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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.

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

$1,995,000

Riverfront tranquility meets beachside living at this custom-designed, three-bedroom, four-and-a-half-bath residence with a dedicated office, private pool and spa, and expansive outdoor living spaces. Set along the Sanibel River and directly across the street from the beach, this concrete-construction home is framed by lush tropical landscaping. A sweeping paver driveway, tiled roof, and graceful entry staircase create a memorable welcome. Inside, marble floors, arched openings, detailed ceilings, and decorative glass bring character to the spacious layout. The central living room features a wood-burning fireplace, while a separate formal dining room provides an elegant setting for entertaining. The office offers rich custom cabinetry, built-in shelving, and an integrated desk. The well-appointed kitchen features stainless steel appliances, double wall ovens, custom cabinetry, granite countertops, a breakfast bar, and pantry storage. An adjoining breakfast nook overlooks the outdoor living area, while a separate wet bar with glass-front cabinetry, a wine cooler, and an ice maker keeps entertaining effortless. The kitchen opens to a generous family room with a custom entertainment center, tray ceiling, and sliding glass doors framing peaceful river views. Privately positioned on its own side of the home, the primary suite offers a spacious sitting area, direct access to the covered lanai, and multiple closets. Its inviting bath features dual vanities, a dressing table, a soaking tub beneath arched windows, and a separate walk-in shower. Two guest bedrooms occupy the opposite wing, creating comfortable separation for family and visitors. Covered outdoor living areas extend across the rear of the home, offering room to lounge, dine, and enjoy the waterfront setting. A built-in outdoor kitchen with a gas grill, sink, and refrigerator makes alfresco meals easy. Below, a spacious screened enclosure surrounds the heated pool and raised spa, with a paver deck and tropical landscaping overlooking the river. From quiet mornings watching the water to afternoons by the pool and sunset walks on the beach, this home brings the island lifestyle beautifully into focus.

3 Beds ⋅ 5 Baths ⋅ 2026044531 MLS

Riverfront tranquility meets beachside living at this custom-designed, three-bedroom, four-and-a-half-bath residence with a dedicated office, private pool and spa, and expansive outdoor living spaces. Set along the Sanibel River and directly across the street from the beach, this concrete-construction home is framed by lush tropical landscaping. A sweeping paver driveway, tiled roof, and graceful entry staircase create a memorable welcome. Inside, marble floors, arched openings, detailed ceilings, and decorative glass bring character to the spacious layout. The central living room features a wood-burning fireplace, while a separate formal dining room provides an elegant setting for entertaining. The office offers rich custom cabinetry, built-in shelving, and an integrated desk. The well-appointed kitchen features stainless steel appliances, double wall ovens, custom cabinetry, granite countertops, a breakfast bar, and pantry storage. An adjoining breakfast nook overlooks the outdoor living area, while a separate wet bar with glass-front cabinetry, a wine cooler, and an ice maker keeps entertaining effortless. The kitchen opens to a generous family room with a custom entertainment center, tray ceiling, and sliding glass doors framing peaceful river views. Privately positioned on its own side of the home, the primary suite offers a spacious sitting area, direct access to the covered lanai, and multiple closets. Its inviting bath features dual vanities, a dressing table, a soaking tub beneath arched windows, and a separate walk-in shower. Two guest bedrooms occupy the opposite wing, creating comfortable separation for family and visitors. Covered outdoor living areas extend across the rear of the home, offering room to lounge, dine, and enjoy the waterfront setting. A built-in outdoor kitchen with a gas grill, sink, and refrigerator makes alfresco meals easy. Below, a spacious screened enclosure surrounds the heated pool and raised spa, with a paver deck and tropical landscaping overlooking the river. From quiet mornings watching the water to afternoons by the pool and sunset walks on the beach, this home brings the island lifestyle beautifully into focus.

Sanibel

$8,150,000

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.

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

$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

$599,900

Looking for maximum rental income on a single-family pool home? Make sure you see this very competitively priced near beach lot. Located in a resort district City of Sanibel zoning permitting short term rentals. Pet friendly rental. Sellers open to attractive seller financing to well qualified buyer. 5 Year Balloon, 6.7% financing interest only with 15% down payment. Sellers are licensed Real Estate Brokers

2026005260 MLS

Looking for maximum rental income on a single-family pool home? Make sure you see this very competitively priced near beach lot. Located in a resort district City of Sanibel zoning permitting short term rentals. Pet friendly rental. Sellers open to attractive seller financing to well qualified buyer. 5 Year Balloon, 6.7% financing interest only with 15% down payment. Sellers are licensed Real Estate Brokers

2807 W Gulf Drive, Sanibel

$9,450,000

A one of a kind offering with 150ft of water frontage laden with rich national history. President Theodore Roosevelt began frequenting Captiva in 1908. In 1917 he staged his houseboat at this very location for his legendary Devil Fish expedition of which he hunted and gathered for the Smithsonian. In the 1930s this property served as one of only two locations to deliver goods to Captiva mainly of which was building materials, delivered by barge. The oversized grandfathered dock was built in 1939 by the WPA which was founded by Franklin Roosevelt. The romantic boathouse, which is cantilevered over the water and is also grandfathered in, was constructed in 1953 by Harold Bixby. Bixby was one of Charles Lindbergh's primary backers in 1927 when Lindbergh accomplished his transatlantic flight in The Spirit of St Louis. The boathouse with two bedrooms and caretaker cottage with one bedroom stand today in superb condition with a recently installed composite roof with a 100 year life expectancy. As you approach the main house, you are greeted with the charm of olde world Southern architecture. Inside you will find soaring ceilings of cypress, and beautiful views of Roosevelt Channel along with three spacious bedrooms, a library and an office. Resting on over 1.3 acres with deeded beach access.

6 Beds ⋅ 7 Baths ⋅ 224082961 MLS

A one of a kind offering with 150ft of water frontage laden with rich national history. President Theodore Roosevelt began frequenting Captiva in 1908. In 1917 he staged his houseboat at this very location for his legendary Devil Fish expedition of which he hunted and gathered for the Smithsonian. In the 1930s this property served as one of only two locations to deliver goods to Captiva mainly of which was building materials, delivered by barge. The oversized grandfathered dock was built in 1939 by the WPA which was founded by Franklin Roosevelt. The romantic boathouse, which is cantilevered over the water and is also grandfathered in, was constructed in 1953 by Harold Bixby. Bixby was one of Charles Lindbergh's primary backers in 1927 when Lindbergh accomplished his transatlantic flight in The Spirit of St Louis. The boathouse with two bedrooms and caretaker cottage with one bedroom stand today in superb condition with a recently installed composite roof with a 100 year life expectancy. As you approach the main house, you are greeted with the charm of olde world Southern architecture. Inside you will find soaring ceilings of cypress, and beautiful views of Roosevelt Channel along with three spacious bedrooms, a library and an office. Resting on over 1.3 acres with deeded beach access.

16777 Captiva Drive, Captiva

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