Windward Cay Homes with None Waterfront

Welcome to Windward Cay, a hidden gem nestled in the heart of Naples, Florida, within the picturesque Collier County. This charming community offers a unique blend of tranquility and accessibility, making it the perfect place for those seeking a serene lifestyle without sacrificing the conveniences of city living.

Windward Cay is known for its beautifully designed homes that exude warmth and character. Each residence is thoughtfully crafted, showcasing a variety of architectural styles that cater to diverse tastes. With none of the homes situated directly on the waterfront, residents can enjoy a peaceful atmosphere, free from the hustle and bustle often associated with waterfront properties. This allows for a more intimate community vibe, where neighbors become friends and every day feels like a vacation.

The community is surrounded by lush landscaping and abundant green spaces, providing a perfect backdrop for outdoor activities and leisurely strolls. Windward Cay is conveniently located near Naples' renowned shopping, dining, and entertainment options, ensuring that you are never far from the vibrant lifestyle that this coastal city has to offer.

Families will appreciate the proximity to top-rated schools, while nature enthusiasts will find an array of parks and recreational areas nearby, perfect for exploring the stunning Florida landscape.

Whether you're looking to settle down in a peaceful neighborhood or seeking a seasonal retreat, Windward Cay offers the ideal blend of comfort, community, and convenience. Discover your dream home in this idyllic Naples enclave today!

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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