Windward Cay Homes with Tennis Court(s) Community features

Welcome to Windward Cay, a charming subdivision nestled in the heart of Naples, Florida, where luxury meets leisure in a picturesque setting. This vibrant community, located in Collier County, is renowned for its beautifully designed homes and exceptional amenities, making it a prime destination for families and active individuals alike.

One of the standout features of Windward Cay is its stunning homes, many of which come equipped with private tennis courts. Imagine stepping out of your back door to enjoy a game of tennis in your own backyard, surrounded by lush landscapes and the warm Florida sun. Whether you’re a seasoned player or just starting out, having a tennis court at home adds a unique touch to your lifestyle, encouraging both fitness and fun.

In addition to the tennis courts, Windward Cay boasts a variety of community features that enhance the living experience. Residents enjoy access to scenic walking trails, serene lakes, and beautifully maintained green spaces, perfect for leisurely strolls or picnics with family and friends. The community fosters a friendly atmosphere, where neighbors become friends and social gatherings are a regular delight.

Located just a short drive from Naples' pristine beaches, upscale shopping, and exquisite dining options, Windward Cay offers the perfect blend of tranquility and convenience. Experience the best of Florida living in this exceptional community, where your dream home awaits, complete with all the amenities you desire. Come discover Windward Cay and embrace a lifestyle filled with comfort, community, and endless possibilities!

Newest Windward Cay Homes with Tennis Court(s) Community features

$1,375,000

3 Beds ⋅ 3 Baths ⋅ Windward Cay SubDv.

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 ⋅ Windward Cay SubDv.

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

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