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$8,995,000

Majestic Gulf-front estate located on West Gulf Drive, Sanibel Island’s most coveted and prestigious beachfront address. Widely regarded as the premier location on the island, West Gulf Drive offers expansive estate-sized parcels, exceptional privacy, no HOA restrictions, and some of the quietest, least-traveled beaches on Sanibel. For those seeking the finest beachfront living, this is simply where you want to be. Set back from both the road and the shoreline, the property enjoys a rare sense of seclusion while maintaining breathtaking, unobstructed Gulf of Mexico views and spectacular sunsets. Elevated for peace of mind, the approach is framed by lush, tropical landscaping that immediately sets the tone, private, serene, and resort-like from the moment you arrive. The residence blends Sanibel’s relaxed coastal charm with the refined architectural presence often associated with Palm Beach and Naples, elegant yet approachable, luxurious without pretense. Designed to function as a true home rather than a showpiece alone, the interior is warm, inviting, and ideal for entertaining, extended family stays, and memorable gatherings. Upon entry, the volume of the main living area is immediately felt, highlighted by soaring beam ceilings, remarkable architectural detailing, and exquisite millwork throughout. The design strikes a perfect balance between formal and casual, grand in scale yet comfortable and livable, with a flow that feels both intentional and effortless. Mediterranean-inspired architecture gives the home a timeless character, complemented by expansive indoor and outdoor living spaces. Multiple lanais and deck areas invite effortless Gulf-front living, while the tranquil, resort-style pool area offers a peaceful retreat with sweeping water views and unforgettable sunsets. This meticulously built estate includes luxury amenities expected at this caliber, including an elevator, multiple game and recreation rooms, wine room, theater, office, indoor and outdoor kitchens, and flexible spaces for optional additional bedrooms. Professionally decorated with custom-designed furnishings, the residence is offered fully appointed, creating a rare turnkey opportunity. A true family compound and legacy property, this extraordinary West Gulf Drive estate offers unmatched privacy, prestige, and livability in one of Sanibel Island’s most iconic beachfront settings.

5 Beds ⋅ 5 Baths ⋅ 2026006746 MLS

Majestic Gulf-front estate located on West Gulf Drive, Sanibel Island’s most coveted and prestigious beachfront address. Widely regarded as the premier location on the island, West Gulf Drive offers expansive estate-sized parcels, exceptional privacy, no HOA restrictions, and some of the quietest, least-traveled beaches on Sanibel. For those seeking the finest beachfront living, this is simply where you want to be. Set back from both the road and the shoreline, the property enjoys a rare sense of seclusion while maintaining breathtaking, unobstructed Gulf of Mexico views and spectacular sunsets. Elevated for peace of mind, the approach is framed by lush, tropical landscaping that immediately sets the tone, private, serene, and resort-like from the moment you arrive. The residence blends Sanibel’s relaxed coastal charm with the refined architectural presence often associated with Palm Beach and Naples, elegant yet approachable, luxurious without pretense. Designed to function as a true home rather than a showpiece alone, the interior is warm, inviting, and ideal for entertaining, extended family stays, and memorable gatherings. Upon entry, the volume of the main living area is immediately felt, highlighted by soaring beam ceilings, remarkable architectural detailing, and exquisite millwork throughout. The design strikes a perfect balance between formal and casual, grand in scale yet comfortable and livable, with a flow that feels both intentional and effortless. Mediterranean-inspired architecture gives the home a timeless character, complemented by expansive indoor and outdoor living spaces. Multiple lanais and deck areas invite effortless Gulf-front living, while the tranquil, resort-style pool area offers a peaceful retreat with sweeping water views and unforgettable sunsets. This meticulously built estate includes luxury amenities expected at this caliber, including an elevator, multiple game and recreation rooms, wine room, theater, office, indoor and outdoor kitchens, and flexible spaces for optional additional bedrooms. Professionally decorated with custom-designed furnishings, the residence is offered fully appointed, creating a rare turnkey opportunity. A true family compound and legacy property, this extraordinary West Gulf Drive estate offers unmatched privacy, prestige, and livability in one of Sanibel Island’s most iconic beachfront settings.

3767 W Gulf Drive, Sanibel

Listing Courtesy of Royal Shell Real Estate, Inc.

$4,749,000

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.

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

Listing Courtesy of John R. Wood Properties

$9,700,000

This meticulously refined Gulf-front estate embodies the essence of tropical luxury—where timeless craftsmanship meets modern elegance. Thoughtfully enhanced over time, SOUTH HAVEN blends comfort, sophistication, and functionality at every turn. Recent updates include a redesigned kitchen and dining area, a reimagined primary bath, and a new roof (2023), along with premium finishes and fixtures throughout. The main level welcomes you with a sun-filled foyer leading to multiple guest suites, including a dual guest wing for added privacy. The chef-inspired kitchen combines contemporary design with coastal warmth, opening to a bright dining alcove ideal for gatherings. The living room frames uninterrupted Gulf views, creating a serene backdrop for every moment. Upstairs, the owner’s suite commands sweeping ocean vistas and features a stone-clad electric fireplace, woven flooring, and a tranquil, spa-like ambiance. The ground level includes a spacious garage, flexible-use spaces, and elevator access to all floors for effortless convenience. Outdoors, the estate is graced by towering Royal Palms, a resort-style pool with sun shelf, and covered lounging and dining areas designed for relaxed entertaining. Beyond the pool, a private beachside yard with manicured greens, a seaside walkway, and a charming shorefront cabana completes the coastal experience. From its refined architecture to its breathtaking sunsets, South Haven stands as a true Captiva masterpiece—where every detail celebrates the art of island living.

5 Beds ⋅ 5 Baths ⋅ 2025014681 MLS

This meticulously refined Gulf-front estate embodies the essence of tropical luxury—where timeless craftsmanship meets modern elegance. Thoughtfully enhanced over time, SOUTH HAVEN blends comfort, sophistication, and functionality at every turn. Recent updates include a redesigned kitchen and dining area, a reimagined primary bath, and a new roof (2023), along with premium finishes and fixtures throughout. The main level welcomes you with a sun-filled foyer leading to multiple guest suites, including a dual guest wing for added privacy. The chef-inspired kitchen combines contemporary design with coastal warmth, opening to a bright dining alcove ideal for gatherings. The living room frames uninterrupted Gulf views, creating a serene backdrop for every moment. Upstairs, the owner’s suite commands sweeping ocean vistas and features a stone-clad electric fireplace, woven flooring, and a tranquil, spa-like ambiance. The ground level includes a spacious garage, flexible-use spaces, and elevator access to all floors for effortless convenience. Outdoors, the estate is graced by towering Royal Palms, a resort-style pool with sun shelf, and covered lounging and dining areas designed for relaxed entertaining. Beyond the pool, a private beachside yard with manicured greens, a seaside walkway, and a charming shorefront cabana completes the coastal experience. From its refined architecture to its breathtaking sunsets, South Haven stands as a true Captiva masterpiece—where every detail celebrates the art of island living.

16770 Captiva Drive, Captiva

Listing Courtesy of John R. Wood Properties

$3,750,000

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.

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

Listing Courtesy of Royal Shell Real Estate, Inc.