Windward Cay Condos for Sale

Welcome to Windward Cay, a hidden gem nestled in the heart of Naples, Florida. This charming community is situated in Collier County, offering residents the perfect blend of tranquility and convenience. With stunning natural surroundings and close proximity to the vibrant life of Naples, Windward Cay stands out as an ideal destination for those seeking a serene lifestyle without sacrificing access to the area's many attractions.

Windward Cay boasts a selection of beautiful condos for sale, each designed to provide comfort and style. These spacious residences feature modern amenities, open floor plans, and stunning views that invite you to relax and unwind. Imagine sipping your morning coffee on your private balcony, surrounded by lush landscaping and the sounds of nature. Many of the condos also offer access to community amenities such as a sparkling swimming pool, tennis courts, and walking paths, perfect for enjoying the Florida sunshine.

Living in Windward Cay means being just minutes away from Naples' pristine beaches, world-class shopping, and gourmet dining options. Explore the bustling streets of downtown Naples or take a leisurely stroll along the picturesque coastline. Whether you're looking for a permanent residence, a vacation getaway, or an investment opportunity, Windward Cay's condos for sale present an exceptional chance to embrace the Naples lifestyle.

Don't miss out on the opportunity to call Windward Cay home. Discover your perfect condo today and experience the charm and beauty of this wonderful community in Naples, Florida!

Newest Windward Cay Condos for Sale

$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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