Winding Bay Real Estate

Welcome to Winding Bay, a picturesque subdivision nestled in the heart of Winter Garden, Florida, within the vibrant Orange County. This charming community is an oasis of tranquility, offering residents a perfect blend of suburban comfort and modern conveniences. With its lush landscapes and winding streets, Winding Bay is designed for those who appreciate both elegance and ease of living.

As you stroll through the neighborhood, you'll be greeted by beautifully landscaped yards and friendly faces. The community is known for its family-oriented atmosphere, making it an ideal place for families, retirees, and everyone in between. With a variety of spacious homes that cater to diverse lifestyles, Winding Bay provides an inviting environment for all.

One of the standout features of Winding Bay is its proximity to Winter Garden's vibrant downtown area. Just a short drive away, residents can enjoy a delightful array of shops, restaurants, and parks, all while soaking in the charming small-town vibe. Outdoor enthusiasts will appreciate the nearby West Orange Trail, perfect for biking, walking, and enjoying Florida's stunning weather.

Winding Bay also boasts excellent schools and easy access to major highways, making commutes to nearby cities and attractions a breeze. Whether you’re seeking adventure at the world-famous theme parks or a peaceful evening at home, Winding Bay offers the best of both worlds.

Come discover the warmth and community spirit of Winding Bay, where your dream home awaits amidst the beauty of Winter Garden. Your perfect Florida lifestyle is just a key turn away!

Newest Listings in Winding Bay

$629,000

4 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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