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$1,450,000
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
$249,900
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
$1,300,000
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
$233,000
2025015126 MLS
Discover your slice of paradise on North Captiva Island! ?? This vacant lot is just a short walk to a pristine, untouched beach and charming island restaurants. Accessible only by boat or small plane, North Captiva offers unmatched privacy and natural beauty. Enjoy the island lifestyle where golf carts are the primary mode of transportation — the perfect spot to build your dream coastal retreat!

4500 Oyster Shell Drive, Captiva
$595,000
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
$1,395,000
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