Windward Cay Homes with Tennis Court(s) Community Type

Windward Cay Homes with Tennis Court(s) Community Type

Welcome to Windward Cay, a hidden gem nestled in the heart of Naples, Florida. This enchanting community offers an idyllic blend of luxury living and recreational opportunities, making it the perfect choice for those seeking an active lifestyle in a serene setting.

Windward Cay is renowned for its beautiful homes, many of which boast private tennis courts, catering to both seasoned players and enthusiastic beginners. Imagine stepping out of your back door onto your very own court, where you can enjoy a friendly match with friends or practice your serve in the warm Florida sun. The community’s commitment to promoting health and wellness is evident in its thoughtfully designed amenities, ensuring residents can stay active without ever leaving home.

Beyond the tennis courts, Windward Cay is surrounded by the natural beauty of Collier County, offering easy access to Naples' stunning beaches, upscale shopping, and gourmet dining options. The vibrant arts scene and lush parks add to the allure of this charming locale, providing endless opportunities for entertainment and relaxation.

With its welcoming atmosphere and a focus on community, Windward Cay is more than just a place to live; it’s a lifestyle. Whether you’re looking to retire in tranquility or raise a family in a nurturing environment, this community has something for everyone. Discover the perfect blend of elegance and activity at Windward Cay, where your dream home awaits amidst the beauty of Naples, Florida. Come and experience the lifestyle you’ve always dreamed of!

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

4650 Yacht Harbor Drive Unit 124, Naples
$649,000
2 Beds ⋅ 2 Baths ⋅ 226038417 MLS
Welcome to 4650 Yacht Harbor Dr, Unit 124! Enjoy beautifully updated living with picturesque views overlooking the golf course and the 7th hole, along with beautiful sunsets that create the perfect backdrop for relaxing evenings. This inviting residence features a completely updated kitchen and bathrooms, offering modern style, fresh finishes, and everyday comfort. The beautifully refreshed kitchen provides a wonderful space for preparing meals and entertaining, while the updated bathrooms add a contemporary touch. A built-in Murphy bed adds versatility and convenience, making it easy to accommodate overnight guests while maximizing living space. Enjoy your morning coffee with scenic golf course views or unwind in the evening while taking in the beautiful sunsets. Added conveniences include an elevator in the building and a private garage space, providing easy access and valuable private parking. Whether you're looking for a full-time residence, a seasonal getaway, or an investment opportunity, this move-in-ready home offers an appealing combination of modern updates, flexible living space, scenic golf course views, beautiful sunsets, and desirable amenities. Don't miss your opportunity to own this beautifully updated residence in a sought-after golf course setting!

4650 Yacht Harbor Drive Unit 124, Naples
4700 Yacht Harbor Drive Unit 622, Naples
$1,375,000
3 Beds ⋅ 3 Baths ⋅ 2026023271 MLS
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
4700 Yacht Harbor Drive Unit 612, Naples
$425,000
3 Beds ⋅ 2 Baths ⋅ 2026028731 MLS
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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