Windward Cay Homes with Gated Community Type

Welcome to Windward Cay, a stunning gated community nestled in the heart of Naples, Florida, in the picturesque Collier County. This exclusive enclave offers a perfect blend of luxury, comfort, and security, making it an ideal choice for families, retirees, and anyone seeking a serene lifestyle in one of Florida's most sought-after locations.

At Windward Cay, you’ll find a variety of beautifully designed homes that cater to diverse tastes and lifestyles. From charming single-family residences to spacious villas, each property is crafted with meticulous attention to detail, featuring modern amenities and elegant finishes that create an inviting atmosphere. The lush landscaping and well-maintained common areas enhance the community’s aesthetic appeal, ensuring that residents enjoy a tranquil and picturesque environment.

What truly sets Windward Cay apart is its commitment to a secure and peaceful living experience. The gated entrance provides residents with peace of mind, allowing them to relax and enjoy their surroundings without worry. The community is also conveniently located near Naples' finest attractions, including pristine beaches, upscale shopping, and gourmet dining options, ensuring that everything you need is just a short drive away.

Residents of Windward Cay can take advantage of the vibrant community spirit, with opportunities for social gatherings and events that foster connections among neighbors. Whether you’re enjoying a leisurely stroll around the beautifully landscaped grounds or participating in community activities, Windward Cay offers a lifestyle that is both enriching and fulfilling.

Discover the exceptional living experience that awaits you at Windward Cay, where luxury meets tranquility in the heart of Naples. Your dream home is just a visit away!

Newest Windward Cay Homes with Gated 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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