Windward Cay Homes with Boating Amenities

Windward Cay Homes with Boating Amenities

Welcome to Windward Cay, a hidden gem nestled in the heart of Naples, Florida. This picturesque subdivision offers an unparalleled blend of serene living and vibrant community spirit, making it the perfect place to call home. Windward Cay is renowned for its stunning waterways and lush landscapes, providing residents with a tranquil oasis just minutes away from the bustling life of Naples.

One of the standout features of Windward Cay is its exceptional boating amenities. For water enthusiasts, this community is a dream come true. With direct access to navigable waterways, residents can easily embark on adventures along the beautiful Gulf Coast. Whether you enjoy leisurely afternoons on a pontoon, fishing excursions, or exhilarating days spent sailing, Windward Cay is your gateway to an aquatic lifestyle.

The homes in Windward Cay are thoughtfully designed, showcasing a variety of architectural styles that cater to diverse tastes. Each property is surrounded by lush tropical landscaping, enhancing the overall charm of the neighborhood. Many homes feature private docks, allowing for convenient access to your boat right from your backyard. Imagine waking up to the gentle sounds of water lapping against the shore and the sight of palm trees swaying in the breeze.

In addition to its boating amenities, Windward Cay boasts a welcoming community atmosphere, with friendly neighbors and a variety of local events that foster connection and camaraderie. With its prime location in Naples, residents enjoy proximity to world-class dining, shopping, and pristine beaches.

Discover the enchanting lifestyle that awaits you in Windward Cay, where boating adventures and coastal living come together in perfect harmony. Your dream home is just a wave away!

Newest Windward Cay Homes with Boating Amenities

3 Beds ⋅ 3 Baths ⋅ 2026023271 MLS ⋅ Windstar BLDG.

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 Dr Unit 622, Naples

3 Beds ⋅ 2 Baths ⋅ 2026028731 MLS ⋅ Windstar BLDG.

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 Dr Unit 612, Naples

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