Windward Cay Homes with Boat Facilities Community Type

Welcome to Windward Cay, a hidden gem nestled in the heart of beautiful Naples, Florida. This enchanting community is a true haven for boating enthusiasts and those seeking a serene lifestyle surrounded by nature's beauty. Windward Cay offers a unique blend of elegant homes and exceptional amenities, making it the perfect destination for families, retirees, and anyone in between.

Located in Collier County, Windward Cay is just minutes away from the stunning Gulf of Mexico beaches, where sun-soaked days and breathtaking sunsets await. The community features a collection of meticulously designed homes, many of which come with boat facilities, allowing residents to embrace the coastal lifestyle fully. Imagine stepping out of your back door and onto your boat, ready to explore the pristine waters of Naples and beyond.

Windward Cay is more than just a community; it’s a lifestyle. With winding waterways and lush landscaping, residents can enjoy leisurely strolls or bike rides through the picturesque surroundings. The community also fosters a strong sense of camaraderie, with friendly neighbors and regular social events that make it easy to connect and forge lasting friendships.

Conveniently located near shopping, dining, and top-rated schools, Windward Cay provides the perfect balance of tranquility and accessibility. Whether you’re casting a line, enjoying a sunset cruise, or simply relaxing on your patio, life at Windward Cay promises to be nothing short of extraordinary. Discover your dream home in this boat-friendly paradise today!

Newest Windward Cay Homes with Boat Facilities Community Type

$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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