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.

840 homes for sale in Winter Garden

Name: 3D Tour Available 3286 MAINSAIL CT, Winter Garden, FL 34787
Start: 2025-10-12T08:21:35.000Z
End: 2025-10-12T08:21:35.000Z

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1/74 74

Active

$ 559,000

3 Beds2 Baths1,979 SqFt

6531 ORANGE CREAM ALY, Winter Garden, FL 34787

Single Family Home

Listed by
1/18 18

Active

$ 539,900

3 Beds2 Baths2,035 SqFt

1672 MALCOLM POINTE DR, Winter Garden, FL 34787

Single Family Home

Listed by
1/38 38

Active

$ 530,000

3 Beds2 Baths2,190 SqFt

14708 MASTHEAD LANDING CIR, Winter Garden, FL 34787

Single Family Home

Listed by
1/29 29

Active

$ 330,000

3 Beds2 Baths1,050 SqFt

338 WINDFORD CT, Winter Garden, FL 34787

Single Family Home

Listed by
1/30 30

Active

$ 999,000

4 Beds5 Baths3,861 SqFt

8013 GRAY KINGBIRD DR, Winter Garden, FL 34787

Single Family Home

Listed by
1/42 42

Active

$ 899,999

4 Beds4 Baths4,126 SqFt

15504 SANDFIELD LOOP, Winter Garden, FL 34787

Single Family Home

Listed by
3D

Active

$ 899,900

5 Beds4 Baths4,293 SqFt

3286 MAINSAIL CT, Winter Garden, FL 34787

Single Family Home

Listed by
1/47 47

Active

$ 700,000

4 Beds5 Baths3,727 SqFt

15416 FIRELIGHT DR, Winter Garden, FL 34787

Single Family Home

Listed by
1/13 13

Active

$ 355,000

3 Beds2 Baths1,342 SqFt

1352 DANIEL COVE DR, Winter Garden, FL 34787

Single Family Home

Listed by
1/15 15

Active

$ 287,900

3 Beds2 Baths770 SqFt

515 9TH ST, Winter Garden, FL 34787

Single Family Home

Listed by
1/60 60

Active

$ 990,000

5 Beds3 Baths3,275 SqFt

8162 SAYINGS DR, Winter Garden, FL 34787

Single Family Home

Listed by
1/51 51

Active

$ 629,900

3 Beds3 Baths2,452 SqFt

8104 ATLANTIC PUFFIN ST, Winter Garden, FL 34787

Single Family Home

Listed by
1/69 69

Active

$ 900,000

4 Beds3 Baths3,017 SqFt

16630 BROADWATER AVE, Winter Garden, FL 34787

Single Family Home

Listed by
1/26 26

Active

$ 549,900

3 Beds3 Baths2,218 SqFt

14214 SHOCKLACH DR, Winter Garden, FL 34787

Single Family Home

Listed by
1/43 43

Active

$ 379,000

3 Beds3 Baths1,544 SqFt

14501 GROVE RESORT AVE #3218, Winter Garden, FL 34787

Condo

Listed by
1/28 28

Active

$ 820,440

4 Beds3 Baths3,017 SqFt

6244 ARGENT WOOD DR, Winter Garden, FL 34787

Single Family Home

Listed by
1/31 31

Active

$ 749,000

4 Beds3 Baths2,600 SqFt

514 LYNDON PL, Winter Garden, FL 34787

Single Family Home

Listed by
1/64 64

Active

$ 409,000

3 Beds3 Baths1,768 SqFt

8171 GRAYCLIFF AVE, Winter Garden, FL 34787

Townhouse

Listed by
1/99 99

Active

$ 679,000

3 Beds2 Baths1,892 SqFt

14014 FAIRWAY WILLOW LN, Winter Garden, FL 34787

Single Family Home

Listed by
1/61 61

Active

$ 850,000

3 Beds3 Baths2,484 SqFt

1368 UNION CLUB DR, Winter Garden, FL 34787

Single Family Home

Listed by
3D

Active

$ 454,000

3 Beds3 Baths1,644 SqFt

16333 INGRAM HILLS ALY, Winter Garden, FL 34787

Townhouse

Listed by
1/66 66

Active

$ 2,580,000

5 Beds6 Baths6,046 SqFt

15681 PANTHER LAKE DR, Winter Garden, FL 34787

Single Family Home

Listed by
1/72 72

Active

$ 2,150,000

5 Beds6 Baths4,498 SqFt

15986 JOHNS LAKE OVERLOOK DR, Winter Garden, FL 34787

Single Family Home

Listed by
1/87 87

Active

$ 999,999

5 Beds3 Baths3,477 SqFt

16975 WINGSPREAD LOOP, Winter Garden, FL 34787

Single Family Home

Listed by