Winding Bay Homes with Pool Community Features

Winding Bay Homes with Pool Community Features

Welcome to Winding Bay, a charming subdivision nestled in the heart of Winter Garden, Florida, within the vibrant Orange County. This picturesque community is a hidden gem, offering a unique blend of tranquility and modern living, perfect for families and individuals alike.

Winding Bay is renowned for its stunning homes, many of which feature private pools, providing the ultimate oasis for relaxation and entertainment. Imagine basking in the Florida sun, hosting poolside barbecues, or enjoying a refreshing swim just steps from your back door. The community's thoughtfully designed layouts and lush landscaping create a serene atmosphere, making it a delightful place to call home.

Beyond the allure of the homes, Winding Bay boasts a host of community features that enhance the living experience. Residents can enjoy beautifully maintained common areas, walking trails, and parks, perfect for evening strolls or weekend picnics. The friendly neighborhood vibe fosters a sense of belonging, where neighbors become friends and community events bring everyone together.

Located just a stone's throw away from the bustling downtown Winter Garden, Winding Bay offers easy access to a plethora of shopping, dining, and entertainment options. With its top-rated schools and proximity to major highways, commuting to nearby cities is a breeze, making it an ideal location for families and professionals.

Discover the enchanting lifestyle that awaits you in Winding Bay, where comfort meets convenience, and every day feels like a vacation. Come and see for yourself why this community is the perfect place to create lasting memories!

Newest Winding Bay Homes with Pool Community Features

15032 Lebeau Loop, Winter Garden
$499,000
3 Beds ⋅ 3 Baths ⋅ Winding Bay SubDv. ⋅ 34787 Zip Code
Like-new and just five years young, this beautifully cared-for home showcases thoughtful upgrades and attention to detail throughout. Featuring 3 bedrooms, 2.5 baths, and a dedicated office space, the inviting layout offers room to live, work, and unwind. The open kitchen features a gas range, spacious walk-in pantry, and adjacent dining area, making everyday meals and entertaining effortless. Upstairs, the generously sized primary bedroom includes a walk-in closet with custom built-ins for exceptional organization. Enjoy your own private retreat in the fenced backyard, thoughtfully enhanced with maintenance-free landscaping. A two-car garage with an EV charger, tankless gas water heater, and water softener system add everyday convenience. Community amenities include a pool, three playgrounds, two dog parks, and community mailboxes. Conveniently located near Flamingo Crossings Town Center for shopping, dining, and primary care/ER services, as well as Disney, this meticulously maintained home offers comfort, convenience, and thoughtful details inside and out.

15032 Lebeau Loop, Winter Garden
10750 Petrillo Way, Winter Garden
$625,000
3 Beds ⋅ 3 Baths ⋅ Winding Bay SubDv. ⋅ 34787 Zip Code
Move-in ready single-story home in Winding Bay, part of Horizon West in Winter Garden. Tile flooring, upgraded in 2025, runs throughout with no carpet anywhere. The open kitchen features an oversized island, custom range hood, upgraded cabinetry with crown molding, and under-cabinet lighting. The primary suite offers plantation shutters, dual sinks, a large walk-in closet, and an en-suite bath fully renovated in 2026 with floor-to-ceiling tile and a rain shower head. Two secondary bedrooms share a Jack-and-Jill bathroom. At the front of the home, a 12x17 flex room works as an office or fourth bedroom. Double sliding doors open to a screened lanai with sun shades and a fully fenced backyard, with views of Disney fireworks. Additional features include solar panels, a whole-home water softener, and a kitchen reverse osmosis system. The community offers a pool, park, and dog park, with convenient access to shopping, dining, and major roadways. Schedule your showing today!

10750 Petrillo Way, Winter Garden
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