Windward Cay Homes with Sidewalks Amenities

Welcome to Windward Cay, a charming neighborhood nestled in the heart of Naples, Florida, where the sun shines brightly and the lifestyle is as vibrant as the surroundings. This picturesque enclave is part of Collier County, renowned for its stunning landscapes, pristine beaches, and a warm community spirit that makes it a sought-after destination for families and retirees alike.

Windward Cay boasts beautifully designed homes that are perfect for those who appreciate both comfort and style. One of the standout features of this delightful neighborhood is its well-maintained sidewalks, encouraging residents to embrace an active lifestyle. Whether you’re taking a leisurely stroll with family, biking with friends, or simply enjoying a morning jog, the sidewalks provide a safe and inviting environment for all.

The community is conveniently located near a variety of amenities, including shopping centers, dining options, and recreational facilities. With top-rated schools and parks just a stone's throw away, Windward Cay is ideal for families looking to settle in a nurturing environment. Additionally, Naples is famous for its stunning beaches and vibrant arts scene, ensuring that residents have access to a wealth of cultural and recreational activities.

Living in Windward Cay means you can enjoy the best of both worlds: a tranquil suburban atmosphere combined with the excitement of city life. So whether you’re dreaming of a cozy home with a white picket fence or a modern abode with all the latest conveniences, Windward Cay is the perfect place to call home. Come experience the charm of this exceptional neighborhood and discover why so many are proud to say they live in Windward Cay!

Newest Windward Cay Homes with Sidewalks 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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