Contemporary, Florida, Multi-Story Home, Single Family
4491 Cutlass DR
Upper Captiva , FL 33924
MLS#: 2025025176
$2,800,000
Property
Beds
5
Full Baths
3
1/2 Baths
None
Year Built
2019
Sq.Footage
2,514
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.
Features & Amenities
Interior
-
Other Interior Features
Breakfast Bar, Cathedral Ceiling(s)
-
Total Bedrooms
5
-
Bathrooms
3
-
Cooling YN
YES
-
Cooling
Ceiling Fan(s)
-
Fireplace YN
NO
-
Heating YN
YES
-
Heating
Central, Electric
-
Pet friendly
Yes
Exterior
-
Garage
Yes
-
Garage spaces
1
-
Other Exterior Features
Balcony
-
Parking
Attached
-
Patio and Porch Features
Screened, Deck
-
Pool
Yes
-
Pool Features
Heated, Above Ground, Fiberglass, Electric Heat, Private
-
Waterfront YN
NO
-
View
Bay, Water, Trees/Woods
Area & Lot
-
Lot Size(acres)
0.2152
-
Property Type
Residential
-
Property Sub Type
Single Family Residence
-
Architectural Style
Contemporary, Florida, Multi-Story Home, Single Family
Price
-
Sales Price
$2,800,000
-
Tax Amount
12563.35
-
Sq. Footage
2, 514
-
Price/SqFt
$1,113
HOA
-
Association
No
School District
-
Elementary School
N/A
-
Middle School
N/A
-
High School
N/A
Property Features
-
Stories
3
-
Association Amenities
None
-
Foundation Details
Pillar/Post/Pier
-
Ownership
Single Family
-
Senior Community YN
NO
-
Sewer
Septic Tank
-
Water Source
Private, Well
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Location
County
Lee
Elementary School
Middle School
High School
Listing Courtesy of Mark Muller , Resort Properties Internationa
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Agent | Realtor®
Julia McCabe
Call Julia today to schedule a private showing.
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