Windward Cay Homes with Boat Facilities Community Type

Welcome to Windward Cay, an exquisite community nestled in the heart of Naples, Florida, within the beautiful Collier County. Known for its stunning landscapes and vibrant lifestyle, Windward Cay offers a unique blend of luxury and leisure, making it the perfect place to call home.

This charming development is a haven for boating enthusiasts, featuring homes with direct access to the waterways. Picture yourself stepping out of your backyard and onto your boat, ready to explore the serene waters of the Gulf of Mexico or enjoy a sunset cruise along the picturesque coastline. Each residence is designed with comfort and elegance in mind, boasting spacious layouts, modern amenities, and beautiful outdoor spaces that harmonize with the natural surroundings.

Windward Cay is more than just a community; it’s a lifestyle. Residents enjoy a variety of recreational opportunities, including fishing, kayaking, and paddleboarding, all just steps from their front doors. The community also features well-maintained pathways and parks, perfect for leisurely strolls or afternoon picnics with family and friends.

Located in Naples, you’ll find yourself in a city renowned for its upscale shopping, gourmet dining, and pristine beaches. Whether you’re looking to unwind on the sandy shores or indulge in the vibrant local culture, Windward Cay places you at the center of it all.

Experience the beauty of waterfront living and the charm of Naples at Windward Cay, where your dream home awaits amidst a community that celebrates the best of Florida living. Come and discover the perfect blend of relaxation and adventure 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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