$1,895,000 Welcome to Sunset Captiva, one of Captiva Island's most sought-after Gulf-to-Bay communities, ideally located in the heart of Captiva's charming Village. This beautifully updated 3 bed, 2 bath island retreat offers the perfect combination of coastal elegance, modern upgrades, and the relaxed island lifestyle that makes Sunset Captiva so desirable. Step inside to discover an open, light-filled floor plan featuring luxury vinyl plank flooring throughout, coastal furnishings, soaring vaulted ceilings, and a spacious great room that seamlessly flows into the screened lanai—ideal for indoor-outdoor living and entertaining. The well-appointed kitchen features stainless steel appliances, abundant cabinetry, and an open design that keeps everyone connected whether preparing meals or gathering with family and friends. The spacious primary suite offers a peaceful retreat complete with its own private second-floor sun deck, the perfect place to enjoy morning coffee, evening sunsets, or the gentle island breezes. Two additional guest bedrooms provide comfortable accommodations for family and visitors. Thoughtfully maintained and updated, the home includes impact-resistant windows and doors, solid wood interior doors, and a freshly painted exterior. Being sold fully furnished, this home is truly move-in ready and perfectly suited as a primary residence, vacation home, or investment property. Sunset Captiva is renowned for its exceptional amenities, including private deeded beach access to Captiva's world-famous white sand beaches, community docks with water and electricity on Pine Island Sound, a heated community pool, BBQ and picnic areas, pickleball and tennis courts, and lush tropical landscaping throughout the neighborhood. 3 Beds ⋅ 2 Baths ⋅ 2026030572 MLS Welcome to Sunset Captiva, one of Captiva Island's most sought-after Gulf-to-Bay communities, ideally located in the heart of Captiva's charming Village. This beautifully updated 3 bed, 2 bath island retreat offers the perfect combination of coastal elegance, modern upgrades, and the relaxed island lifestyle that makes Sunset Captiva so desirable. Step inside to discover an open, light-filled floor plan featuring luxury vinyl plank flooring throughout, coastal furnishings, soaring vaulted ceilings, and a spacious great room that seamlessly flows into the screened lanai—ideal for indoor-outdoor living and entertaining. The well-appointed kitchen features stainless steel appliances, abundant cabinetry, and an open design that keeps everyone connected whether preparing meals or gathering with family and friends. The spacious primary suite offers a peaceful retreat complete with its own private second-floor sun deck, the perfect place to enjoy morning coffee, evening sunsets, or the gentle island breezes. Two additional guest bedrooms provide comfortable accommodations for family and visitors. Thoughtfully maintained and updated, the home includes impact-resistant windows and doors, solid wood interior doors, and a freshly painted exterior. Being sold fully furnished, this home is truly move-in ready and perfectly suited as a primary residence, vacation home, or investment property. Sunset Captiva is renowned for its exceptional amenities, including private deeded beach access to Captiva's world-famous white sand beaches, community docks with water and electricity on Pine Island Sound, a heated community pool, BBQ and picnic areas, pickleball and tennis courts, and lush tropical landscaping throughout the neighborhood. 33 Urchin Court, Captiva
$3,695,000 Located within the gates of South Seas Resort on Captiva Island, Beach Home 25 has been completely reimagined into a refined 4 bedroom, 4 bath coastal retreat that captures the essence of island living. With sweeping Gulf views from multiple vantage points and direct access to what are widely regarded as some of the most pristine and natural beaches in the United States, this residence offers a rare blend of privacy, design, and resort-side lifestyle. The home has undergone a full renovation and thoughtful reconfiguration, resulting in an open, functional layout that feels both elevated and effortless. Interiors are finished with white oak engineered hardwood flooring, custom Greenfield & Elmwood cabinetry, quartz countertops, and a chef-forward kitchen appointed with Thermador appliances and a gas cooktop. Solid wood interior doors with Baldwin hardware, Kohler fixtures, a custom-built media console, spray-foam insulation, and an on-demand hot water system further underscore the attention to quality throughout. The residence is being offered fully furnished, allowing for a seamless, transition into Gulf-front living. Impact-rated PGT windows and sliders enhance both storm protection and energy efficiency, while the exterior is equally well considered. New standing-seam metal roofing crowns the home, complemented by composite decking, Accoya wood railings with stainless-steel cable detailing, custom exterior storage, and an outdoor shower with foot rinse—perfect after a day on the powder-soft sands just steps away. Set within the iconic South Seas setting yet offering the independence of a standalone residence, Beach Home 25 delivers true Gulf-front living with the comfort of a fully renovated, move-in-ready coastal home—now offered at a compelling value for a 4 bedroom property just steps from the shoreline. The Beach Homes Association provides access to multiple pools, tennis and pickleball courts, and assigned parking, completing the ease of ownership in this exceptional Captiva offering. 4 Beds ⋅ 4 Baths ⋅ 2026030378 MLS Located within the gates of South Seas Resort on Captiva Island, Beach Home 25 has been completely reimagined into a refined 4 bedroom, 4 bath coastal retreat that captures the essence of island living. With sweeping Gulf views from multiple vantage points and direct access to what are widely regarded as some of the most pristine and natural beaches in the United States, this residence offers a rare blend of privacy, design, and resort-side lifestyle. The home has undergone a full renovation and thoughtful reconfiguration, resulting in an open, functional layout that feels both elevated and effortless. Interiors are finished with white oak engineered hardwood flooring, custom Greenfield & Elmwood cabinetry, quartz countertops, and a chef-forward kitchen appointed with Thermador appliances and a gas cooktop. Solid wood interior doors with Baldwin hardware, Kohler fixtures, a custom-built media console, spray-foam insulation, and an on-demand hot water system further underscore the attention to quality throughout. The residence is being offered fully furnished, allowing for a seamless, transition into Gulf-front living. Impact-rated PGT windows and sliders enhance both storm protection and energy efficiency, while the exterior is equally well considered. New standing-seam metal roofing crowns the home, complemented by composite decking, Accoya wood railings with stainless-steel cable detailing, custom exterior storage, and an outdoor shower with foot rinse—perfect after a day on the powder-soft sands just steps away. Set within the iconic South Seas setting yet offering the independence of a standalone residence, Beach Home 25 delivers true Gulf-front living with the comfort of a fully renovated, move-in-ready coastal home—now offered at a compelling value for a 4 bedroom property just steps from the shoreline. The Beach Homes Association provides access to multiple pools, tennis and pickleball courts, and assigned parking, completing the ease of ownership in this exceptional Captiva offering. 25 Beach Homes, Captiva
$735,000 Wake each morning to panoramic yacht harbor views and the gentle rhythm of island life from this updated waterfront retreat in Marina Villas, where Captiva's sugar-sand beaches and the sparkling Gulf of Mexico are just a short stroll away. Ideally positioned on the quiet north end of South Seas Island Resort, this furnished residence overlooks the yacht harbor and navigable channel, offering a front-row seat to passing boats, dolphins, manatees, pelicans, and unforgettable coastal sunsets. The light-filled interior features an open-concept floor plan with tile flooring throughout, a spacious kitchen with warm wood cabinetry and generous storage, plus comfortable living and dining areas that flow seamlessly to the screened lanai. The primary suite offers tranquil water views and an en-suite bath, while the guest bedroom and second full bath provide comfortable accommodations for family and friends. Surrounded by water on three sides, Marina Villas is one of Captiva's most desirable waterfront communities, offering a beautifully maintained setting, a community pool, and association boat docks available by reservation. Just a short stroll from Sunset Beach, the South Seas lagoon-style pool complex, restaurants, and the yacht harbor, this exceptional property is perfectly suited as a private island retreat, seasonal getaway, or investment opportunity where boating, beach days, and the natural beauty of Captiva are always within easy reach. 2 Beds ⋅ 2 Baths ⋅ 2026030156 MLS Wake each morning to panoramic yacht harbor views and the gentle rhythm of island life from this updated waterfront retreat in Marina Villas, where Captiva's sugar-sand beaches and the sparkling Gulf of Mexico are just a short stroll away. Ideally positioned on the quiet north end of South Seas Island Resort, this furnished residence overlooks the yacht harbor and navigable channel, offering a front-row seat to passing boats, dolphins, manatees, pelicans, and unforgettable coastal sunsets. The light-filled interior features an open-concept floor plan with tile flooring throughout, a spacious kitchen with warm wood cabinetry and generous storage, plus comfortable living and dining areas that flow seamlessly to the screened lanai. The primary suite offers tranquil water views and an en-suite bath, while the guest bedroom and second full bath provide comfortable accommodations for family and friends. Surrounded by water on three sides, Marina Villas is one of Captiva's most desirable waterfront communities, offering a beautifully maintained setting, a community pool, and association boat docks available by reservation. Just a short stroll from Sunset Beach, the South Seas lagoon-style pool complex, restaurants, and the yacht harbor, this exceptional property is perfectly suited as a private island retreat, seasonal getaway, or investment opportunity where boating, beach days, and the natural beauty of Captiva are always within easy reach. 802 Marina Villas Unit 802, Captiva
$2,695,000 Welcome to your private island retreat on Captiva Island, where tropical elegance, direct boating access, and beachside livingcome together in one extraordinary property. Nestled amid lush native landscaping and swaying palms, this waterfront home offers the rarecombination of private dockage, direct boating access to the Gulf waters and surrounding islands, and beach access with parking just stepsaway at Blind Pass. Designed to embrace the beauty of its island surroundings, the residence exudes timeless coastal charm with bright,light-filled interiors, soaring ceilings, arched windows and doors, and seamless indoor-outdoor living. Outside, a resort-style pool issurrounded by mature tropical gardens, creating a peaceful sanctuary for relaxation and entertaining. A private dock tucked along the naturalshoreline provides a serene setting for launching a boat, kayak, or paddleboard. From the private dock, enjoy direct boating access viaRoosevelt Channel to Pine Island Sound, the Gulf of Mexico, North Captiva, Cayo Costa, and world-class fishing, shelling, cruising, andwaterfront dining destinations throughout Southwest Florida. Whether setting out for a day on the water or exploring nearby islands, thisexceptional location offers the very best of the island boating lifestyle. Thoughtfully designed with four spacious bedrooms and multiple deckspaces on either side of the home, the residence offers inviting places to relax and take in the tropical surroundings. Wonderfully appointedwith an eclectic island vibe, it perfectly captures the laid-back elegance that defines Captiva living. The residence has also enjoyed a stronghistory as a successful vacation rental, offering owners the ability to offset carrying costs while preserving flexibility for personal use.Whether you're enjoying sunrise walks along Captiva's pristine beaches, afternoons on the water, or evenings by the pool beneath the palms,this exceptional property captures the essence of island living. Private, tranquil, and surrounded by nature, it is a rare opportunity to own atrue Captiva Island retreat where boating, beach, and investment potential meet. 4 Beds ⋅ 4 Baths ⋅ 2026028828 MLS Welcome to your private island retreat on Captiva Island, where tropical elegance, direct boating access, and beachside livingcome together in one extraordinary property. Nestled amid lush native landscaping and swaying palms, this waterfront home offers the rarecombination of private dockage, direct boating access to the Gulf waters and surrounding islands, and beach access with parking just stepsaway at Blind Pass. Designed to embrace the beauty of its island surroundings, the residence exudes timeless coastal charm with bright,light-filled interiors, soaring ceilings, arched windows and doors, and seamless indoor-outdoor living. Outside, a resort-style pool issurrounded by mature tropical gardens, creating a peaceful sanctuary for relaxation and entertaining. A private dock tucked along the naturalshoreline provides a serene setting for launching a boat, kayak, or paddleboard. From the private dock, enjoy direct boating access viaRoosevelt Channel to Pine Island Sound, the Gulf of Mexico, North Captiva, Cayo Costa, and world-class fishing, shelling, cruising, andwaterfront dining destinations throughout Southwest Florida. Whether setting out for a day on the water or exploring nearby islands, thisexceptional location offers the very best of the island boating lifestyle. Thoughtfully designed with four spacious bedrooms and multiple deckspaces on either side of the home, the residence offers inviting places to relax and take in the tropical surroundings. Wonderfully appointedwith an eclectic island vibe, it perfectly captures the laid-back elegance that defines Captiva living. The residence has also enjoyed a stronghistory as a successful vacation rental, offering owners the ability to offset carrying costs while preserving flexibility for personal use.Whether you're enjoying sunrise walks along Captiva's pristine beaches, afternoons on the water, or evenings by the pool beneath the palms,this exceptional property captures the essence of island living. Private, tranquil, and surrounded by nature, it is a rare opportunity to own atrue Captiva Island retreat where boating, beach, and investment potential meet. 16785 Captiva Drive, Captiva
$1,895,000 This near beach, 4 bedroom, 4 bath custom pool home is located on a sought-after private lane in Captiva's "Village". Just steps from the sugar sand, shell strewn beaches of the Gulf. Built and owned by one family who used it for many wonderful years and also as a great rental property. Fantastic floor plan with vaulted ceilings, sky lights, tile and wood floors throughout. The first floor offers a screen enclosed porch/lanai, living/dining combination with a breakfast sitting area next to the breakfast bar and kitchen. There is a primary suite with sliders that open to the balcony, bathroom with double sinks and a tub/shower combination. There is a guest bedroom and guest bath on this floor as well. Balconies and sliders that run around the perimeter of the house and overlook the screen enclosed pool. The 2nd floor has a spacious loft that opens to the lower level, a laundry room and offers 2 Bedroom En-suites. The 3rd floor has a private sundeck to watch wildlife, enjoy sunning and gazing at the stars at night. The screen-enclosed, heated pool is elongated to allow for lap swimming with plenty of space to sun and a covered outdoor area to enjoy outdoor dining, grilling and entertaining family and friends. Rinse off in the outdoor shower after a day at the beach. Just steps away from island restaurants, shopping, Marina, library and Chapel By the Sea. Buyer must honor rentals. 4 Beds ⋅ 4 Baths ⋅ 2026017083 MLS This near beach, 4 bedroom, 4 bath custom pool home is located on a sought-after private lane in Captiva's "Village". Just steps from the sugar sand, shell strewn beaches of the Gulf. Built and owned by one family who used it for many wonderful years and also as a great rental property. Fantastic floor plan with vaulted ceilings, sky lights, tile and wood floors throughout. The first floor offers a screen enclosed porch/lanai, living/dining combination with a breakfast sitting area next to the breakfast bar and kitchen. There is a primary suite with sliders that open to the balcony, bathroom with double sinks and a tub/shower combination. There is a guest bedroom and guest bath on this floor as well. Balconies and sliders that run around the perimeter of the house and overlook the screen enclosed pool. The 2nd floor has a spacious loft that opens to the lower level, a laundry room and offers 2 Bedroom En-suites. The 3rd floor has a private sundeck to watch wildlife, enjoy sunning and gazing at the stars at night. The screen-enclosed, heated pool is elongated to allow for lap swimming with plenty of space to sun and a covered outdoor area to enjoy outdoor dining, grilling and entertaining family and friends. Rinse off in the outdoor shower after a day at the beach. Just steps away from island restaurants, shopping, Marina, library and Chapel By the Sea. Buyer must honor rentals. 11508 Wightman Lane, Captiva
$875,000 Highly sought-after, updated 3 bed, 3 bath two-story villa stands apart with rare features not found in other Bayside units, overlooking the tranquil waters of Pine Island Sound, where unchanging estuary views and native wildlife create a peaceful, elevated backdrop—just moments from the best of Captiva Island. Rare features of this top-floor unit include a walk-in pantry—an uncommon luxury in Bayside 3-bedroom villas—all-new hurricane-impact windows and sliders, and a residence that has been gently used as a private second home and never enrolled in a rental program—an added advantage in condition and care. Whether enjoyed as a private island retreat or leveraged as a high-performing investment, this residence offers rare flexibility within a renter-friendly community and stands as one of the least expensive 3-bedroom opportunities on Captiva. The interior is anchored by an updated kitchen with quartz countertops, glass-front upper cabinetry, and matching appliances, flowing seamlessly into the main living area. Three generously sized bedrooms and three full baths include two primary suites—one on the main level and one upstairs—each with its own ensuite, offering ideal separation for guests or extended stays. A third guest bedroom also enjoys a private bath, while an in-unit washer and dryer adds everyday convenience. The screened lanai feels like your own private perch above Pine Island Sound, where it’s just you, the water, and the rhythm of nature. From both the kitchen and lanai, morning sunrises unfold over the Sound, setting the tone for slow mornings, passing wildlife, and uninterrupted calm. Set within South Seas Island Resort in the desirable Bayside Villas enclave, just a stone’s throw from the sugar-white Gulf beaches, the Village of Captiva, and Captiva Landing. Residents and guests enjoy a bayside pool and spa with generous lounging areas, along with under-building parking for added ease. Where time slows, views remain untouched, and every return feels like coming home—this is Captiva at its finest. 3 Beds ⋅ 3 Baths ⋅ 2026017261 MLS Highly sought-after, updated 3 bed, 3 bath two-story villa stands apart with rare features not found in other Bayside units, overlooking the tranquil waters of Pine Island Sound, where unchanging estuary views and native wildlife create a peaceful, elevated backdrop—just moments from the best of Captiva Island. Rare features of this top-floor unit include a walk-in pantry—an uncommon luxury in Bayside 3-bedroom villas—all-new hurricane-impact windows and sliders, and a residence that has been gently used as a private second home and never enrolled in a rental program—an added advantage in condition and care. Whether enjoyed as a private island retreat or leveraged as a high-performing investment, this residence offers rare flexibility within a renter-friendly community and stands as one of the least expensive 3-bedroom opportunities on Captiva. The interior is anchored by an updated kitchen with quartz countertops, glass-front upper cabinetry, and matching appliances, flowing seamlessly into the main living area. Three generously sized bedrooms and three full baths include two primary suites—one on the main level and one upstairs—each with its own ensuite, offering ideal separation for guests or extended stays. A third guest bedroom also enjoys a private bath, while an in-unit washer and dryer adds everyday convenience. The screened lanai feels like your own private perch above Pine Island Sound, where it’s just you, the water, and the rhythm of nature. From both the kitchen and lanai, morning sunrises unfold over the Sound, setting the tone for slow mornings, passing wildlife, and uninterrupted calm. Set within South Seas Island Resort in the desirable Bayside Villas enclave, just a stone’s throw from the sugar-white Gulf beaches, the Village of Captiva, and Captiva Landing. Residents and guests enjoy a bayside pool and spa with generous lounging areas, along with under-building parking for added ease. Where time slows, views remain untouched, and every return feels like coming home—this is Captiva at its finest. 5323 Bayside Villas Unit 24, Captiva
$1,850,000 GREAT OPPORTUNITY! This is Your Chance for a LARGE PRIME GULF FRONT BEACH HOME! This AMAZING Home is RIGHT ON THE BEACH WITH PRIVATE BEACH ACCESS just steps out the door. SIMPLY SPECTACULAR OCEANS VIEWS from the entire beach side of this property! This Large Beach Home is located in the Fantastic Safety Harbor Club offering the availability of Shared Boat Dockage for it’s Members – A Commodity that Boaters will Love! Safety Harbor also features A Community Pool, Clubhouse, Tennis/Pickleball Courts etc. Located on an OVERSIZED Lot on the Wide Sugar Sand of Butterfly Beach - this 2400 SQ FT+ Beach House with a Great Room Floor Plan offers Three Bedrooms, Three Full Baths, Over 2400 Plus Square Interior Footage, PLUS a Loft and Interior Storage Room. With its' Bright Huge Main Living Area with SOARING Ceilings, Beautiful Recess Lighting, Coffered Ceilings, Large Kitchen and Breath-Taking Oceans Views you can envision the FULL Potential of this Beach Front Beauty right upon your entry! Two BRs have Ensuite Full Baths. There is also a Fantastic Screened Balcony with access off of the Primary BR and Living Room, a Large Open Balcony off of the Loft offering Superb Gulf Views and Unforgettable Sunsets and a Nice Side Deck! Great Under House Area offers Plenty of Enclosed Storage and Covered Carport Areas. All New Recent Upgrades Include: New Roof and Gutters. Three New AC Units. New Water Heater. New Hurricane Shutters with Hand Cranks and Motors. New Hurricane Door(s) Loft, Both Sets of Sliders in the Living Room, Sliders in the Primary Bedroom and Refrigerator. Windows are all Hurricane Impact Rated per seller. New Hunter Fans in the Main Living Area - Sitting Area, Dining and Kitchen plus new fans in the Loft, Guest and Primary BR. New Lighting Primary BR. The Home’s Interior is Freshly Painted and there is New Exterior Paint. Two Baths are Remodeled with all New Showers, Vanities, Faucets, Mirrors etc. New Kitchen Faucet, Fan, Microwave. New Dehumidifiers with Custom Drains to exterior. Etc. Schedule Your Showing Today to see all that this Beach Home has to offer! It is a MUST SEE! 3 Beds ⋅ 3 Baths ⋅ 2026014808 MLS GREAT OPPORTUNITY! This is Your Chance for a LARGE PRIME GULF FRONT BEACH HOME! This AMAZING Home is RIGHT ON THE BEACH WITH PRIVATE BEACH ACCESS just steps out the door. SIMPLY SPECTACULAR OCEANS VIEWS from the entire beach side of this property! This Large Beach Home is located in the Fantastic Safety Harbor Club offering the availability of Shared Boat Dockage for it’s Members – A Commodity that Boaters will Love! Safety Harbor also features A Community Pool, Clubhouse, Tennis/Pickleball Courts etc. Located on an OVERSIZED Lot on the Wide Sugar Sand of Butterfly Beach - this 2400 SQ FT+ Beach House with a Great Room Floor Plan offers Three Bedrooms, Three Full Baths, Over 2400 Plus Square Interior Footage, PLUS a Loft and Interior Storage Room. With its' Bright Huge Main Living Area with SOARING Ceilings, Beautiful Recess Lighting, Coffered Ceilings, Large Kitchen and Breath-Taking Oceans Views you can envision the FULL Potential of this Beach Front Beauty right upon your entry! Two BRs have Ensuite Full Baths. There is also a Fantastic Screened Balcony with access off of the Primary BR and Living Room, a Large Open Balcony off of the Loft offering Superb Gulf Views and Unforgettable Sunsets and a Nice Side Deck! Great Under House Area offers Plenty of Enclosed Storage and Covered Carport Areas. All New Recent Upgrades Include: New Roof and Gutters. Three New AC Units. New Water Heater. New Hurricane Shutters with Hand Cranks and Motors. New Hurricane Door(s) Loft, Both Sets of Sliders in the Living Room, Sliders in the Primary Bedroom and Refrigerator. Windows are all Hurricane Impact Rated per seller. New Hunter Fans in the Main Living Area - Sitting Area, Dining and Kitchen plus new fans in the Loft, Guest and Primary BR. New Lighting Primary BR. The Home’s Interior is Freshly Painted and there is New Exterior Paint. Two Baths are Remodeled with all New Showers, Vanities, Faucets, Mirrors etc. New Kitchen Faucet, Fan, Microwave. New Dehumidifiers with Custom Drains to exterior. Etc. Schedule Your Showing Today to see all that this Beach Home has to offer! It is a MUST SEE! 484 Gulf Bend Drive, Captiva
$4,249,000 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
$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 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 Drive, Captiva
$2,394,000 Perched at the northernmost point of Captiva Island, Lands End 1602 is a rare end-unit penthouse offering an unmatched combination of privacy, luxury, and breathtaking natural beauty. Located within the exclusive Lands End Village, this 3-bedroom, 3-bathroom residence overlooks the serene waters of Red Fish Pass, delivering sweeping 180-degree, unobstructed views of Pine Island Sound and beyond. Spanning over 2,300 square feet across two elegantly designed levels, the interior is bathed in natural light and finished in a serene palette of neutral tones. The open floor plan gracefully balances relaxed island living with refined entertaining, featuring a gourmet kitchen with rich wood cabinetry, granite countertops, a breakfast bar, dining areas. The spacious living and den areas seamlessly extend to an under air enclosed lanai and an expansive sundeck—perfectly positioned to capture both sunrise and sunset over Captiva’s breathtaking seascapes. Two guest bedrooms with en-suite baths and each with its own private terrace are thoughtfully situated on the main level, providing privacy and comfort for family and guests alike. Upstairs, the penthouse-level primary suite is a tranquil retreat framed by walls of glass showcasing panoramic coastal views. A large, private newly tiled deck invites moments of solitude under the stars, while the spa-inspired bath pampers with a jetted soaking tub, double vanities, sunlit skylights, and a walk-in shower. Additional comforts include under-building parking and storage, an upstairs laundry room, new roof, new AC, new irrigation and landscape lighting and tasteful furnishings offered with few exceptions. Beyond the residence, Lands End Village envelops you in the essence of resort-style island living. Enjoy direct beach access, a stunning updated association pool and hot tub surrounded by a sun-drenched patio with plush loungers, an outdoor shower, gas BBQ grills, a community house, tennis and pickleball courts and a private fitness center. Whether you’re seeking a serene personal sanctuary, a luxurious seasonal escape, or a high-potential investment, Lands End 1602 offers a rare opportunity to own one of Captiva’s most coveted penthouses—where nature, privacy, and timeless elegance converge. offered furnished with all custom curtains and Hunter Douglas blinds included. Current rentals to be honored. This is island living at its absolute finest. 3 Beds ⋅ 3 Baths ⋅ 2026009643 MLS Perched at the northernmost point of Captiva Island, Lands End 1602 is a rare end-unit penthouse offering an unmatched combination of privacy, luxury, and breathtaking natural beauty. Located within the exclusive Lands End Village, this 3-bedroom, 3-bathroom residence overlooks the serene waters of Red Fish Pass, delivering sweeping 180-degree, unobstructed views of Pine Island Sound and beyond. Spanning over 2,300 square feet across two elegantly designed levels, the interior is bathed in natural light and finished in a serene palette of neutral tones. The open floor plan gracefully balances relaxed island living with refined entertaining, featuring a gourmet kitchen with rich wood cabinetry, granite countertops, a breakfast bar, dining areas. The spacious living and den areas seamlessly extend to an under air enclosed lanai and an expansive sundeck—perfectly positioned to capture both sunrise and sunset over Captiva’s breathtaking seascapes. Two guest bedrooms with en-suite baths and each with its own private terrace are thoughtfully situated on the main level, providing privacy and comfort for family and guests alike. Upstairs, the penthouse-level primary suite is a tranquil retreat framed by walls of glass showcasing panoramic coastal views. A large, private newly tiled deck invites moments of solitude under the stars, while the spa-inspired bath pampers with a jetted soaking tub, double vanities, sunlit skylights, and a walk-in shower. Additional comforts include under-building parking and storage, an upstairs laundry room, new roof, new AC, new irrigation and landscape lighting and tasteful furnishings offered with few exceptions. Beyond the residence, Lands End Village envelops you in the essence of resort-style island living. Enjoy direct beach access, a stunning updated association pool and hot tub surrounded by a sun-drenched patio with plush loungers, an outdoor shower, gas BBQ grills, a community house, tennis and pickleball courts and a private fitness center. Whether you’re seeking a serene personal sanctuary, a luxurious seasonal escape, or a high-potential investment, Lands End 1602 offers a rare opportunity to own one of Captiva’s most coveted penthouses—where nature, privacy, and timeless elegance converge. offered furnished with all custom curtains and Hunter Douglas blinds included. Current rentals to be honored. This is island living at its absolute finest. 1602 Lands End Village, Captiva
$5,699,000 A rare Gulf-front estate opportunity on Captiva Island featuring approximately 100 feet of direct beachfront and estate owned multifamily entitlement, a combination virtually impossible to replicate under current zoning and coastal regulations. The property includes a 3 bedrooms, 3 baths main home with a 2 bedroom guest home, private pool, detached garage and beachside cabana and screened gazebo. The estate zoning with multifamily use sets this property apart for a custom legacy residence, multigenerational compound, or future redevelopment, while preserving the low density character of this stretch of Captiva Drive. Opportunities of this scale, frontage, and zoning are exceedingly limited and rarely come to market. A grandfathered shared bulkhead adds lasting value and provides direct bay access. Positioned among Captiva’s most notable properties, this estate parcel delivers exceptional value to renovate or explore redevelopment opportunities! 5 Beds ⋅ 4 Baths ⋅ 2026002529 MLS A rare Gulf-front estate opportunity on Captiva Island featuring approximately 100 feet of direct beachfront and estate owned multifamily entitlement, a combination virtually impossible to replicate under current zoning and coastal regulations. The property includes a 3 bedrooms, 3 baths main home with a 2 bedroom guest home, private pool, detached garage and beachside cabana and screened gazebo. The estate zoning with multifamily use sets this property apart for a custom legacy residence, multigenerational compound, or future redevelopment, while preserving the low density character of this stretch of Captiva Drive. Opportunities of this scale, frontage, and zoning are exceedingly limited and rarely come to market. A grandfathered shared bulkhead adds lasting value and provides direct bay access. Positioned among Captiva’s most notable properties, this estate parcel delivers exceptional value to renovate or explore redevelopment opportunities! 16632 Captiva Drive, Captiva
$2,999,000 Located within an intimate enclave of Captiva Beach Homes, Beach Home 6 delivers the ultimate Captiva lifestyle. This private Beach Home offers direct beachfront positioning, timeless island design, and the serenity only true waterfront living provides. Designed for relaxed island living and effortless entertaining, the home captures the essence of a true beachfront escape whether enjoyed as a private sanctuary or luxury investment opportunity. Enjoy morning walks on the beach and unforgettable sunset from your private coastal retreat. Experience island living with condo convenience and the privacy of a single family home. Spacious 3 bedroom w/loft and 3 baths features soaring ceilings with spacious outdoor living areas. Resort style community pool, tennis and pickelball compliment the island lifestyle. This beachfront retreat offers the largest floor plan of the Beach Homes with additional expansion options. A rare beachfront opportunity and perfect location for a second home while offering a proven short term vacation rental investment. Upgrades include new standing metal roof, flooring and impact glass. The community shares three resort style pool along with tennis and pickleball. Rentals options and amenity information available. Fresh tropical landscaping is currently being installed and near completion. 3 Beds ⋅ 3 Baths ⋅ 2026002502 MLS Located within an intimate enclave of Captiva Beach Homes, Beach Home 6 delivers the ultimate Captiva lifestyle. This private Beach Home offers direct beachfront positioning, timeless island design, and the serenity only true waterfront living provides. Designed for relaxed island living and effortless entertaining, the home captures the essence of a true beachfront escape whether enjoyed as a private sanctuary or luxury investment opportunity. Enjoy morning walks on the beach and unforgettable sunset from your private coastal retreat. Experience island living with condo convenience and the privacy of a single family home. Spacious 3 bedroom w/loft and 3 baths features soaring ceilings with spacious outdoor living areas. Resort style community pool, tennis and pickelball compliment the island lifestyle. This beachfront retreat offers the largest floor plan of the Beach Homes with additional expansion options. A rare beachfront opportunity and perfect location for a second home while offering a proven short term vacation rental investment. Upgrades include new standing metal roof, flooring and impact glass. The community shares three resort style pool along with tennis and pickleball. Rentals options and amenity information available. Fresh tropical landscaping is currently being installed and near completion. 6 Beach Homes, Captiva
$1,790,000 The popularity of this 3/3 Key West-style home, the Sun & Moon, may place it in the top tier of Captiva rental houses, with over 100 VRBO guests rating it exceptional. It is easy to maintain and prepare for incoming guests. Early 2026 advance reservations already total over $80,000. The house is very well furnished and equipped for guest or owner's use. The metal roof was replaced in 2020. StormSmart installed new impact windows in 2021, and the heated pool has been resurfaced. To avoid disturbing guests, showing requests can only be approved on Saturdays between departing and incoming guests, with 12 to 2 pm suggested. Closing date request is not before August 1, 2026. Future guest reservations must be honored. Any advance or final rental payments for reservations shall be credited to the buyer at closing. 3 Beds ⋅ 3 Baths ⋅ 2025024676 MLS The popularity of this 3/3 Key West-style home, the Sun & Moon, may place it in the top tier of Captiva rental houses, with over 100 VRBO guests rating it exceptional. It is easy to maintain and prepare for incoming guests. Early 2026 advance reservations already total over $80,000. The house is very well furnished and equipped for guest or owner's use. The metal roof was replaced in 2020. StormSmart installed new impact windows in 2021, and the heated pool has been resurfaced. To avoid disturbing guests, showing requests can only be approved on Saturdays between departing and incoming guests, with 12 to 2 pm suggested. Closing date request is not before August 1, 2026. Future guest reservations must be honored. Any advance or final rental payments for reservations shall be credited to the buyer at closing. 11506 Wightman Lane, Captiva
$1,349,000 MOTIVATED SELLER BRING YOUR OFFERS! PRIME ISLAND OFFERING! EXQUISITE PRIME ISLAND BEACH FRONT REMODELED TOWNHOME “OCEAN WAVES”! Boat Slip with Covered Lift for sale additional with this home purchase. 26FT Maximum Boat Size and 10,000 LB Covered Boat Lift please inquire! FANTASTIC VACATION RENTAL or GULF FRONT HOME! This High End, Newly Remodeled, Gulf Front AND Beach Front Townhouse makes up one half of this Duplex Property. This Turnkey Villa offers Two Main Owner Suites and Two Full Baths. It has undergone Gorgeous and Extensive Renovations and offers Breath Taking Views of the Gulf of Mexico from its Deck, Porches, and Balcony! Aside from the Elegant Brand Open New Kitchen with Huge Breakfast Bar, Upscale Baths, Appliances, Flooring, Electrical, Fixtures, Fans, Finish Carpentry, Paint, Electric Fireplace, and Turnkey Furnishings, this Amazing Property has a Brand New Metal Roof, Hardie Board Siding, Impact Windows and Doors, New Whole House Reverse Osmosis Water System, Railings, Stairs, and more. This Turnkey Furnished Villa has Fantastic Rental History and Potential gearing up for a busy Florida Winter Season. Located directly on the Wide Butterfly Beach on the Barrier Island of North Captiva with Private Beach Access. The property's Shoreline provides an Abundance of the Finest and Most Beautiful Shells and its' Gulf Waters offers World Class Fishing! The Islands State Nature Preserve is also only Steps Away. The Islands Sea and Wildlife are magnificent to Enjoy! An Island Club at North Captiva Memberships is available please inquire to enjoy their Pools, Spa, Kayaks, Fat Tire Bikes, Basketball, Activities and Island Services etc. Professional Licensed Property Mgmt with Upcoming Rentals is already in place should you choose to Enjoy Your Townhomes and/or Value its’ Rental Income! This is a Must See Property Located Directly on the Beach. Tropical and Lush, this Duplex sits in a Spectacular Location on Island. *The Entire Duplex is also currently for available for sale. Ask Agents about Unit 3! Rare is this Unparalleled Opportunity to Own an Entire Gulf Front and Beach Front Luxury Duplex in a Spectacular Location on Butterfly Beach! 2 Beds ⋅ 2 Baths ⋅ 2026000376 MLS MOTIVATED SELLER BRING YOUR OFFERS! PRIME ISLAND OFFERING! EXQUISITE PRIME ISLAND BEACH FRONT REMODELED TOWNHOME “OCEAN WAVES”! Boat Slip with Covered Lift for sale additional with this home purchase. 26FT Maximum Boat Size and 10,000 LB Covered Boat Lift please inquire! FANTASTIC VACATION RENTAL or GULF FRONT HOME! This High End, Newly Remodeled, Gulf Front AND Beach Front Townhouse makes up one half of this Duplex Property. This Turnkey Villa offers Two Main Owner Suites and Two Full Baths. It has undergone Gorgeous and Extensive Renovations and offers Breath Taking Views of the Gulf of Mexico from its Deck, Porches, and Balcony! Aside from the Elegant Brand Open New Kitchen with Huge Breakfast Bar, Upscale Baths, Appliances, Flooring, Electrical, Fixtures, Fans, Finish Carpentry, Paint, Electric Fireplace, and Turnkey Furnishings, this Amazing Property has a Brand New Metal Roof, Hardie Board Siding, Impact Windows and Doors, New Whole House Reverse Osmosis Water System, Railings, Stairs, and more. This Turnkey Furnished Villa has Fantastic Rental History and Potential gearing up for a busy Florida Winter Season. Located directly on the Wide Butterfly Beach on the Barrier Island of North Captiva with Private Beach Access. The property's Shoreline provides an Abundance of the Finest and Most Beautiful Shells and its' Gulf Waters offers World Class Fishing! The Islands State Nature Preserve is also only Steps Away. The Islands Sea and Wildlife are magnificent to Enjoy! An Island Club at North Captiva Memberships is available please inquire to enjoy their Pools, Spa, Kayaks, Fat Tire Bikes, Basketball, Activities and Island Services etc. Professional Licensed Property Mgmt with Upcoming Rentals is already in place should you choose to Enjoy Your Townhomes and/or Value its’ Rental Income! This is a Must See Property Located Directly on the Beach. Tropical and Lush, this Duplex sits in a Spectacular Location on Island. *The Entire Duplex is also currently for available for sale. Ask Agents about Unit 3! Rare is this Unparalleled Opportunity to Own an Entire Gulf Front and Beach Front Luxury Duplex in a Spectacular Location on Butterfly Beach! 640 Gulf Lane Unit 4, Captiva
$1,299,000 MOTIVATED SELLER BRING YOUR OFFERS! PRIME ISLAND OFFERING! DESIRED VACATION RENTAL! Boat Slip with Covered Lift for sale additional with this home purchase. 26FT Maximum Boat Size and 10,000 LB Covered Boat Lift please inquire! Rare is this Unapparelled Opportunity to Own a Gulf Front and Beach Front Luxury Townhome in a Spectacular Location on Butterfly Beach! Attached, High End, Brand New Remodeled, Gulf Front AND Beach Front! This Turnkey Villa called "Beach Dayz" offers Two Main Owner Suites and Two Full Baths. This Beach Villa has undergone Gorgeous and Extensive Renovations and Both offer Breath Taking Views of the Gulf of Mexico from its Decks, Porches, and Balconies! Aside from the Elegant Brand New Open Kitchen & Upscale Baths, Appliances, Flooring, Electrical, Fixtures, Fans, Finish Carpentry, Paint, Electric Fireplaces, and Turnkey Furnishings, this Amazing Property has a Brand New Metal Roof, Hardie Board Siding, Impact Windows and Doors, New Whole House Reverse Osmosis Water System, Railings, Stairs, and more. This Turnkey Furnished Villa has Fantastic Rental History and Potential! Located directly on the Wide Butterfly Beach on the Barrier Island of North Captiva with Private Beach Access. The property's Shoreline provides an Abundance of the Finest and Most Beautiful Shells and its' Gulf Waters offers World Class Fishing! The Islands State Nature Preserve is also only Steps Away. The Islands Sea and Wildlife are magnificent to behold. An Island Club at North Captiva Memberships is available please inquire to enjoy their Pools, Spa, Kayaks, Fat Tire Bikes, Basketball, Activities and Island Services etc. Professional Licensed Property Mgmt with Upcoming Rentals is already in place should you choose to Enjoy Your Townhomes and/or Value its’ Rental Income! This is a Must See Property Located Directly on the Beach. Tropical and Lush, this Duplex sits in a Spectacular Location on Island. *The Entire Duplex is also currently for available for sale please see 640 Gulf LN #4* Rare is this Unparalleled Opportunity to Own an Entire Gulf Front and Beach Front Luxury Duplex in a Spectacular Location on Butterfly Beach! Hurry to Schedule Your Showings Today! 2 Beds ⋅ 2 Baths ⋅ 2026000340 MLS MOTIVATED SELLER BRING YOUR OFFERS! PRIME ISLAND OFFERING! DESIRED VACATION RENTAL! Boat Slip with Covered Lift for sale additional with this home purchase. 26FT Maximum Boat Size and 10,000 LB Covered Boat Lift please inquire! Rare is this Unapparelled Opportunity to Own a Gulf Front and Beach Front Luxury Townhome in a Spectacular Location on Butterfly Beach! Attached, High End, Brand New Remodeled, Gulf Front AND Beach Front! This Turnkey Villa called "Beach Dayz" offers Two Main Owner Suites and Two Full Baths. This Beach Villa has undergone Gorgeous and Extensive Renovations and Both offer Breath Taking Views of the Gulf of Mexico from its Decks, Porches, and Balconies! Aside from the Elegant Brand New Open Kitchen & Upscale Baths, Appliances, Flooring, Electrical, Fixtures, Fans, Finish Carpentry, Paint, Electric Fireplaces, and Turnkey Furnishings, this Amazing Property has a Brand New Metal Roof, Hardie Board Siding, Impact Windows and Doors, New Whole House Reverse Osmosis Water System, Railings, Stairs, and more. This Turnkey Furnished Villa has Fantastic Rental History and Potential! Located directly on the Wide Butterfly Beach on the Barrier Island of North Captiva with Private Beach Access. The property's Shoreline provides an Abundance of the Finest and Most Beautiful Shells and its' Gulf Waters offers World Class Fishing! The Islands State Nature Preserve is also only Steps Away. The Islands Sea and Wildlife are magnificent to behold. An Island Club at North Captiva Memberships is available please inquire to enjoy their Pools, Spa, Kayaks, Fat Tire Bikes, Basketball, Activities and Island Services etc. Professional Licensed Property Mgmt with Upcoming Rentals is already in place should you choose to Enjoy Your Townhomes and/or Value its’ Rental Income! This is a Must See Property Located Directly on the Beach. Tropical and Lush, this Duplex sits in a Spectacular Location on Island. *The Entire Duplex is also currently for available for sale please see 640 Gulf LN #4* Rare is this Unparalleled Opportunity to Own an Entire Gulf Front and Beach Front Luxury Duplex in a Spectacular Location on Butterfly Beach! Hurry to Schedule Your Showings Today! 640 Gulf Lane Unit 3, Captiva
$1,144,000 A Must See! North Captiva Island FABULOUS Young Island Pool Home! Beautiful Coastal Turnkey Furnished Three Bedroom, Two Full Baths, Single Family Stilt, 2021 Year Built on a Private AND Oversized HALF ACRE - Corner Lot! FANTASTIC On Island Location! Close to the Beach and Seconds to The Island Club at North Captiva its’ Marina, Mangos Restaurant and Bar, Mangos Convenience Store, and the Boats and Fun Island Store. Bright, Open, Great Room Floor Plan. Split Bedroom Floor Plan. Lovely Kitchen with Large Center Island with Breakfast Bar. Great Sized Bedrooms and Upgraded Full Baths. Wonderful Front Screened Balcony and Large Back Open Balcony Overlooking the Inground Pool and Grounds. Other Features and Upgrades Include: Ideal Newer Construction, Impact Resistant Windows and Doors, Hardie Board Siding, New Whirlpool Appliances, Granite Countertops, Dual Sinks in Both Baths, Upgraded Tile Bath Walls, Convenient Laundry Room with Washer and Dryer, Luxury Tile Plank Flooring Throughout, Vaulted Ceilings, Metal Roof, Two Covered Carport Area(s), Large, Heated, Salt Water Pool, Outdoor Summer Kitchen, Entry Gate PLUS a Gorgeous, Fenced Yard - A Lush Tropical Oasis with Mature Assorted Palms and including Five Coconut Palms. Turnkey Furnished and Ready for Rentals Should you Wish for Rental Income Too! Special Note: A Boat Slip with Covered Boat Lift is also Offered for Sale in Addition to this Home Sale. It Accommodates up to 26’Boat and 10Klbs. Please Inquire with Agents. Paradise Awaits! Now is the Time to Make “Hidden Garden” your Island Dream Home and/or Investment Opportunity! Schedule Your Showing Today! NEWEST HOME AT THIS PRICE POINT BY FAR! 3 Beds ⋅ 2 Baths ⋅ 2026000254 MLS A Must See! North Captiva Island FABULOUS Young Island Pool Home! Beautiful Coastal Turnkey Furnished Three Bedroom, Two Full Baths, Single Family Stilt, 2021 Year Built on a Private AND Oversized HALF ACRE - Corner Lot! FANTASTIC On Island Location! Close to the Beach and Seconds to The Island Club at North Captiva its’ Marina, Mangos Restaurant and Bar, Mangos Convenience Store, and the Boats and Fun Island Store. Bright, Open, Great Room Floor Plan. Split Bedroom Floor Plan. Lovely Kitchen with Large Center Island with Breakfast Bar. Great Sized Bedrooms and Upgraded Full Baths. Wonderful Front Screened Balcony and Large Back Open Balcony Overlooking the Inground Pool and Grounds. Other Features and Upgrades Include: Ideal Newer Construction, Impact Resistant Windows and Doors, Hardie Board Siding, New Whirlpool Appliances, Granite Countertops, Dual Sinks in Both Baths, Upgraded Tile Bath Walls, Convenient Laundry Room with Washer and Dryer, Luxury Tile Plank Flooring Throughout, Vaulted Ceilings, Metal Roof, Two Covered Carport Area(s), Large, Heated, Salt Water Pool, Outdoor Summer Kitchen, Entry Gate PLUS a Gorgeous, Fenced Yard - A Lush Tropical Oasis with Mature Assorted Palms and including Five Coconut Palms. Turnkey Furnished and Ready for Rentals Should you Wish for Rental Income Too! Special Note: A Boat Slip with Covered Boat Lift is also Offered for Sale in Addition to this Home Sale. It Accommodates up to 26’Boat and 10Klbs. Please Inquire with Agents. Paradise Awaits! Now is the Time to Make “Hidden Garden” your Island Dream Home and/or Investment Opportunity! Schedule Your Showing Today! NEWEST HOME AT THIS PRICE POINT BY FAR! 4511 Bartlett Parkway, 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 ⋅ 5 Baths ⋅ 2025017647 MLS 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
$9,700,000 This meticulously refined Gulf-front estate embodies the essence of tropical luxury—where timeless craftsmanship meets modern elegance. Thoughtfully enhanced over time, SOUTH HAVEN blends comfort, sophistication, and functionality at every turn. Recent updates include a redesigned kitchen and dining area, a reimagined primary bath, and a new roof (2023), along with premium finishes and fixtures throughout. The main level welcomes you with a sun-filled foyer leading to multiple guest suites, including a dual guest wing for added privacy. The chef-inspired kitchen combines contemporary design with coastal warmth, opening to a bright dining alcove ideal for gatherings. The living room frames uninterrupted Gulf views, creating a serene backdrop for every moment. Upstairs, the owner’s suite commands sweeping ocean vistas and features a stone-clad electric fireplace, woven flooring, and a tranquil, spa-like ambiance. The ground level includes a spacious garage, flexible-use spaces, and elevator access to all floors for effortless convenience. Outdoors, the estate is graced by towering Royal Palms, a resort-style pool with sun shelf, and covered lounging and dining areas designed for relaxed entertaining. Beyond the pool, a private beachside yard with manicured greens, a seaside walkway, and a charming shorefront cabana completes the coastal experience. From its refined architecture to its breathtaking sunsets, South Haven stands as a true Captiva masterpiece—where every detail celebrates the art of island living. 5 Beds ⋅ 5 Baths ⋅ 2025014681 MLS This meticulously refined Gulf-front estate embodies the essence of tropical luxury—where timeless craftsmanship meets modern elegance. Thoughtfully enhanced over time, SOUTH HAVEN blends comfort, sophistication, and functionality at every turn. Recent updates include a redesigned kitchen and dining area, a reimagined primary bath, and a new roof (2023), along with premium finishes and fixtures throughout. The main level welcomes you with a sun-filled foyer leading to multiple guest suites, including a dual guest wing for added privacy. The chef-inspired kitchen combines contemporary design with coastal warmth, opening to a bright dining alcove ideal for gatherings. The living room frames uninterrupted Gulf views, creating a serene backdrop for every moment. Upstairs, the owner’s suite commands sweeping ocean vistas and features a stone-clad electric fireplace, woven flooring, and a tranquil, spa-like ambiance. The ground level includes a spacious garage, flexible-use spaces, and elevator access to all floors for effortless convenience. Outdoors, the estate is graced by towering Royal Palms, a resort-style pool with sun shelf, and covered lounging and dining areas designed for relaxed entertaining. Beyond the pool, a private beachside yard with manicured greens, a seaside walkway, and a charming shorefront cabana completes the coastal experience. From its refined architecture to its breathtaking sunsets, South Haven stands as a true Captiva masterpiece—where every detail celebrates the art of island living. 16770 Captiva Drive, Captiva
$1,970,000 Rare Opportunity to Purchase Luxurious Gulf Front Estate on North Captiva Island A rare opportunity has arisen to purchase a luxurious gulf front estate located within the prestigious community of Safety Harbor Club on North Captiva Island. This stunning coastal property boasts beach frontage with breathtaking sunsets and panoramic views of the Gulf. Recently renovated and remodeled with the highest quality craftsmanship and attention to detail, this estate is truly one-of-a-kind. The interior of the property features a striking custom staircase, quartz countertops, and custom solid wood cabinetry in the kitchen. Beautiful oak and porcelain floors run throughout the home, creating a sense of elegance and luxury. The estate includes two guest bedrooms. One ensuite. The highlight of the property is the exquisite Master Bedroom, located on the second floor with private decks offering stunning views of the Gulf. The Master Bedroom also features a fireplace and a large bathroom with a jet tub and separate shower. The spacious kitchen is equipped with an island cooktop, downdraft ventilation, Subzero refrigerator/freezer, microwave with convection, wall oven, and dishwasher. The property offers gorgeous views of the beach from the Master Bedroom, kitchen, dining area, and great room. This custom home is truly a gem and must be seen to be fully appreciated. Schedule an appointment today to view this beautiful estate and make it your own. 3 Beds ⋅ 3 Baths ⋅ 2025000843 MLS Rare Opportunity to Purchase Luxurious Gulf Front Estate on North Captiva Island A rare opportunity has arisen to purchase a luxurious gulf front estate located within the prestigious community of Safety Harbor Club on North Captiva Island. This stunning coastal property boasts beach frontage with breathtaking sunsets and panoramic views of the Gulf. Recently renovated and remodeled with the highest quality craftsmanship and attention to detail, this estate is truly one-of-a-kind. The interior of the property features a striking custom staircase, quartz countertops, and custom solid wood cabinetry in the kitchen. Beautiful oak and porcelain floors run throughout the home, creating a sense of elegance and luxury. The estate includes two guest bedrooms. One ensuite. The highlight of the property is the exquisite Master Bedroom, located on the second floor with private decks offering stunning views of the Gulf. The Master Bedroom also features a fireplace and a large bathroom with a jet tub and separate shower. The spacious kitchen is equipped with an island cooktop, downdraft ventilation, Subzero refrigerator/freezer, microwave with convection, wall oven, and dishwasher. The property offers gorgeous views of the beach from the Master Bedroom, kitchen, dining area, and great room. This custom home is truly a gem and must be seen to be fully appreciated. Schedule an appointment today to view this beautiful estate and make it your own. 406 Gulf Bend Drive, Captiva
$1,375,000 Spectacular, direct Bayfront vistas from this furnished, 2 bedroom and 2 bath condo situated in Captiva's "Village" at Captiva Hide-A-Way. “Boater’s Paradise” - dock your boat right out your back door for easy access to Pine Island Sound and the Gulf. Experience magical sun and moon rises from your private lanai and stunning sunsets from the Gulf beach. Conveniently located close to the marina for all your boating needs. Enjoy some of the BEST fishing on the West coast of Florida! Amenities include a private dock with a RARE opportunity to add your own boat lift, fishing pier, sparkling pool, and BBQ grill. All this just a short 5 minute stroll from the Gulf where you’ll enjoy incredible sugar sand beaches and some of the world's best shelling. Walk into the heart of Captiva's "Village" for dining, shopping, entertainment, marina and more. The building has been totally renovated post hurricane with new roof, siding, windows and lanais. Condo offers tile plank floors throughout main living area and carpet in bedrooms, new air conditioner handler/compressor and tankless water heater. New custom tile and exotic stone and marble vanity in both bathrooms. Stainless steel appliances, granite counters in kitchen and built-in buffet. Owners can have two pets, under 30lbs. 2 Beds ⋅ 2 Baths ⋅ 225011517 MLS Spectacular, direct Bayfront vistas from this furnished, 2 bedroom and 2 bath condo situated in Captiva's "Village" at Captiva Hide-A-Way. “Boater’s Paradise” - dock your boat right out your back door for easy access to Pine Island Sound and the Gulf. Experience magical sun and moon rises from your private lanai and stunning sunsets from the Gulf beach. Conveniently located close to the marina for all your boating needs. Enjoy some of the BEST fishing on the West coast of Florida! Amenities include a private dock with a RARE opportunity to add your own boat lift, fishing pier, sparkling pool, and BBQ grill. All this just a short 5 minute stroll from the Gulf where you’ll enjoy incredible sugar sand beaches and some of the world's best shelling. Walk into the heart of Captiva's "Village" for dining, shopping, entertainment, marina and more. The building has been totally renovated post hurricane with new roof, siding, windows and lanais. Condo offers tile plank floors throughout main living area and carpet in bedrooms, new air conditioner handler/compressor and tankless water heater. New custom tile and exotic stone and marble vanity in both bathrooms. Stainless steel appliances, granite counters in kitchen and built-in buffet. Owners can have two pets, under 30lbs. 11400 Old Lodge Lane Unit 1C, 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. Additionally, there is an exclusive opportunity to acquire the adjacent 1.4-acre bayside estate, complete with an artist’s studio, home, private dock, and pool. This additional parcel further elevates the potential of this once-in-a-lifetime property offering. Don’t miss out on this exceptional piece of Captiva Island paradise! 5 Beds ⋅ 5 Baths ⋅ 225026465 MLS 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. Additionally, there is an exclusive opportunity to acquire the adjacent 1.4-acre bayside estate, complete with an artist’s studio, home, private dock, and pool. This additional parcel further elevates the potential of this once-in-a-lifetime property offering. Don’t miss out on this exceptional piece of Captiva Island paradise! 16886 Captiva Drive, Captiva
$3,250,000 Own this little adorable Captiva beach cottage OR "IMAGINE" and build something incrediably special like the coastal modern masterpiece shown. Displayed are Conceptual renderings of what you could build on this property. You get to decide! Enjoy this adorable beach cottage or build a new coastal modern "Landmark" getaway. Whats offered at this price is this charming seaside retreat showcases a open layout w/expansive glass sliders that open onto a large deck, offering breathtaking views of the Gulf of Mexico. Nestled just steps away from the Blind Pass bridge, where Sanibel/Captiva converge, Coquina Cottage proudly stands as the first residence on Captiva beach, establishing itself as a landmark destination. With its panoramic beach views, this idyllic getaway boasts a compact yet well-equipped kitchen, two cozy sleeping areas, & a soothing spa. Set on a half-acre waterfront property w/a single dwelling along the Gulf, the cottage is enveloped by tropical native vegetation. Enjoy exceptional fishing, observe marine life & wildlife, indulge in world-class shelling, & enjoy enchanting sunsets on the white sand beach of Captiva. 2 Beds ⋅ 2 Baths ⋅ 223036615 MLS Own this little adorable Captiva beach cottage OR "IMAGINE" and build something incrediably special like the coastal modern masterpiece shown. Displayed are Conceptual renderings of what you could build on this property. You get to decide! Enjoy this adorable beach cottage or build a new coastal modern "Landmark" getaway. Whats offered at this price is this charming seaside retreat showcases a open layout w/expansive glass sliders that open onto a large deck, offering breathtaking views of the Gulf of Mexico. Nestled just steps away from the Blind Pass bridge, where Sanibel/Captiva converge, Coquina Cottage proudly stands as the first residence on Captiva beach, establishing itself as a landmark destination. With its panoramic beach views, this idyllic getaway boasts a compact yet well-equipped kitchen, two cozy sleeping areas, & a soothing spa. Set on a half-acre waterfront property w/a single dwelling along the Gulf, the cottage is enveloped by tropical native vegetation. Enjoy exceptional fishing, observe marine life & wildlife, indulge in world-class shelling, & enjoy enchanting sunsets on the white sand beach of Captiva. 17170 Captiva Drive, Captiva
$12,500,000 The Crown Jewel of Captiva Island, the one and only Sandpiper Estate. For the first time ever, the iconic Sandpiper Estate is available for purchase, presenting an extraordinary opportunity to own a legacy property on Captiva Island’s prestigious Gold Coast. Spanning 200 feet of prime sandy beach frontage, this breathtaking estate is a rare sanctuary where timeless elegance meets coastal tranquility. Designed for privacy, relaxation, and entertaining, the estate has been cherished for over 40 years as a treasured family retreat and now, it’s ready for its next fortunate owner. The main residence is a masterpiece of waterfront luxury, featuring 3-4 private bedrooms, a spacious central gathering area, and a fantastic kitchen with panoramic Gulf views. A grand dining area offers an elegant setting for entertaining, while a private study provides a quiet retreat. The home seamlessly blends indoor and outdoor living, with an expansive screened lanai, multiple lounging decks, and breathtaking views from every angle. The outdoor spaces feel like a private resort, complete with a spectacular pool area offering unparalleled privacy and stunning waterfront views. Just off the pool, a charming beachside bungalow provides additional accommodations with two guest suites, each with en-suite baths, and a spacious family room for relaxing by the shore. The estate also includes a private tennis court, an additional 2 Br guest house or caretakers quarters, and lush tropical landscaping, creating a secluded and serene retreat. For those seeking the ultimate private estate, two adjacent properties, owned by this same owner, 16548 Captiva Drive and 16543 Captiva Drive are also available, allowing for the creation of an unmatched beach to bay front compound that offers a total of 300 ft of beach frontage, 100 ft of bay frontage with well over 5.25 acres total. This opportunity is more than a home; its a once-in-a-lifetime opportunity to own an iconic piece of Captiva Island. 5 Beds ⋅ 6 Baths ⋅ 225024734 MLS The Crown Jewel of Captiva Island, the one and only Sandpiper Estate. For the first time ever, the iconic Sandpiper Estate is available for purchase, presenting an extraordinary opportunity to own a legacy property on Captiva Island’s prestigious Gold Coast. Spanning 200 feet of prime sandy beach frontage, this breathtaking estate is a rare sanctuary where timeless elegance meets coastal tranquility. Designed for privacy, relaxation, and entertaining, the estate has been cherished for over 40 years as a treasured family retreat and now, it’s ready for its next fortunate owner. The main residence is a masterpiece of waterfront luxury, featuring 3-4 private bedrooms, a spacious central gathering area, and a fantastic kitchen with panoramic Gulf views. A grand dining area offers an elegant setting for entertaining, while a private study provides a quiet retreat. The home seamlessly blends indoor and outdoor living, with an expansive screened lanai, multiple lounging decks, and breathtaking views from every angle. The outdoor spaces feel like a private resort, complete with a spectacular pool area offering unparalleled privacy and stunning waterfront views. Just off the pool, a charming beachside bungalow provides additional accommodations with two guest suites, each with en-suite baths, and a spacious family room for relaxing by the shore. The estate also includes a private tennis court, an additional 2 Br guest house or caretakers quarters, and lush tropical landscaping, creating a secluded and serene retreat. For those seeking the ultimate private estate, two adjacent properties, owned by this same owner, 16548 Captiva Drive and 16543 Captiva Drive are also available, allowing for the creation of an unmatched beach to bay front compound that offers a total of 300 ft of beach frontage, 100 ft of bay frontage with well over 5.25 acres total. This opportunity is more than a home; its a once-in-a-lifetime opportunity to own an iconic piece of Captiva Island. 16530 Captiva Drive, Captiva
$4,800,000 Nestled along the most coveted stretch of Captiva Island’s Gold Coast, This charming Old Florida-style main house boasts a private pool area and expansive deck space, creating a perfect retreat. Inside, high vaulted ceilings and an open kitchen enhance the spacious feel. Situated in the Estate Zone District, this property offers deeded beach access just steps away. Perfectly positioned in the heart of this prestigious area, the dune-wide beachfront setting offers breathtaking views and unparalleled serenity.Whether you choose to enjoy it as is or expand with additional square footage or a separate living structure, the possibilities for creating a private family compound are endless. A cherished part of a family estate for over 40 years, this property is surrounded by lush tropical landscaping, enhancing its secluded and tranquil ambiance. For those seeking the ultimate private retreat, two adjacent properties—16530 Captiva Drive and 16548 Captiva Drive—are also available, presenting a rare opportunity to create a 300-foot beachfront and 100-foot bayfront compound spanning over 5.25 acres. Whether enjoyed as a standalone sanctuary or as part of a grand waterfront estate, this is truly a once-in-a-lifetime chance to own an iconic piece of Captiva Island. 3 Beds ⋅ 3 Baths ⋅ 225029219 MLS Nestled along the most coveted stretch of Captiva Island’s Gold Coast, This charming Old Florida-style main house boasts a private pool area and expansive deck space, creating a perfect retreat. Inside, high vaulted ceilings and an open kitchen enhance the spacious feel. Situated in the Estate Zone District, this property offers deeded beach access just steps away. Perfectly positioned in the heart of this prestigious area, the dune-wide beachfront setting offers breathtaking views and unparalleled serenity.Whether you choose to enjoy it as is or expand with additional square footage or a separate living structure, the possibilities for creating a private family compound are endless. A cherished part of a family estate for over 40 years, this property is surrounded by lush tropical landscaping, enhancing its secluded and tranquil ambiance. For those seeking the ultimate private retreat, two adjacent properties—16530 Captiva Drive and 16548 Captiva Drive—are also available, presenting a rare opportunity to create a 300-foot beachfront and 100-foot bayfront compound spanning over 5.25 acres. Whether enjoyed as a standalone sanctuary or as part of a grand waterfront estate, this is truly a once-in-a-lifetime chance to own an iconic piece of Captiva Island. 16543 Captiva Drive, Captiva
$2,599,000 Coastal Elegence along Captiva’s coastline, where luxury and contemporary blend together seamlessly. A one-of-a-kind, fully renovated 3-Bedroom, 3-Bathroom duplex Beach Cottage, expertly reimagined by a professional interior designer to exude sophistication and comfort. Fully furnished with curated, upscale decor. Step into the heart of the home—a beautifully curated kitchen featuring Vadara Sereno Quartz countertops, high-end smart appliances with an integrated refrigerator and dishwasher, hidden coffee nook, and custom cabinetry with polished nickel hardware. The Gulf-front living and dining areas flow effortlessly, with a dining space highlighted by wood detailing and modern lighting. Smart Frame TVs throughout offer an immersive entertainment experience. Additionally, the condo is lined with luxurious engineered hardwood flooring. Walk up the floating staircase to the versatile 3-bedroom loft featuring an upper level that extends to include extra closet space, study enclave, and flexible options for use—perfect as a cozy retreat or additional sleeping quarters with a pull-out sofa. The en-suite primary bedroom features a bathroom offering quartz countertops, signature hardware, and a floor-to-ceiling tiled walk-in shower with a seamless glass door, creating a sanctuary of relaxation. Outside, the screened lanai invites you to take in breathtaking Gulf views while offering a private stairway to the pristine sandy beaches. A rare feature of this property is the custom fitted under-home storage space that is a one-of-a-kind! Rinse off the day’s adventures in the outdoor shower, beautifully fitted with navy blue mosaic tiles. Every inch of this residence has been meticulously crafted for comfort, elegance, and effortless Gulf-front living. Experience a lifestyle of unparalleled luxury in this rare Beach Cottage. Extensive feature list available. 3 Beds ⋅ 3 Baths ⋅ 225031126 MLS Coastal Elegence along Captiva’s coastline, where luxury and contemporary blend together seamlessly. A one-of-a-kind, fully renovated 3-Bedroom, 3-Bathroom duplex Beach Cottage, expertly reimagined by a professional interior designer to exude sophistication and comfort. Fully furnished with curated, upscale decor. Step into the heart of the home—a beautifully curated kitchen featuring Vadara Sereno Quartz countertops, high-end smart appliances with an integrated refrigerator and dishwasher, hidden coffee nook, and custom cabinetry with polished nickel hardware. The Gulf-front living and dining areas flow effortlessly, with a dining space highlighted by wood detailing and modern lighting. Smart Frame TVs throughout offer an immersive entertainment experience. Additionally, the condo is lined with luxurious engineered hardwood flooring. Walk up the floating staircase to the versatile 3-bedroom loft featuring an upper level that extends to include extra closet space, study enclave, and flexible options for use—perfect as a cozy retreat or additional sleeping quarters with a pull-out sofa. The en-suite primary bedroom features a bathroom offering quartz countertops, signature hardware, and a floor-to-ceiling tiled walk-in shower with a seamless glass door, creating a sanctuary of relaxation. Outside, the screened lanai invites you to take in breathtaking Gulf views while offering a private stairway to the pristine sandy beaches. A rare feature of this property is the custom fitted under-home storage space that is a one-of-a-kind! Rinse off the day’s adventures in the outdoor shower, beautifully fitted with navy blue mosaic tiles. Every inch of this residence has been meticulously crafted for comfort, elegance, and effortless Gulf-front living. Experience a lifestyle of unparalleled luxury in this rare Beach Cottage. Extensive feature list available. 1411 Beach Cottages Unit 1411, 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 ⋅ 7 Baths ⋅ 224082961 MLS A one of a kind offering with 150ft of water frontage laden with rich national history. President Theodore Roosevelt began frequenting Captiva in 1908. In 1917 he staged his houseboat at this very location for his legendary Devil Fish expedition of which he hunted and gathered for the Smithsonian. In the 1930s this property served as one of only two locations to deliver goods to Captiva mainly of which was building materials, delivered by barge. The oversized grandfathered dock was built in 1939 by the WPA which was founded by Franklin Roosevelt. The romantic boathouse, which is cantilevered over the water and is also grandfathered in, was constructed in 1953 by Harold Bixby. Bixby was one of Charles Lindbergh's primary backers in 1927 when Lindbergh accomplished his transatlantic flight in The Spirit of St Louis. The boathouse with two bedrooms and caretaker cottage with one bedroom stand today in superb condition with a recently installed composite roof with a 100 year life expectancy. As you approach the main house, you are greeted with the charm of olde world Southern architecture. Inside you will find soaring ceilings of cypress, and beautiful views of Roosevelt Channel along with three spacious bedrooms, a library and an office. Resting on over 1.3 acres with deeded beach access. 16777 Captiva Drive, Captiva
$1,499,000 Sunset Captiva Harbor Side offers a rare chance to own in one of Captiva’s most unique Gulf-to-Bay communities, perfectly situated in the heart of historic Captiva Village. This coveted location blends exceptional value with sweeping views of Pine Island Sound, Buck Key, and abundant island wildlife. As the only community in the Village offering full amenities, Sunset Captiva delivers an unmatched island lifestyle. This newly remodeled residence features luxury finishes throughout, with two spacious bedrooms and open, airy living areas designed for effortless coastal living. Highlights include deep-water dockage, a community pool, tennis and pickleball, elevator access, and a private boardwalk leading directly to the Gulf. The boutique 10-unit complex also provides a ground-floor storage area large enough for a golf cart—an island essential. Offered fully furnished and turnkey, this property is ideal as a private retreat, income-producing rental, or smart investment. With its prime location, elevated design, and resort-style amenities, Sunset Captiva Harbor Side is your opportunity to claim a true piece of paradise. 2 Beds ⋅ 2 Baths ⋅ 224020201 MLS Sunset Captiva Harbor Side offers a rare chance to own in one of Captiva’s most unique Gulf-to-Bay communities, perfectly situated in the heart of historic Captiva Village. This coveted location blends exceptional value with sweeping views of Pine Island Sound, Buck Key, and abundant island wildlife. As the only community in the Village offering full amenities, Sunset Captiva delivers an unmatched island lifestyle. This newly remodeled residence features luxury finishes throughout, with two spacious bedrooms and open, airy living areas designed for effortless coastal living. Highlights include deep-water dockage, a community pool, tennis and pickleball, elevator access, and a private boardwalk leading directly to the Gulf. The boutique 10-unit complex also provides a ground-floor storage area large enough for a golf cart—an island essential. Offered fully furnished and turnkey, this property is ideal as a private retreat, income-producing rental, or smart investment. With its prime location, elevated design, and resort-style amenities, Sunset Captiva Harbor Side is your opportunity to claim a true piece of paradise. 15123 Captiva Drive Unit 103, Captiva