Windward Cay Homes with Attached Parking Features

Welcome to Windward Cay, a picturesque subdivision nestled in the heart of Naples, Florida, where modern living meets tranquil surroundings. Located in Collier County, Windward Cay offers an idyllic setting for those seeking a perfect blend of comfort, convenience, and community spirit.

As you explore this charming neighborhood, you’ll discover a variety of beautifully designed homes that cater to diverse lifestyles. Each residence is thoughtfully crafted with attached parking features, ensuring ease and accessibility for residents and their guests. Say goodbye to the hassle of street parking and embrace the convenience of having your vehicles right at your doorstep.

Windward Cay is not just about the homes; it’s about the lifestyle. The community boasts lush landscaping and serene surroundings, making it an ideal retreat after a long day. Residents enjoy access to nearby parks, recreational facilities, and stunning beaches, all within a short drive. The vibrant city of Naples is known for its world-class dining, shopping, and entertainment options, ensuring there’s always something to do.

Whether you’re a first-time homebuyer, a growing family, or looking to downsize, Windward Cay offers a welcoming atmosphere that feels like home. With its prime location, attached parking, and a strong sense of community, this subdivision is a hidden gem in Naples, Florida. Come and experience the charm of Windward Cay, where your dream home awaits!

Newest Windward Cay Homes with Attached Parking Features

$1,375,000

3 Beds ⋅ 3 Baths ⋅ 2026023271 MLS ⋅ Windward Cay 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 ⋅ Windward Cay 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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