Captiva, Florida listings for sale

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$6,975,000 - Captiva, FL
17181 Captiva Drive Captiva, FL - 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.
2001 | 5 | 4 | 4,737 sqft.
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$6,950,000 - Captiva, FL
16475 Captiva Captiva, FL - A once-in-a-generation opportunity to own one of Captiva Island’s largest and most private bayfront estates—3.5 ACRES of gated serenity with deepwater access, sport courts, and resort-style wellness amenities. Positioned along the coveted Roosevelt Channel, this secluded estate is surrounded by lush, unspoiled nature and offers direct Gulf access with TWO PRIVATE DOCKS—each equipped with lifts, one covered—making it an exceptional find for boating and water enthusiasts. Thoughtfully crafted for both entertaining and retreat-style living, the custom-built home features rich wood flooring, soaring beamed ceilings, and a dramatic beacon tower that floods the great room with natural light. The warm, inviting interior includes a gas fireplace, formal dining room, wood-accented den, and a chef’s kitchen ideal for gathering. A private study provides a quiet retreat for work or reading, and a third bedroom located near the wellness wing offers flexible space for guests, live-in staff, or multigenerational living. TWO GRAND ENSUITE BEDROOMS serve as luxurious personal sanctuaries, each with sitting areas, morning bars, and private laundry closets. Outdoor living is equally impressive, with an expansive Brazilian wood deck overlooking a full-size private TENNIS COURT, BOCCE COURT and outdoor fireplace. A spiral staircase leads to a rooftop hot tub with panoramic views of Captiva’s colorful sunsets and starlit skies. Down by the water, a firepit offers a peaceful place to unwind as boats drift by in the channel. The private indoor wellness wing features a travertine-lined POOL, fully equipped FITNESS ROOM, and personal SAUNA—creating a spa-like experience in the comfort of your own home. Additional features include a three-car garage with workshop, and a chair lift for added accessibility. With 3.5 acres and no HOA restrictions, the property also presents RARE EXPANSION POTENTIAL—whether building additional guesthouses, enhancing outdoor amenities, or creating a multi-generational compound. Whether envisioned as a family legacy estate, a private coastal retreat, or a trophy property for entertaining, this is a rare chance to own one of Captiva Island’s most extraordinary offerings.
2003 | 3 | 4 | 3,258 sqft.
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$6,900,000 - Captiva, FL
16886 Captiva Drive Captiva, FL - Rare Beachfront Estate with Separate Guest Home on Captiva Island Seize 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!
1973 | 5 | 4 | 4,608 sqft.
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$6,500,000 - Captiva, FL
16548 Captiva Drive Captiva, FL - 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.
1957 | 4 | 4 | 2,426 sqft.
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$6,500,000 - Captiva, FL
11550 Paige Court Captiva, FL - 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. Welcome home!
1999 | 5 | 6 | 4,129 sqft.
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$6,500,000 - Captiva, FL
16979 Captiva Drive Captiva, FL - Deeded Beach Access! Opportunity is knocking! Answer the door! One of Captiva's most iconic residences resting on over 2.5 acres with 200 ft of bay-frontage overlooking the sparkling waters toward the preservation land beyond. Situated on a peninsula this property affords unparalleled wide water views unlike any other on the islands. As you approach up the shell drive you are surrounded by mature specimen plantings from around the globe that can only come with decades of establishment and deliberately arranged garden paths highlighting many exotic species. Upon arrival you are greeted with bay views before even entering due to the wonderful breezeway design which looks through to the wrap-around covered boat basin and gazebo. As you enter, you are welcomed with a hand forged cascading stairway which brings you to the interior for a knockout view. This sprawling one level home design is only possible because of the double water frontage of 200ft. Unequivocally the ultimate home for entertaining, with a massive relaxing area along with a knockout outdoor kitchen, spa and huge pool with billiards and more. Beautifully remodeled with a cool coastal feel that blends well with the architecture. Deeded beach access.
1975 | 6 | 8 | 5,598 sqft.
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$6,250,000 - Captiva, FL
16632 Captiva Drive Captiva, FL - Welcome to Halemakai, a coastal sanctuary nestled on Captiva's Gold Coast. This exceptional property boasts an impressive 100 feet of pristine Gulf frontage, radiating coastal elegance. This property presents a unique opportunity to craft your dream retreat or enhance its existing structures. The current layout features a stunning Gulf-front main house with three inviting bedrooms, a spacious den that can adapt to your needs, a fireplace, and a luxurious primary suite on the upper level that offers a private balcony overlooking the shimmering Gulf of America. Just steps away, a delightful guest house awaits, offering two bedrooms, a bathroom, and a combined kitchen/living area, perfect for hosting friends and family. As you pass through the entry gates, you'll discover a separate garage ensuring convenience. The outdoor oasis is nothing short of enchanting, featuring a screened pavilion, a gulf front cabana, a private pool and a picturesque boardwalk leading directly to the beach. Surrounded by lush tropical foliage, this property provides the ultimate seclusion and tranquility, ideal for savoring the breathtaking sunsets that illuminate the coastline. Halemakai is truly a rare gem, offering an unparalleled coastal lifestyle with direct bay access via a shared bulkhead. Whether seeking peaceful solitude or unforgettable gatherings by the sea, this luxurious property delivers the ultimate coastal lifestyle where your vision of paradise can come to life.
1969 | 5 | 4 | 3,681 sqft.
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$6,200,000 - Captiva, FL
1072 S Seas Plantation Road Captiva, FL - Enjoy immaculate Gulf and sunset views from this beautifully elevated and fully furnished 3-bedroom + entertainment room, 3.5-bath Sandrift residence located within the exclusive gates of South Seas Resort. Thoughtfully reimagined and masterfully upgraded, this home offers the perfect blend of luxury, comfort, and privacy in a low-density community setting. Step inside to discover a professionally designed coastal interior featuring wide-plank white oak flooring, custom board and batten accents, and carefully curated furnishings that create a refined, relaxed ambiance. The chef's kitchen is a showstopper, equipped with premium appliances, 2" thick Quartz countertops, handcrafted wood cabinetry, a wine/beverage bar, and an oversized farmhouse sink-highlighted by gas cooking for the culinary enthusiast. Each of the three spacious bedrooms is en-suite and offers stunning Gulf-front views, creating serene retreats for family and guests alike. The 2024 renovation brought significant upgrades throughout the home, including new plumbing, electrical, windows, decking, and a new roof-ensuring peace of mind and modern convenience. Outdoor living is elevated with multiple decks including a screened-in patio, a sunrise balcony with partial bay views, and an expansive upper sunset deck featuring panoramic Gulf views and sleek no-show cable railings. Additional highlights include a climate-controlled storage/entertainment room, a two-car climate-controlled garage with epoxy flooring, a separate back garage for beach gear, and a refreshing outdoor shower. This exceptional property offers the rare opportunity to enjoy resort-style living with all the comforts of a private home.
1988 | 3 | 4 | 2,076 sqft.
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$5,995,000 - Captiva, FL
15161 Captiva Drive Captiva, FL - Discover coastal luxury at its finest in this recently renovated bayfront estate on Captiva Island's prestigious Pine Island Sound. This architectural masterpiece, thoughtfully designed by renowned architect David Bornhorst, offers an exceptional 3,720 square feet of casually elegant living space with 105 feet of prime bay frontage along the Intracoastal Waterway. The residence showcases four spacious bedrooms plus a versatile loft space, complemented by four and a half bathrooms. A private elevator ensures seamless accessibility throughout this Americans with Disabilities Act compliant home. The open-concept design features seamlessly flowing living spaces, where the family room and living area gracefully merge with the dining room and gourmet kitchen, creating an inviting environment for entertaining. Outdoor living reaches new heights with an expansive screened lanai overlooking a private bayfront pool and spa. The deep-water dock, capable of accommodating vessels up to 85 feet, provides direct access to world-class fishing grounds where enthusiasts can pursue snook, tarpon, redfish, and permit. The property's eastern exposure treats residents to magnificent sunrise views over the tranquil waters. Nestled in the heart of historic Captiva Village, this residence offers the perfect blend of privacy and convenience. A short stroll leads to pristine Gulf beaches, acclaimed island dining establishments, and charming art galleries. Enjoy boating to the upper islands on sunny days. The home's location near Buck Key Preserve ensures abundant wildlife viewing opportunities. Whether serving as a primary residence, vacation retreat, or luxury rental property, this bayfront haven delivers an unparalleled island lifestyle where coastal elegance meets modern sophistication.
1985 | 4 | 4 | 3,720 sqft.
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$5,950,000 - Captiva, FL
944 S Seas Plantation Road Captiva, FL - Discover coastal living in this enchanting bayfront cottage, perfectly positioned within the prestigious South Seas Resort on Captiva. This vintage 1964 residence, boasting 3 bedrooms and 3 baths, captures the essence of "Olde Captiva" style while offering exceptional renovation potential. Situated on two contiguous lots with subdivision possibilities, this property presents a rare opportunity to create up to three distinct structures. The property features two new boat docks, including a coveted grandfathered-in covered boathouse, offering direct access to the Gulf of Mexico and Intracoastal Waterway with no bridges to navigate. Nature enthusiasts will delight in the abundant wildlife, with frequent visits from dolphins, manatees, snook, herons, and pelicans. This area serves as a premier spot for fishing enthusiasts, while the pristine Captiva Beach lies just across the road. The property's strategic position within South Seas opens the door to world-class amenities through available membership options. Whether seeking to preserve the authentic charm or envisioning a grand transformation, this property presents an extraordinary opportunity to create your ideal coastal sanctuary.
1964 | 3 | 3 | 1,471 sqft.