Windward Cay Homes with Gated Amenities

Welcome to Windward Cay, a hidden gem nestled in the heart of Naples, Florida. This charming subdivision offers a perfect blend of tranquility and luxury, making it an ideal haven for families, retirees, and anyone seeking a serene lifestyle in one of the most sought-after areas in Collier County.

Windward Cay features beautifully designed homes, each showcasing unique architectural styles that reflect the elegance and warmth of Florida living. With gated amenities, residents enjoy the peace of mind that comes with secure living, allowing you to relax and fully embrace the community's inviting atmosphere. The subdivision is known for its lush landscapes, well-maintained streets, and friendly neighbors, creating an ideal environment for building lasting relationships.

The homes in Windward Cay come with a variety of features to suit diverse lifestyles, including spacious layouts, modern kitchens, and private outdoor spaces perfect for entertaining or unwinding after a long day. Many properties also offer stunning views of the surrounding natural beauty, making every moment spent at home feel like a retreat.

Beyond the gates of Windward Cay lies the vibrant city of Naples, known for its pristine beaches, upscale shopping, and gourmet dining options. Residents have easy access to local parks, golf courses, and cultural attractions, ensuring there's always something to explore.

Whether you’re looking for a permanent residence or a seasonal getaway, Windward Cay promises a lifestyle filled with comfort, security, and community spirit. Discover your dream home in this exquisite subdivision and experience the best of Naples living!

Newest Windward Cay Homes with Gated 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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