Windward Cay Homes with Street Lights Community Type

Welcome to Windward Cay, a captivating community nestled in the heart of Naples, Florida, within the picturesque Collier County. This charming neighborhood is designed for those who appreciate the perfect blend of tranquility and convenience, making it an ideal place to call home.

Windward Cay is characterized by its beautifully landscaped streets adorned with elegant street lights that illuminate the community, creating a warm and inviting atmosphere for evening strolls or late-night chats with neighbors. The homes here reflect a variety of architectural styles, each offering unique charm and character, ensuring that there’s a perfect fit for every lifestyle.

The community is not just about stunning homes; it’s about fostering connections and a sense of belonging. With a strong emphasis on community spirit, residents enjoy a range of amenities that encourage social interaction and outdoor activities. Whether you’re taking a leisurely bike ride, enjoying a morning jog, or simply relaxing in one of the nearby parks, Windward Cay provides a lifestyle that promotes health and happiness.

Located just minutes away from the vibrant shopping and dining options that Naples is renowned for, residents can indulge in the best of both worlds – the serenity of suburban living and the excitement of city life. With gorgeous beaches, golf courses, and cultural attractions nearby, Windward Cay truly embodies the essence of Florida living.

Discover your dream home in Windward Cay, where community, comfort, and convenience come together in perfect harmony. Come experience the lifestyle you've always desired!

Newest Windward Cay Homes with Street Lights 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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