Windward Cay Homes with None Waterfront

Welcome to Windward Cay, a hidden gem nestled in the heart of Naples, Florida. This charming community offers the perfect blend of tranquility and convenience, making it an ideal destination for those seeking a serene lifestyle in one of the most sought-after areas in Collier County.

Windward Cay features a delightful selection of homes, each designed with comfort and style in mind. While the community is not situated on the waterfront, it compensates with its beautifully landscaped surroundings and well-maintained common areas that create a peaceful atmosphere. Residents can enjoy the lush greenery and inviting spaces that Windward Cay has to offer, making it a perfect retreat after a long day.

Living in Windward Cay means you’re just minutes away from Naples’ pristine beaches, upscale shopping, and world-class dining. The vibrant downtown area is brimming with art galleries, boutiques, and cozy cafes, ensuring there’s always something to explore. For outdoor enthusiasts, the nearby parks and nature preserves provide ample opportunities for hiking, biking, and soaking up the stunning Florida sunshine.

Families will appreciate the highly-rated schools in the area, while retirees will find a welcoming community that embraces a relaxed lifestyle. With its prime location and charming homes, Windward Cay is more than just a place to live; it's a lifestyle choice that offers the best of Naples living. Discover your dream home in Windward Cay today and experience the enchanting allure of this remarkable community!

Newest Windward Cay Homes with None Waterfront

$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

$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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