- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
556 Properties Available In Winter Park
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$800,000
600 BRECHIN DR, Winter Park, FL 32792
Listed by KELLER WILLIAMS WINTER PARK


$274,900
7484 CANFORD CT #8, Winter Park, FL 32792
Listed by REGENCY REAL ESTATE LLC


$3,500
2530 FRANKLIN AVE, Winter Park, FL 32789
Listed by CHARLES RUTENBERG REALTY ORLANDO


$1,600
3651 N GOLDENROD RD #107, Winter Park, FL 32792
Listed by FLORIDA REALTY INVESTMENTS


$1,150,000
795 W CANTON AVE, Winter Park, FL 32789
Listed by WEICHERT REALTORS HALLMARK PROPERTIES


$780,000
5275 PINE LILY CIR, Winter Park, FL 32792
Listed by RE/MAX TOWN & COUNTRY REALTY


$499,000
3601 MIDIRON DR, Winter Park, FL 32789
Listed by EMPIRE NETWORK REALTY


$458,000
2812 BRIGHT BIRD LN, Winter Park, FL 32792
Listed by EXP REALTY LLC


$249,900
200 SAINT ANDREWS BLVD #2306, Winter Park, FL 32792
Listed by CHARLES RUTENBERG REALTY ORLANDO


$2,350
2405 PASSAMONTE DR #1A, Winter Park, FL 32792
Listed by ZP REALTY GROUP


$1,200
7341 DANIEL WEBSTER DR #D, Winter Park, FL 32792
Listed by TRANSCEND REALTY


$2,575,000
1795 GREENWICH AVE, Winter Park, FL 32789
Listed by KELLY PRICE & COMPANY LLC


$749,000
2907 SUMMERFIELD RD, Winter Park, FL 32792
Listed by MILLER GRANT AND COMPANY


$649,000
225 E CANTON AVE #GE, Winter Park, FL 32789
Listed by PALMANO GROUP RE BROKERAGE LLC


$229,900
2348 SUN VALLEY CIR, Winter Park, FL 32792
Listed by INVESTOR'S REAL ESTATE LLC


$157,000
1000 S SEMORAN BLVD #306, Winter Park, FL 32792
Listed by KIMBRIDGE REALTY, LLC


$157,000
1000 S SEMORAN BLVD #404, Winter Park, FL 32792
Listed by KIMBRIDGE REALTY, LLC


$157,000
1000 S SEMORAN BLVD #408, Winter Park, FL 32792
Listed by KIMBRIDGE REALTY, LLC


$134,900
7336 DANIEL WEBSTER DR #9, Winter Park, FL 32792
Listed by MAINFRAME REAL ESTATE


$4,400
820 W CANTON AVE, Winter Park, FL 32789
Listed by MIAMI BEACH REAL ESTATE GROUP
