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 - yesterday
$430,000
Townhouse For Sale
Active
3
BEDS
3
TOTAL BATHS
1,720
SQFT
15516 Blackbead Street
Winter Garden, FL 34787
Summerlake Subdivision
New Listing - yesterday
$383,800
Condo For Sale
Active
3
BEDS
2
TOTAL BATHS
1,396
SQFT
14501 Grove Resort Avenue #1335
Winter Garden, FL 34787
Grove Resort And Spa Hotel Condominium 1 Subdivision
New Listing - yesterday
$799,999
Single Family Home For Sale
Active
5
BEDS
4
TOTAL BATHS
3,207
SQFT
13761 Jomatt Loop
Winter Garden, FL 34787
Cypress Reserve Ph 1 Subdivision
New Listing - yesterday
$580,000
Single Family Home For Sale
Active
4
BEDS
3
TOTAL BATHS
2,088
SQFT
14516 Porter Road
Winter Garden, FL 34787
Summerlake Pd Ph 01a Subdivision
New Listing - yesterday
$312,995
Single Family Home For Sale
Active
4
BEDS
2
TOTAL BATHS
1,185
SQFT
14731 Micah Street
Winter Garden, FL 34787
 
New Listing - 22 hours online
$264,000
Condo For Sale
Active
2
BEDS
2
TOTAL BATHS
1,152
SQFT
430 Southern Pecan Cir #108
Winter Garden, FL 34787
Southern Pines Condo Subdivision
New Listing - 21 hours online
$490,000
Single Family Home For Sale
Active
4
BEDS
3
TOTAL BATHS
1,372
SQFT
1714 Sherbourne Street
Winter Garden, FL 34787
Stone Creek 44/131 Subdivision
New Listing - 19 hours online
$329,500
Condo For Sale
Active
2
BEDS
2
TOTAL BATHS
1,265
SQFT
14501 Grove Resort Avenue #2215
Winter Garden, FL 34787
Grove Resort And Spa Hotel Condominium Subdivision
New Listing - 18 hours online
$329,900
Single Family Home For Sale
Active
3
BEDS
2
TOTAL BATHS
1,422
SQFT
1429 Daniels Cove Drive
Winter Garden, FL 34787
Daniels Crossing Rep Subdivision
New Listing - 17 hours online
$420,000
Townhouse For Sale
Active
2
BEDS
3
TOTAL BATHS
1,797
SQFT
5845 Cypress Hill Road
Winter Garden, FL 34787
Orchard-Hills Ph 4 Subdivision
New Listing - 14 hours online
$337,500
Condo For Sale
Active
2
BEDS
2
TOTAL BATHS
1,375
SQFT
14501 Grove Resort Ave. #1446
Winter Garden, FL 34787
Grove Resort And Spa Hotel Condominium 1 Subdivision
New Listing - 8 hours online
$669,000
Single Family Home For Sale
Active
4
BEDS
3
TOTAL BATHS
2,541
SQFT
7925 Iceland Gull Street
Winter Garden, FL 34787
Summerlake Pd Ph 1b Subdivision
New Listing - 7 hours online
$675,000
Single Family Home For Sale
Active
4
BEDS
3
TOTAL BATHS
2,710
SQFT
8126 Gray Kingbird Drive
Winter Garden, FL 34787
Summerlake Pd Ph 4b Subdivision
New Listing - an hour online
$545,000
Single Family Home For Sale
Active
3
BEDS
3
TOTAL BATHS
2,031
SQFT
925 Butter Oaks Court
Winter Garden, FL 34787
Winter Oaks Subdivision

Upcoming Open Houses:

Open House Sat, May 21, 4 PM UTC
Please verify times due to COVID-19
$779,000
Single Family Home For Sale
Active
4
BEDS
4
TOTAL BATHS
2,688
SQFT
5674 Orange Orchard Drive
Winter Garden, FL 34787
Wincey Grvs Ph 2 Subdivision