Windward Cay Condos for Sale

Welcome to Windward Cay, an exquisite residential development nestled in the heart of Naples, Florida. Known for its stunning landscapes and serene atmosphere, Windward Cay offers a unique blend of luxury and comfort, making it a sought-after destination for those looking to call Naples home.

This charming community is ideally located in Collier County, just a stone’s throw away from the pristine beaches of the Gulf of Mexico. Residents enjoy easy access to an array of shopping, dining, and entertainment options, ensuring that every day feels like a vacation. The lush surroundings and beautiful landscaping create an inviting ambiance, perfect for leisurely strolls or enjoying a peaceful afternoon by the pool.

Windward Cay features a selection of beautifully designed condos for sale, each offering modern amenities and spacious layouts. With a variety of floor plans to choose from, you’re sure to find the perfect fit for your lifestyle. Whether you’re seeking a cozy retreat or a vibrant space for entertaining, these condos provide the ideal backdrop for creating lasting memories.

In addition to the stunning residences, Windward Cay boasts an array of community amenities, including a sparkling swimming pool, tennis courts, and well-maintained walking paths. The friendly atmosphere fosters a sense of community, making it easy to meet neighbors and forge lasting friendships.

If you’re ready to embrace the Naples lifestyle, explore the condos for sale at Windward Cay. Experience the perfect blend of luxury, convenience, and natural beauty that this remarkable community has to offer. Your dream home 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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