Windward Cay Condos for Sale

Welcome to Windward Cay, a hidden gem nestled in the heart of Naples, Florida, within beautiful Collier County. This charming subdivision offers a unique blend of tranquility and convenience, making it the perfect destination for those seeking a serene lifestyle without sacrificing access to the vibrant amenities of Naples.

Windward Cay is renowned for its picturesque surroundings, featuring lush landscaping and serene waterways that create a peaceful ambiance. The community is thoughtfully designed, offering a variety of spacious condos for sale that cater to a range of lifestyles, from cozy retreats to elegant residences. Each condo is equipped with modern amenities, providing residents with comfort and style. Many units boast stunning views of the community's sparkling lakes and manicured gardens, allowing you to enjoy Florida's natural beauty right from your own home.

Living in Windward Cay means embracing a lifestyle filled with leisure and recreation. Residents have access to a refreshing community pool, perfect for soaking up the sun, as well as tennis courts for those looking to stay active. The location is ideal, with nearby shopping, dining, and entertainment options just a short drive away, ensuring you have everything you need at your fingertips.

If you're searching for a condo in Naples that combines comfort, community, and convenience, look no further than Windward Cay. Explore our available listings today and discover the perfect place to call home in this enchanting Florida paradise!

Newest Windward Cay Condos for Sale

$1,375,000

3 Beds ⋅ 3 Baths ⋅ Windward Cay SubDv.

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 ⋅ Windward Cay SubDv.

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

Start Your Search