Windward Cay Homes with Tennis Amenities

Welcome to Windward Cay, an enchanting subdivision nestled in the heart of Naples, Florida, within the picturesque Collier County. This vibrant community is a hidden gem that perfectly marries luxury living with an active lifestyle, making it an ideal destination for families, retirees, and anyone seeking a slice of paradise.

Windward Cay boasts a variety of beautifully designed homes, many of which feature exceptional tennis amenities. Imagine stepping out of your back door and onto a pristine court, ready to engage in a friendly match or enjoy a leisurely game with friends and neighbors. The availability of tennis facilities fosters a sense of community, encouraging residents to connect and stay active in the Florida sun.

The subdivision is strategically located, providing easy access to Naples’ stunning beaches, world-class dining, and upscale shopping. Whether you're indulging in a day of sunbathing on the sandy shores or exploring the vibrant local arts scene, Windward Cay places you at the center of it all.

In addition to its tennis amenities, the community is surrounded by lush landscaping and serene views, offering a peaceful retreat from the hustle and bustle of daily life. With a strong sense of community and a range of recreational opportunities, Windward Cay is more than just a place to live—it's a lifestyle choice.

Discover your dream home in Windward Cay, where luxury, leisure, and a love for tennis come together in perfect harmony. Come and experience the charm of Naples living at its finest!

Newest Windward Cay Homes with Tennis 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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