Windward Cay Homes with Carriage/Coach Building design

Welcome to Windward Cay, a hidden gem nestled in the heart of Naples, Florida, where elegance meets tranquility. This charming neighborhood is known for its stunning landscapes, friendly community atmosphere, and proximity to the beautiful Gulf Coast beaches. With its lush greenery, picturesque lakes, and well-maintained pathways, Windward Cay offers residents a serene retreat from the hustle and bustle of everyday life.

One of the standout features of this delightful community is its unique homes, particularly those designed with Carriage and Coach Building architecture. These homes exude a timeless charm, showcasing classic Florida style with modern amenities. The spacious layouts and thoughtful designs create the perfect environment for both relaxation and entertainment. Imagine gathering with family and friends in your beautifully appointed living spaces, or enjoying the warm Florida sun on your private patio.

Living in Windward Cay means embracing a lifestyle filled with outdoor activities. Residents can explore nearby parks, indulge in shopping at upscale boutiques, or savor delicious meals at local restaurants. The community is conveniently located near major highways, making it easy to access Naples’ vibrant cultural scene and stunning beaches.

For those seeking a peaceful yet vibrant community, Windward Cay is the ideal destination. With its exquisite homes featuring Carriage and Coach Building designs, this neighborhood promises a lifestyle of comfort, charm, and convenience. Discover your dream home in Windward Cay, where every day feels like a vacation in paradise!

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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