Castaway Key Unrecorded Subdivision Homes with Contemporary Building design

Welcome to Castaway Key Unrecorded Subdivision, a hidden gem nestled in the picturesque city of Captiva, Florida. This charming enclave is part of Lee County and offers a unique blend of tranquility and modern living, making it the perfect retreat for those seeking a serene lifestyle by the Gulf of Mexico.

The homes in Castaway Key are a testament to contemporary building design, featuring sleek lines, open floor plans, and an abundance of natural light. Each residence is thoughtfully crafted to harmonize with the stunning coastal environment, providing an ideal backdrop for both relaxation and entertaining. With spacious interiors and state-of-the-art amenities, these homes cater to the needs of today’s discerning buyers while maintaining an inviting, warm atmosphere.

Living in Castaway Key means embracing the best of Florida's outdoor lifestyle. Residents can enjoy leisurely strolls on nearby pristine beaches, indulge in water sports, or simply bask in the sun with the soothing sounds of the ocean as a backdrop. The community is also conveniently located near vibrant local shops, gourmet dining options, and recreational activities, ensuring that every day offers something new to explore.

Whether you’re looking for a primary residence, a vacation home, or an investment opportunity, Castaway Key Unrecorded Subdivision presents a unique opportunity to own a piece of paradise in Captiva. Experience the perfect blend of contemporary design and coastal charm, and make this enchanting community your new home!

Newest Castaway Key Unrecorded Subdivision Homes with Contemporary Building design

$1,395,000

3 Beds ⋅ 3.5 Baths ⋅ 2026011545 MLS ⋅ Castaway Key Unrecorded Subdivision BLDG.

An Island Masterpiece! This elegant, custom-designed island estate blends traditional island-style charm with contemporary sophistication. The home's exquisite detailing and bold roof lines create a unique and timeless design. Sited on an oversized lot close to gulf beaches on a quiet sandy lane. Hardie board siding, Pella impact windows, and electric storm shutters provide peace of mind. The private heated pool and screened outdoor entertainment area offer relaxation and island fun. Perfectly designed for high-volume vacation rentals. A grand two-story foyer welcomes you inside with an elegant winding wood staircase. Two spacious primary suites on the first level offer en suite baths with custom tile walk-in showers. The third guest bedroom enjoys its adjacent upgraded bath with a tub/shower. On the next level, the luxurious custom kitchen sparkles with granite countertops & stainless steel appliances. Deep dark wood cabinetry throughout the kitchen space offers elegantly curved corner cupboards for a sleek and functional appeal. Built-in yacht-style dining that seats 12+ in a three-side banquette uses the space ideally for entertaining. The living area meanders from the cozy TV/media area to covered screen porches and three levels of outdoor sundecks. Upstairs, the vaulted natural wood ceiling loft is a stunning focal point and versatile fourth sleeping space, offering gorgeous Gulf views through expansive sliding glass doors. Step up to the top lookout deck, where panoramic vistas of the Gulf and the island's natural beauty unfold. A rare blend of refined elegance and island serenity, this exceptional home is a magical seaside spot to enjoy your new island beach lifestyle.

4541 Conch Shell Dr, Captiva

$3,895,000

4 Beds ⋅ 4.5 Baths ⋅ 2026007775 MLS ⋅ Castaway Key Unrecorded Subdivision BLDG.

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 Ln, Upper Captiva

Start Your Search