$1,399,000 Welcome to your Sanibel Island oasis! Perfectly positioned just across the street from the beach, this beautifully updated pool home offers the ideal blend of coastal charm, modern comfort, and endless possibilities. Step inside to an expansive living area with soaring cathedral ceilings, abundant natural light, and an open, airy design that captures the essence of island living. The open-concept floor plan flows seamlessly into the updated kitchen, featuring sleek countertops with bar seating, contemporary cabinetry, and updated appliances—perfect for entertaining or everyday living. The remodeled bathrooms have been thoughtfully designed with timeless finishes, while the spacious primary suite features a beautifully updated ensuite bath that creates a relaxing, spa-like retreat. Outdoor living is where this home truly shines. Enjoy your private pool surrounded by tropical landscaping, unwind on the spacious patio, or relax on the upper lanai overlooking the tranquil canal and adjacent golf course—an exceptional setting for morning coffee, evening cocktails, or simply taking in the peaceful surroundings. Recent improvements, including a new roof, new air conditioning system, updated flooring, and numerous additional upgrades, provide both beauty and peace of mind. One of the home's most exciting features is the lower level, offering a blank canvas ready for your vision. Whether you envision additional living space, a game room, fitness studio, hobby area, workshop, or customized storage, the possibilities are extensive. (Some photos of the lower level have been virtually staged to illustrate potential use.) This is more than a home—it's an opportunity to embrace the Sanibel Island lifestyle, where beaches, boating, golf, and breathtaking sunsets are all part of everyday living. Don't miss your chance to own this exceptional island retreat. 3 Beds ⋅ 3 Baths ⋅ 2026028232 MLS Welcome to your Sanibel Island oasis! Perfectly positioned just across the street from the beach, this beautifully updated pool home offers the ideal blend of coastal charm, modern comfort, and endless possibilities. Step inside to an expansive living area with soaring cathedral ceilings, abundant natural light, and an open, airy design that captures the essence of island living. The open-concept floor plan flows seamlessly into the updated kitchen, featuring sleek countertops with bar seating, contemporary cabinetry, and updated appliances—perfect for entertaining or everyday living. The remodeled bathrooms have been thoughtfully designed with timeless finishes, while the spacious primary suite features a beautifully updated ensuite bath that creates a relaxing, spa-like retreat. Outdoor living is where this home truly shines. Enjoy your private pool surrounded by tropical landscaping, unwind on the spacious patio, or relax on the upper lanai overlooking the tranquil canal and adjacent golf course—an exceptional setting for morning coffee, evening cocktails, or simply taking in the peaceful surroundings. Recent improvements, including a new roof, new air conditioning system, updated flooring, and numerous additional upgrades, provide both beauty and peace of mind. One of the home's most exciting features is the lower level, offering a blank canvas ready for your vision. Whether you envision additional living space, a game room, fitness studio, hobby area, workshop, or customized storage, the possibilities are extensive. (Some photos of the lower level have been virtually staged to illustrate potential use.) This is more than a home—it's an opportunity to embrace the Sanibel Island lifestyle, where beaches, boating, golf, and breathtaking sunsets are all part of everyday living. Don't miss your chance to own this exceptional island retreat. 1720 Middle Gulf Drive, 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
$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