Windward Cay Condos for Sale

Welcome to Windward Cay, a hidden gem nestled in the heart of Naples, Florida. This charming community offers an idyllic blend of serene living and vibrant lifestyle, making it the perfect place to call home. With its lush landscapes and tranquil waterways, Windward Cay is designed for those who appreciate the beauty of nature while enjoying modern conveniences.

Located in Collier County, Windward Cay boasts a prime location just minutes away from Naples’ pristine beaches, upscale shopping, and world-class dining. Residents can easily indulge in the vibrant cultural scene that Naples has to offer, from art galleries to live performances, ensuring there’s always something exciting to explore.

The condos for sale in Windward Cay are a true reflection of coastal elegance. Each unit is thoughtfully designed with spacious layouts, modern finishes, and stunning views of the surrounding natural beauty. Whether you’re looking for a cozy retreat or a spacious family home, Windward Cay offers a variety of options to suit your lifestyle. Many condos feature private balconies, perfect for sipping your morning coffee while soaking in the Florida sunshine.

In addition to the beautiful residences, Windward Cay provides a wealth of amenities for its residents. Enjoy leisurely afternoons by the sparkling community pool, take a stroll along the scenic walking paths, or engage in friendly matches at the tennis courts. This community fosters a strong sense of camaraderie, making it easy to meet new friends and build lasting connections.

Discover the charm of Windward Cay and experience the best of Naples living. Your dream condo awaits!

Newest Windward Cay Condos for Sale

$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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