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Steps from the Gulf, this beautifully appointed 5-bedroom, 5-bath home known as Almost Heaven sits along the desirable Tween Waters stretch in the heart of Captiva Village, offering the island’s best combination of location and livability. This residence delivers turquoise-water views and puts you a minute’s walk from the Village’s boutiques and galleries. Deeded beach access adds an extra layer of convenience and long-term value. A dramatic two-story great room anchors the main living space, complemented by a formal dining area perfect for hosting family dinners or entertaining guests. The gas fireplace adds warmth and ambiance on cooler evenings, while the chef’s kitchen brings it all together with an oversized refrigerator, glass cooktop, built-in microwave, wine cabinet, and premium cabinetry. Thoughtfully designed for gathering, the home sleeps up to 14. The primary suite is complete with a morning bar and beverage cooler, a jetted soaking tub, and an oversized dual-spray walk-in shower. Two additional king suites, a queen bedroom, and a built-in bunk room complete the sleeping arrangements. This home is ideal for multigenerational living or hosting extended family and friends. Outdoor living centers on a private heated pool with a spa and an adjacent putting green, surrounded by lush, mature tropical landscaping for total privacy. Extensive recent upgrades bring peace of mind and easy living, including a brand new metal roof, impact windows and doors, an elevator, garage doors, pool equipment, and air conditioners, plus newly installed EnduraFlood paneling on the ground level. Whether as a personal retreat or a strong income-producing investment on one of Southwest Florida’s most sought-after barrier islands, Almost Heaven offers a rare blend of privacy, proximity to the beach, and Village walkability that’s difficult to replicate.

5 Beds ⋅ 5 Baths ⋅ 2026024624 MLS

Steps from the Gulf, this beautifully appointed 5-bedroom, 5-bath home known as Almost Heaven sits along the desirable Tween Waters stretch in the heart of Captiva Village, offering the island’s best combination of location and livability. This residence delivers turquoise-water views and puts you a minute’s walk from the Village’s boutiques and galleries. Deeded beach access adds an extra layer of convenience and long-term value. A dramatic two-story great room anchors the main living space, complemented by a formal dining area perfect for hosting family dinners or entertaining guests. The gas fireplace adds warmth and ambiance on cooler evenings, while the chef’s kitchen brings it all together with an oversized refrigerator, glass cooktop, built-in microwave, wine cabinet, and premium cabinetry. Thoughtfully designed for gathering, the home sleeps up to 14. The primary suite is complete with a morning bar and beverage cooler, a jetted soaking tub, and an oversized dual-spray walk-in shower. Two additional king suites, a queen bedroom, and a built-in bunk room complete the sleeping arrangements. This home is ideal for multigenerational living or hosting extended family and friends. Outdoor living centers on a private heated pool with a spa and an adjacent putting green, surrounded by lush, mature tropical landscaping for total privacy. Extensive recent upgrades bring peace of mind and easy living, including a brand new metal roof, impact windows and doors, an elevator, garage doors, pool equipment, and air conditioners, plus newly installed EnduraFlood paneling on the ground level. Whether as a personal retreat or a strong income-producing investment on one of Southwest Florida’s most sought-after barrier islands, Almost Heaven offers a rare blend of privacy, proximity to the beach, and Village walkability that’s difficult to replicate.

15361 Captiva Drive, Captiva

$449,000

Remodeled in 2022 and kept in excellent condition, this furnished 1-bedroom, 2-bath Bayside Villa looks out over the bay and the South Seas marina, with the private white-sand beach a short walk across the lot. Impact-rated windows and doors went in with the 2022 renovation, and the unit came through Hurricanes Ian, Helene and Milton with no damage. The kitchen has an island and updated appliances, and there is an in-unit washer-dryer, which few Bayside units have. Daily rentals are permitted and the condo is an active Airbnb; the sale is subject to existing reservations. Owners enjoy the Bayside pool and spa, under-building parking, and South Seas Resort amenities, subject to membership. Use it as a turnkey island getaway, a rental, or both.

1 Beds ⋅ 2 Baths ⋅ 2026042111 MLS

Remodeled in 2022 and kept in excellent condition, this furnished 1-bedroom, 2-bath Bayside Villa looks out over the bay and the South Seas marina, with the private white-sand beach a short walk across the lot. Impact-rated windows and doors went in with the 2022 renovation, and the unit came through Hurricanes Ian, Helene and Milton with no damage. The kitchen has an island and updated appliances, and there is an in-unit washer-dryer, which few Bayside units have. Daily rentals are permitted and the condo is an active Airbnb; the sale is subject to existing reservations. Owners enjoy the Bayside pool and spa, under-building parking, and South Seas Resort amenities, subject to membership. Use it as a turnkey island getaway, a rental, or both.

5136 Bayside Villas, Captiva

$1,350,000

Discover a rare opportunity to own a beautifully renovated 2-bedroom, 2-bath Beach Cottage at South Seas Resort on Captiva Island. Ideally positioned along the south end of the resort, this coastal retreat offers relaxed island living just moments from the shoreline. Renovations are nearly complete, giving the next owner the unique opportunity to select the final interior finishes and add their personal touch. Major improvements include a new roof, new A/C, Hardie siding and trim, impact windows and doors, an impact-rated tri-fold slider, composite decking, beautifully landscaped grounds, and updated interiors. Inside, approximately 900 square feet of airy living space features an open-concept living and dining area, kitchen with island, two updated bedrooms, and two bathrooms with walk-in showers. New GE Profile double wall ovens, 30" cooktop, counter depth French-door refrigerator and dishwasher are ready for installation, while countertops, vanities, and a few finishing touches remain for the buyer to complete. Step onto the screened patio and enjoy gentle Gulf breezes, sunset skies, and views toward the beach. A private beach path makes access to the shoreline effortless, while a pool and tennis court are conveniently located right outside the front door. Whether you're seeking a private island escape, family retreat, or vacation property, this cottage offers the perfect blend of thoughtful upgrades, resort amenities, and quintessential Captiva charm. Bring your vision and complete this exceptional beach cottage into your own personal island retreat.

2 Beds ⋅ 2 Baths ⋅ 2026041921 MLS

Discover a rare opportunity to own a beautifully renovated 2-bedroom, 2-bath Beach Cottage at South Seas Resort on Captiva Island. Ideally positioned along the south end of the resort, this coastal retreat offers relaxed island living just moments from the shoreline. Renovations are nearly complete, giving the next owner the unique opportunity to select the final interior finishes and add their personal touch. Major improvements include a new roof, new A/C, Hardie siding and trim, impact windows and doors, an impact-rated tri-fold slider, composite decking, beautifully landscaped grounds, and updated interiors. Inside, approximately 900 square feet of airy living space features an open-concept living and dining area, kitchen with island, two updated bedrooms, and two bathrooms with walk-in showers. New GE Profile double wall ovens, 30" cooktop, counter depth French-door refrigerator and dishwasher are ready for installation, while countertops, vanities, and a few finishing touches remain for the buyer to complete. Step onto the screened patio and enjoy gentle Gulf breezes, sunset skies, and views toward the beach. A private beach path makes access to the shoreline effortless, while a pool and tennis court are conveniently located right outside the front door. Whether you're seeking a private island escape, family retreat, or vacation property, this cottage offers the perfect blend of thoughtful upgrades, resort amenities, and quintessential Captiva charm. Bring your vision and complete this exceptional beach cottage into your own personal island retreat.

1414 Beach Cottages, Captiva

$1,115,000

Exceptional opportunity to own a beautifully renovated 5-bedroom, 3.5-bath island retreat just a short walk from the pristine Gulf beaches of North Captiva Island. Offering 1,682 square feet of living space, this coastal home combines modern updates with the relaxed island lifestyle that makes North Captiva one of Southwest Florida's most unique destinations. Accessible only by boat or private aircraft, North Captiva offers miles of uncrowded beaches, world-class fishing, breathtaking sunsets, and a peaceful atmosphere free from cars and traffic. Thoughtfully designed to accommodate large families and guests, the home offers plenty of space to spread out across multiple living areas and outdoor gathering spaces. The main level features a king primary suite with private ensuite bath, a queen guest bedroom, and a custom bunk room with four twin beds. The lower-level in-law suite provides exceptional flexibility with a king bedroom, a bedroom with two twin beds, a second living area, kitchenette with sink and microwave, and a full bath, making it ideal for extended family, guests, or vacation rental accommodations. Every level of the home features decks and outdoor living areas, including two screened porches with overhead fans for enjoying island breezes year-round. The crow's nest rooftop deck offers stunning 360-degree views of the island, Gulf waters, and unforgettable sunrises and sunsets. Extensive recent improvements include a new roof, new siding, updated electrical, new water system, new hot water tank, fresh interior and exterior paint, new decking, a newly constructed crow's nest, rescreened porches, updated landscaping and driveway improvements, new poly outdoor furnishings, luxury vinyl plank flooring, tile flooring, and granite countertops in the bathrooms. Currently operating as a successful vacation rental, this property offers outstanding income-producing potential while also serving as the perfect private island getaway. Two golf carts are included for convenient transportation throughout the island. Whether you're seeking a personal retreat, full-time residence, or established investment property, this exceptional North Captiva home is ready to be enjoyed.

5 Beds ⋅ 4 Baths ⋅ 2026026019 MLS

Exceptional opportunity to own a beautifully renovated 5-bedroom, 3.5-bath island retreat just a short walk from the pristine Gulf beaches of North Captiva Island. Offering 1,682 square feet of living space, this coastal home combines modern updates with the relaxed island lifestyle that makes North Captiva one of Southwest Florida's most unique destinations. Accessible only by boat or private aircraft, North Captiva offers miles of uncrowded beaches, world-class fishing, breathtaking sunsets, and a peaceful atmosphere free from cars and traffic. Thoughtfully designed to accommodate large families and guests, the home offers plenty of space to spread out across multiple living areas and outdoor gathering spaces. The main level features a king primary suite with private ensuite bath, a queen guest bedroom, and a custom bunk room with four twin beds. The lower-level in-law suite provides exceptional flexibility with a king bedroom, a bedroom with two twin beds, a second living area, kitchenette with sink and microwave, and a full bath, making it ideal for extended family, guests, or vacation rental accommodations. Every level of the home features decks and outdoor living areas, including two screened porches with overhead fans for enjoying island breezes year-round. The crow's nest rooftop deck offers stunning 360-degree views of the island, Gulf waters, and unforgettable sunrises and sunsets. Extensive recent improvements include a new roof, new siding, updated electrical, new water system, new hot water tank, fresh interior and exterior paint, new decking, a newly constructed crow's nest, rescreened porches, updated landscaping and driveway improvements, new poly outdoor furnishings, luxury vinyl plank flooring, tile flooring, and granite countertops in the bathrooms. Currently operating as a successful vacation rental, this property offers outstanding income-producing potential while also serving as the perfect private island getaway. Two golf carts are included for convenient transportation throughout the island. Whether you're seeking a personal retreat, full-time residence, or established investment property, this exceptional North Captiva home is ready to be enjoyed.

120 Swallow Drive, Captiva

$3,149,000

Begin creating your own unforgettable moments at “Captiva Memories,” a stunning coastal retreat perfectly positioned in the heart of Captiva Village. This beautifully designed 5-bedroom, 5-bath home offers an exceptional blend of luxury, charm, and relaxed island living. Nestled within the exclusive Village by the Sea—a boutique enclave of just seven custom homes—it captures the timeless character of classic Old Florida style with refined, modern updates. From the moment you arrive, lush tropical landscaping surrounds you, creating a sense of privacy and tranquility that feels worlds away. Yet, you’re just steps from the sugar-white sands of the Gulf and the vibrant shops and dining along Andy Rosse Lane, offering a rare balance of seclusion and convenience. Designed for both relaxation and entertaining, the home features an inviting outdoor oasis where you can unwind beside the sparkling heated pool, enjoy warm coastal breezes, and listen to the gentle rhythm of the surf. Inside, the home has been meticulously maintained and thoughtfully updated, showcasing elevated finishes and timeless coastal character throughout. The beautifully renovated kitchen (2023) boasts custom cabinetry, quartz countertops, and premium finishes, while all bathrooms were stylishly updated in 2022. Luxury vinyl flooring runs throughout, complemented by durable Trex decking and Hardi-board trim. Additional enhancements include a new roof (2023), impact-resistant windows and doors, a three-zone A/C system, and the Watergate flood barrier system (2024), —providing comfort and peace of mind. The thoughtfully designed split floor plan ensures privacy for both family and guests, including two second-floor ensuite bedrooms that share a private sundeck overlooking the pool and backyard. Offered fully furnished and turnkey, this home is ready for immediate enjoyment. One of the home’s most captivating features is the expansive fourth-level observation deck, offering breathtaking panoramic Gulf views and unforgettable sunsets. Generous bonus space and ample parking further enhance the home’s versatility. With a strong rental history this property presents an outstanding opportunity as both a private beach retreat and a high-performing investment. Just a short stroll brings you to the beach, where you can enjoy world-class shelling, soft sandy shores, and spectacular sunsets. Living in the Village means everything you need is within walking distance—from beloved local restaurants like the Mucky Duck to charming shops, Bailey’s Island Store, and lively evening entertainment. “Captiva Memories” is more than a home—it’s a lifestyle rooted in the rich history, tradition, and natural beauty of Captiva Island, a place where cherished moments are made with family and friends for years to come.

5 Beds ⋅ 5 Baths ⋅ 2026017713 MLS

Begin creating your own unforgettable moments at “Captiva Memories,” a stunning coastal retreat perfectly positioned in the heart of Captiva Village. This beautifully designed 5-bedroom, 5-bath home offers an exceptional blend of luxury, charm, and relaxed island living. Nestled within the exclusive Village by the Sea—a boutique enclave of just seven custom homes—it captures the timeless character of classic Old Florida style with refined, modern updates. From the moment you arrive, lush tropical landscaping surrounds you, creating a sense of privacy and tranquility that feels worlds away. Yet, you’re just steps from the sugar-white sands of the Gulf and the vibrant shops and dining along Andy Rosse Lane, offering a rare balance of seclusion and convenience. Designed for both relaxation and entertaining, the home features an inviting outdoor oasis where you can unwind beside the sparkling heated pool, enjoy warm coastal breezes, and listen to the gentle rhythm of the surf. Inside, the home has been meticulously maintained and thoughtfully updated, showcasing elevated finishes and timeless coastal character throughout. The beautifully renovated kitchen (2023) boasts custom cabinetry, quartz countertops, and premium finishes, while all bathrooms were stylishly updated in 2022. Luxury vinyl flooring runs throughout, complemented by durable Trex decking and Hardi-board trim. Additional enhancements include a new roof (2023), impact-resistant windows and doors, a three-zone A/C system, and the Watergate flood barrier system (2024), —providing comfort and peace of mind. The thoughtfully designed split floor plan ensures privacy for both family and guests, including two second-floor ensuite bedrooms that share a private sundeck overlooking the pool and backyard. Offered fully furnished and turnkey, this home is ready for immediate enjoyment. One of the home’s most captivating features is the expansive fourth-level observation deck, offering breathtaking panoramic Gulf views and unforgettable sunsets. Generous bonus space and ample parking further enhance the home’s versatility. With a strong rental history this property presents an outstanding opportunity as both a private beach retreat and a high-performing investment. Just a short stroll brings you to the beach, where you can enjoy world-class shelling, soft sandy shores, and spectacular sunsets. Living in the Village means everything you need is within walking distance—from beloved local restaurants like the Mucky Duck to charming shops, Bailey’s Island Store, and lively evening entertainment. “Captiva Memories” is more than a home—it’s a lifestyle rooted in the rich history, tradition, and natural beauty of Captiva Island, a place where cherished moments are made with family and friends for years to come.

11525 Andy Rosse Lane, Captiva

$3,924,999

Not everyone can get here… and that’s exactly the point. Indiana Jones Adventure Meets Luxury Island Living | Rare Fly-In / Boat-In Captiva Estate. Set along the waters of Pine Island Sound with views to the Gulf of America, this extraordinary Upper Captiva property offers one of the most unique lifestyles in Southwest Florida. Located on approximately 1.16 acres, this private island retreat is accessible by boat or private aircraft via Salty Approach Airstrip (FL90), Upper Captiva’s private 1,800-foot grass runway. The property also includes a hangar below the home, making it ideal for aviation enthusiasts. FL90 is best suited for experienced pilots flying light aircraft designed for short-field and turf operations, including planes in the style of Cessna 150, 152, 172, 182, 206, Piper Cub, Super Cub, Aviat Husky, Maule, Kitfox, and similar STOL-capable aircraft. For seaplane owners, welcome home. The residence features 5 bedrooms, 5 bathrooms, and over 3,900 square feet designed to capture panoramic water views and sunsets. A private elevator services all four levels. Inside, the home offers spacious living and entertaining areas with marble, tile, and wood flooring throughout. The chef’s kitchen includes premium appliances, wine and beverage refrigeration, ice maker, and an open layout ideal for hosting. Outdoor living is exceptional, with expansive terraces and gathering spaces overlooking the water. A new Trex waterfront deck leads to a private composite dock with boat lift, ideal for a 40-foot Viking for serious fishing adventures, plus a fast boat such as a Nortech or Midnight Express for island-hopping and cruising. The dock may also accommodate a seaplane. Additional features include whole-house generator, hurricane impact windows and doors with shutters, outdoor kitchen, poolside cabana, exercise room, multiple entertaining spaces, and well water, septic, and propane gas service. A rare combination of privacy, adventure, and luxury waterfront living in one of Southwest Florida’s most exclusive island communities. Created for those who crave privacy, adventure, and a true sense of escape, this estate offers a lifestyle few properties can match. Spend your mornings heading out by Viking for serious fishing, your afternoons cruising by fast boat to nearby islands, and your evenings enjoying panoramic sunsets over Pine Island Sound. With a hangar below the home, private dockage, expansive terraces, and resort-style outdoor living, every detail supports an effortless fly-in, boat-in island lifestyle. This is more than a residence. It is a gateway to one of the most extraordinary waterfront experiences in Southwest Florida. With exceptional access to Boca Grande’s renowned deep-water fishing right from your back door, this remarkable estate is designed for the buyer who expects the extraordinary. Complete with a private sauna and every luxury appointment. The 29'5" x 36'7" hangar-style garage offers substantial space for aircraft.

4 Beds ⋅ 5 Baths ⋅ 226010619 MLS

Not everyone can get here… and that’s exactly the point. Indiana Jones Adventure Meets Luxury Island Living | Rare Fly-In / Boat-In Captiva Estate. Set along the waters of Pine Island Sound with views to the Gulf of America, this extraordinary Upper Captiva property offers one of the most unique lifestyles in Southwest Florida. Located on approximately 1.16 acres, this private island retreat is accessible by boat or private aircraft via Salty Approach Airstrip (FL90), Upper Captiva’s private 1,800-foot grass runway. The property also includes a hangar below the home, making it ideal for aviation enthusiasts. FL90 is best suited for experienced pilots flying light aircraft designed for short-field and turf operations, including planes in the style of Cessna 150, 152, 172, 182, 206, Piper Cub, Super Cub, Aviat Husky, Maule, Kitfox, and similar STOL-capable aircraft. For seaplane owners, welcome home. The residence features 5 bedrooms, 5 bathrooms, and over 3,900 square feet designed to capture panoramic water views and sunsets. A private elevator services all four levels. Inside, the home offers spacious living and entertaining areas with marble, tile, and wood flooring throughout. The chef’s kitchen includes premium appliances, wine and beverage refrigeration, ice maker, and an open layout ideal for hosting. Outdoor living is exceptional, with expansive terraces and gathering spaces overlooking the water. A new Trex waterfront deck leads to a private composite dock with boat lift, ideal for a 40-foot Viking for serious fishing adventures, plus a fast boat such as a Nortech or Midnight Express for island-hopping and cruising. The dock may also accommodate a seaplane. Additional features include whole-house generator, hurricane impact windows and doors with shutters, outdoor kitchen, poolside cabana, exercise room, multiple entertaining spaces, and well water, septic, and propane gas service. A rare combination of privacy, adventure, and luxury waterfront living in one of Southwest Florida’s most exclusive island communities. Created for those who crave privacy, adventure, and a true sense of escape, this estate offers a lifestyle few properties can match. Spend your mornings heading out by Viking for serious fishing, your afternoons cruising by fast boat to nearby islands, and your evenings enjoying panoramic sunsets over Pine Island Sound. With a hangar below the home, private dockage, expansive terraces, and resort-style outdoor living, every detail supports an effortless fly-in, boat-in island lifestyle. This is more than a residence. It is a gateway to one of the most extraordinary waterfront experiences in Southwest Florida. With exceptional access to Boca Grande’s renowned deep-water fishing right from your back door, this remarkable estate is designed for the buyer who expects the extraordinary. Complete with a private sauna and every luxury appointment. The 29'5" x 36'7" hangar-style garage offers substantial space for aircraft.

211 Kingfisher Drive, Captiva

$1,650,000

Over the years, one of the most popular weekly vacation rental homes on Captiva has had an exceptional rating by VRBO guests. 2027 advance rentals are already booked well into the summer months. This classic Captiva cottage-style home is totally updated with new LVP flooring, two new baths, a new quartz kitchen with new S/S appliances, and a separate laundry room. The home is well furnished for guest comfort, with 3 TVs, a living room audio system with Bose speakers, and speakers on the pool deck. The French doors from the living room and full-length screened lanai lead to the 2024 resurfaced 26 x 13 electric heated pool. All windows are impact-rated, installed by StormSmart in 2021. The pool cage is new (2023), the pool heater is new (2025), the A/C is new (2021), and the W/H is new (2023). A spacious, separate outdoor storage shed sits on the rear corner of the property for beach equipment. Beach access is a 3-5 minute walk to the path by the Library and Chapel by the Sea. The Green Flash Restaurant is a 1-minute walk, and the village center is a 5-minute walk. Due to busy weekly guest occupancy, showings will be accepted by appointment only on Saturdays between 12 and 2 p.m., between guest turnovers. Future guest reservations after closing must be honored. Any advance or final rental payments shall be credited to the buyer at closing. The requested closing date is no earlier than April 1, 2027.

2 Beds ⋅ 2 Baths ⋅ 2025024701 MLS

Over the years, one of the most popular weekly vacation rental homes on Captiva has had an exceptional rating by VRBO guests. 2027 advance rentals are already booked well into the summer months. This classic Captiva cottage-style home is totally updated with new LVP flooring, two new baths, a new quartz kitchen with new S/S appliances, and a separate laundry room. The home is well furnished for guest comfort, with 3 TVs, a living room audio system with Bose speakers, and speakers on the pool deck. The French doors from the living room and full-length screened lanai lead to the 2024 resurfaced 26 x 13 electric heated pool. All windows are impact-rated, installed by StormSmart in 2021. The pool cage is new (2023), the pool heater is new (2025), the A/C is new (2021), and the W/H is new (2023). A spacious, separate outdoor storage shed sits on the rear corner of the property for beach equipment. Beach access is a 3-5 minute walk to the path by the Library and Chapel by the Sea. The Green Flash Restaurant is a 1-minute walk, and the village center is a 5-minute walk. Due to busy weekly guest occupancy, showings will be accepted by appointment only on Saturdays between 12 and 2 p.m., between guest turnovers. Future guest reservations after closing must be honored. Any advance or final rental payments shall be credited to the buyer at closing. The requested closing date is no earlier than April 1, 2027.

11510 Murmond Lane, 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 ⋅ 7 Baths ⋅ 2025024133 MLS

Experience the timeless coastal allure of 15160 Captiva Drive, a stunning estate designed with a rare reverse floor plan to capture sweeping bay views from its multi-level decks. This 6-bedroom + den, 6.5-bath residence offers more than 4,800 square feet of refined living space, blending elevated design with effortless island living. Crafted in Coastal-Tuscan style, the home showcases travertine flooring in the main living areas, warm wood flooring in the bedrooms, and soaring 10+ ft ceilings with detailed crown molding. The thoughtful layout features multiple living rooms, all ensuite bedrooms, an elevator, a morning kitchen, and a private in-law suite—ideal for hosting with comfort and privacy in mind. The chef’s kitchen is beautifully appointed with a gas cooktop, stainless steel appliances, granite countertops with breakfast bar seating, custom wood cabinetry, a walk-in pantry, oversized sink, and a dedicated bar area for seamless entertaining. Step outside and enjoy the best of the #IslandLifestyle with a private pool and spa, spacious covered and open patios, and effortless beach access just a short walk away. Perfectly positioned near Captiva Village, beloved island restaurants, and boutique shopping, this residence embraces everything that defines the #CaptivaLifestyle.

15160 Captiva Drive, Captiva

$1,595,000

Experience effortless beachfront living at this beautifully renovated, turnkey 2-bedroom, 2-bath residence in the coveted Beach Cottages at South Seas Resort. Perfectly positioned to capture sweeping Gulf views and unforgettable sunsets, this exceptional condominium blends sophisticated coastal design with the relaxed elegance of Captiva Island. Every detail has been thoughtfully updated, from the custom kitchen featuring quartz countertops and GE Profile appliances to the beautifully updated walk-in shower bathrooms, impact-resistant windows and tri-fold lanai door, plantation shutters, recessed LED lighting, and an efficient laundry room with owner’s storage. The screened lanai provides the perfect setting for morning coffee or evening cocktails overlooking the Gulf, while the private ground-level paver patio with outdoor shower makes returning from the beach a pleasure. The condo has recently updated including a new water heater, new electrical panel and wiring, new plumbing, AC and heater. The new lanai includes Trex flooring and new screens. Beach Cottages has recently undergone an impressive community transformation including new concrete Hardie board siding, roofs, stairways and railings, refreshed tropical landscaping, expanded pool deck with new furnishings, renovated pickleball and tennis courts, and beautifully updated lanais. Also, electric charging units right in front of the condo. Plenty of storage inside the unit with under cabinet locked storage and 3 closets. It also has a brand new 12 x 40 storage unit beneath the condo with electric and a new refrigerator and icemaker. The beach is a 1 minute walk from the back door and located just a short stroll to the Resort’s water park and pool and Captiva Village’s charming boutiques, waterfront restaurants, and island attractions. This residence offers the best of island living. With an outstanding rental history and unlimited owner use through the South Seas rental management program, it presents an exceptional opportunity as both a luxury retreat and an income-producing investment. Wake to the sound of the waves, spend your days on Captiva’s world-famous white-sand beach, and end each evening with spectacular Gulf sunsets. At 1403 Beach Cottages, every day feels like a vacation.

2 Beds ⋅ 2 Baths ⋅ 2025024577 MLS

Experience effortless beachfront living at this beautifully renovated, turnkey 2-bedroom, 2-bath residence in the coveted Beach Cottages at South Seas Resort. Perfectly positioned to capture sweeping Gulf views and unforgettable sunsets, this exceptional condominium blends sophisticated coastal design with the relaxed elegance of Captiva Island. Every detail has been thoughtfully updated, from the custom kitchen featuring quartz countertops and GE Profile appliances to the beautifully updated walk-in shower bathrooms, impact-resistant windows and tri-fold lanai door, plantation shutters, recessed LED lighting, and an efficient laundry room with owner’s storage. The screened lanai provides the perfect setting for morning coffee or evening cocktails overlooking the Gulf, while the private ground-level paver patio with outdoor shower makes returning from the beach a pleasure. The condo has recently updated including a new water heater, new electrical panel and wiring, new plumbing, AC and heater. The new lanai includes Trex flooring and new screens. Beach Cottages has recently undergone an impressive community transformation including new concrete Hardie board siding, roofs, stairways and railings, refreshed tropical landscaping, expanded pool deck with new furnishings, renovated pickleball and tennis courts, and beautifully updated lanais. Also, electric charging units right in front of the condo. Plenty of storage inside the unit with under cabinet locked storage and 3 closets. It also has a brand new 12 x 40 storage unit beneath the condo with electric and a new refrigerator and icemaker. The beach is a 1 minute walk from the back door and located just a short stroll to the Resort’s water park and pool and Captiva Village’s charming boutiques, waterfront restaurants, and island attractions. This residence offers the best of island living. With an outstanding rental history and unlimited owner use through the South Seas rental management program, it presents an exceptional opportunity as both a luxury retreat and an income-producing investment. Wake to the sound of the waves, spend your days on Captiva’s world-famous white-sand beach, and end each evening with spectacular Gulf sunsets. At 1403 Beach Cottages, every day feels like a vacation.

1403 Beach Cottages, Captiva

$12,500,000

The Crown Jewel of Captiva Island, the one and only Sandpiper Estate. For the first time ever, the iconic Sandpiper Estate is available for purchase, presenting an extraordinary opportunity to own a legacy property on Captiva Island’s prestigious Gold Coast. Spanning 200 feet of prime sandy beach frontage, this breathtaking estate is a rare sanctuary where timeless elegance meets coastal tranquility. Designed for privacy, relaxation, and entertaining, the estate has been cherished for over 40 years as a treasured family retreat and now, it’s ready for its next fortunate owner. The main residence is a masterpiece of waterfront luxury, featuring 3-4 private bedrooms, a spacious central gathering area, and a fantastic kitchen with panoramic Gulf views. A grand dining area offers an elegant setting for entertaining, while a private study provides a quiet retreat. The home seamlessly blends indoor and outdoor living, with an expansive screened lanai, multiple lounging decks, and breathtaking views from every angle. The outdoor spaces feel like a private resort, complete with a spectacular pool area offering unparalleled privacy and stunning waterfront views. Just off the pool, a charming beachside bungalow provides additional accommodations with two guest suites, each with en-suite baths, and a spacious family room for relaxing by the shore. The estate also includes a private tennis court, an additional 2 Br guest house or caretakers quarters, and lush tropical landscaping, creating a secluded and serene retreat. For those seeking the ultimate private estate, two adjacent properties, owned by this same owner, 16548 Captiva Drive and 16543 Captiva Drive are also available, allowing for the creation of an unmatched beach to bay front compound that offers a total of 300 ft of beach frontage, 100 ft of bay frontage with well over 5.25 acres total. This opportunity is more than a home; its a once-in-a-lifetime opportunity to own an iconic piece of Captiva Island.

5 Beds ⋅ 6 Baths ⋅ 225024734 MLS

The Crown Jewel of Captiva Island, the one and only Sandpiper Estate. For the first time ever, the iconic Sandpiper Estate is available for purchase, presenting an extraordinary opportunity to own a legacy property on Captiva Island’s prestigious Gold Coast. Spanning 200 feet of prime sandy beach frontage, this breathtaking estate is a rare sanctuary where timeless elegance meets coastal tranquility. Designed for privacy, relaxation, and entertaining, the estate has been cherished for over 40 years as a treasured family retreat and now, it’s ready for its next fortunate owner. The main residence is a masterpiece of waterfront luxury, featuring 3-4 private bedrooms, a spacious central gathering area, and a fantastic kitchen with panoramic Gulf views. A grand dining area offers an elegant setting for entertaining, while a private study provides a quiet retreat. The home seamlessly blends indoor and outdoor living, with an expansive screened lanai, multiple lounging decks, and breathtaking views from every angle. The outdoor spaces feel like a private resort, complete with a spectacular pool area offering unparalleled privacy and stunning waterfront views. Just off the pool, a charming beachside bungalow provides additional accommodations with two guest suites, each with en-suite baths, and a spacious family room for relaxing by the shore. The estate also includes a private tennis court, an additional 2 Br guest house or caretakers quarters, and lush tropical landscaping, creating a secluded and serene retreat. For those seeking the ultimate private estate, two adjacent properties, owned by this same owner, 16548 Captiva Drive and 16543 Captiva Drive are also available, allowing for the creation of an unmatched beach to bay front compound that offers a total of 300 ft of beach frontage, 100 ft of bay frontage with well over 5.25 acres total. This opportunity is more than a home; its a once-in-a-lifetime opportunity to own an iconic piece of Captiva Island.

16530 Captiva Drive, Captiva

$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

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 Drive, Captiva

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