Windward Cay Homes with Gated Community Type

Welcome to Windward Cay, an exquisite gated community nestled in the heart of Naples, Florida, within the picturesque Collier County. This enchanting neighborhood offers a perfect blend of luxury, comfort, and tranquility, making it an ideal haven for families, retirees, and anyone seeking a serene lifestyle in one of Florida's most coveted locations.

Windward Cay boasts a variety of stunning homes, each designed with meticulous attention to detail and modern aesthetics. From charming single-family residences to elegant villas, the architectural diversity caters to a range of tastes and preferences. These homes are characterized by spacious layouts, gourmet kitchens, and private outdoor spaces that invite you to bask in the beautiful Florida sun.

Living in Windward Cay means embracing the best of Florida living. The community is surrounded by lush landscaping and meticulously maintained common areas, creating a peaceful ambiance that residents cherish. The gated entrance ensures a sense of security and privacy, allowing you to relax and enjoy your surroundings without worry.

Moreover, Windward Cay is conveniently located near Naples' renowned beaches, upscale shopping, and fine dining establishments. Whether you're looking to indulge in a day of sun and sand or explore the vibrant local culture, everything you need is just a short drive away.

Experience the charm and allure of Windward Cay, where luxury meets comfort in a secure, gated environment. Discover your dream home in this exceptional community and start living the Naples lifestyle you've always envisioned!

Newest Windward Cay Homes with Gated 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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