3-bedroom, 3-bath home • Impact glass windows & metal roof for modern safety & efficiency • Private pool & spa for island-style relaxation • Charming coastal-inspired interiors with elegant finishes Art Studio & Guest Retreat: • Distinctive architectural design • Second-level space with potential for future expansion • A tranquil creative space or additional guest quarters Surrounded by nature, this estate offers a serene sanctuary where you can experience manatees, dolphins, and incredible birdlife right in your backyard. A rare opportunity to embrace the Captiva Island lifestyle with privacy, charm, and endless waterfront adventures. Deeded beach access directly across Captiva Drive. Ground level home that did not flood in any of the recent storms........Schedule your private showing today!
33924 - 225024734 - 16530 Captiva Drive, Captiva, FL 33924 26 Days on yellowkey
$12,500,000 | See Remarks | 5 beds | 5.5 baths | 3 gar
The Crown Jewel of Captiva Island, the one and only Sandpiper Estate. For the first time ever, the iconic Sandpiper Estate is available for purchase, presenting an extraordinary opportunity to own a legacy property on Captiva Island’s prestigious Gold Coast. Spanning 200 feet of prime sandy beach frontage, this breathtaking estate is a rare sanctuary where timeless elegance meets coastal tranquility. Designed for privacy, relaxation, and entertaining, the estate has been cherished for over 40 years as a treasured family retreat and now, it’s ready for its next fortunate owner. The main residence is a masterpiece of waterfront luxury, featuring 3-4 private bedrooms, a spacious central gathering area, and a fantastic kitchen with panoramic Gulf views. A grand dining area offers an elegant setting for entertaining, while a private study provides a quiet retreat. The home seamlessly blends indoor and outdoor living, with an expansive screened lanai, multiple lounging decks, and breathtaking views from every angle. The outdoor spaces feel like a private resort, complete with a spectacular pool area offering unparalleled privacy and stunning waterfront views. Just off the pool, a charming beachside bungalow provides additional accommodations with two guest suites, each with en-suite baths, and a spacious family room for relaxing by the shore. The estate also includes a private tennis court, an additional 2 Br guest house or caretakers quarters, and lush tropical landscaping, creating a secluded and serene retreat. For those seeking the ultimate private estate, two adjacent properties, owned by this same owner, 16548 Captiva Drive and 16543 Captiva Drive are also available, allowing for the creation of an unmatched beach to bay front compound that offers a total of 300 ft of beach frontage, 100 ft of bay frontage with well over 5.25 acres total. This opportunity is more than a home; its a once-in-a-lifetime opportunity to own an iconic piece of Captiva Island.
33924 - 225023033 - 4541 Conch Shell Drive, Captiva, FL 33924 27 Days on yellowkey
$1,495,000 | Contemporary,Florida,Multi-Level | 3 beds | 3.5 baths
An Island Masterpiece! This elegant, custom-designed island estate blends traditional island-style charm with contemporary sophistication. The home's exquisite detailing and bold roof lines create a unique and timeless design. Sited on an oversized lot close to gulf beaches on a quiet sandy lane. Hardie board siding, Pella impact windows, and electric storm shutters provide peace of mind. The private heated pool and screened outdoor entertainment area offer relaxation and island fun. Perfectly designed for high-volume vacation rentals. A grand two-story foyer welcomes you inside with an elegant winding wood staircase. Two spacious primary suites on the first level offer en suite baths with custom tile walk-in showers. The third guest bedroom enjoys its adjacent upgraded bath with a tub/shower. On the next level, the luxurious custom kitchen sparkles with granite countertops & stainless steel appliances. Deep dark wood cabinetry throughout the kitchen space offers elegantly curved corner cupboards for a sleek and functional appeal. Built-in yacht-style dining that seats 12+ in a three-side banquette uses the space ideally for entertaining. The living area meanders from the cozy TV/media area to covered screen porches and three levels of outdoor sundecks. Upstairs, the vaulted natural wood ceiling loft is a stunning focal point and versatile fourth sleeping space, offering gorgeous Gulf views through expansive sliding glass doors. Step up to the top lookout deck, where panoramic vistas of the Gulf and the island's natural beauty unfold. A rare blend of refined elegance and island serenity, this exceptional home is a magical seaside spot to enjoy your new island beach lifestyle.
Listing is courtesy of: Resort Properties Internationa (239-395-2214)Listing Agent: Mark Muller (239-395-2214)
33924 - 225018368 - 1655 Lands End Village, Captiva, FL 33924 32 Days on yellowkey
$1,189,000 Reduced | Condo | 2 beds | 2.0 baths | 1 car
Vibrant sunrises exploding into the sunroom while sipping morning coffee or tea. Sunlight shimmering off the lake creating waves of light across the ceiling. Birds of every feather...eagles, osprey, herons, egrets, cormorants, kingfishers, ibis, spoonbills, pelicans, sunning on the banks and diving into the depths for fish. Golfers on the manicured private course. Boats on the Bay. Ocean, pass, bay, lake...you are surrounded by water. Lands End melts into the sea. Direct sun through mid-day, natural light throughout. Spacious unit with open rooms that flow beautifully. Large patio with views. Large master and guest baths with a bespoke sea turtle mosaic and handmade tile accents by Connie Williams. Serene pallet with paintings by Susan Sadler. Lands End is the pinnacle of Southwest Florida, privately situated on the northernmost tip of Captiva Island with a private pool and amenities available from South Seas Island Resort that include pools, restaurants, shops, golf, tennis, pickleball, fishing, local cruises, ice cream, trolleys, jogging, walking, miles of beaches, endless shelling, and awe-inspiring sunsets. Close to central Captiva with restaurants, shops, and a small grocery store. This unit can participate in the South Seas rental program at the highest premiere level. This place is a gem!
33924 - 225021477 - 3233 Tennis Villas, Captiva, FL 33924 35 Days on yellowkey
$699,000 | Condo | 2 beds | 2.0 baths
Located behind the gates of South Seas Resort, the exclusive South Seas Villas community offers a serene coastal retreat with a sundeck, pool, gazebo featuring a outdoor dining area, and BBQ facilities. Nestled within the southern enclave, just steps from the beach, this renovated top-floor, two-story villa overlooks a lush courtyard and tropical vegetation. The open-concept design showcases quartzite countertops, white shaker cabinetry, and tile flooring in living areas, all complemented by stylish coastal décor and furnishings. Natural light pours in through impact sliding glass doors and a large picture window, while the screened lanai provides a perfect spot to enjoy the island breeze. The lower level hosts a private guest ensuite, while the upper level boasts a spacious primary ensuite, creating an ideal layout for both relaxation and entertaining. Experience resort-style living in this beautifully appointed villa- where modern elegance meets coastal charm.
33924 - 225021478 - 29 Beach Homes, Captiva, FL 33924 35 Days on yellowkey
$3,249,000 | Two Story | 4 beds | 4.0 baths | 1 car
Unlock the enchantment of Beach Home 29, an appealing 4-bed+loft, free-standing, dual-level residence overlooking the Gulf and sandy shores. Designed with an open-concept layout, the home offering over 3,000 Square Feet features beadboard wood kitchen cabinetry, stainless steel appliances, tile flooring and coastal furnishings—a perfect blend for the tropical Captiva Island setting. The spacious great room, with walls of sliding glass doors, seamlessly connects to the Gulf-front outdoor living spaces, creating a breezy, coastal vibe. Multi-level decking and a screened lanai offer panoramic views, ideal for soaking in sunsets or hosting alfresco dinners. The home’s classic, cohesive design is complemented by warm country coastal elements that add character and comfort throughout. Located in an exclusive, low-density community of only 33 homes, residents enjoy direct beach access, three community pools, BBQ areas, & tennis/pickleball courts. Embrace the ultimate coastal lifestyle at Beach Home 29—where timeless design meets beachfront serenity.
33924 - 225021499 - 1423 Beach Cottages, Captiva, FL 33924 35 Days on yellowkey
$1,625,000 | Condo | 2 beds | 2.0 baths
Situated amongst the tall pines along Captiva’s coastline sits a beautifully renovated 2-bedroom, 2-bathroom retreat that seamlessly blends coastal elegance with modern sophistication. The interior has been thoughtfully designed to create a coastal style with comfort and functionality, all set against the breathtaking backdrop of Captiva’s natural beauty. The open-concept living space is adorned with sleek grey porcelain flooring, enhancing the airy ambiance and abundant natural light. A redesigned kitchen serves as the heart of the home, featuring an expansive quartz breakfast bar, shaker wood cabinetry, and modern tile backsplash—all flowing to a Beach front living room and patio…steps away from toes in the sand! Wake up to sweeping Gulf views in the serene primary suite, which offers a en-suite bathroom boasting quartz countertops, dual modern backlit mirrors, and a walk-in shower complete with pebble stone flooring. A charming guest room with twin beds adjacent to an elegantly appointed bathroom. Experience the best of Captiva Island living with effortless access to pristine beaches, renown dining, and beloved local attractions. Whether you seek a tranquil escape or a vibrant coastal lifestyle, this exquisite beach cottage delivers an unparalleled retreat.
33924 - 225019701 - 33 Beach Homes, Captiva, FL 33924 35 Days on yellowkey
$4,350,000 | Other,See Remarks,Traditional | 4 beds | 3.0 baths
In the exclusive enclave of Beach Homes, this rare freestanding gulf-front cottage offers an unparalleled coastal lifestyle. Elevated on pilings for enhanced views and privacy, this residence features a private staircase leading directly to the pristine sandy beach, your backyard oasis. Designed with timeless California coastal elegance, the interior showcases a refined blend of natural fibers, rich wood accents and jewel-tone textiles. Durable COREtec flooring, solid wood shaker-style doors, and board and batten accent walls complement the thoughtfully curated aesthetic. Skylights infuse the home with natural light, enhancing the open and airy ambiance. The kitchen is a chef’s dream, appointed with stainless steel appliances, a gas range, 2.5-inch quartz countertops, a classic white subway tile backsplash and floor-to-ceiling custom wood cabinetry. Four bedrooms and three baths provide ample space for family and guests. Meticulously updated in 2020, this home benefits from modernized plumbing and electrical systems, a tankless water heater and new air conditioner. Exterior renovations include a durable concrete tile roof, PGT impact-rated windows and sliders that seamlessly pocket into the walls, and AZEK composite decking. Additional storage beneath the home enhances functionality. The Beach Homes community offers exclusive amenities, including three resort-style pools, tennis courts and barbecue grills. Additionally, the COA fee provides the convenience of building insurance. Immerse yourself in a serene beachfront setting, where refined design meets effortless luxury.
Listing is courtesy of: Premier Sotheby'S Int'L Realty (239-472-2735)Listing Agent: Jeffrey Burns (239-464-2984)
33924 - 225018400 - 5124 Bayside Villas UNIT 5124, Captiva, FL 33924 40 Days on yellowkey
$399,000 | Condo | 1 beds | 2.0 baths | 1 car
Incredible investment opportunity to buy on Captiva Island with this fantastic one-bedroom, two-bathroom villa inBayside Villas at World Renowned South Seas Resort. Located in a sought-after community with the ability to offerdaily rentals, this meticulously maintained property is already enrolled in a successful rental program, making it anexcellent income-generating opportunity. Inside, the villa you will enjoy pristine finishes, with contemporary flooring,solid surface countertops, and tasteful coastal-inspired accents throughout. The open layout creates a spacious,inviting atmosphere that maximizes comfort and style. Step out onto your private balcony and enjoy peaceful bayviews, offering the perfect spot for relaxation after a day at the beach or exploring Captiva’s vibrant village. With easyaccess to world-class beaches, dining, and shopping inside and outside the resort, this villa is ideally located forthose seeking both tranquility and adventure. Bayside Villas offers onsite amenities including tennis courts, a hugepool, spa, parking, and an assigned storage locker. The resort amenities are spectacular with docking for your boat,scenic golf coarse, multiple water parks, lots of dining opportunities, world class beaches, spa, and so much more.Whether you're looking for a vacation retreat or an investment property, this villa is an exceptional choice. Your sliceof paradise is waiting!
33924 - 225018846 - 660 Gulf Lane, Captiva, FL 33924 42 Days on yellowkey
$4,500,000 | Other,Two Story | 4 beds | 4.5 baths
Professional Photos & Video Coming Soon! Stay tuned for a stunning visual showcase of this exceptional property.**A Gulf-Front Luxury Retreat – 660 Gulf Lane, North Captiva Island** Welcome to *Beauty & The Beach*, the pinnacle of island luxury. This breathtaking Gulf-front estate offers 4 bedrooms, 4.5 bathrooms, and 3,374 sq. ft. of sophisticated living space in one of Florida’s most exclusive coastal destinations. ### **Unmatched Coastal Elegance** Designed for seamless indoor-outdoor living, this contemporary masterpiece features floor-to-ceiling impact-resistant glass, soaring barrel-vaulted ceilings, and stunning Gulf views from every level. ### **Gourmet Perfection** The state-of-the-art kitchen boasts premium stainless-steel appliances, custom cabinetry, and an expansive island—perfect for entertaining. The adjacent dining space, beneath vaulted ceilings, creates a refined yet inviting ambiance. ### **Ultimate Relaxation & Entertainment** - The primary suite offers a private balcony, spa-like ensuite, and breathtaking sunset views. - Additional guest suites provide comfort and elegance. - The entertainment level includes a fitness center, game room, and inviting lounge spaces. ### **Resort-Style Outdoor Living** Enjoy the heated pool, expansive decks, and panoramic Gulf views—ideal for sunset cocktails or starlit gatherings. A private elevator connects all levels for effortless access. ### **Exclusive Island Living** Situated on one of North Captiva’s most desirable stretches of beach, this estate provides long-term coastal security and natural beauty. A club and dock membership offers exclusive boating and leisure amenities. **A Rare Opportunity** Own a true Gulf-front masterpiece where modern luxury meets unspoiled paradise. **Schedule Your Private Tour Today!**
Listing is courtesy of: Century 21 Sunbelt Realty (239-561-5645)Listing Agent: Angel Ruano (239-357-0948)
33924 - 225018787 - 11550 Paige Court, Captiva, FL 33924 42 Days on yellowkey
$6,500,000 | Florida,Other,Two Story,See Remarks | 5 beds | 6.0 baths | 2 gar
On the serene shores of Captiva Island, in the exclusive community of Tarpon Bay, this gulf-front estate epitomizes luxury coastal living. Boasting gulf and bay access, residents here enjoy the best of both worlds, a private deeded beach for shell-seekers and direct access to Pine Island Sound for boating enthusiasts. The Key West-style architecture of the main home and attached guest house reflects the relaxed yet sophisticated ambiance of island living. Every detail speaks to the quality and craftsmanship expected in a home of this caliber, with numerous upgrades enhancing comfort and style. Adding convenience, a private elevator provides easy access between floors. Entertainment is effortless with a resort-style pool featuring a cascading spa, complemented by an expansive outdoor area ideal for gatherings and relaxation. Set on a sprawling one-acre home site, the property offers a tranquil park-like setting, perfect for enjoying the island's natural beauty and privacy. This gulf-front estate on Captiva Island not only offers luxurious living spaces and top-tier amenities but also provides unparalleled access to the Gulf of Mexico. Welcome home!
Listing is courtesy of: Premier Sotheby'S Int'L Realty (239-472-2735)Listing Agent: Stephanie Bissett (239-292-3707)
33924 - 225018546 - 16813 Captiva Drive, Captiva, FL 33924 43 Days on yellowkey
$3,500,000 | Florida,Two Story,Stilt | 3 beds | 3.0 baths | 2 gar
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.
Listing is courtesy of: John R. Wood Properties (239-472-2411)Listing Agent: Babs Maughan (239-314-4800)
33924 - 225015882 - 114 Useppa Island, Captiva, FL 33924 45 Days on yellowkey
$1,024,900 | Florida,Two Story,Duplex | 2 beds | 3.0 baths
114 North Useppa Island is a very rare and distinguished island beach property that offers both a luxurious and functional family waterfront/beach lifestyle while providing its new owners seamlessly never ending breath taking views of the Pine Island Sound and the historic Cuban rancheros stilt houses. In the Summer of 2020 ,the home went through an extensive renovation. New Bosch kitchen appliances, wide plank ceramic wood-look titleflooring throughout the house, new furniture and refreshed interior painting throughout. In 2022 the home received new storm sliders to open up to the living room, and new slider doors in master. All windows resealed to hurricane code and the metal roof was refastened with upgraded screws. The exterior of the house is white vinyl siding and has spacious decking that has direct access to the beach to the East, and to the West the Useppa Island Club Marina and the historic "pink path". Interior: The interior boasts a high grade elevated architectural layout and design utilizing all 1206 square feet to the upmost potential. The living area features ceramic wood-look title flooring, custom plantation shutters, and solid core doors are found throughout the home. First floor living: Features a chef's kitchen with Bosch appliances and gas stove), marble countertop, open living room with a dining area all with stunning open water and beach views. There is a downstairs bedroom with en-suite that could serve as a ground floor master bedroom and has Western views towards Useppa Marina. Your villa comes with a deeded under 24ft. boat slip in the Useppa Island Club Marina which is conveniently a few hundred feet directly West of the house. Second Floor Living: The upstairs primary master bedroom suite is very spacious and has his and her custom sinks, and convenient upstairs laundry room. A very private deck of the master bedroom overlooks the expanse of the Pine Island Sound.
Listing is courtesy of: Premier Sotheby'S Int'L Realty (239-472-2735)Listing Agent: Daniel Williams (317-987-2177)
33924 - 225017068 - 1 Sunset Captiva Lane, Captiva, FL 33924 47 Days on yellowkey
$4,495,000 | Two Story | 2 beds | 2.5 baths
At the quaint end of Captiva's unofficial main street, this beautifully remodeled beachfront property offers the ideal blend of serene coastal living and vibrant island charm. Ideally just steps from the heart of Captiva, this home places you at the center of it all while offering privacy and stunning water views that define the island lifestyle. Whether from your lanai, living room or dining area, you'll be treated to stunning sunsets over the gulf, a daily spectacle that never gets old. Inside, the open-concept kitchen is ideal for entertaining, while the inviting fireplace creates a cozy ambiance for those cooler island evenings. The expansive outdoor area features screened and open lanais, providing the ideal spaces for sunbathing, dining or simply relaxing. A fully equipped grilling station sets the stage for memorable alfresco meals with family and friends. Just a short distance from your front door, you’ll find an array of charming shops, local restaurants, bars and entertainment, making this an ideal location for those who want to experience the essence of island life. The community offers amazing amenities including a large pool, tennis courts and a boat dock on the bayside. This property is a wonderful escape for anyone seeking a low maintenance, yet luxurious lifestyle in one of the sought-after locations on Captiva. With its modern upgrades and tranquil outdoor spaces, this home offers the best of both worlds, the peacefulness of beach life combined with the excitement of Captiva's island offerings. Embrace your island dream here, where sunsets are always spectacular and every day feels like a vacation.
33924 - 225015381 - 5136 Bayside Villas, Captiva, FL 33924 53 Days on yellowkey
$521,000 | Condo | 1 beds | 2.0 baths
Stunning Waterfront Condo with Bay Views, Private Marina & Beach Access!Experience the best of coastal living in this beautifully remodeled condo, offering breathtaking bay views, private marina access, and just steps away from a stunning white sand beach.Designed for both comfort and peace of mind, this unit features impact glass windows and doors installed in 2022, providing top-tier hurricane protection. Remarkably, the condo sustained no damage during Hurricane Ian, a testament to its durability and location. Inside, you'll find a modern kitchen with high-end appliances, sleek finishes, and an in-unit washer-dryer combo that has never been used—an incredibly rare convenience.Remodeled in 2022, the condo blends timeless elegance with contemporary updates. Beyond its beauty, this property offers exceptional rental potential, generating over $65,000 per year in short-term rentals before Hurricane Ian, with current bookings subject to existing Airbnb reservations. Whether you're seeking a profitable investment or a personal retreat, this condo delivers.For boating enthusiasts, the private marina offers the perfect place to dock your boat and escape for the weekend. And when you're ready to soak up the sun, the beach is right across the parking lot—an easy stroll to one of the most stunning private white sand beaches in the area.This is a rare opportunity to own a coastal haven that combines luxury, convenience, and investment potential. Don’t miss your chance to experience this extraordinary waterfront retreat—schedule your private tour today!
Listing is courtesy of: Pelican'S Nest Realty Services (239-541-0010)Listing Agent: Shanan Spearing (239-400-5555)
33924 - 225014385 - 4216 Bayside Villas, Captiva, FL 33924 55 Days on yellowkey
$579,000 | Condo | 1 beds | 2.0 baths
This beautifully appointed one-bedroom, two-bathroom villa at Bayside Villas is not only a stunning coastal retreat but also a fantastic investment property with daily rental capabilities. Offering breathtaking views of the marina and bay, leading to open waters, this villa features luxurious wood-like tile flooring, granite countertops, and coastal-inspired decor throughout. Nestled in the heart of the Bayside Villas community, residents enjoy convenient access to Captiva's pristine beaches, vibrant village, and unforgettable sunsets. Community amenities include a pool, spa, under-building parking, and an assigned storage locker. Whether for personal enjoyment or investment purposes, this property is sure to delight. Your slice of paradise awaits!
Listing is courtesy of: Keller Williams Realty Fort Myers (239-236-4350)Listing Agent: Christopher Kirchner (239-470-4650)
33924 - 225013345 - 15899 Captiva Drive, Captiva, FL 33924 56 Days on yellowkey
$5,250,000 Reduced | Contemporary,Two Story,See Remarks | 4 beds | 3.0 baths | 3 gar
Nestled between the Gulf and Bay, this stunning beachfront home offers unparalleled 180-degree views of both pristine waters, coupled with direct deep-water boating access and a private dock space with lift. Perfect for those who enjoy both the beach and boating lifestyle, this residence seamlessly blends luxurious indoor spaces with expansive outdoor living areas. The thoughtfully designed split floor plan provides ultimate privacy for owners and guests, while the open-concept gathering areas flow effortlessly from room to room. Sunlight pours through large windows, highlighting the voluminous interiors and enhancing the beauty of the home. The light-filled spaces lead to multiple outdoor areas ideal for entertaining or relaxing, all while taking in the spectacular views. Enjoy easy maintenance witha galvalume roof, composite decking, aluminum railings, durable stucco finish, impact windows and doors and more. The beautifully landscaped property boasts a large fenced backyard with pavers, perfect for hosting or enjoying the outdoors, plus a spacious pool and spa for ultimate relaxation. The gourmet kitchen offers fantastic views of the Gulf, stone countertops, a large pantry, a cozy dining area, and an adjacent deck for alfresco dining. The master suite is a true retreat, featuring incredible Gulf views, a spacious bath, two walk-in closets, and a private office. With a 3-car garage, this home is as practical as it is luxurious—making it the perfect waterfront getaway. NOTE, this property is atsome of the highest elevation in the X Zone of Captiva Island.
33924 - 225012458 - 15200 Captiva Drive, Captiva, FL 33924 56 Days on yellowkey
$2,049,000 | Florida,Other,See Remarks | 3 beds | 2.0 baths
The history of Captiva Island is rich with stories of wonderful adventures, interesting characters and famous visitors. Interwoven in the fabric of Captiva, this wonderful home has played a part in what makes Captiva special. In the heart of the Captiva Village where it's just a short walk to the beaches, restaurants and marinas this wonderful home has been lovingly remodeled to preserve the charm of the Captiva of yesteryear while offering the touches of modern luxury that blend in an offering that is as timeless as it is tasteful. The inlaid wood vaulted ceilings help warm the natural light that floods through an abundance of windows that offer vistas of the blues of the home’s newest addition, the new pool, and glimpses of the bay beyond, with the greens of your tropical vegetation offering privacy and serenity. Relax on your front porch as masts of sailboats drift by in the distance just as they have for hundreds of years, each with its story to tell. Part of what makes Captiva captivating is the charm and quaint island feel where time stands still, and stress can't find you. This home is ready to be your muse and inspiration as you write your own tale and add a new chapter of adventures to the story that is the magic of Captiva.
33924 - 225008480 - 16486488 Captiva Drive, Captiva, FL 33924 56 Days on yellowkey
$9,500,000 | Two Story | 6 beds | 8.5 baths | 4 gar
Discover the pinnacle of private Gulf-front living along Captiva Island’s exclusive Gold Coast. This magnificent gated estate is a rare and extraordinary beachfront sanctuary, offering a seamless blend of seclusion, sophistication, and breathtaking natural beauty. Set on a one-of-a-kind parcel with direct access to Captiva’s pristine sugar-sand beaches, this remarkable family compound delivers an unrivaled connection to the turquoise waters of the Gulf of Mexico and awe-inspiring sunsets. The grand main residence boasts six bedrooms and six-and-a-half baths, each crafted with exquisite architectural details and unparalleled craftsmanship. A two-story great room with soaring coffered ceilings, a gas fireplace, and panoramic Gulf views creates a dramatic yet inviting atmosphere. The formal dining room is elegantly appointed, while the gourmet kitchen is a chef’s dream, fully equipped with top-tier appliances and custom finishes. A one-of-a-kind, hand-painted private elevator adds an artistic touch to this coastal masterpiece. Designed for both privacy and indulgence, each bedroom suite features private balconies and screened lanais, providing serene Gulf breezes and unobstructed sunset views. The primary retreat is a sanctuary unto itself, offering his-and-her spa-inspired baths, a soaking tub, dual showers, double vanities, a morning bar, and expansive walk-in closets. Step onto your private screened lanai and take in the breathtaking ocean vistas as the waves roll onto the shore. An expansive coquina stone veranda surrounds the heated saltwater pool and spa, creating the perfect setting for luxurious outdoor living and entertaining. Six conveniently placed laundry rooms add to the home’s seamless functionality. The oversized two-car garage offers massive storage beneath the home for added convenience. A charming guest cottage enhances the estate, featuring two en-suite bedrooms, a full kitchen with breakfast bar, a spacious living area, and a private covered terrace. Additional amenities include two garages at the guest house, a large workshop, and ample storage space for all your island essentials. This exclusive beachfront oasis embodies the epitome of island luxury. Whether you seek a private sanctuary or an entertainer’s dream retreat, this Captiva estate is truly a rare gem that exceeds expectations....your paradise awaits.
Listing is courtesy of: Douglas Elliman Florida,Llc (239-799-5300)Listing Agent: Brittany Skotak, Pa (239-290-5409)
33924 - 225008413 - 16475 Captiva Drive, Captiva, FL 33924 57 Days on yellowkey
$8,500,000 | Two Story | 3 beds | 3.5 baths | 3 gar
This private, gated estate, nestled along the serene shores of Captiva’s renowned Roosevelt Channel and surrounded by unspoiled nature, offers the ultimate blend of luxury, recreation, and coastal elegance. Designed for privacy and entertaining, this custom-built home features rich wood flooring, soaring beamed ceilings, and a grand beacon tower that floods the great room with natural light. A cozy gas fireplace adds warmth, while the gourmet kitchen, formal dining room, dedicated office, and wood-accented den provide refined living spaces. A chair lift on the staircase ensures accessibility. The outdoor living spaces are designed for enjoyment, with an expansive Brazilian wood deck overlooking a private tennis court and bocce court, outdoor fireplace, and a spiral staircase leading to a rooftop hot tub for spectacular stargazing. The private wellness center includes an indoor lap pool surrounded by travertine marble, a fitness room, and a personal sauna. Two grand ensuite bedrooms serve as luxurious retreats, each with a morning bar, sitting area, and private laundry closet. For boating enthusiasts, two private docks with lifts—one covered—provide direct access to the Bay and Gulf for world-class fishing and boating. As the sun sets, unwind by the waterfront firepit and take in breathtaking views. A three-car garage with a workshop completes this exceptional estate, a rare opportunity to own a piece of Captiva Island history while embracing the tranquility of coastal living immersed in nature.
33924 - 224082961 - 16777 Captiva Drive, Captiva, FL 33924 57 Days on yellowkey
$9,450,000 | Two Story | 6 beds | 6.5 baths | 3 gar
A one of a kind offering with 150ft of water frontage laden with rich national history. President Theodore Roosevelt began frequenting Captiva in 1908. In 1917 he staged his houseboat at this very location for his legendary Devil Fish expedition of which he hunted and gathered for the Smithsonian. In the 1930s this property served as one of only two locations to deliver goods to Captiva mainly of which was building materials, delivered by barge. The oversized grandfathered dock was built in 1939 by the WPA which was founded by Franklin Roosevelt. The romantic boathouse, which is cantilevered over the water and is also grandfathered in, was constructed in 1953 by Harold Bixby. Bixby was one of Charles Lindbergh's primary backers in 1927 when Lindbergh accomplished his transatlantic flight in The Spirit of St Louis. The boathouse with two bedrooms and caretaker cottage with one bedroom stand today in superb condition with a recently installed composite roof with a 100 year life expectancy. As you approach the main house, you are greeted with the charm of olde world Southern architecture. Inside you will find soaring ceilings of cypress, and beautiful views of Roosevelt Channel along with three spacious bedrooms, a library and an office. Resting on over 1.3 acres with deeded beach access.
33924 - 224103245 - 15153 Captiva Drive W, Captiva, FL 33924 57 Days on yellowkey
$5,650,000 Reduced | Split Level | 3 beds | 3.0 baths | 2 gar
Capture the charm of Old Captiva with deep water dockage on Roosevelt Channel. .48 acre with 100 feet of bay frontage with seawall and 200 ft deep. "Soundview" is an exceptional bayside parcel in the heart of the Captiva Village which offers abundant privacy with mature vegetation with exceptional boating and fishing. Boaters will appreciate the location just off of the Intercostal Waterway for deep water dock age to accommodate their larger vessel or sailboat. The brand-new dock offers ample space for two lifts. The spacious home offers 3 bedrooms, 3 baths, flex space and a large two-car garage. As you enter the home, the impressive details include a full rock fireplace and vaulted beamed ceilings that flows effortlessly onto the extended screened lanai. Enjoy outdoor living or entertaining overlooking the large private pool/spa, dock and tranquil waters. This private waterfront enclave is one of few properties Captiva has tooffer with its deep water dockage and location in addition to easy beach access! This is a true natureslovers paradise living among the shorebirds, manatee and dolphin. Enjoy this pristine location with ashort walk to the island galleries & shops.
33924 - 225012304 - 16309 Captiva Drive, Captiva, FL 33924 57 Days on yellowkey
$4,950,000 Reduced | Other,See Remarks | 6 beds | 4.5 baths | 2 gar
This sprawling estate along Roosevelt Channel on Captiva's Gold Coast is as breathtaking as it is private. The modest shell drive, hidden by vegetation, is designated by a small sign that reads "Le Jardin" or "The Garden." Feel the tropical vegetation welcome you with palm trees, citrus groves and beautiful flowers as you make your way down the shell drive of this almost two-acre waterside estate. The first building you arrive at is a quaint guest cottage with a full kitchen, living room, bedroom and bath tucked away in the gardens and ideal for guests or caretakers. Venturing further down the winding shell drive takes you to the garage and storage building ideal for all your favorite modes of conveyance over land and water. Venturing further into the estate brings you to the beautiful pool house where beamed ceilings, a stone fireplace, and small kitchen and bedrooms surround a wonderful entertaining area with pool table or ping-pong table, dining area and living room, all off the large caged swimming pool. A beautiful roundabout ends at the three-story main house along the Roosevelt Channel. The beautiful Old Florida inspired home is tucked along the water offering gorgeous views from almost every room. The large kitchen with gas range is ideal for entertaining as friends and family gather beside the fireplace. The large porches are wonderful for watching all the wildlife the Roosevelt Channel hosts, including boats lazily floating by. Along the Channel you'll find your private dock and lift where a day of boating beckons you onto the tropical waters to fish, island hop or pop into a waterfront restaurant. You can also slide a kayak into the water and explore the natural and protected Buck Key just across the channel or enjoy a peaceful moment by the water under the shade of your thatched tiki hut. This is one of those rare properties where time stands still, and the fast pace of life is left by the entrance to your amazing garden.
33924 - 225008378 - 2117 Gulf Beach Villas, Captiva, FL 33924 62 Days on yellowkey
$675,000 | Condo | 1 beds | 1.0 baths
Enjoy Gorgeous Sunsets and Sand Between Your Toes! Directly on the beach! This coastal inspired one bedroom / one bath Gulf Beach Villas offers beach front living within the gates of South Seas Resort. Fully furnished and turnkey! Impact glass, white cabinets, vinyl plank flooring, etc. The association offers a large pool and pool deck, tennis/pickelball courts, tropical landscaping, exterior storage locker, grills and the nicest neighbors! Short walk to the Captiva Village with lively restaurants and fun shopping! This location and condo has it all!
Listing is courtesy of: Royal Shell Real Estate, Inc. (239-472-0078)Listing Agent: Mary Ann Cowart (239-851-6447)
33924 - 225011517 - 11400 Old Lodge Lane UNIT 1C, Captiva, FL 33924 62 Days on yellowkey
$1,475,000 | Condo | 2 beds | 2.0 baths | 1 car
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 or head out to the Gulf for a stunning Sunset. Conveniently located close to the marina for all your boating needs. Enjoy some of the BEST fishing on the West coast of Florida! Condo offers tile plank floors throughout main living area and carpet in bedrooms, new air conditioner handler/compressor and tankless water heater. Custom tile and granite vanity in both bathrooms. Stainless Steel appliances, granite counters in kitchen and built-in buffet. Have coffee on your lanai and take in a beautiful sunrise on Pine Island Sound. Amenities include a private dock with a rare opportunity to add your own boat lift, fishing pier, sparkling pool, workout room, BBQ grills and just a short stroll to the beach down one of Captiva's private lanes. Enjoy incredible sugar sand beaches and some of the world's best shelling. Walk into the heart of Captiva's "Village" for dining, shopping, marina and more. Condo buildings have a new roof and are in the process of replacing all siding with Hard-I board siding. Lanais are in the process of being completed.
Listing is courtesy of: Vip Realty Sanibel And Captiva (239-472-5187)Listing Agent: Karen Bell (239-851-0168)
33924 - 225008088 - 11547 Laika Lane, Captiva, FL 33924 68 Days on yellowkey
$2,995,000 | Florida,Two Story | 4 beds | 4.0 baths
Welcome to your dream beach house on desired Captiva Island! Just two parcels from the pristine sands of the gulf, this stunning four-bedroom, four-bath home offers the ideal blend of luxury, relaxation and income potential. With a spacious open floor plan and soaring coffered ceilings in the great room, this property is designed to impress at every turn. Enjoy breathtaking gulf views from the expansive rooftop sundeck, ideal for watching sunsets or soaking up the sun in privacy. Southern exposure ensures ample natural light throughout the day, creating a warm and inviting atmosphere. The property features a beautiful pool, ideal for a refreshing dip after a day at the beach. Whether you're looking for a private getaway or an income-generating investment, this home has it all, offering potential excellent returns through weekly rentals. In the heart of the Captiva Village, you're just moments from the beach, dining, shopping and all the charm this renowned island has to offer. Don't miss your chance to own this beachside oasis with incredible potential.
33924 - 225006221 - 16950 Captiva Drive, Captiva, FL 33924 70 Days on yellowkey
$23,000,000 | Contemporary,Two Story,See Remarks | 6 beds | 7.0 baths | 3 gar
Arguably the most architecturally significant home to ever be brought to market on Captiva, Bella Luna was nationally recognized for impeccable design when it received the American Institute of Building Design’s (AIBD) prestigious American Residential Design Award (ARDA) in 2021. Conceptualized by the renowned Wayne Visbeen of Visbeen Architects, Bella Luna reflects the exceptional craftsmanship and innovative design for which the firm is celebrated. Known for collaborating with prestigious clients such as the Metropolitan Museum of Art, Martha Stewart, and Disney, Visbeen Architects brings the same level of artistry and attention to detail to residential projects, making this property a masterpiece of design and livability. Constructed to be a fortress of concrete and steel, the substantial nature of the structure is resilient yet refined. Employing hotel and hospitality design techniques, every detail was meticulously tailored to enhance the human experience through sophistication and functionality, creating intimate experiences in the grandeur of larger spaces. A 24-foot fully retractable wall of glass seamlessly unites the indoors with the 4,000-plus-square-foot outdoor entertainment deck featuring a 1,575-square-foot resort-style pool with 360-degree spillover spa and an impressive 48-foot negative edge waterfall wall accentuated by fountain bowls on either end. For entertaining poolside, the luxurious cabana-kitchen can connect to the adjacent primary kitchen by opening the wall of disappearing sliders. Embodying a commercial functionality with sophisticated quality, the kitchen is timelessly beautiful and practical for the professional chef or home cook featuring industry-leading appliances including 48-inch Wolf dual fuel range, Miele coffee machine, Sub-Zero refrigeration and freezer towers, and dual Cove dishwashers. A feature sheet is available detailing the extensive upgrades, features and breathtaking attributes.
33924 - 225009382 - 4112 Bayside UNIT 4112, Captiva, FL 33924 71 Days on yellowkey
Welcome to Bayside Villas, where coastal charm meets modern comfort! This beautifully appointed one-bedroom, two-bathroom villa offers breathtaking views of the marina and bay, leading to open waters. Designed for relaxation and functionality, the villa features luxury vinyl flooring, granite countertops, and coastal-inspired décor throughout. Nestled in the heart of the Bayside Villas community, enjoy convenient access to Captiva’s pristine beaches, vibrant village, and unforgettable sunsets. Community amenities include a pool, spa, under-building parking, and an assigned storage locker. This property is perfect for personal enjoyment or investment. Your slice of paradise awaits!
33924 - 225006569 - 3221 Tennis Villas, Captiva, FL 33924 71 Days on yellowkey
Amidst lush palms and native tropical landscaping, this charming condo comes fully furnished and ready to enjoy. Located within South Seas Resort, this second-floor, 1-bedroom Tennis Villa offers a serene and convenient island lifestyle. The condo features an open floor plan with bright island-inspired décor, luxury vinyl flooring, wood shiplap accent walls, a fully equipped kitchen with granite countertops, and a screened lanai overlooking a beautifully landscaped courtyard. Relax and unwind in this peaceful setting while enjoying all the amenities of the South Seas Villas community, including a private pool, grilling stations, and a picnic area. Just a short walk from Captiva’s beaches along the Gulf of Mexico, and close to the Village’s shops and restaurants, this condo offers an unbeatable location for experiencing the best of island life. Whether you're seeking a personal retreat or an investment opportunity, 3221 Tennis Villas is your gateway to paradise!
33924 - 225006514 - 2121 Gulf Beach Villas, Captiva, FL 33924 72 Days on yellowkey
$1,475,000 | Condo | 3 beds | 3.0 baths
Don’t miss this RARE two-story, 3 bedroom, 3 bathroom Beach Villa offering direct gulf views! The corner location ensures abundant natural light and enhanced privacy, while the open floor plan seamlessly connects the living, dining, and kitchen areas, perfect for entertaining or relaxing after a day at the beach. Savor in the calm sound of the waves while witnessing an incredible Captiva sunset from the luxury of your living room or patio. Located on the lower level are the primary bedroom with en-suite bathroom and a guest bedroom + bathroom. Stack washer & dryer as well! Walk upstairs to the additional bedroom offering an en-suite bathroom. Plenty space for family, friends, and guests! If you’re seeking an investment or family property, this property provides the perfect blend of coastal living and convenience. As part of Gulf Beach Villas, residents and guests enjoy access to a pool, tennis/pickleball courts, grills, and steps to the sandy beaches. Just walking distance to the Village of Captiva, retail shops, Starbucks, and restaurants!
33924 - 225007259 - 15735737 Captiva Drive, Captiva, FL 33924 74 Days on yellowkey
$13,995,000 | Other,See Remarks | 5 beds | 5.5 baths | 2 gar
Embraced by the sparkling waters of the Gulf & the mesmerizing Bay, this extraordinary estate, Dolphins Crossing, offers unparalleled luxury and rare waterfront living. Spanning from Gulf to Bay, this breathtaking property is truly a unique find. A special aspect of this iconic estate is the historic boathouse, expertly curated as a charming & updated guest cottage with timeless character, and magnificent bay views. The main residence is a spectacular blend of elegance and comfort, featuring breathtaking & expansive living spaces with panoramic Gulf & Bay views, travertine stone, custom designs and finishes throughout, & a chef's kitchen that will inspire culinary creativity. Impressive indoor and outdoor entertaining areas seamlessly connect, including an expansive outdoor area framed by a sparkling pool and spa. From the huge garage to the top floor guest suites, the added comfort features are too numerous to mention. With direct access to both the Gulf & Bay, this estate offers the ultimate island lifestyle. Dolphins Crossing presents a rare opportunity to own a piece of history while enjoying the finest in modern luxury living. This is more than just a home - it's a legacy.
Listing is courtesy of: Kingfisher Real Estate, Inc. (239-472-4411)Listing Agent: Valerie Tutor (239-834-8141)
33924 - 225006304 - 27 Urchin Court, Captiva, FL 33924 74 Days on yellowkey
$1,250,000 | Two Story | 2 beds | 2.5 baths
In the days of historic Captiva when cottages were all you needed because you spent your time outdoors fishing and visiting with neighbors, when Andy Rosse, Binder and Dickey were more than just funny names on street signs, life was simpler. Reminiscent of the old Captiva lifestyle, this Sunset Captiva cottage embodies the spirit of the island fishing camps synonymous with this area. Borrowing from the wisdom of old Florida construction, the pecky cypress siding is naturally resistant to decay and insects. The sprawling porches are the ideal backdrop for sharing an evening meal and relaxed conversation at end of a long day. Sunset Captiva offers one of the few options in the Captiva Village where a private owner or renter can keep a boat. Whether jumping on your boat for a day of restaurant hopping from Cabbage Key to Boca Grande, spending a leisurely afternoon fishing from the dock or getting some exercise paddleboarding in the gulf, Sunset Captiva has all the tropical watersports covered. If land-based sports are your preference, Sunset Captiva offers a pool, beach boardwalk, tennis courts and one of the island’s only community pickleball courts.
33924 - 225006448 - 17181 Captiva Drive, Captiva, FL 33924 75 Days on yellowkey
$6,975,000 | Multi-Level,Two Story | 5 beds | 4.5 baths | 3 gar
You really can have it all! Boating on the Bayside and the beach at your door. An unparalleled setting with tremendous views from every room of this exceptional residence that enjoys stunning sunrises, and phenomenal sunsets. 150 ft of linear gulf frontage allows for 180* unobstructed views of the Gulf ofMexico. As you enter this commanding residence, your eye is drawn through the great room, to the bayside with its abundance of daily wildlife. Five ensuite bedrooms ensure privacy and comfort, while a private elevator and temperature-controlled wine room enhance convenience and luxury. The first level offers tremendous storage, and the home is being sold as-is. The buyer will assume responsibility for landscaping, irrigation, and repairs to the ground-level storage area. Interior areas sustained no damage ;trim was removed in preparation for window and door replacement, which will also be the buyers responsibility. Some west-facing windows have already been upgraded to impact glass. With eight brand-new AC systems and offered well below duplication cost, this home presents unmatched potential in a truly one-of-a-kind location.
33924 - 225006425 - 5112 Bayside Villas, Captiva, FL 33924 75 Days on yellowkey
$350,000 Reduced | Condo | 1 beds | 2.0 baths
Located at Bayside Villas inside world renowned South Seas!
33924 - 224105072 - 1408 Beach Cottages, Captiva, FL 33924 76 Days on yellowkey
$1,650,000 | Condo | 2 beds | 2.0 baths
Just steps from toes in the sand!! Meticulously redesigned and completely renovated in 2020 by renowned island builder, Estate Management Construction, this exquisite 2-bedroom, 2-bathroom condo is a turn-key treasure offering unparalleled luxury within the gates of South Seas Resort. Every detail has been thoughtfully crafted to enhance both form and function. The reimagined floor plan maximizes space with an expanded kitchen featuring an extended quartz island, providing ample counter and storage space—perfect for entertaining or everyday living. Truly one-of-a-kind, this condo showcases white-oak engineered hardwood flooring, premium stainless steel KitchenAid appliances, impact-rated sliding glass doors, and elegant floor-to-ceiling tile in the walk-in showers. Coastal contemporary furnishings and hardwood shaker doors add to the refined yet relaxed aesthetic. This condo offers the ultimate island lifestyle with easy access to Captiva’s renowned white sandy beaches, charming village shops, Starbucks, and local island dining eateries. Experience coastal living at its finest in this rare gem that blends luxury, comfort, and the essence of Captiva Island.
33924 - 224102046 - 631 Rum Road, Captiva, FL 33924 85 Days on yellowkey
$1,750,000 | Florida,Two Story,Stilt | 4 beds | 4.0 baths | 1 gar
Welcome to 631 Rum Road, Captiva Island – your dream retreat awaits!This stunning, completely remodeled and updated canal-front home on sought-after Captiva Island offers the perfect mix of luxury, charm, and income potential with a proven track record of successful rentals. Rarely available and overflowing with style, this gulf-access property boasts unbeatable water views and backs up to a pristine wildlife preserve – a haven for birdwatchers and nature lovers. Whether sipping your morning coffee or enjoying a sunset cocktail, the upstairs balcony provides a front-row seat to nature's beauty.Inside, you’ll find an abundance of natural light accentuating the spacious, open floor plan. The modern kitchen dazzles with gleaming granite countertops, stainless steel appliances, and elegant finishes, seamlessly connecting to the main living space. The bright, airy living areas feature tall ceilings, tasteful coastal decor, and beautiful flooring throughout. Each room feels perfectly curated to complement the island lifestyle.Step outside and discover your own tropical oasis – a private pool surrounded by lush greenery and ample room for entertaining. Whether it’s lounging poolside, hosting a family gathering, or relaxing in the shaded patio space, this home is designed for ultimate relaxation and fun. Boaters will love the convenient canal access to the Gulf of Mexico, just moments away for a day on the water.Located minutes from public parking to Captiva's widest white sandy beach, you’re never far from a day in the sun, surf, and sand. With the perfect blend of tranquility and accessibility, 631 Rum Road is the island escape you’ve been waiting for – ideal as a personal paradise, investment property, or both. Don't miss this rare opportunity to own a slice of Captiva Island’s best.Schedule your private showing today and let the island lifestyle begin!
Listing is courtesy of: Compass Florida, Llc. (305-851-2820)Listing Agent: Adnan Dedic (941-726-2917)