Windward Cay Homes with Private Membership Amenities

Welcome to Windward Cay, a hidden gem nestled in the heart of beautiful Naples, Florida. This charming subdivision offers residents a unique blend of serene living and vibrant community life, making it an ideal place to call home. Windward Cay is known for its lush landscapes, well-maintained properties, and a welcoming atmosphere that fosters neighborly connections.

The homes in Windward Cay are designed with comfort and style in mind, featuring spacious layouts that cater to both relaxation and entertaining. Many of these residences boast private membership amenities, providing an exclusive lifestyle that enhances your living experience. Residents enjoy access to a variety of facilities, including a sparkling community pool, tennis courts, and beautifully landscaped walking paths that invite leisurely strolls amidst nature.

Living in Windward Cay means embracing the Naples lifestyle, where pristine beaches, upscale shopping, and gourmet dining are just a short drive away. The community is conveniently located near major highways, making it easy to explore all that Collier County has to offer. Whether you’re seeking a peaceful retreat or an active lifestyle filled with recreational opportunities, Windward Cay has something for everyone.

With its perfect blend of luxury and convenience, Windward Cay is not just a place to live; it’s a place to thrive. Experience the charm and elegance of this exceptional community, where your dream home awaits amidst the stunning backdrop of Naples, Florida. Come discover the lifestyle you’ve always desired in Windward Cay!

Newest Windward Cay Homes with Private Membership 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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