Windward Cay Homes with Street Lights Community Type

Welcome to Windward Cay, a hidden gem nestled in the heart of Naples, Florida, within the beautiful Collier County. This charming community is designed for those who appreciate the perfect blend of tranquility and convenience. Windward Cay offers a serene lifestyle with the added benefit of well-maintained streets adorned with street lights, ensuring safety and a warm ambiance for evening strolls or late-night adventures.

The homes in Windward Cay are thoughtfully designed to cater to a variety of lifestyles, whether you're a growing family, a retiree seeking peace, or a first-time homebuyer looking for the perfect starter home. With a range of architectural styles, these residences exude character and charm, making each property unique. Many homes feature spacious layouts, modern amenities, and lush landscaping that invites you to enjoy the outdoors.

Living in Windward Cay means embracing the Naples lifestyle, known for its stunning beaches, upscale shopping, and vibrant dining scene. Residents can take advantage of nearby parks, golf courses, and recreational facilities, ensuring there's always something to do. The community’s friendly atmosphere fosters a sense of belonging, making it easy to connect with neighbors and create lasting friendships.

Come explore Windward Cay, where the beauty of Florida living meets the comfort of a close-knit community. Whether you're looking to invest in a new home or seeking a peaceful retreat, Windward Cay is the perfect place to call home. Discover the charm of this delightful neighborhood and let it become the backdrop for your next chapter in life!

Newest Windward Cay Homes with Street Lights 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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