Captiva, Florida listings for sale

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$23,000,000 - Captiva, FL
16950 Captiva Drive Captiva, FL - 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.
2021 | 6 | 7 | 8,596 sqft.
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$13,995,000 - Captiva, FL
15735/737 Captiva Drive Captiva, FL - Set amidst the glistening waters of the Gulf and the captivating Bay, this stunning estate epitomizes unparalleled luxury and exclusive waterfront living. Stretching from beachside to bayside, the property offers dazzling sunrises & sunsets, and shows meticulous renovations and upgrades throughout, with no detail overlooked. Every aspect of this magnificent estate has been crafted with the utmost care and precision, ensuring a truly exceptional living experience. The main residence is a stunning blend of elegance and comfort, highlighting airy living spaces and breathtaking panoramic views of the Gulf and Bay. The home features shell stone floors, custom designs, exquisite finishes, advanced technology and refined amenities. The chef's kitchen, equipped with the finest of Viking appliances, is sure to inspire culinary creativity. The impressive indoor and outdoor entertaining areas seamlessly connect, creating a harmonious flow between spaces. The expansive outdoor area is framed by a sparkling pool and spa, artfully designed with grace and sophistication in mind. From the immaculate garage to the luxurious top-floor guest suites, the numerous comfort features elevate and enhance island living. A special aspect of this iconic estate is the historic boathouse where Teddy Roosevelt stayed in 1917, expertly curated as a charming & updated guest cottage with timeless character, and magnificent bay views. Dolphins Crossing presents a rare opportunity to own one of the very few properties that encompasses Gulf and Bay, offering the ultimate Captiva Island lifestyle. Truly the best of both worlds, owning a piece of history while enjoying the finest in modern luxury living. This is more than just a home - it is a statement legacy.
2005 | 5 | 6 | 5,751 sqft.
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$12,500,000 - Captiva, FL
16530 Captiva Drive Captiva, FL - 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.
1956 | 5 | 6 | 5,843 sqft.
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$10,995,000 - Captiva, FL
941 S Seas Plantation Road Captiva, FL - Rare opportunity to purchase a luxurious gulf front estate on Captiva Island within the gated resort community of South Seas Resort. This stunning coastal property offers 102' of beach frontage with breathtaking sunsets and views of the Gulf of Mexico. Totally renovated and remodeled with new quality craftsmanship and attention to every detail. All new Interior furnishings and amenities include, striking quartzite countertops and custom solid wood cabinetry in the kitchen, coffee bar and master bathroom, beautiful wide plank wood floor throughout, custom ceiling details, private elevator, laundry w/ lots of storage, powder bath, 2 bedrooms w/ ensuite bathrooms, electric blinds and designer furnishings. The spacious kitchen features a gas Wolf range, beverage cooler, refrigerator, freezer, microwave, and dishwasher. Gorgeous views of the beach from the kitchen, dining and great room. The penthouse style primary bedroom features a sitting area, laundry, beautiful bathroom and private deck overlooking the Gulf which is perfect for enjoying a morning cup of coffee or evening star gazing with a tropical beverage. Multiple set of sliders lead to a huge outdoor deck featuring a refreshing main level swimming pool. The structure has concrete pilings, a new standing seam metal roof, impact windows and doors throughout, expansive circular driveway, tropical landscaping with pops of color and strategically designed low voltage lighting. There is an oversized two car garage with room for bikes, beach & fishing gear, a separate golf cart garage area, and an epoxy finish on the floor. The bonus area is fun for guests and a nice addition to the home! After sun and fun, enjoy the refreshing outdoor shower for a quick rinse before splashing in the pool. This home has it all ~ location and lifestyle!
1994 | 3 | 4 | 3,152 sqft.
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$10,900,000 - Captiva, FL
16730 Captiva Drive Captiva, FL - Fantastic Private Beachfront Sanctuary located on the Gold Coast of Captiva Island, where timeless craftsmanship meets coastal luxury. Framed by beautiful Royal Palms and lush, mature landscaping, this extraordinary estate is a rare opportunity to own one of Captiva's most unique and artfully designed properties. A beautifully maintained private boardwalk winds through native foliage, offering quick and effortless access to Captiva's world-renowned white sand beaches and turquoise waters. The oversized resort-style pool with integrated spa, and expansive covered lounge area creates the perfect environment for laid-back island living or upscale entertaining. Step inside through hand-crafted double doors by renowned sculptor Kim Brandell into a soaring great room, where floor-to-ceiling windows frame postcard-worthy views of the Gulf and surrounding nature. Natural light floods every corner, enhancing the home's thoughtful architecture and elevated coastal feel. The gourmet kitchen is both functional and stylish, featuring high-end appliances, extensive counter space, a large walk-in pantry, and seamless flow into the main living areas. The spacious VIP suite offers the ultimate retreat-located just off the elevator, it features a private balcony, an expansive sitting/dressing room, floor-to-ceiling windows, and a luxurious bath complete with oversized shower, soaking tub, and custom mirrors. The home is spacious thru out offering private guest suites for your guest and family to enjoy. Additional highlights include concrete construction on pilings, estate zoning (with potential for additional dwellings), huge rec space, generous balcony and deck space on all levels, and panoramic Gulf views throughout. This is not just a home-it's an experience. A rare blend of serenity, style, and superior design, tucked away in one of Captiva Island's most coveted settings.
1995 | 5 | 6 | 5,059 sqft.
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$9,700,000 - Captiva, FL
16770 Captiva Drive Captiva, FL - SOUTH HAVEN-Experience unparalleled tropical luxury at South Haven, a meticulously designed concrete piling home that seamlessly blends elegance and functionality. Recent enhancements include a fully remodeled kitchen, dining room, and primary bath, along with a 2023 roof replacement and premium finishes throughout. The main level features a sunlit foyer, guest accommodations, and dual guest retreats in a private wing. The redesigned kitchen boasts modern amenities and a bright dining nook, while the living room offers sweeping coastal views. Upstairs, the owner's suite captivates with Gulf of America vistas, a stone-clad electric fireplace, and sophisticated woven flooring. The ground level includes a spacious garage and versatile spaces, all accessible via an elevator serving every level. Outside, Royal Palms frame the exquisitely designed pool area, complete with a sunbathing platform, covered dining, and lounging spaces. A beachside yard features a private cabana, landscaped greens, and a serene walkway to the shore. South Haven is the ultimate coastal retreat, offering exceptional craftsmanship, lush surroundings, and unforgettable sunsets.
1998 | 5 | 4 | 4,134 sqft.
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$9,450,000 - Captiva, FL
16777 Captiva Drive Captiva, FL - 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.
1989 | 6 | 6 | 5,346 sqft.
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$8,495,000 - Captiva, FL
15009 Binder Drive Captiva, FL - Nestled on storied Binder Drive, where the road winds quietly past some of Captiva's most cherished waterfront homes, 15009 Binder Drive aka Limoncello is a rare fusion of historic charm and refined coastal elegance. Built in 1964-just one year after the Sanibel Causeway connected Captiva to the mainland-this estate is more than a home; it's a reflection of the island's evolution and enduring spirit. Originally part of the homestead of William Herbert Binder, Captiva's first modern settler, the land became part of Captain Frank A. Lane's visionary "Lane's Bay View." Today, this beautifully reimagined bayfront retreat honors that legacy while embracing modern luxury. The main residence offers panoramic views of Captiva's Bayfront and a light-filled floor plan featuring three spacious bedrooms, four full baths, a powder room, and soaring vaulted ceilings. Impact-rated windows and doors frame every room in natural light, bringing the outside in. The gourmet kitchen is a showpiece, appointed with top-of-the-line appliances, waterfall quartz countertops, custom wood cabinetry, designer lighting, and a paneled refrigerator. A thoughtfully designed wet bar includes refrigerator drawers, an ice maker, and custom shelving-perfect for effortless entertaining. The primary suite offers ultimate serenity with bayfront views, dual walk-in closets, a private balcony, and a luxurious spa bath with soaking tub and walk-in shower. Step outdoors to a private paradise: a fenced-in pool surrounded by tropical landscaping, artificial turf, a putting green, expansive decking, and screened porch. From your backyard, watch the Lady Chadwick glide across the channel or launch straight into the Gulf with deep-water dockage, a 40,000 lb boat lift, two jet ski lifts, and a kayak/paddleboard platform. Two charming guest residences complete the estate: a cozy one-bedroom cottage, and an elevated one-bedroom suite with a mini kitchen. Whether for visitors or private retreat, each space extends the legacy of warm island hospitality. 15009 Binder Drive is more than a Captiva address-it's a timeless chapter in the island's living history.
1964 | 5 | 6 | 3,915 sqft.
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$7,950,000 - Captiva, FL
16512 Captiva Drive Captiva, FL - Nestled within a lush tropical estate setting & located along the best stretch of the Gold Coast of Captiva Island is this fantastic Beachfront Private Estate. The home offers an unassuming beach house feel from the outside yet enjoys an exciting, modern, euro feel interior inside. The home is very spacious & open in both the main & guest house areas w/ complete amenities. Stunningly appointed & professionally designed this is a true architectural highlight for the buyers searching for true comfort w/in a unique sophisticated beach home. Main residence & guest house features 7 bedrooms, 5.5 baths w/dramatic beach side pool & large screened lanai areas. Enjoy Panoramic Sunset Views of the Gulf of Mexico from 2 levels of large open fixed windows. Gorgeous hard wood & shell stone floors thru out. Beautiful wood work. Soaring ceilings. Roof top sundeck. Lots off additional yard space to enjoy or add onto!
2009 | 6 | 6 | 5,813 sqft.
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$6,995,000 - Captiva, FL
16500 Captiva Drive Captiva, FL - Captiva Gold Coast sanctuary, where coastal luxury meets wellness living. Welcome to one of Captiva Island's offerings-a private, contemporary estate tucked away at the end of a winding 200-foot drive, set on 1.3 acres along the elite Gold Coast. With 100 feet of direct Gulf frontage and unobstructed western exposure, this is a front-row seat to nature's most spectacular show with nightly sunsets over the water. Thoughtfully designed for the wellness-minded, the home centers around an open-air solarium-an architectural centerpiece featuring a 44-foot lap pool that invites morning swims, cold-plunge recovery or meditative moments surrounded by sea air. Two casita-style guest suites, each with private entrances from the solarium, offer luxurious privacy for family and friends, evoking the intimacy of a boutique retreat. For the investment-minded property owner, this home has an established track record of repeat rentals that have consistently generated approximately $600,000 annually in gross rents. The flexibility of the space and the fact that every bedroom has a dedicated bath ensure the home remains a popular short-term rental. This low-profile contemporary residence channels the spirit of mid-century California beach bungalows, with clean lines, organic textures, and a seamless flow between indoor serenity and outdoor splendor. Deeded walking access to Roosevelt Channel adds yet another layer of coastal freedom to this already rare property. Zoned RSC-2, this estate is more than just a home, it's a foundation for legacy living. The expansive grounds offer space for a guest house, caretaker's cottage, resort-style pool, pickleball court or freestanding pool house cabana with a full gym. Here, possibilities aren't limited-they're invited. For those who measure time in sunsets, long dinners and quiet luxury, this is your canvas.
1991 | 6 | 6 | 3,771 sqft.