Winter Garden

Winter Garden is a city located 14 miles west of downtown Orlando in western Orange County, Florida, United States. It is part of the Orlando–Kissimmee–Sanford, Florida Metropolitan Statistical Area. Winter Garden's population as of the 2010 census was 34,568.

774 homes for sale in Winter Garden

Name: Open House - 11AM-1PM
Start: 2025-11-07T11:00:00.000Z
End: 2025-11-07T13:00:00.000Z
Location: 40 W SMITH ST, Winter Garden, FL 34787

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1/45 45

4 Beds 2 Baths 2,225 SqFt

$750,000
Open Fri 11AM-1PM

40 W SMITH ST, Winter Garden, FL 34787

Listed by

Single Family Home
1/9 9

4 Beds 2 Baths 1,720 SqFt

$783,900
Open Wed 12:30PM-2:30PM

229 N HIGHLAND AVE, Winter Garden, FL 34787

Listed by

Single Family Home
1/61 61

3 Beds 3 Baths 1,688 SqFt

$525,000
Open Sun 1PM-4PM

647 E PLANT ST, Winter Garden, FL 34787

Listed by

Townhouse
1/40 40

5 Beds 3 Baths 3,598 SqFt

$949,900
Open Sat 9AM-5PM

3082 IRISH PEACH DR, Winter Garden, FL 34787

Listed by

Single Family Home
1/23 23

3 Beds 3 Baths 1,568 SqFt

$430,000
Open Sat 11AM-2PM

12063 HOLYSTONE, Winter Garden, FL 34787

Listed by

Single Family Home
1/57 57

3 Beds 2 Baths 1,910 SqFt

$579,900
Open Sat 11AM-1PM

102 VALENCIA SHORES DR, Winter Garden, FL 34787

Listed by

Single Family Home
1/29 29

5 Beds 5 Baths 3,278 SqFt

$718,500
Open Sat 11AM-2PM

8807 EDEN COVE DR, Winter Garden, FL 34787

Listed by

Single Family Home
1/50 50

3 Beds 3 Baths 1,816 SqFt

$455,000
Open Sun 11AM-2PM

12023 HOLYSTONE ST, Winter Garden, FL 34787

Listed by

Townhouse
1/53 53

3 Beds 3 Baths 1,626 SqFt

$398,500
Open Fri 2PM-4PM

16485 PRAIRIE SCHOOL DR, Winter Garden, FL 34787

Listed by

Townhouse
1/66 66

3 Beds 2 Baths 1,685 SqFt

$460,000
Open Sun 11AM-2PM

15506 TIDAL COVE ALY, Winter Garden, FL 34787

Listed by

Single Family Home
1/56 56

4 Beds 4 Baths 2,474 SqFt

$599,000
Open Sun 1PM-3PM

16602 POINT ROCK DR, Winter Garden, FL 34787

Listed by

Single Family Home
1/43 43

5 Beds 4 Baths 3,599 SqFt

$910,000
Open Sat 12PM-3PM

16377 ORANGE SEED LN, Winter Garden, FL 34787

Listed by

Single Family Home
1/60 60

5 Beds 4 Baths 3,910 SqFt

$1,035,000
Open Sat 10AM-12PM

9549 BOLERO RD, Winter Garden, FL 34787

Listed by

Single Family Home
1/20 20

5 Beds 3 Baths 2,916 SqFt

$620,000
Open Thu 11:30AM-1:30PM

3390 CURRENT AVE, Winter Garden, FL 34787

Listed by

Single Family Home
1/42 42

4 Beds 3 Baths 2,967 SqFt

$649,999
Open Sat 12PM-2PM

1085 CHASE DR, Winter Garden, FL 34787

Listed by

Single Family Home
1/34 34

5 Beds 3 Baths 2,892 SqFt

$574,900
Open Sun 11AM-2PM

2049 WINTERMERE POINTE DR, Winter Garden, FL 34787

Listed by

Single Family Home
1/42 42

4 Beds 4 Baths 4,126 SqFt

$875,000
Open Sat 11AM-1PM

15504 SANDFIELD LOOP, Winter Garden, FL 34787

Listed by

Single Family Home
3D

3 Beds 3 Baths 1,644 SqFt

$443,900
Open Sat 11AM-2PM

16333 INGRAM HILLS ALY, Winter Garden, FL 34787

Listed by

Townhouse
3D

4 Beds 4 Baths 3,074 SqFt

$775,000
Open Sat 12PM-3PM

753 ORANGE BELT LOOP, Winter Garden, FL 34787

Listed by

Single Family Home
1/39 39

3 Beds 4 Baths 2,474 SqFt

$1,850,000
Open Sun 2PM-5PM

5526 TINY RD, Winter Garden, FL 34787

Listed by

Single Family Home
1/31 31

4 Beds 3 Baths 3,022 SqFt

$675,000
Open Sat 1PM-3PM

2510 BLACK LAKE BLVD, Winter Garden, FL 34787

Listed by

Single Family Home
1/38 38

4 Beds 4 Baths 2,722 SqFt

$675,000
Open Sun 12PM-4PM

10031 BEDTIME STORY DR, Winter Garden, FL 34787

Listed by

Single Family Home
1/42 42

4 Beds 2 Baths 2,043 SqFt

$679,000
Open Fri 3PM-7PM

15862 CITRUS GROVE LOOP, Winter Garden, FL 34787

Listed by

Single Family Home
1/5 5

5 Beds 5 Baths 3,101 SqFt

$780,000
Open Fri 9AM-5PM

12886 HARVEST RAIN AVE, Winter Garden, FL 34787

Listed by

Single Family Home