The Downtown Winter Garden Area

Winter Garden › The Downtown Winter Garden Area

Living in the Original & Downtown Winter Garden Area

What we call the Downtown Winter Garden Area is actually the original town of Winter Garden. This was where the main residential areas were and the citrus groves were found to the South in what is now the Winter Garden Village area and the booming Horizon West area.

Comprising well over 30 neighborhoods including the area is centered around the historic downtown core along Plant Street. This area is the hub of activity and where you will not only find Town Hall, but most of the social activity in the town.

You will find homes ranging from the early 1900's to new construction with all the latest and greatest features.  Most of the options in this area are single family homes, but you will also find several townhome options in the area.

Where is the Downtown Area in Winter Garden?

The Downtown or Original Winter Garden area is now located in what would be just the Northern section of the growing Winter Garden Area.  It is North of the Florida Turnpike, West of the 429 Expressway, East of the Oakland Area of Winter Garden and South of Lake Apopka.

The area includes most of what was considered Winter Garden, before the community started growing South toward Disney when the 429 expressway opened up former Orange Groves for development.

Hwy 50 runs East-West through it's southern section and Plant Street (438) runs diagonally through the area including through the heart of Downtown Winter Garden.  The area is well known for the popular West Orange Trail running through this areas many neighborhoods.

How Far from the Downtown Winter Garden Area to...

• Downtown Orlando: 17 miles
• Disney & Universal: 17 miles
• Orlando International Airport: 25 miles
• Port Canaveral & Cocoa Beach: 70 miles

Downtown Winter Garden Area Neighborhoods

Neighborhoods in the Downtown and Northern Area of Winter Garden include:

• Brandy Creek
• Chapin Station
• Courtlea Oaks
• Courtlea Park
• Covington Chase
• Crown Point Springs
• Daniels Crossing
• Downtown Winter Garden
• Fullers Crossing
• Fullers Landing
• Heritage at Plant Street
• Island Pointe
• Kings Bay
• Lake Cove Pointe
• Lakeview Reserve
• Magnolia Wood
• McAllister Landing
• Oakglen Estates
• Oaks at Brandy Lake
• Park Place
• Regal Pointe
• Stanton Estates
• Sterling Pointe
• Timbercreek Pines
• Traditions
• Trails of Winter Garden
• Tuscany
• Walkers Grove
• Winter Oaks

Attractions within the Downtown Winter Garden Area

There is Always something happening in the Downtown Winter Garden area. Whether it's a special holiday event, weekend celebration or just a random Tuesday afternoon.

Attractions

• Winter Garden Heritage Museum
• Central Florida Railroad Museum
• SoBo Art Gallery
• Downtown Splash Pad
• Garden Theater
• Stroll or Bike the West Orange Trail
• Crooked Can Brewery

Events

• First Fridays on the Plaza
• Saturday Farmers Market
• Cruz-N-Car Show
• Blues & BBQ
• Evening at the POPS
• Spring Fever in the Garden
• 4th of July Party in the Park
• Halloweenfest
• Light Up Winter Garden
• Annual Christmas Parade

There are also an overwhelming number of dining and bar options available.

Many of the neighborhoods fall within the Golf Cart Zone which allows residents to use their golf carts to reach the central downtown area rather than having to drive.  The West Orange Trail also connects many neighborhoods to the downtown area, so it is common to see many residents utilizing the trail rather than car.