Upper Captiva Homes with Residential Lot Building design

Upper Captiva Homes with Residential Lot Building design

Welcome to Upper Captiva, a hidden gem nestled in the heart of Captiva, Florida. This enchanting island community is a paradise for those seeking a serene escape from the hustle and bustle of everyday life. With its pristine beaches, breathtaking sunsets, and a vibrant natural landscape, Upper Captiva offers a unique opportunity to build your dream home in one of the most picturesque locations in the U.S.

Upper Captiva is renowned for its residential lot building design, allowing you to create a custom sanctuary tailored to your lifestyle and aesthetic preferences. Imagine waking up to the soothing sounds of the ocean, surrounded by lush tropical foliage, and enjoying the gentle sea breeze from your very own porch. The community embraces a harmonious blend of nature and architecture, ensuring that each home complements the stunning surroundings.

As part of Lee County, Upper Captiva boasts easy access to a myriad of outdoor activities. From kayaking through serene mangroves to fishing in the Gulf of Mexico, adventure awaits around every corner. The nearby Captiva Island offers charming shops, delightful dining options, and a welcoming atmosphere that embodies the true spirit of Florida living.

Whether you envision a cozy beach cottage or a luxurious coastal retreat, Upper Captiva provides the perfect canvas for your architectural dreams. Embrace the island lifestyle and invest in a piece of paradise where every day feels like a vacation. Discover the endless possibilities at Upper Captiva, where your dream home is just a blueprint away!

Newest Upper Captiva Homes with Residential Lot Building design

$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
$170,000
2026013742 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 Hidden 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 in the desirable Jose's Hideaway section of the island — walkable to the beach at the end of the street and close to all island amenities. 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. The adjoining lot is also available — purchase both together to double your property size and create nearly a half-acre parcel. Build a private compound, a main home with a guest house, or two separate income-producing properties with their own distinct addresses and street access. Opportunities like this simply don't exist on North Captiva. 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

4520 Hidden Ln, Captiva
$170,000
2026013740 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 Oro Pesos 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 in the desirable Jose's Hideaway section of the island — walkable to the beach at the end of the street and close to all island amenities. 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. The adjoining lot is also available — purchase both together to double your property size and create nearly a half-acre parcel. Build a private compound, a main home with a guest house, or two separate income-producing properties with their own distinct addresses and street access. Opportunities like this simply don't exist on North Captiva. 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 Oro Pesos Ln, 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
$3,499,000
225027495 MLS ⋅ Upper Captiva BLDG.
HEAVEN ON EARTH! An exceptional and rare opportunity to own an almost full acre of beachfront property with bay to gulf access on North Captiva Island with access via boat, ferry, airplane or helicopter. One of a kind property located in pure paradise with white sandy beaches, endless million dollar sunset views and engineered plans for a gorgeous new home are also available to view. This is a golf cart only island with access to some of the best fishing, nature walks, water recreation activities on five miles of sandy beaches - you can walk or ride your beach bike all the way to Red Fish Pass with incredible shelling, beaches and waters. Lots of activities available - swim at Mangos and enjoy cocktails or relax - Barnacles offers great food, outdoor games and Over the Waterfront Restaurant is a quaint place to enjoy a great lunch or dinner. The North Captiva Island Club and Safety Harbor offers memberships for tennis/pickleball/swimming and more. Live your best life in a wonderful oasis - laid back lifestyle - located within minutes by water to Useppa Island, just south of Cayo Costa, Cabbage Key and a vibrant nature wonderland with daily sightings of dolphins, manatees, birds and more. Build the plans Seller has or create your own dream home. Only three hundred homes, more than half of the Island is a State Park. Minutes away is Pine Island which offers a ferry transport out to the island every two hours during the day! This is your time, your moment to grab a priceless piece of property and live your best life!

4281 Point House Trl, Upper Captiva
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