Castaway Key Unrecorded Subdivision Homes with Gulf Waterfront

Castaway Key Unrecorded Subdivision Homes with Gulf Waterfront

Welcome to Castaway Key Unrecorded Subdivision, a hidden gem nestled in the serene beauty of Upper Captiva, Florida. This exclusive waterfront community offers a unique opportunity for those seeking a tranquil escape with the enchanting backdrop of the Gulf of Mexico. Imagine waking up to the gentle sound of waves lapping against the shore and enjoying stunning sunsets from the comfort of your own home.

Homes within Castaway Key are designed to harmonize with the natural surroundings, featuring modern amenities while retaining the charm of coastal living. Each residence boasts direct access to the Gulf waterfront, allowing you to indulge in endless days of sun-soaked fun. Whether you're an avid boater, fisherman, or simply love relaxing by the beach, this community provides the perfect setting for your coastal lifestyle.

Living in Upper Captiva means embracing a slower pace of life, where nature takes center stage. Spend your days exploring the pristine beaches, kayaking through tranquil waters, or enjoying a leisurely stroll along the shore. The area is also home to a variety of wildlife, making it a nature lover's paradise.

With its unspoiled beauty and exclusive atmosphere, Castaway Key Unrecorded Subdivision is more than just a place to live; it's a lifestyle choice. Experience the magic of Gulf waterfront living in one of Florida's most picturesque locales. Whether you’re looking for a vacation home or a permanent residence, Castaway Key invites you to discover your slice of paradise in Upper Captiva. Come, and let the waves welcome you home!

Newest Castaway Key Unrecorded Subdivision Homes with Gulf Waterfront

$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

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