Windward Cay Condos for Sale

Welcome to Windward Cay, an exquisite haven nestled in the heart of Naples, Florida. This charming community is situated in Collier County, renowned for its stunning landscapes, pristine beaches, and vibrant lifestyle. Windward Cay offers a unique blend of tranquility and convenience, making it a perfect choice for those seeking a serene escape without sacrificing access to modern amenities.

Windward Cay is characterized by its beautifully designed condos, each offering a unique charm and a touch of coastal elegance. With a variety of floor plans available, prospective buyers can find the perfect fit for their lifestyle, whether it’s a cozy retreat or a spacious family home. The condos feature open layouts, modern kitchens, and private balconies that invite you to soak in the breathtaking views of lush greenery and shimmering waters.

Residents of Windward Cay enjoy a wealth of amenities that enhance the living experience. Take a refreshing dip in the community pool, unwind in the hot tub, or take a leisurely stroll through the meticulously landscaped grounds. The community also boasts easy access to Naples’ world-class dining, shopping, and entertainment options, ensuring that you’re never far from the vibrant local culture.

For those in search of condos for sale in this idyllic community, Windward Cay presents a unique opportunity to invest in a piece of paradise. Whether you’re looking for a vacation home or a permanent residence, Windward Cay offers the perfect blend of comfort, style, and location. Discover your dream home in Windward Cay today and embrace the Naples lifestyle!

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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