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$130,000
2026033875 MLS ⋅ Upper Captiva BLDG.
SOUTHERN EXPOSURE AND THE OPPORTUNITY TO BUILD YOUR OWN ISLAND ESCAPE IN CASTAWAY KEY. Located on Upper Captiva, this homesite offers a great setting to design a custom home tailored to the relaxed Southwest Florida lifestyle. Southern exposure is ideal for enjoying abundant sunshine throughout the day and creating an outdoor living area that makes the most of the island setting. Whether you are planning a personal getaway, full time residence, or investment property, this lot gives you the flexibility to bring your vision to life. Spend your days enjoying the beach, boating, fishing, shelling, and everything that makes Upper Captiva such a unique destination. With a peaceful tropical atmosphere and the charm of Castaway Key, this is a great opportunity to create a home and lifestyle that feels like a true island retreat.

4471 Smugglers Dr, Captiva
$130,000
2026033871 MLS ⋅ Upper Captiva BLDG.
CASTAWAY KEY ISLAND LIVING STARTS HERE. This homesite on Upper Captiva offers the perfect opportunity to build your own private island retreat in the desirable Castaway Key community. Surrounded by the natural beauty and relaxed atmosphere that make Upper Captiva so special, this lot provides an ideal setting for a custom full time residence, vacation getaway, or investment property. Enjoy the unique island lifestyle with beautiful Gulf beaches, boating, fishing, shelling, and unforgettable sunsets all close by. With its tropical surroundings and peaceful setting, this property is a blank canvas ready for your vision. Build the home you have been dreaming of and create your own slice of paradise in Castaway Key on Upper Captiva.

4520 Smugglers Dr, Captiva
$150,000
2026013739 MLS ⋅ Upper Captiva BLDG.
Here's your opportunity to own a piece of one of Southwest Florida's most coveted private islands. This vacant lot on Smugglers Lane offers a clean slate to build your custom island retreat on North Captiva — a boat-access-only barrier island where the pace slows, the crowds disappear, and the Florida you've been searching for actually exists. No bridge. No cars. No worries. North Captiva is one of the last truly undeveloped islands in Lee County, and this lot sits on a fantastic walkable location — steps from the beach, where bare feet replace car keys and the Gulf is always within reach. Whether you're envisioning an elevated coastal home, a private fishing retreat, or a high-performing vacation rental, this lot delivers the fundamentals: a prime island address, a natural setting, and the kind of scarcity that protects long-term value. Short-term rental demand on North Captiva is strong and new construction commands premium nightly rates. Details on the building process, preferred island contractors, and revenue potential are available upon request

4521 Smugglers Dr, Captiva