Windward Cay Homes with Boat Facilities Community Type

Welcome to Windward Cay, a hidden gem nestled in the heart of Naples, Florida, within the picturesque Collier County. This vibrant community is a paradise for boating enthusiasts and nature lovers alike, offering an idyllic lifestyle that seamlessly blends luxury with the beauty of coastal living.

Windward Cay boasts an array of stunning homes, each thoughtfully designed to provide residents with the ultimate comfort and style. Many of these properties come equipped with private boat facilities, allowing you to effortlessly embark on aquatic adventures right from your backyard. Picture yourself gliding through the serene waters of the nearby Gulf of Mexico, exploring the enchanting islands and pristine beaches that make this region so desirable.

The community's charm extends beyond its beautiful homes. Residents of Windward Cay enjoy a tight-knit atmosphere where neighbors become friends, and community events are a regular occurrence. With lush landscaping and well-maintained common areas, the community exudes an inviting warmth that makes every day feel like a vacation.

Located just minutes from Naples’ upscale shopping, gourmet dining, and vibrant cultural scene, Windward Cay offers the perfect balance of tranquility and convenience. Whether you're looking to unwind on the water or explore the charming streets of downtown Naples, this community provides endless opportunities for adventure and relaxation.

Discover your dream home in Windward Cay, where the allure of waterfront living meets the charm of Southwest Florida. Embrace the lifestyle you've always desired, and let the gentle sea breeze guide you to your new beginning!

Newest Windward Cay Homes with Boat Facilities Community Type

$1,375,000

3 Beds ⋅ 3 Baths ⋅ 2026023271 MLS

Skip Windstar's 7-year golf waitlist — full golf membership transfers at closing. Windstar on Naples Bay caps golf membership at 350. The waitlist currently runs approximately seven years. This sale is the shortcut: seller relinquishes their full golf membership at closing, giving the buyer immediate access to the Tom Fazio championship course, clubhouse, and practice facility — no waitlist (initiation fee and dues apply). The home: fully furnished 3BR/3BA two-story townhouse with den and 1-car garage, directly on the golf course inside Windstar's private gates — Naples' only gated golf community with direct bay access, a private marina, and its own beach on Keewaydin Island. The water: deeded Boat Slip #13 at Southpointe Yacht Club — deep-water marina fully rebuilt in 2023 with new pilings and composite docks. Direct Naples Bay and Gulf access, no bridges. Slip ownership includes private marina pool/spa and common area. Golf in the morning. Gulf by afternoon. Home on the course. One closing delivers all three. Furnished. Move-in ready.

4700 Yacht Harbor Drive Unit 622, Naples

$425,000

3 Beds ⋅ 2 Baths ⋅ 2026028731 MLS

Discover exceptional value and an unbeatable lifestyle in this beautifully maintained first-floor residence located in the prestigious gated community of Windstar on Naples Bay. Offering nearly 1,800 square feet of thoughtfully designed living space, this 2-bedroom, 2-bathroom condo with a den features soaring vaulted ceilings, crown molding, plantation shutters, and an attached one-car garage. Perfectly positioned just steps from the community pool, the screened lanai overlooks lush tropical landscaping and the picturesque 7th tee, creating a peaceful backdrop that perfectly complements the community's renowned golf lifestyle. A fully paid reverse osmosis water treatment system provides an added level of comfort and value. Windstar is one of Naples' most exclusive communities, offering a rare combination of championship golf and direct Gulf access. Residents enjoy a private boat shuttle to Keewaydin Island, a 72-slip deep-water marina, and a beautifully redesigned clubhouse with waterfront dining overlooking Naples Bay. The community also features tennis, bocce, a state-of-the-art fitness center, and a vibrant social calendar, with residents receiving priority on the waitlist for Social and Social Summer Golf Memberships. Ideally located just minutes from the vibrant Bayshore Arts District, Naples Botanical Garden, and less than four miles from the world-class dining, shopping, and white sand beaches of 5th Avenue South, this home offers the perfect opportunity for full-time living, a seasonal retreat, or an exceptional investment in one of Naples' most desirable waterfront communities.

4700 Yacht Harbor Drive Unit 612, Naples

Start Your Search