Winding Bay Real Estate

Welcome to Winding Bay, a picturesque subdivision nestled in the heart of Winter Garden, Florida. This charming community offers a perfect blend of suburban tranquility and vibrant city life, making it an ideal destination for families, retirees, and everyone in between.

Winding Bay is characterized by its beautifully landscaped streets and a variety of well-designed homes that cater to diverse lifestyles. Whether you’re seeking a cozy single-family residence or a spacious modern abode, you’ll find an array of options that suit your needs. The homes here boast contemporary designs, energy-efficient features, and inviting outdoor spaces, perfect for enjoying Florida’s sunny climate.

One of the standout features of Winding Bay is its proximity to Winter Garden’s bustling downtown area. Just a short drive away, residents can explore a delightful mix of shops, restaurants, and entertainment options. The historic district offers a charming ambiance with its brick-lined streets and local boutiques, while the West Orange Trail provides miles of scenic paths for walking, jogging, or biking.

Families will appreciate the top-rated schools in the area, ensuring quality education for children of all ages. Additionally, Winding Bay is conveniently located near major highways, making commuting to nearby attractions like Orlando’s theme parks and Lake Apopka a breeze.

With its friendly atmosphere, beautiful surroundings, and convenient location, Winding Bay is more than just a place to live; it’s a community where memories are made. Come and discover the charm of Winding Bay—your dream home awaits!

Newest Listings in Winding Bay

$649,900

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. The seller is willing to enclose the room upon request prior to closing. 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

Start Your Search