Windward Cay Condos for Sale

Windward Cay Condos for Sale

Welcome to Windward Cay, a charming subdivision nestled in the heart of Naples, Florida. Known for its idyllic surroundings and vibrant community, Windward Cay offers an unparalleled living experience that perfectly blends the tranquility of nature with the conveniences of urban life. This picturesque enclave is characterized by its lush landscapes, serene waterways, and beautifully designed condos that cater to a variety of lifestyles.

As you explore the condos for sale in Windward Cay, you’ll discover a selection of well-appointed units that boast modern amenities and spacious layouts. Many of these condos feature stunning views of the surrounding nature preserves, allowing residents to indulge in the beauty of Florida’s outdoors right from their own balconies. With open floor plans, updated kitchens, and inviting living spaces, these condos provide the perfect backdrop for both relaxation and entertaining.

Living in Windward Cay means embracing a lifestyle filled with leisure and recreation. Residents enjoy access to a community pool, tennis courts, and walking trails, making it easy to stay active and socialize with neighbors. The subdivision is conveniently located near some of Naples’ best shopping, dining, and entertainment options, ensuring that everything you need is just a short drive away.

Whether you’re looking for a seasonal getaway or a permanent residence, Windward Cay offers a unique opportunity to immerse yourself in the beauty and charm of Naples. Explore the condos for sale today and discover your dream home in this delightful community!

Newest Windward Cay Condos for Sale

$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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