Upper Captiva Homes with None Community Type

Welcome to Upper Captiva, Florida—a hidden gem nestled in Lee County that offers a unique blend of natural beauty and tranquil living. This enchanting island is part of the barrier islands of Southwest Florida, surrounded by the sparkling waters of the Gulf of Mexico. With its pristine beaches, lush landscapes, and a vibrant community spirit, Upper Captiva is truly a paradise for those seeking a serene escape from the hustle and bustle of everyday life.

In Upper Captiva, you’ll discover a community that thrives on its commitment to preserving the natural environment. With no cars allowed on the island, residents and visitors traverse the sandy pathways by foot, bicycle, or golf cart, creating a peaceful atmosphere that encourages relaxation and connection with nature. The island's unique charm is evident in its colorful beach cottages and stunning waterfront properties, many of which offer breathtaking views of the Gulf.

The homes in Upper Captiva are designed to embrace the island's laid-back lifestyle, featuring open floor plans, spacious decks, and outdoor living spaces that invite you to soak in the sun and sea breezes. Whether you’re looking for a vacation home, a rental investment, or a permanent residence, the properties here cater to a variety of tastes and preferences, all while maintaining a strong sense of community.

Experience the magic of Upper Captiva, where every day feels like a vacation. With its idyllic surroundings, friendly neighbors, and the soothing sound of waves lapping at the shore, this is the perfect place to call home. Embrace the island life today!

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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