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- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
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270 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- 1/64 64
New$649,000
3 Beds3 Baths1,345 SqFt344 STARLING RD, Winter Park, FL 32789
Single Family Home
Listed by HANCOCK REALTY GROUP
- 1/19 19
New$3,000
2 Beds1 Bath804 SqFt151 N ORLANDO AVE #131, Winter Park, FL 32789
Condo
Listed by FLORIDA DREAMS REALTY GRP INC
- 1/14 14
New$2,595
3 Beds2 Baths1,877 SqFt2540 EUSTON RD, Winter Park, FL 32789
Single Family Home
Listed by BELMONT REALTY
- 1/19 19
New$2,000
2 Beds1 Bath710 SqFt151 N ORLANDO AVE #118, Winter Park, FL 32789
Condo
Listed by FLORIDA DREAMS REALTY GRP INC
- 1/41 41
New$3,299,000
4 Beds6 Baths4,875 SqFt2550 VENETIAN WAY, Winter Park, FL 32789
Single Family Home
Listed by COMPASS FLORIDA LLC
- 1/48 48
New$2,395,000
3 Beds3 Baths2,632 SqFt660 OSCEOLA AVE #104, Winter Park, FL 32789
Condo
Listed by PREMIER SOTHEBY'S INTL. REALTY
- 1/41 41
New$9,000
4 Beds4 Baths3,669 SqFt1731 WINDSOR DR, Winter Park, FL 32789
Single Family Home
Listed by TRUSTHOME PROPERTIES INC
- 1/36 36
New$4,250,000
4 Beds4 Baths4,279 SqFt1341 COLLEGE PT, Winter Park, FL 32789
Single Family Home
Listed by FANNIE HILLMAN & ASSOCIATES
- 1/49 49
New$1,950,000
4 Beds4 Baths2,701 SqFt1781 GOODRICH AVE, Winter Park, FL 32789
Single Family Home
Listed by CHARLES RUTENBERG REALTY ORLANDO
- 1/26 26
New$1,699,000
4 Beds4 Baths3,116 SqFt1429 CHAPMAN CIR, Winter Park, FL 32789
Single Family Home
Listed by CORCORAN PREMIER REALTY
- 1/30 30
New$499,000
2 Beds2 Baths1,328 SqFt690 OSCEOLA AVE #610, Winter Park, FL 32789
Condo
Listed by PALMANO GROUP RE BROKERAGE LLC
- 1/20 20
New$399,900
4 Beds2 Baths1,518 SqFt924 BEARD AVE, Winter Park, FL 32789
Single Family Home
Listed by LPT REALTY
- 1/32 32
New$3,000
2 Beds3 Baths1,808 SqFt1120 ARAGON AVE, Winter Park, FL 32789
Townhouse
Listed by LA ROSA REALTY LAKE NONA INC
- 1/14 14
New$1,600
2 Beds1 Bath881 SqFt1695 LEE RD #C103, Winter Park, FL 32789
Condo
Listed by EMPIRE NETWORK REALTY
- 1/20 20
New$725,000
4 Beds4 Baths2,317 SqFt432 W SWOOPE AVE, Winter Park, FL 32789
Townhouse
Listed by COLDWELL BANKER RESIDENTIAL RE
- 1/41 41
New$654,900
4 Beds2 Baths2,205 SqFt2518 SWEETWATER TRL, Winter Park, FL 32789
Single Family Home
Listed by BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
- 1/26 26
New$245,000
2 Beds1 Bath808 SqFt851 MILES AVE #15, Winter Park, FL 32789
Condo
Listed by CREEGAN GROUP
- 1/26 26
New$1,695
2 Beds1 Bath808 SqFt851 MILES AVE #15, Winter Park, FL 32789
Condo
Listed by CREEGAN GROUP
- 1/40 40
Pending$624,900
2 Beds2 Baths912 SqFt411 GARFIELD AVE, Winter Park, FL 32789
Single Family Home
Listed by PREMIER SOTHEBY'S INTL. REALTY
- 1/29 29
Active$499,000
3 Beds2 Baths1,773 SqFt2341 DEVON CT, Winter Park, FL 32789
Single Family Home
Listed by UNITED REAL ESTATE PREFERRED
- 1/34 34
Active$2,900
4 Beds3 Baths1,477 SqFt1847 AZALEA AVE, Winter Park, FL 32789
Single Family Home
Listed by EQUITYPRO LLC
- 1/12 12
Active$1,600
2 Beds1 Bath881 SqFt1695 LEE RD #C211, Winter Park, FL 32789
Condo
Listed by LA ROSA REALTY LAKE NONA INC
- 1/18 18
Active$4,100,000
5 Beds6 Baths4,520 SqFt1751 GLENCOE RD, Winter Park, FL 32789
Single Family Home
Listed by COMPASS FLORIDA, LLC
- 3D
Active$2,800,000
4 Beds5 Baths4,074 SqFt1010 N PENNSYLVANIA AVE, Winter Park, FL 32789
Single Family Home
Listed by BHHS FLORIDA REALTY