Upper Captiva Homes with Fence Exterior

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

One of the standout features of homes in Upper Captiva is their charming fenced exteriors. These properties not only provide a sense of privacy and security but also create a welcoming environment for families and pets. Imagine sipping your morning coffee on a sun-drenched patio, surrounded by a beautifully landscaped yard, all while knowing your loved ones can play freely in a safe space. The fenced homes here are designed to enhance the idyllic island lifestyle, offering both comfort and convenience.

In Upper Captiva, you’ll find a variety of architectural styles that reflect the area’s coastal charm, from quaint cottages to spacious beach homes. Each property is thoughtfully designed to blend seamlessly with the stunning surroundings, providing you with the perfect retreat after a day of exploring the island’s natural wonders.

With easy access to breathtaking beaches, water sports, and local dining options, Upper Captiva is not just a place to live; it’s a lifestyle. Whether you’re looking for a vacation home or a permanent residence, the allure of Upper Captiva awaits you. Discover your dream home with a fenced exterior in this enchanting island paradise today!

Newest Upper Captiva Homes with Fence Exterior

$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

$3,250,000

4 Beds ⋅ 5 Baths ⋅ 225035699 MLS

Gulf-front luxury living on the pristine beaches of North Captiva Island, offering a rare two-lot homesite with sweeping panoramic views of the Gulf of America, Captiva Pass, and Cayo Costa Island, where unforgettable sunsets unfold nightly. Thoughtfully designed for comfort, resilience, and effortless island living, this exceptional residence features a whole-house reverse osmosis system, private well and septic (not shared), a 1,000-gallon propane tank powering a full-house Kohler generator, propane gas range, and tankless water heater to ensure uninterrupted comfort. The gourmet kitchen is equipped with high-end appliances and expansive west-facing sliders that frame breathtaking water views and open seamlessly to indoor-outdoor entertaining. Outdoor living is elevated with expansive deck space, a shaded area beneath the home, outdoor refrigerator and icemaker, heated saltwater pool, six-person spa, full outdoor entertainment system, and outdoor shower—ideal for hosting or relaxing after a day on the water. The spacious climate-controlled garage includes air conditioning, room for golf carts, bicycles, beach gear, a workbench, and a convenient service elevator with a 300-lb capacity for groceries and luggage. The fully fenced yard offers manicured green grass and a sprinkler system, a rarity on the island. Zoned for weekly rentals, this property presents outstanding investment potential while remaining a serene private retreat. Ownership includes a one-year membership to the Island Club at North Captiva. Access is by private boat or ferry; overnight dockage is not included unless purchased separately, with two memberships available at Safety Harbor offering dockage and amenities—contact Safety Harbor for details. The private airstrip is available to members only through the Salty Approach association. A truly rare opportunity to own a Gulf-front estate with scale, privacy, and flexibility—this two-lot offering delivers endless possibilities and will not last. Schedule your private showing today!

4620 Oro Pesos Lane, Upper Captiva

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