4491 Cutlass Drive Upper Captiva FL 33924

Overview of 4491 Cutlass Dr

A legacy island estate designed for la buena vida ("the good life").  some homes impress, and then some homes change your rhythm. Villas in the air is a spectacular luxury estate created for effortless island living, unforgettable gatherings, and moments that linger long after the sun slips below the horizon. Set on north captiva island, this expansive retreat offers a rare balance of scale, privacy, and resort-style amenities—where life slows down and every day feels intentional. from sunrise to sunset, the home unfolds in layers of connection and calm. Mornings begin on the screened terrace with coffee and the sound of distant waves. Afternoons drift by poolside, floating beneath blue skies or gathering at the outdoor bar as laughter carries on the breeze. Evenings rise to the rooftop porch, where a panorama of island views stretches endlessly with sunsets and stars that feel like a private performance just for you. designed for both togetherness and retreat, the home offers multiple indoor and outdoor living spaces that allow everyone to spread out - yet always reconnect. The main living level stuns with soaring double-story ceilings and an open-concept great room, wrapped in refined contemporary coastal finishes. A restaurant-inspired kitchen anchors the space, connected to multiple dining areas that flow seamlessly indoors and out. accommodations are generous and thoughtfully planned, offering five distinct sleeping retreats. The primary suite feels like a private sanctuary, complete with a spa-style bath and walk-in rain shower. Two additional king guest rooms share a beautifully appointed bath, while a detached poolside guest suite offers privacy and independence with its own en-suite bath. The third-floor retreat, featuring two queen beds and access to a spacious loft lounge, provides flexibility for guests, media space, or a relaxed sleeping haven. outdoor living here is nothing short of exceptional. A heated pool, an expansive outdoor bar with tv, a rooftop terrace with panoramic water and preserve views, a grilling area, a wellness space, and multiple entertainment zones transform the property into a true private resort—designed for both quiet escapes and unforgettable celebrations. built to later codes with lasting materials like hardie board siding, impact-resistant windows, a metal roof, composite decking, and aluminum railings. located on north captiva island, a boat-access-only barrier island celebrated for its pristine beaches, shelling, fishing, birdlife, and miles of preserve trails, this estate offers a lifestyle that can't be replicated on the mainland. Villas in the air is a legacy-quality island estate that is difficult to replicate - ideal as a private family retreat, a high-end luxury rental, or both. This is much more than just your average island home. It's a place where memories are made, traditions begin, and time finally slows down.

This luxury single family home was built in 2019 and features 5 bedrooms, and 3 full bathrooms. This home for sale is 3,428 square feet, with 2,514 sq ft being air conditioned living space. The home has a 1 car garage and has a private swimming pool.

Directions to this property are as follows: Take The Ferry To North Captiva Island. Follow Bartlett Parkway To Rum Rd. Turn Left Onto Rum Rd And Follow To Cutlass Dr. Turn Right Onto Cutlass Dr And The Property Will Be On The Left.

Please contact your ZFC agent for more information about MLS# 2025025176 or any other homes for sale in Upper Captiva or elsewhere in the Lee County area.