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Arguably the most architecturally significant home to ever be brought to market on Captiva, Bella Luna was nationally recognized for impeccable design when it received the American Institute of Building Design’s (AIBD) prestigious American Residential Design Award (ARDA) in 2021. Conceptualized by the renowned Wayne Visbeen of Visbeen Architects, Bella Luna reflects the exceptional craftsmanship and innovative design for which the firm is celebrated. Known for collaborating with prestigious clients such as Metropolitan Museum of Art, Martha Stewart and Disney, Visbeen Architects brings the same level of artistry and attention to detail to residential projects, making this property a masterpiece of design and livability. Constructed to be a fortress of concrete and steel, the substantial nature of the structure is resilient yet refined. Employing hotel and hospitality design techniques, every detail was meticulously tailored to enhance human experience through sophistication and functionality, creating intimate experiences within the grandeur of larger spaces. A feature sheet is available detailing the extensive upgrades, features and breathtaking attributes.

6 Beds ⋅ 7 Baths ⋅ 2026006271 MLS ⋅ Metes And Bounds BLDG.

Arguably the most architecturally significant home to ever be brought to market on Captiva, Bella Luna was nationally recognized for impeccable design when it received the American Institute of Building Design’s (AIBD) prestigious American Residential Design Award (ARDA) in 2021. Conceptualized by the renowned Wayne Visbeen of Visbeen Architects, Bella Luna reflects the exceptional craftsmanship and innovative design for which the firm is celebrated. Known for collaborating with prestigious clients such as Metropolitan Museum of Art, Martha Stewart and Disney, Visbeen Architects brings the same level of artistry and attention to detail to residential projects, making this property a masterpiece of design and livability. Constructed to be a fortress of concrete and steel, the substantial nature of the structure is resilient yet refined. Employing hotel and hospitality design techniques, every detail was meticulously tailored to enhance human experience through sophistication and functionality, creating intimate experiences within the grandeur of larger spaces. A feature sheet is available detailing the extensive upgrades, features and breathtaking attributes.

16950 Captiva Dr, Captiva

$13,000,000

Some places are discovered. Others are preserved. Only a select few become part of someone's legacy. Just beyond the shores of Captiva Island lies Buck Key—an extraordinary private island where untouched natural beauty, remarkable privacy, & limitless possibility converge. Opportunities of this magnitude have become exceedingly rare, making Buck Key one of the most compelling island offerings available anywhere in North America. Surrounded by the tranquil waters of Roosevelt Channel and Hurricane Hole, the island encompasses approximately 14 acres, highlighted by nearly 2,600 feet of shoreline, approximately 8.6 acres of uplands, a protected 10-acre lagoon, and a 13-foot construction-grade dock. Positioned within a remarkable 350-acre island sanctuary, Buck Key offers an unparalleled combination of seclusion and accessibility, just minutes from the restaurants, marinas, and world-renowned beaches of Captiva Island. This is not a property defined by what already exists—it is defined by what is possible. Imagine an architectural masterpiece rising above the mangroves. A private family compound passed from one generation to the next. A waterfront retreat designed entirely around your vision. Here, every sunrise arrives over protected coastal habitat, every evening concludes with Gulf sunsets, and every day offers boating, fishing, paddleboarding, kayaking, and the quiet luxury of complete privacy. In an era when waterfront land grows increasingly scarce and entitlement opportunities continue to diminish, Buck Key represents something that can no longer be replicated. It is a place where conservation and luxury coexist, where nature becomes the ultimate amenity, and where the opportunity to create something entirely bespoke remains remarkably intact. Legacy properties are seldom created. They are preserved, stewarded, and ultimately entrusted to those with the vision to recognize their significance. Buck Key is more than an island. It is an invitation to create something that will endure for generations.

2026029362 MLS ⋅ Metes And Bounds BLDG.

Some places are discovered. Others are preserved. Only a select few become part of someone's legacy. Just beyond the shores of Captiva Island lies Buck Key—an extraordinary private island where untouched natural beauty, remarkable privacy, & limitless possibility converge. Opportunities of this magnitude have become exceedingly rare, making Buck Key one of the most compelling island offerings available anywhere in North America. Surrounded by the tranquil waters of Roosevelt Channel and Hurricane Hole, the island encompasses approximately 14 acres, highlighted by nearly 2,600 feet of shoreline, approximately 8.6 acres of uplands, a protected 10-acre lagoon, and a 13-foot construction-grade dock. Positioned within a remarkable 350-acre island sanctuary, Buck Key offers an unparalleled combination of seclusion and accessibility, just minutes from the restaurants, marinas, and world-renowned beaches of Captiva Island. This is not a property defined by what already exists—it is defined by what is possible. Imagine an architectural masterpiece rising above the mangroves. A private family compound passed from one generation to the next. A waterfront retreat designed entirely around your vision. Here, every sunrise arrives over protected coastal habitat, every evening concludes with Gulf sunsets, and every day offers boating, fishing, paddleboarding, kayaking, and the quiet luxury of complete privacy. In an era when waterfront land grows increasingly scarce and entitlement opportunities continue to diminish, Buck Key represents something that can no longer be replicated. It is a place where conservation and luxury coexist, where nature becomes the ultimate amenity, and where the opportunity to create something entirely bespoke remains remarkably intact. Legacy properties are seldom created. They are preserved, stewarded, and ultimately entrusted to those with the vision to recognize their significance. Buck Key is more than an island. It is an invitation to create something that will endure for generations.

Buck Key, 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 ⋅ 5.5 Baths ⋅ 225024734 MLS ⋅ Metes And Bounds BLDG.

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 Dr, Captiva

$12,000,000

One of the Best waterfront properties on the West Coast of Florida. Gulf to Bay, Sunrise to Sunset, 125 feet of Incredible Water Frontage on the Tween Waters stretch on Captlva Island, Florida. Build your Masterpiece here located at One of the highest point elevations on Captlva Island. Located at the mouth of the Bay & Roosevelt Channel. This property enjoys Deep Water Yacht Access & One of the Best covered boat house, lift & dock set ups you will find. In addition to the lot, a full set of the Masterful Work of Art fully completed blue prints by Nationally known Architect John Cooney of Naples (of what could be built) are available for purchase. This property Is a One of A Kind!

225009365 MLS ⋅ Dickeys John R Subd BLDG.

One of the Best waterfront properties on the West Coast of Florida. Gulf to Bay, Sunrise to Sunset, 125 feet of Incredible Water Frontage on the Tween Waters stretch on Captlva Island, Florida. Build your Masterpiece here located at One of the highest point elevations on Captlva Island. Located at the mouth of the Bay & Roosevelt Channel. This property enjoys Deep Water Yacht Access & One of the Best covered boat house, lift & dock set ups you will find. In addition to the lot, a full set of the Masterful Work of Art fully completed blue prints by Nationally known Architect John Cooney of Naples (of what could be built) are available for purchase. This property Is a One of A Kind!

15819 Captiva Dr, Captiva

$12,000,000

Discover an unparalleled beachfront jewel on the prestigious Gold Coast of Captiva Island. This 2-acre estate lot boasts a unique 153 ft of pristine beach frontage, uniquely situated on a stretch that naturally accumulates sand, ensuring lasting value and shoreline stability. Envision your dream compound with the freedom to build 3 distinct structures, all set against the backdrop of breathtaking sunsets, tranquil water vistas, and lush tropical foliage. Revel in the abundance of marine and wildlife, world-class fishing, boating, and the laid-back lifestyle that exemplifies the very essence of Florida living. Elevated high on a sand dune for superior views and protection, this property offers unrivaled value and luxury, setting it apart from other Florida retreats. Here, you're not just buying a property; you're securing a slice of paradise that truly represents why you live in Florida. Dive into the epitome of coastal elegance and allure. It’s paradise!

223058783 MLS ⋅ Tichenors F H Silver King BLDG.

Discover an unparalleled beachfront jewel on the prestigious Gold Coast of Captiva Island. This 2-acre estate lot boasts a unique 153 ft of pristine beach frontage, uniquely situated on a stretch that naturally accumulates sand, ensuring lasting value and shoreline stability. Envision your dream compound with the freedom to build 3 distinct structures, all set against the backdrop of breathtaking sunsets, tranquil water vistas, and lush tropical foliage. Revel in the abundance of marine and wildlife, world-class fishing, boating, and the laid-back lifestyle that exemplifies the very essence of Florida living. Elevated high on a sand dune for superior views and protection, this property offers unrivaled value and luxury, setting it apart from other Florida retreats. Here, you're not just buying a property; you're securing a slice of paradise that truly represents why you live in Florida. Dive into the epitome of coastal elegance and allure. It’s paradise!

16280 Captiva Dr, Captiva

$11,500,000

Experience inspired luxury and unmatched rental potential at Shell Seekers, a one-of-a-kind Captiva Island beach estate. Shell Seekers enjoys an enviable position on Captiva Drive, offering both privacy and easy access to the island's renowned restaurants, shopping, and recreational activities. The property's Gulf-front location ensures permanent unobstructed water views and direct beach access – a rarity that becomes more precious each year. This 6-bedroom, 7.5-bath masterpiece embraces Olde Florida architecture with modern comforts. Expansive screened and open porches invite seamless indoor-outdoor living, ideal for elegant entertaining or quiet evenings as the sun sets over the jeweled-toned waters of the Gulf. Step inside to soaring two-story coffered ceilings, a dramatic great room, and a gourmet kitchen designed for hosting at scale. Finishes include crown molding, hardwood floors, coastal-inspired décor, and multiple gathering spaces tailored for multi-generational living. The private top-floor primary suite features a fireplace, sitting area, and sweeping Gulf vistas. With an elevator, guest suites, a loft, and a flexible floor plan, this residence adapts effortlessly to families and guests alike. The outdoor living spaces are equally impressive, featuring a heated pool and spa, expansive decking, and direct access to Captiva's pristine Gulf beaches. Multiple covered and open terraces provide the perfect setting to enjoy spectacular sunsets and the island's legendary shelling opportunities right at your doorstep. Hardie board siding, impact-rated windows, and a whole-home generator provide beauty, function, and peace of mind. A rare opportunity to own one of Captiva's most iconic Gulf-front properties—whether as a private retreat, a showpiece for entertaining, or a legacy investment with proven returns. New roof, new A/C, new flooring, new appliances - completely remodeled like new.

6 Beds ⋅ 7.5 Baths ⋅ 2025006303 MLS ⋅ Metes And Bounds BLDG.

Experience inspired luxury and unmatched rental potential at Shell Seekers, a one-of-a-kind Captiva Island beach estate. Shell Seekers enjoys an enviable position on Captiva Drive, offering both privacy and easy access to the island's renowned restaurants, shopping, and recreational activities. The property's Gulf-front location ensures permanent unobstructed water views and direct beach access – a rarity that becomes more precious each year. This 6-bedroom, 7.5-bath masterpiece embraces Olde Florida architecture with modern comforts. Expansive screened and open porches invite seamless indoor-outdoor living, ideal for elegant entertaining or quiet evenings as the sun sets over the jeweled-toned waters of the Gulf. Step inside to soaring two-story coffered ceilings, a dramatic great room, and a gourmet kitchen designed for hosting at scale. Finishes include crown molding, hardwood floors, coastal-inspired décor, and multiple gathering spaces tailored for multi-generational living. The private top-floor primary suite features a fireplace, sitting area, and sweeping Gulf vistas. With an elevator, guest suites, a loft, and a flexible floor plan, this residence adapts effortlessly to families and guests alike. The outdoor living spaces are equally impressive, featuring a heated pool and spa, expansive decking, and direct access to Captiva's pristine Gulf beaches. Multiple covered and open terraces provide the perfect setting to enjoy spectacular sunsets and the island's legendary shelling opportunities right at your doorstep. Hardie board siding, impact-rated windows, and a whole-home generator provide beauty, function, and peace of mind. A rare opportunity to own one of Captiva's most iconic Gulf-front properties—whether as a private retreat, a showpiece for entertaining, or a legacy investment with proven returns. New roof, new A/C, new flooring, new appliances - completely remodeled like new.

17030 Captiva Dr, Captiva

$11,000,000

• This remarkable 2.86 +/- acre beach-front property sits along the Gulf of Mexico, boasting 200 feet of pristine white sand beach. • The 1978 Coastal Construction Line allows 1.7 acre of net buildable land. Per Sanibel Density Map, the property is located in the 5.0 units per acre allowing for development of up to 14 residential units. • The property presents an exceptional opportunity for a buyer interested in developing a high-end luxury 14-unit condominium project. • The property is primed for a visionary buyer to create a state-of-the-art destination on Sanibel Island. • Poised for a 3-story over parking, 14 unit luxury condominium project. • The property is located within the Gulf Ridge Eco Zone which allows a maximum impermeable coverage of 25% for building, sidewalks, pool decking, etc. • Strategically located in close proximity to other notable islands in Southwest Florida, such as Captiva, Pine Island, Fort Myers Beach, and various local attractions such as Captiva, Pine Island, Fort Myers Beach, and various local attractions.

2026014295 MLS ⋅ Caribe Beach Resort Condo Timeshare BLDG.

• This remarkable 2.86 +/- acre beach-front property sits along the Gulf of Mexico, boasting 200 feet of pristine white sand beach. • The 1978 Coastal Construction Line allows 1.7 acre of net buildable land. Per Sanibel Density Map, the property is located in the 5.0 units per acre allowing for development of up to 14 residential units. • The property presents an exceptional opportunity for a buyer interested in developing a high-end luxury 14-unit condominium project. • The property is primed for a visionary buyer to create a state-of-the-art destination on Sanibel Island. • Poised for a 3-story over parking, 14 unit luxury condominium project. • The property is located within the Gulf Ridge Eco Zone which allows a maximum impermeable coverage of 25% for building, sidewalks, pool decking, etc. • Strategically located in close proximity to other notable islands in Southwest Florida, such as Captiva, Pine Island, Fort Myers Beach, and various local attractions such as Captiva, Pine Island, Fort Myers Beach, and various local attractions.

2669 W Gulf Dr, Sanibel

$9,895,000

Nestled in the heart of Sanibel Island! Proudly standing along the prestigious Gulf Drive, this rare beachfront parcel offers a once-in-a-lifetime opportunity to build your dream coastal retreat. Surrounded by a collection of luxurious residences, this pristine property is an oasis of tranquility and natural beauty. With direct access to the Gulf of America, it promises a lifestyle of unending ocean breezes, glistening waters AND some of the finest fishing Florida has to offer- all just steps from your future doorstep. Just imagine waking each morning to the sound of gentle waves lapping against the shore and ending each day with breathtaking sunsets... From the soft, sandy shores to the vibrant island community, this location truly offers the best of Sanibel living. Whether you envision leisurely days casting a line into the bountiful waters, strolling along the shoreline in search of seashells, or simply basking in the unparalleled serenity of your private escape, this property holds endless potential. This is more than just a place to build a house; it's a chance to create a legacy in one of Florida's most coveted coastal settings and truly enjoy "Sunset on the Gulf."

225075981 MLS ⋅ Not Applicable BLDG.

Nestled in the heart of Sanibel Island! Proudly standing along the prestigious Gulf Drive, this rare beachfront parcel offers a once-in-a-lifetime opportunity to build your dream coastal retreat. Surrounded by a collection of luxurious residences, this pristine property is an oasis of tranquility and natural beauty. With direct access to the Gulf of America, it promises a lifestyle of unending ocean breezes, glistening waters AND some of the finest fishing Florida has to offer- all just steps from your future doorstep. Just imagine waking each morning to the sound of gentle waves lapping against the shore and ending each day with breathtaking sunsets... From the soft, sandy shores to the vibrant island community, this location truly offers the best of Sanibel living. Whether you envision leisurely days casting a line into the bountiful waters, strolling along the shoreline in search of seashells, or simply basking in the unparalleled serenity of your private escape, this property holds endless potential. This is more than just a place to build a house; it's a chance to create a legacy in one of Florida's most coveted coastal settings and truly enjoy "Sunset on the Gulf."

4319 W Gulf Dr, Sanibel

$9,450,000

Rare opportunity to purchase a luxurious Gulf Front Estate on Captiva Island within the gated resort community of South Seas. This stunning, coastal 5 bdrm property offers 102' of beach frontage w/ breathtaking sunsets and views of the gulf. Totally renovated and remodeled with new quality craftsmanship and attention to every detail. All new interior furnishings and amenities include, striking quartzite countertops and custom solid wood cabinetry in the kitchen, coffee bar & primary bathroom, beautiful wide plank wood floor throughout, custom ceiling details, private elevator, laundry w/ lots of storage, powder bath, electric blinds and designer furnishings. The spacious kitchen features a gas Wolf range, beverage cooler, refrigerator, freezer, microwave and dishwasher. Gorgeious views of the beach from the kitchen, dining & great room. The penthouse style primary bedroom features a sitting area, laundry, beautiful bathroom and private deck over look the beach which is perfect for enjoying a morning cup of coffee or evening star gazing with a tropical beverage. Multiple sets of sliders lead to a huge outdoor deck featuring an elevated swimming pool. The structure has concrete pilings, a new standing seam metal roof, impact glass throughout, expansive circular driveway with pavers, tropical landscaping with pops of color and strategically designed low voltage lighting. There is an oversized 2 car garage with room for bikes, beach & fishing gear, a separate golf cart garage, and an epoxy finish on the floor. The bonus area (non-conforming) is fun for guests and a nice addition to the home. After sun and fun, enjoy the refreshing outdoor shower for a quick rinse before splashing in the pool. This home has it all ~ location and lifestyle.

3 Beds ⋅ 3.5 Baths ⋅ 2025020264 MLS ⋅ South Seas Island Resort BLDG.

Rare opportunity to purchase a luxurious Gulf Front Estate on Captiva Island within the gated resort community of South Seas. This stunning, coastal 5 bdrm property offers 102' of beach frontage w/ breathtaking sunsets and views of the gulf. Totally renovated and remodeled with new quality craftsmanship and attention to every detail. All new interior furnishings and amenities include, striking quartzite countertops and custom solid wood cabinetry in the kitchen, coffee bar & primary bathroom, beautiful wide plank wood floor throughout, custom ceiling details, private elevator, laundry w/ lots of storage, powder bath, electric blinds and designer furnishings. The spacious kitchen features a gas Wolf range, beverage cooler, refrigerator, freezer, microwave and dishwasher. Gorgeious views of the beach from the kitchen, dining & great room. The penthouse style primary bedroom features a sitting area, laundry, beautiful bathroom and private deck over look the beach which is perfect for enjoying a morning cup of coffee or evening star gazing with a tropical beverage. Multiple sets of sliders lead to a huge outdoor deck featuring an elevated swimming pool. The structure has concrete pilings, a new standing seam metal roof, impact glass throughout, expansive circular driveway with pavers, tropical landscaping with pops of color and strategically designed low voltage lighting. There is an oversized 2 car garage with room for bikes, beach & fishing gear, a separate golf cart garage, and an epoxy finish on the floor. The bonus area (non-conforming) is fun for guests and a nice addition to the home. After sun and fun, enjoy the refreshing outdoor shower for a quick rinse before splashing in the pool. This home has it all ~ location and lifestyle.

941 South Seas Plantation Rd, Captiva

$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 ⋅ 6.5 Baths ⋅ 224082961 MLS ⋅ Metes And Bounds BLDG.

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 Dr, Captiva

$9,200,000

This Sanibel Beachfront Development Opportunity is 3.84 acres (includes all deeded parcels). The buildable acreage is 1.97± acres (includes 1.64 acre lot and 0.327 acres across the street). Electric/Water/Sewer are hook up ready and available utilities on the property. Zoning is E-2/Gulf Beach Ridge and Land Use is Resort Housing District. Whether utilized as a vacation retreat, condominiums, timeshares, investment property, or build your permanent residence, this property offers an opportunity to experience the best of island living in one of Southwest Florida’s most iconic beach destinations … Sanibel Island! Just three miles off the coast of Fort Myers, Sanibel and Captiva Islands offer one of Florida’s most unforgettable vacation or living experiences. This property was formerly the Surfrider Beach Club (31 Unit Timeshares).

2026028447 MLS ⋅ Surfrider Beach Club Condo Timeshare BLDG.

This Sanibel Beachfront Development Opportunity is 3.84 acres (includes all deeded parcels). The buildable acreage is 1.97± acres (includes 1.64 acre lot and 0.327 acres across the street). Electric/Water/Sewer are hook up ready and available utilities on the property. Zoning is E-2/Gulf Beach Ridge and Land Use is Resort Housing District. Whether utilized as a vacation retreat, condominiums, timeshares, investment property, or build your permanent residence, this property offers an opportunity to experience the best of island living in one of Southwest Florida’s most iconic beach destinations … Sanibel Island! Just three miles off the coast of Fort Myers, Sanibel and Captiva Islands offer one of Florida’s most unforgettable vacation or living experiences. This property was formerly the Surfrider Beach Club (31 Unit Timeshares).

555 E Gulf Dr, Sanibel

$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 ⋅ 4.5 Baths ⋅ 2026006746 MLS ⋅ Metes And Bounds BLDG.

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 Dr, 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 ⋅ 5.5 Baths ⋅ 226034965 MLS ⋅ Metes And Bounds BLDG.

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 Dr, Sanibel

$7,250,000

A rare offering on Sanibel’s exclusive Joewood Drive, this completely reimagined Gulf-front estate embodies understated coastal luxury and meticulous craftsmanship. Set within the private Gulf Ridge community, the home has been rebuilt from the ground up, featuring a new standing-seam metal roof, impact-rated glass throughout, and a whole-house generator for complete peace of mind. Designed for effortless island living, the residence offers soaring ceilings, an open-concept layout, and panoramic Gulf views that flood the interiors with natural light. The elevated pool and deck flow seamlessly from the main living level, creating a perfect indoor-outdoor experience for entertaining or quiet reflection. A private path leads from the home to a vast stretch of pristine beach, where shell-covered shores and breathtaking sunsets capture the essence of Sanibel’s natural beauty. Additional highlights include a private elevator, a chef’s kitchen with custom cabinetry and professional-grade appliances, and designer furnishings throughout. A stand-alone two-car garage provides added storage and flexibility for vehicles, golf carts, or beach gear. Every space, surface, and system has been thoughtfully curated for beauty, comfort, and durability. Move-in ready and masterfully rebuilt, 5079 Joewood Drive represents one of Sanibel Island’s finest Gulf-front homes, where refined design meets relaxed island living amid one of Florida’s most extraordinary coastal settings.

4 Beds ⋅ 4.5 Baths ⋅ 2026039411 MLS ⋅ Gulf Ridge Sub BLDG.

A rare offering on Sanibel’s exclusive Joewood Drive, this completely reimagined Gulf-front estate embodies understated coastal luxury and meticulous craftsmanship. Set within the private Gulf Ridge community, the home has been rebuilt from the ground up, featuring a new standing-seam metal roof, impact-rated glass throughout, and a whole-house generator for complete peace of mind. Designed for effortless island living, the residence offers soaring ceilings, an open-concept layout, and panoramic Gulf views that flood the interiors with natural light. The elevated pool and deck flow seamlessly from the main living level, creating a perfect indoor-outdoor experience for entertaining or quiet reflection. A private path leads from the home to a vast stretch of pristine beach, where shell-covered shores and breathtaking sunsets capture the essence of Sanibel’s natural beauty. Additional highlights include a private elevator, a chef’s kitchen with custom cabinetry and professional-grade appliances, and designer furnishings throughout. A stand-alone two-car garage provides added storage and flexibility for vehicles, golf carts, or beach gear. Every space, surface, and system has been thoughtfully curated for beauty, comfort, and durability. Move-in ready and masterfully rebuilt, 5079 Joewood Drive represents one of Sanibel Island’s finest Gulf-front homes, where refined design meets relaxed island living amid one of Florida’s most extraordinary coastal settings.

5079 Joewood Dr, Sanibel

$6,995,000

At the southernmost tip of Captiva Island, where the turquoise waters of the Gulf meet the tranquil expanse of Pine Island Sound, lies one of Southwest Florida’s extraordinary residential offerings. Encompassing more than an acre stretching seamlessly from Gulf to Bay, this private estate commands an exceptionally rare setting immersed in water, light and natural beauty from every direction. Beyond the gated entrance, a dramatic composition of architecture and landscape unfolds. A resort-style pool and spa, lush tropical grounds, and a private dock with boat lift create a lifestyle defined by effortless access to the open Gulf and protected waters of the bay. Few properties can claim such a remarkable dual-waterfront existence. Designed to celebrate its surroundings, the residence is a masterful blend of warmth, craftsmanship and connection to nature. Stunning flooring, beamed ceilings, and thoughtfully curated finishes create an atmosphere that is sophisticated and inviting. Expansive walls of impact-rated glass frame panoramic vistas at every turn, transforming the ever-changing interplay of sea, sky and light into living works of art. The grand living room serves as the heart of the home, anchored by a striking fireplace and framed by breathtaking waterfront panoramas. To the west, endless views of sugar white beaches, the shimmering Gulf and Captiva’s legendary sunsets unfold. To the east, Pine Island Sound, mangrove islands and dramatic coastal skies create an equally captivating backdrop. The kitchen blends timeless charm with modern functionality, featuring exceptional millwork, premium appliances and a unique wood-burning fireplace that lends an unexpected touch of character. Flowing seamlessly to the bayfront lanai, it invites leisurely mornings overlooking the water and unforgettable evenings gathered around the firepit beneath the stars. The primary suite is a retreat unlike any other. A central fireplace separates intimate living spaces connected by rich wood flooring designed to embrace the estate’s dual-waterfront setting. One side opens to a private balcony overlooking the Gulf, while the other captures mesmerizing bay views through a tranquil window seat. The spa-inspired bath has been beautifully updated and offers the rare luxury of spectacular water views. Serviced by a private elevator connecting all levels, each guest suite enjoys its unique perspective of the surrounding coastal landscape. Outside, a private dock extends into the bay, providing immediate access to world-class boating, fishing and island exploration, while a private path leads directly to Captiva’s famed beaches. A rare offering, this estate represents the pinnacle of island living, a place where architecture and nature exist in harmony, and where every sunrise and sunset unfolds over water. Rarely does a property capture the essence of Captiva so completely.

6 Beds ⋅ 4.5 Baths ⋅ 2026023434 MLS ⋅ Metes And Bounds BLDG.

At the southernmost tip of Captiva Island, where the turquoise waters of the Gulf meet the tranquil expanse of Pine Island Sound, lies one of Southwest Florida’s extraordinary residential offerings. Encompassing more than an acre stretching seamlessly from Gulf to Bay, this private estate commands an exceptionally rare setting immersed in water, light and natural beauty from every direction. Beyond the gated entrance, a dramatic composition of architecture and landscape unfolds. A resort-style pool and spa, lush tropical grounds, and a private dock with boat lift create a lifestyle defined by effortless access to the open Gulf and protected waters of the bay. Few properties can claim such a remarkable dual-waterfront existence. Designed to celebrate its surroundings, the residence is a masterful blend of warmth, craftsmanship and connection to nature. Stunning flooring, beamed ceilings, and thoughtfully curated finishes create an atmosphere that is sophisticated and inviting. Expansive walls of impact-rated glass frame panoramic vistas at every turn, transforming the ever-changing interplay of sea, sky and light into living works of art. The grand living room serves as the heart of the home, anchored by a striking fireplace and framed by breathtaking waterfront panoramas. To the west, endless views of sugar white beaches, the shimmering Gulf and Captiva’s legendary sunsets unfold. To the east, Pine Island Sound, mangrove islands and dramatic coastal skies create an equally captivating backdrop. The kitchen blends timeless charm with modern functionality, featuring exceptional millwork, premium appliances and a unique wood-burning fireplace that lends an unexpected touch of character. Flowing seamlessly to the bayfront lanai, it invites leisurely mornings overlooking the water and unforgettable evenings gathered around the firepit beneath the stars. The primary suite is a retreat unlike any other. A central fireplace separates intimate living spaces connected by rich wood flooring designed to embrace the estate’s dual-waterfront setting. One side opens to a private balcony overlooking the Gulf, while the other captures mesmerizing bay views through a tranquil window seat. The spa-inspired bath has been beautifully updated and offers the rare luxury of spectacular water views. Serviced by a private elevator connecting all levels, each guest suite enjoys its unique perspective of the surrounding coastal landscape. Outside, a private dock extends into the bay, providing immediate access to world-class boating, fishing and island exploration, while a private path leads directly to Captiva’s famed beaches. A rare offering, this estate represents the pinnacle of island living, a place where architecture and nature exist in harmony, and where every sunrise and sunset unfolds over water. Rarely does a property capture the essence of Captiva so completely.

17201 Captiva Dr, Captiva

$6,900,000

Rare Beachfront Estate with Separate Guest Home on Captiva Island Seize the rare opportunity to own a private beachfront estate on the coveted Gold Coast of Captiva Island. Nestled on over an acre of land, this exquisite property features a breathtaking architectural design that seamlessly blends with nature, maximizing panoramic waterfront views and enhancing the exceptional outdoor living experience. The main home has been meticulously remodeled with high-end finishes, offering soaring beamed ceilings, an elevator, two-master suites and multiple garage spaces and storage areas. The open layout invites abundant natural light, providing an ideal setting for entertaining or relaxing with family. The separate two-bedroom guest home boasts a private lanai and its own garage, offering comfort and privacy for visitors or extended family. With 100 feet of pristine Gulf of Mexico beachfront, this estate is a rare gem on the island, situated amidst award-winning beaches. The expansive property offers unparalleled privacy and direct access to Captiva’s renowned natural beauty. Don’t miss out on this exceptional piece of Captiva Island paradise!

5 Beds ⋅ 4.5 Baths ⋅ 225026465 MLS ⋅ Metes And Bounds BLDG.

Rare Beachfront Estate with Separate Guest Home on Captiva Island Seize the rare opportunity to own a private beachfront estate on the coveted Gold Coast of Captiva Island. Nestled on over an acre of land, this exquisite property features a breathtaking architectural design that seamlessly blends with nature, maximizing panoramic waterfront views and enhancing the exceptional outdoor living experience. The main home has been meticulously remodeled with high-end finishes, offering soaring beamed ceilings, an elevator, two-master suites and multiple garage spaces and storage areas. The open layout invites abundant natural light, providing an ideal setting for entertaining or relaxing with family. The separate two-bedroom guest home boasts a private lanai and its own garage, offering comfort and privacy for visitors or extended family. With 100 feet of pristine Gulf of Mexico beachfront, this estate is a rare gem on the island, situated amidst award-winning beaches. The expansive property offers unparalleled privacy and direct access to Captiva’s renowned natural beauty. Don’t miss out on this exceptional piece of Captiva Island paradise!

16886 Captiva Dr, Captiva

$6,489,000

Stunning Gulf Views & Spectacular Sunsets in Château Sur Mer. Experience breathtaking Gulf vistas and unforgettable sunsets from this custom-built four-bedroom residence situated on over an acre in the coveted community of Château Sur Mer. Freshly painted inside and out, this home is beautifully refreshed and move-in ready. Expertly constructed and beautifully appointed throughout, it reflects exceptional craftsmanship and meticulous attention to detail. The primary suite crowns the top floor, offering sweeping 180° views of the beach, shoreline, and the azure waters of the Gulf. Its luxurious bath features an exquisite onyx and jade shower along with cloisonnésinks, creating a spa-like retreat. All guest bedrooms are generously sized, en suite, and finished with gorgeous maple flooring accented by walnut inlays. Designed for the discerning chef, the kitchen showcases custom cabinetry, fossil rock countertops, double ovens, a walk-in pantry, and a large center island. The expansive pool area is accented with charming sea life mosaics, while the surrounding decking provides a spacious covered lanai, ample sunbathing areas, and a generous spa, perfect for relaxation and entertaining. Tremendous storage on the ground level and an oversized elevator services all three floors. Château Sur Mer has long been admired for its large parcels, low density, and serene natural setting, making this property a rare offering in an exceptional coastal community.

4 Beds ⋅ 4.5 Baths ⋅ 2026041577 MLS ⋅ Chateaux Sur Mer Unrec BLDG.

Stunning Gulf Views & Spectacular Sunsets in Château Sur Mer. Experience breathtaking Gulf vistas and unforgettable sunsets from this custom-built four-bedroom residence situated on over an acre in the coveted community of Château Sur Mer. Freshly painted inside and out, this home is beautifully refreshed and move-in ready. Expertly constructed and beautifully appointed throughout, it reflects exceptional craftsmanship and meticulous attention to detail. The primary suite crowns the top floor, offering sweeping 180° views of the beach, shoreline, and the azure waters of the Gulf. Its luxurious bath features an exquisite onyx and jade shower along with cloisonnésinks, creating a spa-like retreat. All guest bedrooms are generously sized, en suite, and finished with gorgeous maple flooring accented by walnut inlays. Designed for the discerning chef, the kitchen showcases custom cabinetry, fossil rock countertops, double ovens, a walk-in pantry, and a large center island. The expansive pool area is accented with charming sea life mosaics, while the surrounding decking provides a spacious covered lanai, ample sunbathing areas, and a generous spa, perfect for relaxation and entertaining. Tremendous storage on the ground level and an oversized elevator services all three floors. Château Sur Mer has long been admired for its large parcels, low density, and serene natural setting, making this property a rare offering in an exceptional coastal community.

4725 Rue Belle Mer, Sanibel

$6,289,000

Born from a singular moment of inspiration, this extraordinary Gulf-front estate was conceived by an architect who understood that certain locations demand reverence rather than dominance. What emerged is not simply a home, but a living tribute to Sanibel Island itself, one that dissolves the boundary between architecture and nature, land and sea, horizon and sky. From the outset, the residence was engineered well ahead of its time, constructed with a foresight and structural integrity rarely found, even today. Its design philosophy is elegantly simple yet profoundly impactful, to honor the Gulf. The home stretches gracefully along 150 feet of pristine beachfront, its horizontal lines mirroring the distant horizon so that the turquoise waters become the defining feature of daily life. Nearly every room is oriented toward the sea, ensuring that the rhythm of waves, shifting light and endless sky are ever-present companions. Walls of glass invite the Gulf indoors, while expansive wraparound porches create an immersive, open-air experience, ideal for sunrise reflections, afternoon breezes and evenings washed in gold. Here, the views are not framed, they are uninterrupted, panoramic and deeply moving. Inside, the residence unfolds with a refined warmth that balances artistry with comfort. Every detail has been thoughtfully curated, from custom cabinetry handcrafted by a master furniture maker to the rare beauty of curly maple countertops, whose natural movement echoes the fluidity of the shoreline. Timeless Australian Cypress Pine flooring grounds the interiors with organic richness, while vaulted beadboard ceilings lend a sense of airy elegance and coastal authenticity. The result is an interior that feels elevated and effortless, sophisticated without pretension. Set on more than 1.4 acres, this rare expanse allows the property to function as a private resort, with room for recreation, reflection and retreat. Remarkably, the grounds accommodate a full-size tennis or pickleball court, a feature almost unheard of in beachfront settings and a testament to the property’s exceptional scale. Ascending above it all, rooftop sundecks provide a breathtaking vantage point, an elevated sanctuary where the Gulf stretches endlessly in every direction. These are spaces made for gathering, celebrating, and bearing witness to sunsets that dissolve into shimmering water, night after night, in spectacular fashion. At water’s edge, a private beachside pool offers a serene counterpoint to the Gulf beyond, a place to cool off after sun-soaked days on the sand, or simply to relax as palm shadows dance across the water. This is not merely a beachfront home. It is an experience. A legacy property. A place where architecture, craftsmanship and nature exist in harmony. On Sanibel Island, where Gulf-front estates are finite and increasingly rare, this residence stands apart, captivating, timeless and utterly unforgettable.

4 Beds ⋅ 2.5 Baths ⋅ 2026007140 MLS ⋅ Gulf Shores BLDG.

Born from a singular moment of inspiration, this extraordinary Gulf-front estate was conceived by an architect who understood that certain locations demand reverence rather than dominance. What emerged is not simply a home, but a living tribute to Sanibel Island itself, one that dissolves the boundary between architecture and nature, land and sea, horizon and sky. From the outset, the residence was engineered well ahead of its time, constructed with a foresight and structural integrity rarely found, even today. Its design philosophy is elegantly simple yet profoundly impactful, to honor the Gulf. The home stretches gracefully along 150 feet of pristine beachfront, its horizontal lines mirroring the distant horizon so that the turquoise waters become the defining feature of daily life. Nearly every room is oriented toward the sea, ensuring that the rhythm of waves, shifting light and endless sky are ever-present companions. Walls of glass invite the Gulf indoors, while expansive wraparound porches create an immersive, open-air experience, ideal for sunrise reflections, afternoon breezes and evenings washed in gold. Here, the views are not framed, they are uninterrupted, panoramic and deeply moving. Inside, the residence unfolds with a refined warmth that balances artistry with comfort. Every detail has been thoughtfully curated, from custom cabinetry handcrafted by a master furniture maker to the rare beauty of curly maple countertops, whose natural movement echoes the fluidity of the shoreline. Timeless Australian Cypress Pine flooring grounds the interiors with organic richness, while vaulted beadboard ceilings lend a sense of airy elegance and coastal authenticity. The result is an interior that feels elevated and effortless, sophisticated without pretension. Set on more than 1.4 acres, this rare expanse allows the property to function as a private resort, with room for recreation, reflection and retreat. Remarkably, the grounds accommodate a full-size tennis or pickleball court, a feature almost unheard of in beachfront settings and a testament to the property’s exceptional scale. Ascending above it all, rooftop sundecks provide a breathtaking vantage point, an elevated sanctuary where the Gulf stretches endlessly in every direction. These are spaces made for gathering, celebrating, and bearing witness to sunsets that dissolve into shimmering water, night after night, in spectacular fashion. At water’s edge, a private beachside pool offers a serene counterpoint to the Gulf beyond, a place to cool off after sun-soaked days on the sand, or simply to relax as palm shadows dance across the water. This is not merely a beachfront home. It is an experience. A legacy property. A place where architecture, craftsmanship and nature exist in harmony. On Sanibel Island, where Gulf-front estates are finite and increasingly rare, this residence stands apart, captivating, timeless and utterly unforgettable.

4443 Waters Edge Ln, Sanibel

$5,699,000

Positioned and priced primarily for its underlying land value, the gulf front property presents a compelling opportunity for builders, developers, and discerning buyers seeking to create a custom Gulf front residence, multigenerational compound, or thoughtfully designed redevelopment project. Existing improvements include a three bedroom, three bath main residence, separate two bedroom guest home, private pool, detached garage, beachside cabana, and screened gazebo, providing additional flexibility for restoration or future development. A rare opportunity to create an extraordinary gulf front legacy estate on Captiva Island. Offering approximately 100 feet of direct Gulf frontage, this exceptional estate parcel combines coveted beachfront acreage with established multifamily zoning and estate entitlement, a distinctive combination increasingly difficult to replicate under today's coastal development regulations. The property's established zoning distinguish it from conventional beachfront offerings, presenting possibilities for an exceptional coastal vision while complementing the low density character of prestigious Captiva Drive. Adding further value is a grandfathered shared bayside bulkhead providing access to Captiva's boating waters. Opportunities combining substantial Gulf frontage, beachfront acreage, and distinctive development entitlements are exceedingly limited. Surrounded by some of Captiva's most notable estates, this extraordinary property offers a rare canvas to restore, reimagine, or create a lasting Gulf front legacy.

5 Beds ⋅ 4 Baths ⋅ 2026002529 MLS ⋅ Metes And Bounds BLDG.

Positioned and priced primarily for its underlying land value, the gulf front property presents a compelling opportunity for builders, developers, and discerning buyers seeking to create a custom Gulf front residence, multigenerational compound, or thoughtfully designed redevelopment project. Existing improvements include a three bedroom, three bath main residence, separate two bedroom guest home, private pool, detached garage, beachside cabana, and screened gazebo, providing additional flexibility for restoration or future development. A rare opportunity to create an extraordinary gulf front legacy estate on Captiva Island. Offering approximately 100 feet of direct Gulf frontage, this exceptional estate parcel combines coveted beachfront acreage with established multifamily zoning and estate entitlement, a distinctive combination increasingly difficult to replicate under today's coastal development regulations. The property's established zoning distinguish it from conventional beachfront offerings, presenting possibilities for an exceptional coastal vision while complementing the low density character of prestigious Captiva Drive. Adding further value is a grandfathered shared bayside bulkhead providing access to Captiva's boating waters. Opportunities combining substantial Gulf frontage, beachfront acreage, and distinctive development entitlements are exceedingly limited. Surrounded by some of Captiva's most notable estates, this extraordinary property offers a rare canvas to restore, reimagine, or create a lasting Gulf front legacy.

16632 Captiva Dr, Captiva

$5,250,000

Nestled between the Gulf and Bay, this stunning beachfront home offers unparalleled 180-degree views of both pristine waters, coupled with direct deep-water boating access and a private dock space with lift. Perfect for those who enjoy both the beach and boating lifestyle, this residence seamlessly blends luxurious indoor spaces with expansive outdoor living areas. The thoughtfully designed split floor plan provides ultimate privacy for owners and guests, while the open-concept gathering areas flow effortlessly from room to room. Sunlight pours through large windows, highlighting the voluminous interiors and enhancing the beauty of the home. The light-filled spaces lead to multiple outdoor areas ideal for entertaining or relaxing, all while taking in the spectacular views. Enjoy easy maintenance witha galvalume roof, composite decking, aluminum railings, durable stucco finish, impact windows and doors and more. The beautifully landscaped property boasts a large fenced backyard with pavers, perfect for hosting or enjoying the outdoors, plus a spacious pool and spa for ultimate relaxation. The gourmet kitchen offers fantastic views of the Gulf, stone countertops, a large pantry, a cozy dining area, and an adjacent deck for alfresco dining. The master suite is a true retreat, featuring incredible Gulf views, a spacious bath, two walk-in closets, and a private office. With a 3-car garage, this home is as practical as it is luxurious—making it the perfect waterfront getaway. NOTE, this property is atsome of the highest elevation in the X Zone of Captiva Island.

4 Beds ⋅ 3 Baths ⋅ 225013345 MLS ⋅ Dickeys John R Subd BLDG.

Nestled between the Gulf and Bay, this stunning beachfront home offers unparalleled 180-degree views of both pristine waters, coupled with direct deep-water boating access and a private dock space with lift. Perfect for those who enjoy both the beach and boating lifestyle, this residence seamlessly blends luxurious indoor spaces with expansive outdoor living areas. The thoughtfully designed split floor plan provides ultimate privacy for owners and guests, while the open-concept gathering areas flow effortlessly from room to room. Sunlight pours through large windows, highlighting the voluminous interiors and enhancing the beauty of the home. The light-filled spaces lead to multiple outdoor areas ideal for entertaining or relaxing, all while taking in the spectacular views. Enjoy easy maintenance witha galvalume roof, composite decking, aluminum railings, durable stucco finish, impact windows and doors and more. The beautifully landscaped property boasts a large fenced backyard with pavers, perfect for hosting or enjoying the outdoors, plus a spacious pool and spa for ultimate relaxation. The gourmet kitchen offers fantastic views of the Gulf, stone countertops, a large pantry, a cozy dining area, and an adjacent deck for alfresco dining. The master suite is a true retreat, featuring incredible Gulf views, a spacious bath, two walk-in closets, and a private office. With a 3-car garage, this home is as practical as it is luxurious—making it the perfect waterfront getaway. NOTE, this property is atsome of the highest elevation in the X Zone of Captiva Island.

15899 Captiva Dr, Captiva

$4,999,000

A once-in-a-generation Gulf-front redevelopment opportunity on Sanibel Island. Offering approximately 2.54 acres and an extraordinary 300 feet of beach frontage along the Gulf of Mexico, this former six-unit Clamshell condominium site presents a combination of scale, location and development potential rarely available on the island, especially at this price point. Due diligence has begun toward the potential replat of the property into four single-family residential lots, creating the opportunity for four individual Gulf-front homesites while retaining Resort Housing zoning and its associated rental flexibility. Subject to applicable approvals, a buyer pursuing a major subdivision and replat could create a beachfront enclave tailored to their vision such as develop all four homesites for construction or resale, retain one or more parcels for a private residence while selling the remaining lots to help offset acquisition and development costs, or explore other redevelopment possibilities afforded by this exceptional site. Within Sanibel’s Resort Housing District, the property offers important flexibility for future redevelopment, including nightly rental opportunities, relief from certain Angle of Light restrictions applicable to single-family residential development and the ability to build three stories above required flood elevation, subject to applicable approvals and regulations. These provisions, combined with the property's substantial Gulf frontage and acreage, create a compelling foundation for an extraordinary new beachfront community. The property was formerly home to the Clamshell condominium complex, consisting of six townhome-style condominium residences within three buildings that were demolished following Hurricane Ian. For purposes of Sanibel’s Buildback Ordinance, the pre-storm development consisted of three three-bedroom and three two-bedroom units, a swimming pool and private beach boardwalk. Zoned Resort Housing, the property includes D-1 (Lowlands Wetland Zone), E-2 (Gulf Beach Ridge) and A (Gulf Beach Zone) designations. Numerous redevelopment possibilities exist, with future residences positioned to capitalize on exceptional beach frontage, Gulf views and direct access to one of Sanibel’s greatest natural assets. Centrally between Sanddollar and Signal Inn, the site offers convenient access to an 18-hole golf course, restaurants, shopping, resorts and Sanibel’s scenic shared-use path system. Opportunities of this magnitude are exceedingly difficult to replicate with approximately 2.5 acres, 300 feet of Gulf frontage, Resort Housing flexibility and the potential to create four individual Gulf-front homesites or an entirely new beachfront community. An exceptional opportunity to shape a significant piece of Sanibel’s next chapter.

2026042139 MLS ⋅ Clamshell Condo BLDG.

A once-in-a-generation Gulf-front redevelopment opportunity on Sanibel Island. Offering approximately 2.54 acres and an extraordinary 300 feet of beach frontage along the Gulf of Mexico, this former six-unit Clamshell condominium site presents a combination of scale, location and development potential rarely available on the island, especially at this price point. Due diligence has begun toward the potential replat of the property into four single-family residential lots, creating the opportunity for four individual Gulf-front homesites while retaining Resort Housing zoning and its associated rental flexibility. Subject to applicable approvals, a buyer pursuing a major subdivision and replat could create a beachfront enclave tailored to their vision such as develop all four homesites for construction or resale, retain one or more parcels for a private residence while selling the remaining lots to help offset acquisition and development costs, or explore other redevelopment possibilities afforded by this exceptional site. Within Sanibel’s Resort Housing District, the property offers important flexibility for future redevelopment, including nightly rental opportunities, relief from certain Angle of Light restrictions applicable to single-family residential development and the ability to build three stories above required flood elevation, subject to applicable approvals and regulations. These provisions, combined with the property's substantial Gulf frontage and acreage, create a compelling foundation for an extraordinary new beachfront community. The property was formerly home to the Clamshell condominium complex, consisting of six townhome-style condominium residences within three buildings that were demolished following Hurricane Ian. For purposes of Sanibel’s Buildback Ordinance, the pre-storm development consisted of three three-bedroom and three two-bedroom units, a swimming pool and private beach boardwalk. Zoned Resort Housing, the property includes D-1 (Lowlands Wetland Zone), E-2 (Gulf Beach Ridge) and A (Gulf Beach Zone) designations. Numerous redevelopment possibilities exist, with future residences positioned to capitalize on exceptional beach frontage, Gulf views and direct access to one of Sanibel’s greatest natural assets. Centrally between Sanddollar and Signal Inn, the site offers convenient access to an 18-hole golf course, restaurants, shopping, resorts and Sanibel’s scenic shared-use path system. Opportunities of this magnitude are exceedingly difficult to replicate with approximately 2.5 acres, 300 feet of Gulf frontage, Resort Housing flexibility and the potential to create four individual Gulf-front homesites or an entirely new beachfront community. An exceptional opportunity to shape a significant piece of Sanibel’s next chapter.

1801 Olde Middle Gulf Dr, Sanibel

$4,995,000

Xanadu is a rare expression of contemporary coastal architecture in the heart of Captiva's historic Village. Completely reimagined and rebuilt from the concrete structure up following its 2024 acquisition, every element is new, from the impact windows, Hardie siding and stucco exterior to every interior finish, mechanical system and luxury amenity. On iconic Andy Rosse Lane, Captiva's most celebrated address, the home places you just moments from nightly sunset celebrations, waterfront dining and the unmistakable soundtrack of island musicians carried on the Gulf breezes. Inside, the interiors embrace the principles of quiet luxury, where thoughtful restraint replaces excess. Exposed scissor trusses with concealed lighting, a modern recessed coffered dining ceiling, flush inset solid wood cabinetry, contemporary three-panel shaker doors, square-edge casing and refined craftsman-inspired trim create an architectural language defined by crisp lines and impeccable proportions. A palette of warm whites, soft taupe's, greige, sand, natural wood and coastal blues complements meticulous drywall detailing and clean trim reveals throughout. The kitchen is sculptural and functional, anchored by a dramatic Brizo bridge faucet and equipped with a full suite of Thermador appliances including an induction range, side-by-side refrigerator with four freezer drawers, drawer microwave and refrigeration drawers serving the adjoining wet bar with hammered sink. Lutron automated shades, whole-home Sonos audio and enterprise-grade Wi-Fi deliver effortless comfort and technology. Designed for entertaining as much as everyday living, a dramatic open-air gallery stretches the length of the residence, framed by crisp columns, a warm tongue-and-groove ceiling and expansive views of the courtyard and pool. Outdoors, a resort-inspired setting unfolds with a newly reconstructed linear pool and spa, sun cabana with suspended daybed swing, outdoor shower and a fully equipped outdoor kitchen featuring grill, ice maker, beverage cooler, sink, television and bar seating for 12. The custom bunk room maximizes sleeping accommodations without compromising design, while a thoughtfully conceived carriage house offers exceptional flexibility. Two private guest suites may function together with a shared morning kitchen or independently, each with its exterior entrance overlooking the central courtyard promenade. Built with solid concrete construction through the first level, a Navien tankless water heater and every modern system expected of luxury new construction, Xanadu is an exceptional legacy property that seamlessly blends timeless island living with sophisticated contemporary design on Captiva's most desired street.

6 Beds ⋅ 6.5 Baths ⋅ 2026030368 MLS ⋅ Fa Lanes Bayview BLDG.

Xanadu is a rare expression of contemporary coastal architecture in the heart of Captiva's historic Village. Completely reimagined and rebuilt from the concrete structure up following its 2024 acquisition, every element is new, from the impact windows, Hardie siding and stucco exterior to every interior finish, mechanical system and luxury amenity. On iconic Andy Rosse Lane, Captiva's most celebrated address, the home places you just moments from nightly sunset celebrations, waterfront dining and the unmistakable soundtrack of island musicians carried on the Gulf breezes. Inside, the interiors embrace the principles of quiet luxury, where thoughtful restraint replaces excess. Exposed scissor trusses with concealed lighting, a modern recessed coffered dining ceiling, flush inset solid wood cabinetry, contemporary three-panel shaker doors, square-edge casing and refined craftsman-inspired trim create an architectural language defined by crisp lines and impeccable proportions. A palette of warm whites, soft taupe's, greige, sand, natural wood and coastal blues complements meticulous drywall detailing and clean trim reveals throughout. The kitchen is sculptural and functional, anchored by a dramatic Brizo bridge faucet and equipped with a full suite of Thermador appliances including an induction range, side-by-side refrigerator with four freezer drawers, drawer microwave and refrigeration drawers serving the adjoining wet bar with hammered sink. Lutron automated shades, whole-home Sonos audio and enterprise-grade Wi-Fi deliver effortless comfort and technology. Designed for entertaining as much as everyday living, a dramatic open-air gallery stretches the length of the residence, framed by crisp columns, a warm tongue-and-groove ceiling and expansive views of the courtyard and pool. Outdoors, a resort-inspired setting unfolds with a newly reconstructed linear pool and spa, sun cabana with suspended daybed swing, outdoor shower and a fully equipped outdoor kitchen featuring grill, ice maker, beverage cooler, sink, television and bar seating for 12. The custom bunk room maximizes sleeping accommodations without compromising design, while a thoughtfully conceived carriage house offers exceptional flexibility. Two private guest suites may function together with a shared morning kitchen or independently, each with its exterior entrance overlooking the central courtyard promenade. Built with solid concrete construction through the first level, a Navien tankless water heater and every modern system expected of luxury new construction, Xanadu is an exceptional legacy property that seamlessly blends timeless island living with sophisticated contemporary design on Captiva's most desired street.

11516 Andy Rosse Ln, Captiva

$4,995,000

Rare opportunity to own three adjoining vacant lots on beautiful Sanibel Island being sold together for a combined 5.15 acres. This unique offering provides exceptional privacy, flexibility, and endless possibilities to create a luxury island estate, family compound, or investment retreat. All three parcels abut one another, offering a large contiguous homesite rarely available on Sanibel. Enjoy Gulf access for boating, kayaking, paddleboarding, and fishing, with the convenience of reaching open water right from your property. Located near Sanibel’s world-renowned beaches, you’ll be just minutes from white sand shores, breathtaking sunsets, dining, shopping, bike paths, and nature preserves. Whether you are seeking a private waterfront sanctuary or future development potential, this extraordinary property is a one-of-a-kind island opportunity.

2026022665 MLS ⋅ Del Sega BLDG.

Rare opportunity to own three adjoining vacant lots on beautiful Sanibel Island being sold together for a combined 5.15 acres. This unique offering provides exceptional privacy, flexibility, and endless possibilities to create a luxury island estate, family compound, or investment retreat. All three parcels abut one another, offering a large contiguous homesite rarely available on Sanibel. Enjoy Gulf access for boating, kayaking, paddleboarding, and fishing, with the convenience of reaching open water right from your property. Located near Sanibel’s world-renowned beaches, you’ll be just minutes from white sand shores, breathtaking sunsets, dining, shopping, bike paths, and nature preserves. Whether you are seeking a private waterfront sanctuary or future development potential, this extraordinary property is a one-of-a-kind island opportunity.

6419 Pine Ave, Sanibel

$4,995,000

Rare opportunity to own three adjoining vacant lots on beautiful Sanibel Island being sold together for a combined 5.15 acres. This unique offering provides exceptional privacy, flexibility, and endless possibilities to create a luxury island estate, family compound, or investment retreat. All three parcels abut one another, offering a large contiguous homesite rarely available on Sanibel. Enjoy Gulf access for boating, kayaking, paddleboarding, and fishing, with the convenience of reaching open water right from your property. Located near Sanibel’s world-renowned beaches, you’ll be just minutes from white sand shores, breathtaking sunsets, dining, shopping, bike paths, and nature preserves. Whether you are seeking a private waterfront sanctuary or future development potential, this extraordinary property is a one-of-a-kind island opportunity.

2026022661 MLS ⋅ Del Sega BLDG.

Rare opportunity to own three adjoining vacant lots on beautiful Sanibel Island being sold together for a combined 5.15 acres. This unique offering provides exceptional privacy, flexibility, and endless possibilities to create a luxury island estate, family compound, or investment retreat. All three parcels abut one another, offering a large contiguous homesite rarely available on Sanibel. Enjoy Gulf access for boating, kayaking, paddleboarding, and fishing, with the convenience of reaching open water right from your property. Located near Sanibel’s world-renowned beaches, you’ll be just minutes from white sand shores, breathtaking sunsets, dining, shopping, bike paths, and nature preserves. Whether you are seeking a private waterfront sanctuary or future development potential, this extraordinary property is a one-of-a-kind island opportunity.

6411 Pine Ave, Sanibel

$4,995,000

Rare opportunity to own three adjoining vacant lots on beautiful Sanibel Island being sold together for a combined 5.15 acres. This unique offering provides exceptional privacy, flexibility, and endless possibilities to create a luxury island estate, family compound, or investment retreat. All three parcels abut one another, offering a large contiguous homesite rarely available on Sanibel. Enjoy Gulf access for boating, kayaking, paddleboarding, and fishing, with the convenience of reaching open water right from your property. Located near Sanibel’s world-renowned beaches, you’ll be just minutes from white sand shores, breathtaking sunsets, dining, shopping, bike paths, and nature preserves. Whether you are seeking a private waterfront sanctuary or future development potential, this extraordinary property is a one-of-a-kind island opportunity.

2026022652 MLS ⋅ White Heron Subdivision BLDG.

Rare opportunity to own three adjoining vacant lots on beautiful Sanibel Island being sold together for a combined 5.15 acres. This unique offering provides exceptional privacy, flexibility, and endless possibilities to create a luxury island estate, family compound, or investment retreat. All three parcels abut one another, offering a large contiguous homesite rarely available on Sanibel. Enjoy Gulf access for boating, kayaking, paddleboarding, and fishing, with the convenience of reaching open water right from your property. Located near Sanibel’s world-renowned beaches, you’ll be just minutes from white sand shores, breathtaking sunsets, dining, shopping, bike paths, and nature preserves. Whether you are seeking a private waterfront sanctuary or future development potential, this extraordinary property is a one-of-a-kind island opportunity.

6020 White Heron Ln, Sanibel

$4,900,000

Offering a premier direct Gulf-front location, Beach Home 19 is an elevated 3 Bedroom + Den, 3 Bath residence positioned along one of Captiva’s most sought-after stretches of beach within the gates of South Seas. Thoughtfully redesigned and extensively renovated, this exceptional home blends modern coastal sophistication with the natural beauty of its beachfront setting. The open-concept interior features luxury vinyl flooring throughout, creating a seamless foundation for both durability and style. A custom floating staircase anchors the living space as a striking architectural focal point, enhancing light, volume, and visual flow. The beautifully appointed kitchen pairs form and function with custom wood cabinetry, substantial quartz countertops, premium stainless steel appliances, and a gas cooktop, true Gulf-front cooking with a view. Coastal-inspired furnishings and curated finishes create a relaxed yet refined atmosphere, allowing the Gulf to remain the focal point from nearly every room. Expansive impact-resistant windows invite abundant natural light while providing energy efficiency and peace of mind. Outdoor living is equally compelling, with composite decking designed for effortless enjoyment of sea breezes, sunsets, and direct access to the sugar-sand beach just steps away. Located within the gated South Seas community, Beach Home 19 offers privacy, exclusivity, and immediate access to some of the finest beaches in the United States. Whether envisioned as a private retreat or a luxury investment opportunity, this residence captures the essence of Gulf-front living on Captiva Island.

3 Beds ⋅ 3 Baths ⋅ 2026010269 MLS ⋅ South Seas Island Resort BLDG.

Offering a premier direct Gulf-front location, Beach Home 19 is an elevated 3 Bedroom + Den, 3 Bath residence positioned along one of Captiva’s most sought-after stretches of beach within the gates of South Seas. Thoughtfully redesigned and extensively renovated, this exceptional home blends modern coastal sophistication with the natural beauty of its beachfront setting. The open-concept interior features luxury vinyl flooring throughout, creating a seamless foundation for both durability and style. A custom floating staircase anchors the living space as a striking architectural focal point, enhancing light, volume, and visual flow. The beautifully appointed kitchen pairs form and function with custom wood cabinetry, substantial quartz countertops, premium stainless steel appliances, and a gas cooktop, true Gulf-front cooking with a view. Coastal-inspired furnishings and curated finishes create a relaxed yet refined atmosphere, allowing the Gulf to remain the focal point from nearly every room. Expansive impact-resistant windows invite abundant natural light while providing energy efficiency and peace of mind. Outdoor living is equally compelling, with composite decking designed for effortless enjoyment of sea breezes, sunsets, and direct access to the sugar-sand beach just steps away. Located within the gated South Seas community, Beach Home 19 offers privacy, exclusivity, and immediate access to some of the finest beaches in the United States. Whether envisioned as a private retreat or a luxury investment opportunity, this residence captures the essence of Gulf-front living on Captiva Island.

19 Beach Homes, Captiva

$4,890,000

Wake up to this every day... Captiva's Best Value for Buyers Seeking Walkability, Deep-Water Boating, and the Authentic Island Lifestyle. Imagine beginning each morning with coffee overlooking the sparkling waters of Pine Island Sound as dolphins glide past your private dock and pelicans soar overhead. This is more than a waterfront home, it's a lifestyle that few properties can offer. Perfectly positioned in the heart of Captiva Village, this exceptional bayfront residence combines expansive, unobstructed water views, direct Gulf boating access, and one of the island's most walkable locations. Leave the car behind and stroll to Captiva's renowned restaurants, charming boutiques, Captiva Chapel by the Sea, the library, local galleries, and the sugar-sand beaches of the Gulf of Mexico. Few waterfront homes offer the rare opportunity to enjoy both a premier boating lifestyle and the convenience of village living. Set on nearly one-half acre, the property features a private deep-water dock with no bridges to the Gulf, making it an ideal retreat for boating enthusiasts, anglers, and those who simply love life on the water. Designed to capture the timeless charm of Old Florida, the home offers warm, inviting living spaces where family and friends naturally gather. Spend the day boating to nearby islands, relaxing by the pool, fishing from your dock, or simply watching the ever-changing beauty of Pine Island Sound unfold before you. Evenings are reserved for spectacular sunsets, waterfront dining just a short walk away, and the relaxed pace that has made Captiva one of Florida's most treasured destinations. Adding to its appeal, the home has enjoyed a successful vacation rental history, providing an exceptional opportunity for buyers seeking both a luxury retreat and income-producing potential. Whether you're searching for a full-time residence, seasonal escape, or legacy waterfront property, 15153 Captiva Drive represents one of Captiva's most compelling values. Offering an irreplaceable combination of walkability, direct boating access, breathtaking bay views, and authentic island charm, this is the Captiva lifestyle you've been dreaming about!

3 Beds ⋅ 3 Baths ⋅ 2026010812 MLS ⋅ Captiva BLDG.

Wake up to this every day... Captiva's Best Value for Buyers Seeking Walkability, Deep-Water Boating, and the Authentic Island Lifestyle. Imagine beginning each morning with coffee overlooking the sparkling waters of Pine Island Sound as dolphins glide past your private dock and pelicans soar overhead. This is more than a waterfront home, it's a lifestyle that few properties can offer. Perfectly positioned in the heart of Captiva Village, this exceptional bayfront residence combines expansive, unobstructed water views, direct Gulf boating access, and one of the island's most walkable locations. Leave the car behind and stroll to Captiva's renowned restaurants, charming boutiques, Captiva Chapel by the Sea, the library, local galleries, and the sugar-sand beaches of the Gulf of Mexico. Few waterfront homes offer the rare opportunity to enjoy both a premier boating lifestyle and the convenience of village living. Set on nearly one-half acre, the property features a private deep-water dock with no bridges to the Gulf, making it an ideal retreat for boating enthusiasts, anglers, and those who simply love life on the water. Designed to capture the timeless charm of Old Florida, the home offers warm, inviting living spaces where family and friends naturally gather. Spend the day boating to nearby islands, relaxing by the pool, fishing from your dock, or simply watching the ever-changing beauty of Pine Island Sound unfold before you. Evenings are reserved for spectacular sunsets, waterfront dining just a short walk away, and the relaxed pace that has made Captiva one of Florida's most treasured destinations. Adding to its appeal, the home has enjoyed a successful vacation rental history, providing an exceptional opportunity for buyers seeking both a luxury retreat and income-producing potential. Whether you're searching for a full-time residence, seasonal escape, or legacy waterfront property, 15153 Captiva Drive represents one of Captiva's most compelling values. Offering an irreplaceable combination of walkability, direct boating access, breathtaking bay views, and authentic island charm, this is the Captiva lifestyle you've been dreaming about!

15153 Captiva Dr, Captiva

$4,850,000

Welcome to Beach Home 24, a stunning coastal retreat that has been completely renovated, reconfigured, and expanded to just under 2,400 square feet. This 4-bedroom, 4.5-bath residence showcases a one-of-a-kind floor plan with direct Gulf views and a design that perfectly balances modern sophistication with the relaxed charm of Captiva Island. Professionally designed and furnished, every detail has been thoughtfully curated to elevate comfort and style within the exclusive South Seas Resort. The designer kitchen serves as the heart of the home, featuring an impressive 11’+ island, Vadara Sereno Gold Quartz countertops, honed marble tile backsplash, and top-of-the-line Thermador appliances including a panel-front built-in refrigerator and 48” Pro Harmony gas range. An adjoining bar area enhances the home’s entertaining appeal, complete with Zephyr panel-front fridge drawers, built-in wine fridge, and brass sink. Each of the four bedrooms offers a private en-suite bath, providing comfort and luxury for family and guests. The main level hosts a primary suite, junior suite, and twin suite, while the upstairs primary suite presents a serene retreat with a walk-out sun deck capturing sweeping Gulf views. Bathrooms are finished with mosaic marble tile flooring, honed marble shower walls, and thermostatic shower systems with body sprays. Additional highlights include engineered hardwood flooring, shiplap and board-and-batten accents, impact-rated windows and doors, and a brand-new 2025 standing seam metal roof. With timeless coastal décor and unparalleled craftsmanship, Beach Home 24 embodies the essence of Captiva Island luxury living—offering elegance, comfort, and breathtaking Gulf vistas.

4 Beds ⋅ 4.5 Baths ⋅ 2025017647 MLS ⋅ South Seas Island Resort BLDG.

Welcome to Beach Home 24, a stunning coastal retreat that has been completely renovated, reconfigured, and expanded to just under 2,400 square feet. This 4-bedroom, 4.5-bath residence showcases a one-of-a-kind floor plan with direct Gulf views and a design that perfectly balances modern sophistication with the relaxed charm of Captiva Island. Professionally designed and furnished, every detail has been thoughtfully curated to elevate comfort and style within the exclusive South Seas Resort. The designer kitchen serves as the heart of the home, featuring an impressive 11’+ island, Vadara Sereno Gold Quartz countertops, honed marble tile backsplash, and top-of-the-line Thermador appliances including a panel-front built-in refrigerator and 48” Pro Harmony gas range. An adjoining bar area enhances the home’s entertaining appeal, complete with Zephyr panel-front fridge drawers, built-in wine fridge, and brass sink. Each of the four bedrooms offers a private en-suite bath, providing comfort and luxury for family and guests. The main level hosts a primary suite, junior suite, and twin suite, while the upstairs primary suite presents a serene retreat with a walk-out sun deck capturing sweeping Gulf views. Bathrooms are finished with mosaic marble tile flooring, honed marble shower walls, and thermostatic shower systems with body sprays. Additional highlights include engineered hardwood flooring, shiplap and board-and-batten accents, impact-rated windows and doors, and a brand-new 2025 standing seam metal roof. With timeless coastal décor and unparalleled craftsmanship, Beach Home 24 embodies the essence of Captiva Island luxury living—offering elegance, comfort, and breathtaking Gulf vistas.

24 Beach Homes, Captiva

$4,775,000

Just steps from the surf, this incredible Gulf front beach home has been designed to maximize views and perfectly blend indoor and outdoor living space. Pocketing sliders in the living room disappear from view so that from every angle aquamarine water and sand are the background for life at the beach. The north side of the home has no immediate neighbor, giving Beach House 11 a unique setting... no home obstructing views from the living room, kitchen and the window-lined sunroom that extends these spaces. Playful use of color gives the home a whimsical characteristic that is entirely fitting and welcoming for this beachfront Captiva home. The primary bedroom is on the first floor, with pocketing sliders as well. Fall asleep and wake up listening to the soothing sounds of waves upon the sand. Western exposure provides nightly sunsets, each more magical than the last. One guest bedroom on the first floor, two on the second. The sun porch on the second floor raises the bar for views... truly breathtaking! Newer mechanical storm shutters at the lanai, a tankless water heater, newer AC system and recently installed standing seam metal roof ensure ease of ownership. The Beach Home community has three pools, a tennis court, and is located within the South Seas resort which offers additional amenities to members.

4 Beds ⋅ 3 Baths ⋅ 2026032419 MLS ⋅ South Seas Island Resort BLDG.

Just steps from the surf, this incredible Gulf front beach home has been designed to maximize views and perfectly blend indoor and outdoor living space. Pocketing sliders in the living room disappear from view so that from every angle aquamarine water and sand are the background for life at the beach. The north side of the home has no immediate neighbor, giving Beach House 11 a unique setting... no home obstructing views from the living room, kitchen and the window-lined sunroom that extends these spaces. Playful use of color gives the home a whimsical characteristic that is entirely fitting and welcoming for this beachfront Captiva home. The primary bedroom is on the first floor, with pocketing sliders as well. Fall asleep and wake up listening to the soothing sounds of waves upon the sand. Western exposure provides nightly sunsets, each more magical than the last. One guest bedroom on the first floor, two on the second. The sun porch on the second floor raises the bar for views... truly breathtaking! Newer mechanical storm shutters at the lanai, a tankless water heater, newer AC system and recently installed standing seam metal roof ensure ease of ownership. The Beach Home community has three pools, a tennis court, and is located within the South Seas resort which offers additional amenities to members.

11 Beach Homes, Captiva

$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 ⋅ 6.5 Baths ⋅ 2025024133 MLS ⋅ Metes And Bounds BLDG.

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 Dr, Captiva

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