Windward Cay Homes with Clubhouse Amenities

Welcome to Windward Cay, a hidden gem nestled in the heart of Naples, Florida. This charming neighborhood offers a unique blend of tranquility and vibrant community life, making it an ideal place for families, retirees, and everyone in between. Surrounded by the natural beauty of Collier County, Windward Cay is conveniently located just minutes from pristine beaches, upscale shopping, and exquisite dining options that Naples is renowned for.

One of the standout features of Windward Cay is its inviting clubhouse amenities, designed to foster a sense of community and enhance your lifestyle. Residents can enjoy a variety of recreational activities, from swimming in the sparkling pool to socializing with neighbors in the spacious lounge. The clubhouse often hosts events, providing an excellent opportunity to meet new friends and connect with fellow residents.

The homes in Windward Cay are thoughtfully designed, showcasing a range of architectural styles that cater to different tastes and preferences. Many properties feature spacious layouts, modern finishes, and lush landscaping, creating a serene oasis to call home. Whether you’re looking for a cozy retreat or a larger family residence, Windward Cay has something for everyone.

Beyond the delightful amenities and beautiful homes, the neighborhood is also known for its friendly atmosphere and well-maintained surroundings. With tree-lined streets and a strong sense of community, Windward Cay is not just a place to live—it’s a place to thrive. Come discover the charm of Windward Cay and make it your new home in sunny Naples, Florida!

Newest Windward Cay Homes with Clubhouse Amenities

$1,375,000

3 Beds ⋅ 3 Baths ⋅ 2026023271 MLS ⋅ Windstar BLDG.

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 Dr Unit 622, Naples

$425,000

3 Beds ⋅ 2 Baths ⋅ 2026028731 MLS ⋅ Windstar BLDG.

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 Dr Unit 612, Naples

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