Upper Captiva Homes with None Community Type

Welcome to Upper Captiva, a hidden gem nestled in the heart of Florida's Lee County. This enchanting island community offers a unique blend of tranquility and natural beauty, making it the perfect escape for those seeking a serene lifestyle away from the hustle and bustle of city life. With its pristine beaches, lush landscapes, and vibrant wildlife, Upper Captiva is a paradise for nature lovers and outdoor enthusiasts alike.

Upper Captiva is known for its charming homes, many of which boast stunning waterfront views and easy access to the island's beautiful beaches. The community type here is truly unique, as it embodies the essence of a “Homes with None” lifestyle. This means that you can enjoy the freedom of owning a property without the constraints of a traditional homeowners association. Imagine spending your days lounging on your private deck, soaking up the sun, or taking a leisurely stroll along the sandy shores, all while relishing the peace and privacy that comes with this type of community.

As you explore Upper Captiva, you’ll discover a variety of outdoor activities, from kayaking and paddleboarding to fishing and shelling. The island’s laid-back atmosphere encourages a slower pace of life, where you can unwind and reconnect with nature. Whether you’re looking for a vacation retreat or a permanent residence, Upper Captiva offers the perfect blend of relaxation and adventure.

If you’re ready to embrace the island lifestyle, come discover the charm of Upper Captiva, where your dream home awaits amidst the beauty of Florida’s Gulf Coast.

Newest Upper Captiva Homes with None Community Type

$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

$3,499,000

225027495 MLS

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 Trail, Upper Captiva

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