Guide to Winter Garden

Winter Garden is located just 14 miles west of Orlando, within western Orange County, Florida. Carrying a sense of nostalgia, you can find theme parks that are known primarily for their old Florida style and charm and is one of the best places to visit in Central Florida. Established by settlers in the 1850s, you would have found small farms that lined the southern shore of Lake Apopka. Its economy was dependent on citrus and vegetable produce, which became further bolstered when the Orange Belt Railroad was completed and passed through the area. In 1900, a small commercial locality appeared on Plant Street, which influenced the slow emergence of residential neighborhoods not long after.

The historic downtown, listed on the National Registry of Historic Places, is a favorite destination. There are many shops and restaurants located along the award-winning West Orange Trail, which is a part of the 250-mile Coast to Coast (C2C) Connector Trail across Central Florida. If you are a cycling enthusiast, it does not get any better than this!

Winter Garden is aptly referred to as the cultural capital of West Orange County, you can find live performances at the Garden Theatre. Live music fills the downtown air on weekends and stunning pieces of visual art are available for your pleasure at the SoBo Art Gallery. Saturdays are bustling with the award-winning Winter Garden Farmers’ Market, offering a wide selection of locally grown produce and baked goods, homemade soaps, and fresh flowers from vendors, as well as live entertainment each week!

Winter Garden is nestled alongside the beautiful Lake Apopka and is home to more than 40,000 residents. It embodies a wealth of many historical and natural assets. Winter Garden’s location and history affords its community a reputation that is like no other. Come experience the charm of this little city yourself!

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Popular Searches for Winter Garden

Events

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Schools

  • Whispering Oak Elementary School A+
  • Bridgewater Middle School A+
  • West Orange High School A+

Lifestyle

  • Winter Garden Farmers Market
  • Crooked Can Brewing Company
  • Plant Street Market
  • Garden Theatre
  • Winter Garden Heritage Museum
  • Central Florida Railroad Museum
  • Resurrection Catholic Church
  • Winter Garden Art Association
  • Tucker Ranch
  • Warrior Park

Just Listed Winter Garden Homes For Sale:

New Listing - 3 days online
$325,900
Townhouse For Sale
Active
2
BEDS
3
TOTAL BATHS
1,797
SQFT
5821 Cypress Hill Road
Winter Garden, FL 34787
Orchard Hills Ph 4 Subdivision
New Listing - 2 days online
$449,000
Single Family Home For Sale
Active
4
BEDS
3
TOTAL BATHS
1,860
SQFT
50 E Palmetto Street
Winter Garden, FL 34787
Schenley Park First Add Subdivision
New Listing - 2 days online
$490,000
Single Family Home For Sale
Active
4
BEDS
3
TOTAL BATHS
3,062
SQFT
651 Hearthglen Boulevard
Winter Garden, FL 34787
Oakglen Estates Subdivision
New Listing - yesterday
$499,999
Single Family Home For Sale
Active
4
BEDS
3
TOTAL BATHS
2,973
SQFT
14541 Old Thicket Trace
Winter Garden, FL 34787
Independence, Signature Lakes Subdivision
New Listing - yesterday
$350,000
Single Family Home For Sale
Active
2
BEDS
2
TOTAL BATHS
1,361
SQFT
16853 Arrowhead Boulevard
Winter Garden, FL 34787
Arrowhead Lakes Subdivision
New Listing - yesterday
$280,100
Townhouse For Sale
Active
3
BEDS
3
TOTAL BATHS
1,733
SQFT
13827 Orchard Leaf Way
Winter Garden, FL 34787
Orchard Subdivision
New Listing - yesterday
$449,000
Single Family Home For Sale
Active
3
BEDS
3
TOTAL BATHS
1,916
SQFT
14610 Seton Creek Boulevard
Winter Garden, FL 34787
Watermark Ph 1b Subdivision
New Listing - yesterday
$450,000
Single Family Home For Sale
Active
4
BEDS
2
TOTAL BATHS
2,010
SQFT
15671 Citrus Heights Drive
Winter Garden, FL 34787
Hickory Hammock Ph 1b Subdivision
New Listing - yesterday
$330,000
Townhouse For Sale
Active
3
BEDS
3
TOTAL BATHS
1,937
SQFT
14959 Apollo Bond Drive
Winter Garden, FL 34787
Watermark Subdivision
New Listing - 24 hours online
$380,000
Single Family Home For Sale
Active
3
BEDS
3
TOTAL BATHS
2,124
SQFT
11048 Folklore Street
Winter Garden, FL 34787
Storey Grove Ph 1b-1 Subdivision
New Listing - 16 hours online
$400,000
Single Family Home For Sale
Active
4
BEDS
3
TOTAL BATHS
2,572
SQFT
1136 Juniper Hammock Court
Winter Garden, FL 34787
Fullers Crossing Ph 02 49 31 Subdivision

Upcoming Open Houses:

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