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.

904 homes for sale in Winter Garden

Name: 3D Tour Available 5427 ORANGE ORCHARD DR, Winter Garden, FL 34787
Start: 2025-08-11T13:43:29.000Z
End: 2025-08-11T13:43:29.000Z

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1/49 49

Price Dropped by $25K

$ 914,900

5 Beds5 Baths3,633 SqFt

15794 SWEET LEMON WAY, Winter Garden, FL 34787

Single Family Home

Listed by CELEBRITY GLOBAL REALTY LLC
1/30 30

Active

$ 803,000

3 Beds3 Baths2,018 SqFt

14039 LAKE TILDEN BLVD, Winter Garden, FL 34787

Single Family Home

Listed by CORCORAN PREMIER REALTY
1/42 42

Active

$ 2,225,000

5 Beds5 Baths4,092 SqFt

7346 JOHN HANCOCK DR, Winter Garden, FL 34787

Single Family Home

Listed by UPSIDE REAL ESTATE INC
1/65 65

Active

$ 1,190,900

6 Beds4 Baths4,124 SqFt

5391 GOLDEN APPLE DR, Winter Garden, FL 34787

Single Family Home

Listed by WATSON REALTY CORP
1/73 73

Active

$ 1,049,000

6 Beds5 Baths4,667 SqFt

14778 ELLINGSWORTH LN, Winter Garden, FL 34787

Single Family Home

Listed by CLOCK TOWER REALTY
3D

Active

$ 829,990

4 Beds4 Baths3,278 SqFt

5427 ORANGE ORCHARD DR, Winter Garden, FL 34787

Single Family Home

Listed by SERHANT
1/76 76

Active

$ 825,000

3 Beds3 Baths2,637 SqFt

426 N BOYD ST, Winter Garden, FL 34787

Single Family Home

Listed by PREMIER SOTHEBYS INT'L REALTY
1/42 42

Active

$ 775,000

4 Beds3 Baths2,709 SqFt

2149 BLACK LAKE BLVD, Winter Garden, FL 34787

Single Family Home

Listed by HOMEVEST REALTY
1/38 38

Price Dropped by $15K

$ 710,000

4 Beds4 Baths2,722 SqFt

10031 BEDTIME STORY DR, Winter Garden, FL 34787

Single Family Home

Listed by KELLER WILLIAMS REALTY AT THE PARKS
1/53 53

Active

$ 659,900

4 Beds3 Baths2,648 SqFt

15452 FIRELIGHT DR, Winter Garden, FL 34787

Single Family Home

Listed by KELLER WILLIAMS REALTY AT THE LAKES
1/51 51

Active

$ 390,000

2 Beds2 Baths1,265 SqFt

14501 GROVE RESORT AVE #2623, Winter Garden, FL 34787

Condo

Listed by MBI REALTY LLC
1/42 42

Active

$ 7,500

5 Beds5 Baths3,767 SqFt

17546 LAKE STAR RD, Winter Garden, FL 34787

Single Family Home

Listed by MY REALTY GROUP, LLC.
1/17 17

Active

$ 2,850

3 Beds2 Baths1,798 SqFt

11177 GREEN CITRON ALY, Winter Garden, FL 34787

Single Family Home

Listed by MY REALTY GROUP, LLC.
1/83 83

Active

$ 1,389,000

5 Beds5 Baths4,693 SqFt

15716 PANTHER LAKE DR, Winter Garden, FL 34787

Single Family Home

Listed by HORIZON WEST REALTY
1/58 58

Active

$ 1,019,000

3 Beds3 Baths2,270 SqFt

15084 CANOPY COVER DR, Winter Garden, FL 34787

Single Family Home

Listed by KELLER WILLIAMS ELITE PARTNERS III REALTY
1/27 27

Price Dropped by $30K

$ 750,000

5 Beds3 Baths3,524 SqFt

2425 PRAIRIE VIEW DR, Winter Garden, FL 34787

Single Family Home

Listed by KELLER WILLIAMS ADVANTAGE III
1/41 41

Active

$ 649,800

5 Beds3 Baths3,220 SqFt

5502 NEW INDEPENDENCE Pkwy, Winter Garden, FL 34787

Single Family Home

Listed by RE/MAX SELECT GROUP
1/44 44

Active

$ 575,000

4 Beds4 Baths2,552 SqFt

8001 SAYINGS DR, Winter Garden, FL 34787

Single Family Home

Listed by KELLER WILLIAMS ADVANTAGE III
1/60 60

Active

$ 549,000

4 Beds2 Baths2,535 SqFt

13224 FOX GLOVE ST, Winter Garden, FL 34787

Single Family Home

Listed by THE FLORIDA PROPERTY SHOP SALE
1/28 28

Active

$ 465,000

4 Beds3 Baths2,037 SqFt

11018 HANLON TERRACE ALY, Winter Garden, FL 34787

Townhouse

Listed by KELLER WILLIAMS SUBURBAN TAMPA
1/26 26

Active

$ 399,990

3 Beds3 Baths1,584 SqFt

15471 HONEYBELL DR, Winter Garden, FL 34787

Townhouse

Listed by FLORIDA CONNEXION PROPERTIES
1/21 21

Active

$ 325,000

3 Beds2 Baths1,396 SqFt

14501 GROVE RESORT AVE #2119, Winter Garden, FL 34787

Condo

Listed by WATSON REALTY CORP., REALTORS
1/26 26

Active

$ 3,400

4 Beds3 Baths2,107 SqFt

14436 TOPAGHAN WAY, Winter Garden, FL 34787

Single Family Home

Listed by SOUTHERN REALTY GROUP LLC
1/15 15

Active

$ 3,200

4 Beds2 Baths2,258 SqFt

14755 MASTHEAD LANDING CIR, Winter Garden, FL 34787

Single Family Home

Listed by SUSANA JORDAN STUTSMAN