Windward Cay Homes with Pool Amenities

Welcome to Windward Cay, a hidden gem nestled in the heart of Naples, Florida, within the picturesque Collier County. This charming subdivision offers a unique blend of tranquility and vibrant community living, making it an ideal choice for families, retirees, and anyone seeking a slice of paradise in sunny Florida.

Windward Cay is renowned for its beautifully designed homes, each thoughtfully crafted to provide comfort and style. One of the standout features of this community is the abundance of homes with pool amenities. Imagine stepping out into your backyard oasis, where you can bask in the warm Florida sun, take a refreshing dip, or host unforgettable gatherings with family and friends. The pool areas are perfect for relaxation and recreation, enhancing your lifestyle and making every day feel like a vacation.

In addition to the luxurious pool amenities, Windward Cay boasts a prime location that puts you just minutes away from Naples' stunning beaches, world-class dining, and upscale shopping. Explore the vibrant local culture, indulge in fresh seafood, or take a leisurely stroll along the picturesque waterfront. The community is also conveniently located near top-rated schools and recreational facilities, ensuring that everything you need is within reach.

Whether you're looking for a permanent residence or a seasonal retreat, Windward Cay offers a perfect blend of comfort, community, and convenience. Discover the enchanting lifestyle that awaits you in this idyllic Naples subdivision and make Windward Cay your new home today!

Newest Windward Cay Homes with Pool Amenities

$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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