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15361 Captiva Drive, Captiva
$3,820,000
5 Beds ⋅ 5 Baths ⋅ 2026024624 MLS
Steps from the Gulf, this beautifully appointed 5-bedroom, 5-bath home known as Almost Heaven sits along the desirable Tween Waters stretch in the heart of Captiva Village, offering the island’s best combination of location and livability. This residence delivers turquoise-water views and puts you a minute’s walk from the Village’s boutiques and galleries. Deeded beach access adds an extra layer of convenience and long-term value. A dramatic two-story great room anchors the main living space, complemented by a formal dining area perfect for hosting family dinners or entertaining guests. The gas fireplace adds warmth and ambiance on cooler evenings, while the chef’s kitchen brings it all together with an oversized refrigerator, glass cooktop, built-in microwave, wine cabinet, and premium cabinetry. Thoughtfully designed for gathering, the home sleeps up to 14. The primary suite is complete with a morning bar and beverage cooler, a jetted soaking tub, and an oversized dual-spray walk-in shower. Two additional king suites, a queen bedroom, and a built-in bunk room complete the sleeping arrangements. This home is ideal for multigenerational living or hosting extended family and friends. Outdoor living centers on a private heated pool with a spa and an adjacent putting green, surrounded by lush, mature tropical landscaping for total privacy. Extensive recent upgrades bring peace of mind and easy living, including a brand new metal roof, impact windows and doors, an elevator, garage doors, pool equipment, and air conditioners, plus newly installed EnduraFlood paneling on the ground level. Whether as a personal retreat or a strong income-producing investment on one of Southwest Florida’s most sought-after barrier islands, Almost Heaven offers a rare blend of privacy, proximity to the beach, and Village walkability that’s difficult to replicate.

15361 Captiva Drive, Captiva

4265 W Gulf Drive, Sanibel
$8,150,000
4 Beds ⋅ 6 Baths ⋅ 226034965 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Completely Renovated!!! Exceptional opportunity to own along prestigious West Gulf Drive, one of Sanibel Island’s most sought-after Gulf-front corridors. This premier location offers direct access to the pristine beaches of Sanibel Island, renowned for sugar-white sand, world-class shelling, and breathtaking sunsets over the Gulf of Mexico. Nestled in a quiet, low-density residential setting, properties along W. Gulf Dr. provide a serene island lifestyle surrounded by lush tropical vegetation and coastal preserves. Enjoy miles of unspoiled shoreline, abundant wildlife, and easy access to biking and walking paths throughout the island. Ideal for full-time residence, seasonal retreat, or investment property, this location combines privacy with convenience—just a short drive to local dining, shopping, and marinas. Experience the best of Southwest Florida coastal living in an unparalleled beachfront setting. This completely reimagined beachfront home has been thoughtfully redesigned to offer a like-new coastal retreat featuring a MBR with his and her bathrooms and closets and 3 generous en-suites. Main living area features an open-concept floor plan with expansive impact glass, the home captures sweeping Gulf views and abundant natural light throughout. The all-new chef’s kitchen showcases custom cabinetry, double islands with quartz countertops, and premium appliances in addition to new roof, impact windows and doors, updated electrical, plumbing, private elevator and HVAC systems, and refined coastal finishes throughout. Outdoor living is elevated with extensive landscaping(in the process) a spacious pool deck, redesigned pool area, and direct access to Sanibel’s white-sand beaches—perfect for enjoying breathtaking sunsets year-round. A rare opportunity to own a fully renovated, move-in-ready beachfront property on Sanibel Island.

4265 W Gulf Drive, Sanibel

15160 Captiva Drive, Captiva
$4,749,000
6 Beds ⋅ 7 Baths ⋅ 2025024133 MLS
Experience the timeless coastal allure of 15160 Captiva Drive, a stunning estate designed with a rare reverse floor plan to capture sweeping bay views from its multi-level decks. This 6-bedroom + den, 6.5-bath residence offers more than 4,800 square feet of refined living space, blending elevated design with effortless island living. Crafted in Coastal-Tuscan style, the home showcases travertine flooring in the main living areas, warm wood flooring in the bedrooms, and soaring 10+ ft ceilings with detailed crown molding. The thoughtful layout features multiple living rooms, all ensuite bedrooms, an elevator, a morning kitchen, and a private in-law suite—ideal for hosting with comfort and privacy in mind. The chef’s kitchen is beautifully appointed with a gas cooktop, stainless steel appliances, granite countertops with breakfast bar seating, custom wood cabinetry, a walk-in pantry, oversized sink, and a dedicated bar area for seamless entertaining. Step outside and enjoy the best of the #IslandLifestyle with a private pool and spa, spacious covered and open patios, and effortless beach access just a short walk away. Perfectly positioned near Captiva Village, beloved island restaurants, and boutique shopping, this residence embraces everything that defines the #CaptivaLifestyle.

15160 Captiva Drive, Captiva

16543 Captiva Drive, Captiva
$3,750,000
3 Beds ⋅ 3 Baths ⋅ 225029219 MLS
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.

16543 Captiva Drive, Captiva

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