$2,695,000 Perfectly positioned on Sanibel Island's coveted east end, just one property from the Gulf, this exceptional custom-built coastal residence offers a rare combination of refined luxury, uncompromising construction, and an enviable island lifestyle. A private path leads directly to one of the world's most celebrated shelling beaches, while the coveted east-end location provides convenient on-and-off island access and a short stroll to the charming Lighthouse District with its boutiques, restaurants, and marina. Thoughtfully designed to embrace its extraordinary setting, the elevated home is built on concrete pilings and constructed to withstand Florida's coastal environment with impact-rated windows and doors, a standing seam metal roof, and durable Hardie siding and trim. From nearly every room, sweeping Gulf views create a breathtaking backdrop. The interior reflects timeless coastal sophistication, where soaring coffered vaulted ceilings, exquisite custom millwork, and solid-core 9-foot doors define the living spaces. Walls of glass welcome abundant natural light, seamlessly connecting elegant interiors with the beauty beyond. At the heart of the home, the chef's kitchen is both functional and stunning, appointed with premium appliances including a built-in refrigerator, French-door chef's oven, induction cooktop, and an expansive island designed for effortless entertaining. The elevated dining space is enveloped by mullioned glass and panoramic water views that transform every meal into an unforgettable experience. The expansive great room is filled with warmth and light, framed by spectacular Gulf vistas and beautifully detailed architectural finishes. Screened lanais at both the front and rear invite year-round indoor-outdoor living, where gentle sea breezes and the soothing sound of the surf create a setting of remarkable tranquility. Beyond, the private outdoor retreat centers around a custom heated pool and spa with a tranquil water feature and elegant travertine surround—an idyllic place to relax after a day on the beach or exploring the island by boat or bicycle. Completing the property is an oversized 6-plus-car garage, offering exceptional space for collectors, boating enthusiasts, golf carts, bicycles, and every necessity of the island lifestyle. Offering extraordinary craftsmanship, breathtaking Gulf views, direct beach access, and one of Sanibel's most desirable locations, this remarkable residence is more than a home—it is a legacy property where luxury, serenity, and the timeless beauty of island living exist in perfect harmony. 3 Beds ⋅ 2 Baths ⋅ 2026029280 MLS Perfectly positioned on Sanibel Island's coveted east end, just one property from the Gulf, this exceptional custom-built coastal residence offers a rare combination of refined luxury, uncompromising construction, and an enviable island lifestyle. A private path leads directly to one of the world's most celebrated shelling beaches, while the coveted east-end location provides convenient on-and-off island access and a short stroll to the charming Lighthouse District with its boutiques, restaurants, and marina. Thoughtfully designed to embrace its extraordinary setting, the elevated home is built on concrete pilings and constructed to withstand Florida's coastal environment with impact-rated windows and doors, a standing seam metal roof, and durable Hardie siding and trim. From nearly every room, sweeping Gulf views create a breathtaking backdrop. The interior reflects timeless coastal sophistication, where soaring coffered vaulted ceilings, exquisite custom millwork, and solid-core 9-foot doors define the living spaces. Walls of glass welcome abundant natural light, seamlessly connecting elegant interiors with the beauty beyond. At the heart of the home, the chef's kitchen is both functional and stunning, appointed with premium appliances including a built-in refrigerator, French-door chef's oven, induction cooktop, and an expansive island designed for effortless entertaining. The elevated dining space is enveloped by mullioned glass and panoramic water views that transform every meal into an unforgettable experience. The expansive great room is filled with warmth and light, framed by spectacular Gulf vistas and beautifully detailed architectural finishes. Screened lanais at both the front and rear invite year-round indoor-outdoor living, where gentle sea breezes and the soothing sound of the surf create a setting of remarkable tranquility. Beyond, the private outdoor retreat centers around a custom heated pool and spa with a tranquil water feature and elegant travertine surround—an idyllic place to relax after a day on the beach or exploring the island by boat or bicycle. Completing the property is an oversized 6-plus-car garage, offering exceptional space for collectors, boating enthusiasts, golf carts, bicycles, and every necessity of the island lifestyle. Offering extraordinary craftsmanship, breathtaking Gulf views, direct beach access, and one of Sanibel's most desirable locations, this remarkable residence is more than a home—it is a legacy property where luxury, serenity, and the timeless beauty of island living exist in perfect harmony. 1114 Seagrape Lane, Sanibel
$4,350,000 Where timeless island architecture meets modern luxury, this exceptional Captiva retreat offers the rare combination of privacy, craftsmanship, and outstanding income-producing potential. Designed by acclaimed architect Bud Lawrence and situated on a premier corner lot just steps from both the Gulf beach and bay, this 5-bedroom, 5.5-bath residence was built for both relaxed island living and unforgettable entertaining. Surrounded by lush tropical landscaping, the home centers around an impressive two-story screened lanai featuring a PebbleTec heated pool and spa, waterfall, waterslide, expansive covered living areas, and a fully equipped outdoor kitchen with a built-in Thermador grilling station. Whether hosting family gatherings or accommodating large groups, the floor plan is designed to comfortably sleep multiple generations and guests with two private primary suites, three additional guest suites, and elevator access to all levels. Inside, custom craftsmanship is showcased throughout with Brazilian cherry wood flooring, marble finishes, handcrafted Sinker Cypress doors, custom cabinetry, imported roof tiles, decorative precast architectural details, and copper gutters and downspouts. The gourmet kitchen is complemented by dual wine coolers and generous entertaining space, while extensive technology upgrades include a Control4 smart home system, a 140-inch projection screen, surround sound, and integrated outdoor audio. Perfectly positioned in the heart of Captiva Island, owners and guests can easily walk to the beach, bay, restaurants, shops, marinas, and island attractions. With its desirable location, spacious layout, resort-style amenities, and ability to accommodate larger groups, the property also offers exceptional vacation rental potential in one of Southwest Florida's most sought-after island destinations. A rare opportunity to own a distinctive Captiva residence where luxury, location, and lifestyle come together. 5 Beds ⋅ 6 Baths ⋅ 2026024474 MLS Where timeless island architecture meets modern luxury, this exceptional Captiva retreat offers the rare combination of privacy, craftsmanship, and outstanding income-producing potential. Designed by acclaimed architect Bud Lawrence and situated on a premier corner lot just steps from both the Gulf beach and bay, this 5-bedroom, 5.5-bath residence was built for both relaxed island living and unforgettable entertaining. Surrounded by lush tropical landscaping, the home centers around an impressive two-story screened lanai featuring a PebbleTec heated pool and spa, waterfall, waterslide, expansive covered living areas, and a fully equipped outdoor kitchen with a built-in Thermador grilling station. Whether hosting family gatherings or accommodating large groups, the floor plan is designed to comfortably sleep multiple generations and guests with two private primary suites, three additional guest suites, and elevator access to all levels. Inside, custom craftsmanship is showcased throughout with Brazilian cherry wood flooring, marble finishes, handcrafted Sinker Cypress doors, custom cabinetry, imported roof tiles, decorative precast architectural details, and copper gutters and downspouts. The gourmet kitchen is complemented by dual wine coolers and generous entertaining space, while extensive technology upgrades include a Control4 smart home system, a 140-inch projection screen, surround sound, and integrated outdoor audio. Perfectly positioned in the heart of Captiva Island, owners and guests can easily walk to the beach, bay, restaurants, shops, marinas, and island attractions. With its desirable location, spacious layout, resort-style amenities, and ability to accommodate larger groups, the property also offers exceptional vacation rental potential in one of Southwest Florida's most sought-after island destinations. A rare opportunity to own a distinctive Captiva residence where luxury, location, and lifestyle come together. 15161 Wiles Drive, Captiva
$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
$995,000 This is easy island living done right! Located on the West End of Sanibel Island along the edge of the Santiva neighborhood, this elevated two-bedroom, two-bath home sits on a private half-acre lot just steps from Blind Pass Beach, with the infamous Sanibel shared-use path right out front and quick access to both Captiva and Sanibel town centers. Best of all, the only land between you and the beach is a protected strip of SCCF conservation property—keeping your walk to the Gulf open, natural, and untouched. Enjoy the morning Gulf breeze with your coffee and wind down in the evening to the peaceful sound of waves lapping the shoreline. Inside, the home offers a relaxed coastal-casual design with high ceilings, luxury vinyl flooring, and bright, open living spaces that are comfortable and low-maintenance. The primary suite features a private bath and back patio, while the guest bedroom and bath are perfectly suited for guests and visitors. Outside, enjoy tropical views from the screened lanai or take advantage of the reimagined covered downstairs space—complete with new electrical and epoxy floors—ideal for entertaining or everyday island living. Sold fully furnished and loaded with recent upgrades including impact windows and doors, a new AC system with ductwork, LVP flooring throughout, and so much more-- all with the benefit of ample room for the home to grow on its oversized private lot. Walk, bike, beach, repeat—this is low-stress, high-reward island-time living! 2 Beds ⋅ 2 Baths ⋅ 2026001344 MLS This is easy island living done right! Located on the West End of Sanibel Island along the edge of the Santiva neighborhood, this elevated two-bedroom, two-bath home sits on a private half-acre lot just steps from Blind Pass Beach, with the infamous Sanibel shared-use path right out front and quick access to both Captiva and Sanibel town centers. Best of all, the only land between you and the beach is a protected strip of SCCF conservation property—keeping your walk to the Gulf open, natural, and untouched. Enjoy the morning Gulf breeze with your coffee and wind down in the evening to the peaceful sound of waves lapping the shoreline. Inside, the home offers a relaxed coastal-casual design with high ceilings, luxury vinyl flooring, and bright, open living spaces that are comfortable and low-maintenance. The primary suite features a private bath and back patio, while the guest bedroom and bath are perfectly suited for guests and visitors. Outside, enjoy tropical views from the screened lanai or take advantage of the reimagined covered downstairs space—complete with new electrical and epoxy floors—ideal for entertaining or everyday island living. Sold fully furnished and loaded with recent upgrades including impact windows and doors, a new AC system with ductwork, LVP flooring throughout, and so much more-- all with the benefit of ample room for the home to grow on its oversized private lot. Walk, bike, beach, repeat—this is low-stress, high-reward island-time living! 6092 Sanibel Captiva Road, Sanibel
$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
$3,250,000 Own this little adorable Captiva beach cottage OR "IMAGINE" and build something incrediably special like the coastal modern masterpiece shown. Displayed are Conceptual renderings of what you could build on this property. You get to decide! Enjoy this adorable beach cottage or build a new coastal modern "Landmark" getaway. Whats offered at this price is this charming seaside retreat showcases a open layout w/expansive glass sliders that open onto a large deck, offering breathtaking views of the Gulf of Mexico. Nestled just steps away from the Blind Pass bridge, where Sanibel/Captiva converge, Coquina Cottage proudly stands as the first residence on Captiva beach, establishing itself as a landmark destination. With its panoramic beach views, this idyllic getaway boasts a compact yet well-equipped kitchen, two cozy sleeping areas, & a soothing spa. Set on a half-acre waterfront property w/a single dwelling along the Gulf, the cottage is enveloped by tropical native vegetation. Enjoy exceptional fishing, observe marine life & wildlife, indulge in world-class shelling, & enjoy enchanting sunsets on the white sand beach of Captiva. 2 Beds ⋅ 2 Baths ⋅ 223036615 MLS Own this little adorable Captiva beach cottage OR "IMAGINE" and build something incrediably special like the coastal modern masterpiece shown. Displayed are Conceptual renderings of what you could build on this property. You get to decide! Enjoy this adorable beach cottage or build a new coastal modern "Landmark" getaway. Whats offered at this price is this charming seaside retreat showcases a open layout w/expansive glass sliders that open onto a large deck, offering breathtaking views of the Gulf of Mexico. Nestled just steps away from the Blind Pass bridge, where Sanibel/Captiva converge, Coquina Cottage proudly stands as the first residence on Captiva beach, establishing itself as a landmark destination. With its panoramic beach views, this idyllic getaway boasts a compact yet well-equipped kitchen, two cozy sleeping areas, & a soothing spa. Set on a half-acre waterfront property w/a single dwelling along the Gulf, the cottage is enveloped by tropical native vegetation. Enjoy exceptional fishing, observe marine life & wildlife, indulge in world-class shelling, & enjoy enchanting sunsets on the white sand beach of Captiva. 17170 Captiva Drive, Captiva
$12,500,000 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. 5 Beds ⋅ 6 Baths ⋅ 225024734 MLS 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. 16530 Captiva Drive, Captiva