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
$990,000
Single Family Home For Sale
Active
5
BEDS
4
TOTAL BATHS
3,295
SQFT
15245 Night Heron Drive
Winter Garden, FL 34787
Summerlake Pd Ph 3c Subdivision
New Listing - 3 days online
$535,000
Single Family Home For Sale
Active
4
BEDS
3
TOTAL BATHS
2,214
SQFT
15389 Sugar Citrus Drive
Winter Garden, FL 34787
Hamlin Reserve Subdivision
New Listing - 3 days online
$579,800
Single Family Home For Sale
Active
5
BEDS
4
TOTAL BATHS
2,940
SQFT
3524 Turningwind Lane
Winter Garden, FL 34787
Windward Cay 48 125 Subdivision
New Listing - 3 days online
$301,900
Single Family Home For Sale
Active
3
BEDS
2
TOTAL BATHS
1,352
SQFT
1444 Kenny Ct
Winter Garden, FL 34787
Kenny Court Subdivision
New Listing - 2 days online
$469,000
Single Family Home For Sale
Active
4
BEDS
3
TOTAL BATHS
2,256
SQFT
14439 Cedar Hill Dr
Winter Garden, FL 34787
Orchard Hills Ph 1 Subdivision
New Listing - yesterday
$599,000
Single Family Home For Sale
Active
4
BEDS
4
TOTAL BATHS
2,426
SQFT
15079 Driftwater Drive
Winter Garden, FL 34787
Signature Lakes Ph 3b-4, 3b-5 & Subdivision
New Listing - yesterday
$431,000
Single Family Home For Sale
Active
4
BEDS
2
TOTAL BATHS
2,027
SQFT
14820 Masthead Landing Circle
Winter Garden, FL 34787
Stoneybrook West Subdivision
New Listing - yesterday
$579,900
Single Family Home For Sale
Active
4
BEDS
4
TOTAL BATHS
2,821
SQFT
764 Caterpillar Run
Winter Garden, FL 34787
Mcallister Lndg Subdivision
New Listing - yesterday
$360,000
Townhouse For Sale
Active
2
BEDS
3
TOTAL BATHS
1,886
SQFT
5867 Chestnut Chase Road
Winter Garden, FL 34787
Orchard Hills Ph 4 Subdivision
New Listing - yesterday
$344,000
Townhouse For Sale
Active
3
BEDS
3
TOTAL BATHS
1,766
SQFT
5727 New Independence Parkway
Winter Garden, FL 34787
Signature Lakes Ph 02 A B H I J Subdivision
New Listing - yesterday
$345,000
Townhouse For Sale
Active
3
BEDS
3
TOTAL BATHS
1,717
SQFT
10049 Memoir Avenue
Winter Garden, FL 34787
Storey Grove Ph 1b-1 Subdivision
New Listing - yesterday
$399,000
Townhouse For Sale
Active
4
BEDS
3
TOTAL BATHS
1,718
SQFT
6737 Marmalade Alley
Winter Garden, FL 34787
Hamlin Reserve 1 Subdivision
New Listing - 19 hours online
$386,000
Townhouse For Sale
Active
3
BEDS
3
TOTAL BATHS
1,732
SQFT
11138 Hanlon Terrace Alley
Winter Garden, FL 34787
Winding Bay Preserve Subdivision
New Listing - 16 hours online
$535,000
Single Family Home For Sale
Active
3
BEDS
3
TOTAL BATHS
2,600
SQFT
7267 Summerlake Groves Street
Winter Garden, FL 34787
Highlands/Summerlake Grvs Ph 3 Subdivision
New Listing - 16 hours online
$655,900
Single Family Home For Sale
Active
5
BEDS
4
TOTAL BATHS
3,868
SQFT
355 Morning View Drive
Winter Garden, FL 34787
Johns Lake Pointe Subdivision
New Listing - 15 hours online
$729,900
Single Family Home For Sale
Active
4
BEDS
3
TOTAL BATHS
2,517
SQFT
11400 Lovers Lane
Winter Garden, FL 34787
Avalon Estates Subdivision
New Listing - 15 hours online
$799,900
Single Family Home For Sale
Active
5
BEDS
4
TOTAL BATHS
3,427
SQFT
14770 Seton Creek Boulevard
Winter Garden, FL 34787
Watermark Ph 2b Subdivision
New Listing - 12 hours online
$289,900
Single Family Home For Sale
Active
3
BEDS
2
TOTAL BATHS
1,182
SQFT
129 Hartsdale Drive
Winter Garden, FL 34787
Park Ave Estates Subdivision
New Listing - 11 hours online
$665,000
Single Family Home For Sale
Active
4
BEDS
3
TOTAL BATHS
2,683
SQFT
15254 Purple Martin Street
Winter Garden, FL 34787
Summerlake Pd Ph 3c Subdivision
New Listing - 11 hours online
$299,900
Single Family Home For Sale
Active
3
BEDS
2
TOTAL BATHS
1,249
SQFT
717 Sunburst Cove Lane
Winter Garden, FL 34787
Orange Cove Subdivision

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