Windward Cay Homes with Tennis Community Type

Welcome to Windward Cay, a hidden gem nestled in the heart of beautiful Naples, Florida. This charming subdivision offers a unique blend of tranquility and vibrant community life, making it the perfect place to call home. With its lush landscapes and serene surroundings, Windward Cay is designed for those who appreciate both nature and convenience.

The homes in Windward Cay are beautifully crafted, featuring a variety of architectural styles that cater to diverse tastes. Many residences boast spacious layouts, modern amenities, and private outdoor spaces, perfect for enjoying the warm Florida sun. As a resident, you’ll find that the community fosters a welcoming atmosphere, where neighbors become friends and memories are made.

One of the standout features of Windward Cay is its dedicated tennis community. For tennis enthusiasts, this subdivision is a dream come true. With well-maintained courts and an active social calendar, residents can enjoy friendly matches and tournaments throughout the year. Whether you’re a seasoned player or just starting out, the tennis community here offers the perfect environment to improve your skills and meet like-minded individuals.

Additionally, Windward Cay is conveniently located near Naples’ stunning beaches, upscale shopping, and delectable dining options. This prime location ensures that residents can enjoy the best of both worlds—peaceful living within a vibrant city.

Discover the charm of Windward Cay, where a tennis-loving community and beautiful homes await you. Come experience the lifestyle you’ve always dreamed of in sunny Naples, Florida!

Newest Windward Cay Homes with Tennis Community Type

$1,375,000

3 Beds ⋅ 3 Baths ⋅ 2026023271 MLS ⋅ Windward Cay 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 ⋅ Windward Cay 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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