Windward Cay Homes with Carriage/Coach Building design

Welcome to Windward Cay, a picturesque subdivision nestled in the heart of Naples, Florida. This charming community offers a serene escape from the hustle and bustle of everyday life, while still being conveniently located near the vibrant attractions of Southwest Florida. Windward Cay is known for its lush landscaping, friendly neighbors, and a welcoming atmosphere that makes it an ideal place to call home.

One of the standout features of Windward Cay is its exquisite homes, many of which boast the elegant Carriage and Coach Building designs. These architectural styles are not only aesthetically pleasing but also provide a functional living space that caters to a modern lifestyle. The Carriage homes are characterized by their spacious layouts, high ceilings, and abundant natural light, creating a warm and inviting ambiance. Meanwhile, the Coach homes offer a blend of luxury and comfort, often featuring private garages, expansive outdoor living areas, and stunning views of the surrounding landscape.

Residents of Windward Cay enjoy a variety of amenities, including nearby parks, shopping centers, and dining options, making it easy to embrace the Naples lifestyle. Whether you’re looking to relax on the beautiful Gulf Coast beaches or explore the vibrant downtown area, Windward Cay provides the perfect balance of tranquility and convenience.

If you're seeking a home that combines elegance with functionality in a friendly community, Windward Cay is the perfect place to start your next chapter. Come and discover the charm of this delightful subdivision, where your dream home awaits!

Newest Windward Cay Homes with Carriage/Coach Building design

$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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