Windward Cay Homes with Boating Amenities

Welcome to Windward Cay, a hidden gem nestled in the heart of Naples, Florida. This picturesque neighborhood is renowned for its serene waterways and vibrant community spirit, offering residents a unique blend of tranquility and excitement. Windward Cay is perfect for those who cherish a lifestyle enriched by nature and outdoor activities.

One of the standout features of this enchanting community is its boating amenities. Imagine stepping out of your beautifully designed home and having immediate access to sparkling lakes and canals, perfect for leisurely afternoons on the water. Whether you’re an avid boater, a fishing enthusiast, or someone who simply enjoys the scenic views, Windward Cay caters to all your aquatic desires. Many residences come equipped with private docks, allowing for easy access to your boat, ensuring that every weekend can be a new adventure on the water.

The neighborhood is also conveniently located near some of Naples' best attractions. From stunning beaches to upscale shopping and fine dining, everything you need is just a short drive away. Families will appreciate the top-rated schools and nearby parks, making Windward Cay an ideal place to raise children or enjoy a peaceful retirement.

With its charming streets, friendly neighbors, and abundant recreational opportunities, Windward Cay is more than just a place to live—it's a lifestyle. Come explore this delightful community, where your dream home awaits amidst the beauty of Naples, Florida. Experience the perfect blend of leisure and luxury in Windward Cay, where every day feels like a vacation!

Newest Windward Cay Homes with Boating Amenities

$1,375,000

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

$425,000

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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