Our Essence

Nestled in the heart of Winter Springs, Winding Hollow isn’t just a neighborhood; it’s a vibrant community where every tree, house, and smile tells you you’re home. Here, we value connection, care, and the joy of shared spaces.

Discover fantastic shopping  options at the Winter Springs Town Center,  conveniently located close to Winding Hollow. Effortless travel throughout Central Florida via the Route 417 Greeneway, making any Orlando destination easily accessible. Residents can reach World-Class Theme Parks, Famous Attractions, and Ocean Beaches within an hour.

Families in Winding Hollow enjoy top-notch education at “A” rated schools. Whether enrolled at Layer Elementary School, Indian Trails Middle School, or Winter Springs High School, parts can trust their kids are receiving a high-quality education.

Embracing a cooperative spirit, the Winding Hollow Homeowners’ Association encourages family togetherness and brings a shared sense of purpose to our community.

Winding Hollow is a welcoming, neighborly community that residents proudly refer to as “Home.”