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- $ 800,000
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- $ 200,000
- $ 300,000
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262 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- 1/30 30Open Sun 2PM-4PM
$2,250,000
6 Beds6 Baths4,182 SqFt1340 CHESTNUT AVE, Winter Park, FL 32789
Single Family Home
Listed by WRA BUSINESS & REAL ESTATE
- 1/57 57Open Sun 2AM-4PM
$1,625,000
3 Beds3 Baths2,955 SqFt1101 KENWOOD AVE, Winter Park, FL 32789
Single Family Home
Listed by CORCORAN PREMIER REALTY
- 1/20 20New
$725,000
4 Beds4 Baths2,317 SqFt432 W SWOOPE AVE, Winter Park, FL 32789
Townhouse
Listed by COLDWELL BANKER RESIDENTIAL RE
- 1/41 41New
$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 26New
$245,000
2 Beds1 Bath808 SqFt851 MILES AVE #15, Winter Park, FL 32789
Condo
Listed by CREEGAN GROUP
- 1/26 26New
$1,695
2 Beds1 Bath808 SqFt851 MILES AVE #15, Winter Park, FL 32789
Condo
Listed by CREEGAN GROUP
- 1/29 29New
$499,000
3 Beds2 Baths1,773 SqFt2341 DEVON CT, Winter Park, FL 32789
Single Family Home
Listed by UNITED REAL ESTATE PREFERRED
- 1/34 34New
$2,900
4 Beds3 Baths1,477 SqFt1847 AZALEA AVE, Winter Park, FL 32789
Single Family Home
Listed by EQUITYPRO LLC
- 1/12 12New
$1,600
2 Beds1 Bath881 SqFt1695 LEE RD #C211, Winter Park, FL 32789
Condo
Listed by LA ROSA REALTY LAKE NONA INC
- 1/18 18New
$4,100,000
5 Beds6 Baths4,520 SqFt1751 GLENCOE RD, Winter Park, FL 32789
Single Family Home
Listed by COMPASS FLORIDA, LLC
- 3DNew
$2,800,000
4 Beds5 Baths4,074 SqFt1010 N PENNSYLVANIA AVE, Winter Park, FL 32789
Single Family Home
Listed by BHHS FLORIDA REALTY
- 1/37 37New
$1,695,000
3 Beds4 Baths3,174 SqFt101 S NEW YORK AVE. #302, Winter Park, FL 32789
Condo
Listed by PREMIER SOTHEBY'S INTL. REALTY
- 1/34 34Price Dropped by $999.0M
$1,007,000
3 Beds2 Baths2,012 SqFt640 WORTHINGTON DR, Winter Park, FL 32789
Single Family Home
Listed by PALM PROPERTIES OF CF, INC.
- 1/28 28New
$395,000
1 Bed2 Baths726 SqFt535 N INTERLACHEN AVE #304, Winter Park, FL 32789
Condo
Listed by HOLT REAL ESTATE LLC
- 1/25 25Pending
$940,000
3 Beds1 Bath1,449 SqFt2050 TEMPLE DR, Winter Park, FL 32789
Single Family Home
Listed by CHARLES RUTENBERG REALTY ORLANDO
- 1/20 20Pending
$474,900
2 Beds2 Baths1,160 SqFt1001 MINNESOTA AVENUE, Winter Park, FL 32789
Single Family Home
Listed by FANNIE HILLMAN & ASSOCIATES
- 1/14 14New
$2,700
2 Beds2 Baths890 SqFt2032 INDIANA AVE, Winter Park, FL 32789
Single Family Home
Listed by OLDE TOWN BROKERS INC
- 1/23 23New
$2,449
3 Beds1 Bath1,149 SqFt2821 EASTERN Pkwy, Winter Park, FL 32789
Single Family Home
Listed by 407 PROPERTIES
- 1/17 17New
$1,600
2 Beds1 Bath754 SqFt600 W CALLAHAN ST, Winter Park, FL 32789
Single Family Home
Listed by KELLY PRICE & COMPANY LLC
- 1/20 20Pending
$399,999
3 Beds2 Baths1,170 SqFt2609 MADELINE AVE, Winter Park, FL 32789
Single Family Home
Listed by KELLER WILLIAMS REALTY AT THE PARKS
- 1/33 33Pending
$1,600
2 Beds1 Bath767 SqFt1950 KILLARNEY DR #3, Winter Park, FL 32789
Single Family Home
Listed by KELLER WILLIAMS REALTY AT THE PARKS
- Pending
$2,500,000
4 Beds5 Baths3,762 SqFt1700 PALM AVE, Winter Park, FL 32789
Single Family Home
Listed by COMPASS FLORIDA, LLC
- 1/23 23Pending
$197,000
1 Bath624 SqFt700 MELROSE AVE #G 34, Winter Park, FL 32789
Condo
Listed by PARK PLACE REAL ESTATE
- 1/44 44Pending
$1,325,000
3 Beds4 Baths2,314 SqFt1782 MONDRIAN CIR, Winter Park, FL 32789
Townhouse
Listed by COLDWELL BANKER RESIDENTIAL RE