Windward Cay Homes with Private Beach Pavilion Amenities

Welcome to Windward Cay, an enchanting subdivision nestled in the heart of Naples, Florida, where coastal charm meets luxurious living. This idyllic community is renowned for its serene atmosphere and stunning natural beauty, making it a perfect retreat for those seeking a slice of paradise.

Windward Cay boasts an impressive selection of homes, each designed to blend seamlessly with the picturesque surroundings. The architecture is a delightful mix of modern elegance and classic Floridian style, offering spacious layouts, lush landscaping, and inviting outdoor spaces. Residents can enjoy the comforts of contemporary living while basking in the warm Florida sun.

One of the standout features of Windward Cay is its exclusive private beach pavilion, a true gem for residents. Imagine stepping out of your front door and strolling just moments to your own secluded beach oasis. The pavilion offers a perfect spot for relaxation, complete with sun loungers, picnic areas, and breathtaking views of the Gulf of Mexico. Whether you're looking to unwind with a good book, host a family gathering, or enjoy a sunset stroll along the shore, this amenity provides the ultimate coastal lifestyle.

Located in Collier County, Windward Cay is conveniently situated near Naples' vibrant dining, shopping, and entertainment options. With its proximity to pristine beaches and lush golf courses, residents can indulge in a variety of outdoor activities year-round.

Experience the allure of Windward Cay, where every day feels like a vacation. Discover your dream home in this coastal paradise and embrace the luxurious lifestyle that awaits you!

Newest Windward Cay Homes with Private Beach Pavilion 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

Start Your Search