The greater Winter Garden area includes the destination City of Downtown Winter Garden, the small town of Oakland, and the larger community area of Horizons West.
The historic city of Winter Garden is full of vitality with award winning restaurants, farmers market every Saturday, live music on the Plaze on Fridays, a community theatre, a history museum, and an art gallery. Almost every weekend there is an exciting special event ranging from a Garden Festival to Classic Car Shows.
Horizons West offers numerous new communities clustered around town centers. This scenic and vibrant area is the fastest growing in Central Florida. This is the place for someone looking for new construction homes.
The town of Oakland is 3 miles west of downtown Winter Garden. The small town, often considered a real life "Mayberry", is just a short drive West of downtown Winter Garden. The 22 mile long West Orange Bike Trail runs through both towns, making easy access to the amenities of the city while enjoying a historic small town. Plans are underway to connect the communities, via neighborhood roads, which will allow golf cart access from downtown Oakland to downtown Winter Garden.