High-performing, income-producing vacation rental on one of North Captiva Island's premier streets. Privately nestled among mature tropical landscaping, this beautifully maintained 4-bedroom, 3.5-bath island retreat offers over 2,300 sq ft of thoughtfully designed living space and a proven history of strong rental performance. Guests are drawn to the resort-style outdoor living, featuring an exceptionally large private pool, hot tub and outdoor shower, multiple entertaining areas, and a spectacular southwest-facing third-floor lanai that fully opens to the living room, creating a seamless indoor/outdoor living experience. Two en-suite bedrooms, a bunk room with a third bath, and a fourth queen suite provide ideal accommodations for owners and guests alike. Recent upgrades include Hardie Plank siding, two HVAC systems, Trex decking, a Brazilian hardwood pool deck, a cargo/luggage lift, and a paver driveway. A rare opportunity to own a turnkey island property that combines exceptional rental income, lush tropical privacy, premium outdoor amenities, and one of North Captiva's most desirable locations.

4 Beds ⋅ 4 Baths ⋅ 2026030979 MLS

High-performing, income-producing vacation rental on one of North Captiva Island's premier streets. Privately nestled among mature tropical landscaping, this beautifully maintained 4-bedroom, 3.5-bath island retreat offers over 2,300 sq ft of thoughtfully designed living space and a proven history of strong rental performance. Guests are drawn to the resort-style outdoor living, featuring an exceptionally large private pool, hot tub and outdoor shower, multiple entertaining areas, and a spectacular southwest-facing third-floor lanai that fully opens to the living room, creating a seamless indoor/outdoor living experience. Two en-suite bedrooms, a bunk room with a third bath, and a fourth queen suite provide ideal accommodations for owners and guests alike. Recent upgrades include Hardie Plank siding, two HVAC systems, Trex decking, a Brazilian hardwood pool deck, a cargo/luggage lift, and a paver driveway. A rare opportunity to own a turnkey island property that combines exceptional rental income, lush tropical privacy, premium outdoor amenities, and one of North Captiva's most desirable locations.

4490 Oyster Shell Drive, Upper Captiva

Listing Courtesy of Islander Realty

$865,000

Dock your boat and enjoy water views from an end-unit townhome, while you build your dream home on an incredible lot with direct views toward the beach and Gulf! Introducing a unique island ownership combination: Townhome #60 at 370 Townhouse Ln (Parcel ID: 05-45-21-03-00000.0600) in Safety Harbor Club, paired with a separate buildable homesite at 4580 Oyster Shell Dr, offered together as an exceptional package. The townhome offers immediate enjoyment with beautiful harbor views, shared community dockage steps away, and full access to all Safety Harbor Club amenities, including a heated pool, tennis courts, pickleball, clubhouse, dining, convenient ferry landing, and private Gulf beach access. Perfectly positioned within Safety Harbor Club, the townhome provides an ideal home base for boating, beach days, and island living, with rental or personal-use flexibility. Included in this package is 4580 Oyster Shell Dr, a valuable homesite with incredible views! You will be stunned by the amazing view corridor looking down onto the sugar-sand beach and sparkling Gulf waters beyond. Imagine watching the sun set every night right from your living room. This lot plus townhome combination is a must-see!

3 Beds ⋅ 2 Baths ⋅ 2026020831 MLS

Dock your boat and enjoy water views from an end-unit townhome, while you build your dream home on an incredible lot with direct views toward the beach and Gulf! Introducing a unique island ownership combination: Townhome #60 at 370 Townhouse Ln (Parcel ID: 05-45-21-03-00000.0600) in Safety Harbor Club, paired with a separate buildable homesite at 4580 Oyster Shell Dr, offered together as an exceptional package. The townhome offers immediate enjoyment with beautiful harbor views, shared community dockage steps away, and full access to all Safety Harbor Club amenities, including a heated pool, tennis courts, pickleball, clubhouse, dining, convenient ferry landing, and private Gulf beach access. Perfectly positioned within Safety Harbor Club, the townhome provides an ideal home base for boating, beach days, and island living, with rental or personal-use flexibility. Included in this package is 4580 Oyster Shell Dr, a valuable homesite with incredible views! You will be stunned by the amazing view corridor looking down onto the sugar-sand beach and sparkling Gulf waters beyond. Imagine watching the sun set every night right from your living room. This lot plus townhome combination is a must-see!

4580 OYSTER SHELL DR & 370 TOWNHOUSE Lane Unit 60, Upper Captiva

Listing Courtesy of Resort Properties Internationa

$249,900

Build your Island Dream Home on this tropical homesite located in the desirable North Captiva Dunes neighborhood! The high elevation, which provides peace of mind from storms, combined with the scenic view corridor toward the water and the Preserve, sets this lot apart. Located approximately 900 feet from the wide sugar sand Sunset Beach, this property enjoys a prime location with only two rows of homes between you and the sparkling Gulf waters. Enjoy the sounds of the surf with spectacular views from the upper stories & the lookout of your newly designed masterpiece. Just around the corner from all the preserve trails, and a short golf cart ride to the island’s resort hub with dining, pools, and recreation. North Captiva Island is a private, boat-access-only barrier island known for its friendly vacation vibe, protected natural areas, and relaxed golf-cart lifestyle. With miles of pristine beaches, exceptional fishing, and abundant wildlife, the island provides a unique coastal experience unlike anywhere else in Florida. Vacant land opportunities with this combination of elevation, location, and view potential in this part of the island are rare. Secure your place on North Captiva and begin planning your custom island vacation retreat today!

2026015519 MLS

Build your Island Dream Home on this tropical homesite located in the desirable North Captiva Dunes neighborhood! The high elevation, which provides peace of mind from storms, combined with the scenic view corridor toward the water and the Preserve, sets this lot apart. Located approximately 900 feet from the wide sugar sand Sunset Beach, this property enjoys a prime location with only two rows of homes between you and the sparkling Gulf waters. Enjoy the sounds of the surf with spectacular views from the upper stories & the lookout of your newly designed masterpiece. Just around the corner from all the preserve trails, and a short golf cart ride to the island’s resort hub with dining, pools, and recreation. North Captiva Island is a private, boat-access-only barrier island known for its friendly vacation vibe, protected natural areas, and relaxed golf-cart lifestyle. With miles of pristine beaches, exceptional fishing, and abundant wildlife, the island provides a unique coastal experience unlike anywhere else in Florida. Vacant land opportunities with this combination of elevation, location, and view potential in this part of the island are rare. Secure your place on North Captiva and begin planning your custom island vacation retreat today!

4491 Butterfly Shell Drive, Upper Captiva

Listing Courtesy of Resort Properties Internationa

$1,300,000

Elevated Living, Gulf Views & Rooftop Sunsets Imagine pulling up in your golf cart, the breeze already shifting as you arrive at a home set high and dry in one of North Captiva's most sought-after neighborhoods. 4510 Oyster Shell Dr is a 3-bedroom, 2.5-bath retreat with an additional 4th sleeping room, designed to make the most of island life. The reverse floorplan captures Gulf views and coastal light from the moment you step into the main living level. Upstairs, the open-concept living, dining, and kitchen area feels bright, easy, and inviting—perfect for gathering after a day at the beach or hosting friends for a laid-back island evening. Large windows and elevated positioning bring the outdoors in, while the surrounding landscape and water views remind you exactly why you're here. And just down the sandy lane lies one of the island's true treasures—a premier beach access point leading to North Captiva's widest stretch of powder-soft, sugar-white sand. This is the kind of beach people travel across the world to find—expansive, uncrowded, and endlessly walkable—where mornings begin with quiet shoreline strolls and evenings end with unforgettable Gulf sunsets. Then there's the rooftop lookout—one of those features that quietly becomes your favorite place. Morning coffee surrounded by water views as the island wakes up… sunset cocktails as the sky turns gold… and quiet nights under a blanket of stars with the preserve stretching out below. Recent upgrades, including a new metal roof, Hardie board siding, and aluminum railings, add both durability and a clean coastal finish. Positioned along one of the island's highest ridgelines—with elevated construction and storm shutters—the home offers an added sense of confidence and comfort. This isn't just a vacation home—it's a place where beach days feel effortless, sunsets feel personal, and every visit makes it harder to leave. Come see it for yourself—and picture where your mornings, beach walks, and next chapter could begin.

3 Beds ⋅ 3 Baths ⋅ 2026013122 MLS

Elevated Living, Gulf Views & Rooftop Sunsets Imagine pulling up in your golf cart, the breeze already shifting as you arrive at a home set high and dry in one of North Captiva's most sought-after neighborhoods. 4510 Oyster Shell Dr is a 3-bedroom, 2.5-bath retreat with an additional 4th sleeping room, designed to make the most of island life. The reverse floorplan captures Gulf views and coastal light from the moment you step into the main living level. Upstairs, the open-concept living, dining, and kitchen area feels bright, easy, and inviting—perfect for gathering after a day at the beach or hosting friends for a laid-back island evening. Large windows and elevated positioning bring the outdoors in, while the surrounding landscape and water views remind you exactly why you're here. And just down the sandy lane lies one of the island's true treasures—a premier beach access point leading to North Captiva's widest stretch of powder-soft, sugar-white sand. This is the kind of beach people travel across the world to find—expansive, uncrowded, and endlessly walkable—where mornings begin with quiet shoreline strolls and evenings end with unforgettable Gulf sunsets. Then there's the rooftop lookout—one of those features that quietly becomes your favorite place. Morning coffee surrounded by water views as the island wakes up… sunset cocktails as the sky turns gold… and quiet nights under a blanket of stars with the preserve stretching out below. Recent upgrades, including a new metal roof, Hardie board siding, and aluminum railings, add both durability and a clean coastal finish. Positioned along one of the island's highest ridgelines—with elevated construction and storm shutters—the home offers an added sense of confidence and comfort. This isn't just a vacation home—it's a place where beach days feel effortless, sunsets feel personal, and every visit makes it harder to leave. Come see it for yourself—and picture where your mornings, beach walks, and next chapter could begin.

4510 Oyster Shell Drive, Upper Captiva

Listing Courtesy of Resort Properties Internationa

$595,000

Exceptional View Corridor Lot just Steps from "Sunset Beach!" Picture yourself standing on your porch, salt air surrounds you, the rhythmic sound of waves lapping the shoreline just beyond the dunes. Every evening, the sky melts into golds and pinks over the Gulf—right from your own front-row seat. This slightly oversized 0.27-acre homesite in the desirable North Captiva Dunes neighborhood offers the perfect canvas to design your dream island escape. With ample space for a large luxury home, pool, and outdoor entertainment area, you can create the retreat you've always imagined. A short stroll to the beach and the 350-acre state preserve, you'll have access to miles of hiking trails, untouched coastline, and a long crescent-shaped beach where you can sometimes wander for hours without another person in sight. One of the few remaining vacant lots this close to the beach, this property is a prime opportunity to create a legacy home on a hidden gem of an island that has yet to be truly discovered. The adjacent lot to the west is also available for purchase, creating a fantastic and unique estate package.

2025013055 MLS

Exceptional View Corridor Lot just Steps from "Sunset Beach!" Picture yourself standing on your porch, salt air surrounds you, the rhythmic sound of waves lapping the shoreline just beyond the dunes. Every evening, the sky melts into golds and pinks over the Gulf—right from your own front-row seat. This slightly oversized 0.27-acre homesite in the desirable North Captiva Dunes neighborhood offers the perfect canvas to design your dream island escape. With ample space for a large luxury home, pool, and outdoor entertainment area, you can create the retreat you've always imagined. A short stroll to the beach and the 350-acre state preserve, you'll have access to miles of hiking trails, untouched coastline, and a long crescent-shaped beach where you can sometimes wander for hours without another person in sight. One of the few remaining vacant lots this close to the beach, this property is a prime opportunity to create a legacy home on a hidden gem of an island that has yet to be truly discovered. The adjacent lot to the west is also available for purchase, creating a fantastic and unique estate package.

4570 Butterfly Shell Drive, Upper Captiva

Listing Courtesy of Resort Properties Internationa

$1,395,000

A Rare Quasi-Beachside Opportunity - Oversized 0.42-Acre Lot in the Desirable North Captiva Dunes Imagine owning a piece of paradise just steps from a wide, sugar-sand beach, a place where your mornings begin with salt-kissed breezes and your evenings end with glowing sunsets over the water. This oversized lot in the highly desirable North Captiva Dunes neighborhood offers that rare chance to create the coastal retreat you’ve always dreamed about. With deeded beach access and a quasi-beachfront location so close to the island’s widest stretch of sandy shoreline, this parcel captures the very best of North Captiva’s natural beauty — panoramic Gulf views, close to the 300+ acre state preserve, and the space to design something truly extraordinary. Lots like this simply don’t come along very often - the first of its kind to hit the market in many years. Whether your dream is a modern coastal escape or a timeless island-style vacation retreat, this homesite provides the perfect foundation for your vision. Don’t miss this chance to claim one of the island’s most exceptional pieces of vacant land! The adjacent lot to the east is also available for purchase, creating a fantastic and unique estate package.

2025013056 MLS

A Rare Quasi-Beachside Opportunity - Oversized 0.42-Acre Lot in the Desirable North Captiva Dunes Imagine owning a piece of paradise just steps from a wide, sugar-sand beach, a place where your mornings begin with salt-kissed breezes and your evenings end with glowing sunsets over the water. This oversized lot in the highly desirable North Captiva Dunes neighborhood offers that rare chance to create the coastal retreat you’ve always dreamed about. With deeded beach access and a quasi-beachfront location so close to the island’s widest stretch of sandy shoreline, this parcel captures the very best of North Captiva’s natural beauty — panoramic Gulf views, close to the 300+ acre state preserve, and the space to design something truly extraordinary. Lots like this simply don’t come along very often - the first of its kind to hit the market in many years. Whether your dream is a modern coastal escape or a timeless island-style vacation retreat, this homesite provides the perfect foundation for your vision. Don’t miss this chance to claim one of the island’s most exceptional pieces of vacant land! The adjacent lot to the east is also available for purchase, creating a fantastic and unique estate package.

4580 Butterfly Shell Drive, Upper Captiva

Listing Courtesy of Resort Properties Internationa

$235,000

Fantastic view corridor to the Gulf of Mexico from this high and dry lot just 5 rows back from the beach. The water views from this property will be excellent from the living area and lookout levels. A great location to build your dream home in paradise! A partially cleared lot on high and dry ground located so close to the Gulf, you can hear the lull of the surf from your property. Just a short stroll to the beach access at Panama/Butterfly Shell Drive and within a quick walk of the preserve trails to explore hundreds of acres filled with natural beauty. Miles of pristine sandy beaches along the Gulf of Mexico await with excellent shelling and endless fun. It is a great location to build your dream home in paradise. There are just a handful of lots for sale in this desirable area of the island. Don't miss it!

225007594 MLS

Fantastic view corridor to the Gulf of Mexico from this high and dry lot just 5 rows back from the beach. The water views from this property will be excellent from the living area and lookout levels. A great location to build your dream home in paradise! A partially cleared lot on high and dry ground located so close to the Gulf, you can hear the lull of the surf from your property. Just a short stroll to the beach access at Panama/Butterfly Shell Drive and within a quick walk of the preserve trails to explore hundreds of acres filled with natural beauty. Miles of pristine sandy beaches along the Gulf of Mexico await with excellent shelling and endless fun. It is a great location to build your dream home in paradise. There are just a handful of lots for sale in this desirable area of the island. Don't miss it!

4560 Oyster Shell Drive, Upper Captiva

Listing Courtesy of Resort Properties Internationa

Selling Office: .

$1,590,000

Fantastic Gulf Views just steps to miles of pristine sandy beaches on North Captiva Island! Located on high and dry land, this three-bedroom and four-bath home feels like new and is designed with the living area on the top level to capture the amazing sea views. Fully remodeled in nearly all aspects with delightful features like custom wood trim, cathedral painted tongue & groove ceiling in the main living space, and all newly renovated bathrooms. All new furnishings and decor inside and out. Loaded with charm at every turn! The open-concept floorplan combines incredible sunsets with a large gathering space for friends and family, the perfect spot for entertaining. The three bedrooms on the first level are all equipped with en-suite baths plus a covered screen porch facing the sea. The ground level is all set for fun pool time with a new oversized heated pool with a paver surround, plus an outdoor grilling and bar area. This home's exterior has been meticulously maintained and offers a whole-house reverse osmosis system, generator, and newer mechanical systems already in place. Hardie-board siding (recently painted) , impact-resistant windows & doors, plus all new upgraded baths, interior decor, paint, and furnishings. Don't miss this rare turn-key opportunity.

3 Beds ⋅ 4 Baths ⋅ 224019551 MLS

Fantastic Gulf Views just steps to miles of pristine sandy beaches on North Captiva Island! Located on high and dry land, this three-bedroom and four-bath home feels like new and is designed with the living area on the top level to capture the amazing sea views. Fully remodeled in nearly all aspects with delightful features like custom wood trim, cathedral painted tongue & groove ceiling in the main living space, and all newly renovated bathrooms. All new furnishings and decor inside and out. Loaded with charm at every turn! The open-concept floorplan combines incredible sunsets with a large gathering space for friends and family, the perfect spot for entertaining. The three bedrooms on the first level are all equipped with en-suite baths plus a covered screen porch facing the sea. The ground level is all set for fun pool time with a new oversized heated pool with a paver surround, plus an outdoor grilling and bar area. This home's exterior has been meticulously maintained and offers a whole-house reverse osmosis system, generator, and newer mechanical systems already in place. Hardie-board siding (recently painted) , impact-resistant windows & doors, plus all new upgraded baths, interior decor, paint, and furnishings. Don't miss this rare turn-key opportunity.

4480 Panama Shell Drive, Upper Captiva

Listing Courtesy of Resort Properties Internationa

Selling Office: .