Windward Cay Homes with Boat Facilities Community Type

Welcome to Windward Cay, a hidden gem nestled in the heart of Naples, Florida, within beautiful Collier County. This charming subdivision is a haven for boating enthusiasts and those seeking a serene lifestyle amidst stunning natural landscapes. With its picturesque canals and direct access to the Gulf of Mexico, Windward Cay offers a unique blend of luxury living and water-based leisure.

Homes in this vibrant community are designed with boat facilities, making it a dream come true for avid sailors and fishermen. Imagine stepping outside your back door to find your boat ready for a day of exploration on the sparkling waters of the Gulf. The community's well-maintained docks provide convenient access for residents, ensuring that your aquatic adventures are just moments away.

Windward Cay boasts a variety of architectural styles, each home exuding its own charm and character. From modern designs to classic Floridian aesthetics, there’s something to suit every taste. The lush landscaping and tranquil surroundings create an inviting atmosphere, perfect for relaxation or entertaining guests.

Beyond the allure of boating, residents of Windward Cay enjoy a vibrant lifestyle with nearby shopping, dining, and recreational activities. The stunning beaches of Naples are just a short drive away, offering sun-soaked days and breathtaking sunsets.

Whether you're looking to invest in a second home or seeking a permanent residence, Windward Cay is the perfect place to embrace the Florida lifestyle. Experience the joy of living in a community that celebrates both luxury and nature—welcome to Windward Cay, where your waterfront dreams come true!

Newest Windward Cay Homes with Boat Facilities Community Type

$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

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