Windward Cay Real Estate

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Newest Listings in Windward Cay

$2,100,000

3 Beds ⋅ 3 Baths ⋅ 226034859 MLS

LOCATION, LIFESTYLE & INVESTMENT OPPORTUNITY! This fabulous 3-bedroom, 3-bath condo is located within walking distance to 5th Avenue South, 3rd Street South, and the Naples Pier, placing the best of downtown Naples right outside your door. You simply must see this property in person to truly appreciate its amazing location! Expansive windows fill the home with natural light, creating a bright and welcoming atmosphere throughout. The upper level features two bedrooms, two baths, a functional kitchen, and spacious living and dining areas perfect for entertaining. The first level offers a private bedroom and bath, comfortable sitting area, laundry, and an attached garage. Enjoy the ultimate Naples lifestyle with world-class dining, shopping, entertainment, and the beautiful Gulf beaches just a short stroll away. For investors, the property also offers an excellent opportunity with a renter already in place for the 2027 season. Whether you’re looking for a Naples getaway, full-time residence, or investment property, this exceptional location puts you in the heart of it all. Come see for yourself!

640 2nd Street S Unit 2, Naples

Listing Courtesy of John R Wood Properties

$849,000

4 Beds ⋅ 3 Baths ⋅ O6445840 MLS

CHARMING WINTER GARDEN POOL HOME| Located in the highly desirable Windward Cay gated community, 3413 Turningwind Lane provides everyday living feeling like a getaway. This professionally designed 4-bedroom, 3-bath home offers 2,917 square feet of beautifully updated living space and soaring 11'+ high ceilings, a spacious three-car garage with storage, and a private resort style backyard made for entertaining. Inside, the open, split floor plan creates ample spaces to gather while giving everyone a retreat of their own. Bamboo and hardwood flooring, plantation shutters, and crown molding are just a few of the features bringing warmth and character throughout. The Tuscany-inspired chef’s kitchen is truly the heart of the home, featuring an oversized island with seating, breakfast nook, updated glass-front and solid wood cabinetry, a newer Forno six-burner gas stove with a pot filler, and a newer GE Profile refrigerator, not to mention the abundance of space making cooking that much more enjoyable. The coffee and wine bar with refrigeration makes hosting easy and uncluttered, while the large formal dining room sets the stage for memorable meals. A dedicated office offers space to work or create, and the spacious primary bedroom and bath provide a peaceful place to unwind and features his/her closets, a jacuzzi tub and large walk in shower. The large laundry room is equally well considered, with cabinetry, a folding station, sink and a newer washer and dryer. Outside to your own personal oasis, a waterfall featured pool with a new pool heater anchors a resort-style backyard framed by lush landscaping for exceptional privacy. Relax on the large covered patio with privacy screens, enjoy the turf courtyard, and make use of the exhaust hood for your BBQ setup. The entire outdoor area sits beneath a screened enclosure with custom smart lighting integrated into its frame, creating a beautiful setting long after sunset. Thoughtful smart technology continues throughout the property with JellyFish lighting along the front perimeter, Ecobee thermostats, a Reolink security system, Rachio irrigation controls, a Ring doorbell, OmniLogic pool controls, and hardwiring for a home sound system. The roof was replaced in 2021, and the AC was replaced in 2022. Situated near the Windermere and Horizon West borders, this Winter Garden home offers convenient access to West Orange Country Club, Stoneybrook West Golf Club, highly rated schools, SR 429 and SR 535 for easy access, the Butler Chain of Lakes, Lake Apopka, and the entire fleet of the Walt Disney World resorts and theme parks. This is truly a remarkable home with impeccable taste and well maintained. Please don't hesitate to call me for private showings before its gone.

3413 Turningwind Lane, Winter Garden

Listing courtesy of FOLIO REALTY LLC. 407-352-4020

4700 Yacht Harbor Drive Unit 622, Naples

$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

Listing Courtesy of Homeinc Realty LLC

4700 Yacht Harbor Drive Unit 612, 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

Listing Courtesy of KW Elevate Luxury

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