Upper Captiva Homes with Bar Interior

Welcome to Upper Captiva, Florida – a hidden gem nestled in Lee County, where the sun-kissed shores meet the tranquil waters of the Gulf of Mexico. This enchanting island offers a unique blend of natural beauty, serene living, and a vibrant community spirit that captivates both residents and visitors alike. With no cars allowed, Upper Captiva is a paradise for those seeking an escape from the hustle and bustle of everyday life. Here, the soft sound of waves and the gentle rustle of palm trees create a soothing backdrop for your idyllic lifestyle.

Upper Captiva is renowned for its stunning beaches, pristine landscapes, and abundant wildlife, making it a perfect destination for nature lovers and outdoor enthusiasts. Whether you’re exploring the island by foot, bike, or kayak, you’ll discover hidden coves, breathtaking sunsets, and a rich tapestry of marine life that adds to the allure of this coastal haven.

When it comes to homes in Upper Captiva, you’ll find exquisite properties that embody the spirit of island living. Many of these charming residences feature inviting bar interiors, perfect for entertaining friends and family or simply unwinding after a day in the sun. Imagine hosting sunset cocktail hours or casual gatherings in your own stylish bar area, surrounded by the warm ambiance of your coastal retreat.

Discover the magic of Upper Captiva, where every day feels like a vacation. With its captivating homes and vibrant community, this island paradise invites you to embrace a lifestyle filled with sun, sand, and serenity. Come experience the charm of Upper Captiva and find your dream home today!

Newest Upper Captiva Homes with Bar Interior

$3,895,000

4 Beds ⋅ 5 Baths ⋅ 2026007775 MLS

Beauty & The Beach is one of the most extraordinary Gulf-front estate homes ever offered for sale on North Captiva Island! This custom-crafted contemporary residence sits on the central portion of the island's widest stretch of beach, providing greater long-term shoreline security and uninterrupted panoramic Gulf views. A proven luxury vacation rental leader, this home generated over $360k in gross rentals in 2021. The property booked over $250k in gross rentals in 2025, even with downtime for repairs and upgrades. This is a rare opportunity to acquire both a premier vacation retreat and a top-tier rental asset. Designed with a striking stucco exterior, impact-resistant glass throughout, and a private interior elevator serving all three levels, the home delivers refined coastal architecture paired with modern convenience. The ground-level area provides a bonus room & bunk area, plus an extensive outdoor entertainment space with a pool, patio, outdoor kitchen & poolside bar, all connected by a private walkway to the island's most pristine sugar-sand beach. Inside, every space is meticulously planned & designed for elevated entertaining & relaxed luxury. Highlights include a gourmet chef's kitchen, a dramatic dining room crowned by soaring barrel-vaulted ceilings, and a formal living area wrapped in panoramic glass. A built-in fireplace with television above the hearth anchors the living space with warmth and elegance. The two primary living levels were designed to capture the spectacular Gulf and sunset views. The 4 elegant bedroom suites provide marvelous spaces for you and your guests to experience five-star resort-style luxury sleeping accommodations. The top-level primary suite boasts panoramic beach views, an en suite bath with a walk-in shower, a dual-sink vanity, and a lockable owners' closet. Imagine relaxing in the extra-deep soaking tub while you stare at the shimmering waters lapping the shoreline. The second primary suite, located just off the entertainment den/media room, offers excellent beach views & a luxury en suite bath with a walk-in shower. Two more north-facing guest suites create "family-suite-style" guest zones with a Gulf-facing King bed suite & en suite bath, plus an adjacent bedroom & bath. Opportunities to acquire a Gulf-front estate of this caliber, location, and proven income performance are exceedingly rare on North Captiva Island. Beauty & The Beach represents the very best of luxury island living!

660 Gulf Lane, 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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