- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
266 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- 1/54 54New
$579,000
2 Beds3 Baths1,214 SqFt660 KILLARNEY BAY CT #6, Winter Park, FL 32789
Condo
Listed by FLORIDA ONE REAL ESTATE LLC
- 1/65 65New
$4,875,000
4 Beds6 Baths4,431 SqFt229 ALEXANDER PL, Winter Park, FL 32789
Single Family Home
Listed by PREMIER SOTHEBY'S INTL. REALTY
- New
$210,000
3 Beds2 Baths1,149 SqFt1695 LEE RD #C202, Winter Park, FL 32789
Condo
Listed by PRIMESTATE REALTY, INC.
- 1/20 20New
$2,595
3 Beds2 Baths1,568 SqFt2351 WESTMINSTER CT, Winter Park, FL 32789
Single Family Home
Listed by REAL PROPERTY MANAGEMENT AND REALTY
- 1/69 69Pending
$4,799,900
5 Beds5 Baths4,582 SqFt1691 CHESTNUT AVE, Winter Park, FL 32789
Single Family Home
Listed by COMPASS FLORIDA LLC
- 1/41 41Pending
$4,600,000
6 Beds6 Baths6,000 SqFt2118 LAKE DR, Winter Park, FL 32789
Single Family Home
Listed by COMPASS FLORIDA LLC
- 1/51 51Pending
$2,800,000
3 Beds4 Baths3,130 SqFt315 E NEW ENGLAND AVE #30, Winter Park, FL 32789
Condo
Listed by COLDWELL BANKER REALTY
- 1/53 53New
$12,000
4 Beds3 Baths3,603 SqFt851 VIRGINIA DR, Winter Park, FL 32789
Single Family Home
Listed by PREMIER SOTHEBY'S INTL. REALTY
- 1/99 99Pending
$6,950,000
5 Beds9 Baths7,916 SqFt1400 ALABAMA DR, Winter Park, FL 32789
Single Family Home
Listed by THE AGENCY ORLANDO
- 1/30 30New
$1,580,000
4 Beds4 Baths2,637 SqFt1750 WINCHESTER DR, Winter Park, FL 32789
Single Family Home
Listed by FANNIE HILLMAN & ASSOCIATES
- 1/25 25Pending
$565,000
4 Beds2 Baths1,795 SqFt1531 NORFOLK AVE, Winter Park, FL 32789
Single Family Home
Listed by HOMEVEST REALTY
- 1/17 17New
$1,450
1 Bed1 Bath812 SqFt1555 MICHIGAN AVE, Winter Park, FL 32789
Single Family Home
Listed by BHHS FLORIDA REALTY
- Pending
$1,395,000
4 Beds4 Baths2,516 SqFt1771 WINCHESTER DR, Winter Park, FL 32789
Single Family Home
Listed by FANNIE HILLMAN & ASSOCIATES
- 1/28 28Pending
$649,000
3 Beds2 Baths1,545 SqFt721 GLENRIDGE WAY, Winter Park, FL 32789
Single Family Home
Listed by FANNIE HILLMAN & ASSOCIATES
- 1/45 45Active
$379,000
2 Beds1 Bath1,000 SqFt151 N ORLANDO AVE #229, Winter Park, FL 32789
Condo
Listed by EXP REALTY LLC
- 1/32 32Active
$4,500,000
4 Beds5 Baths3,181 SqFt1336 COLLEGE PT, Winter Park, FL 32789
Single Family Home
Listed by PREMIER SOTHEBY'S INTL. REALTY
- 1/19 19Active
$2,095
2 Beds3 Baths980 SqFt311 SANDLEWOOD TRL #4, Winter Park, FL 32789
Townhouse
Listed by REAL PROPERTY MANAGEMENT AND REALTY
- 1/32 32Pending
$799,000
3 Beds3 Baths2,331 SqFtWinter Park, FL 32789
Single Family Home
Listed by PREMIER SOTHEBY'S INTL. REALTY
- 1/17 17Active
$2,600
2 Beds1 Bath1,474 SqFt1101 S PENNSYLVANIA AVE, Winter Park, FL 32789
Single Family Home
Listed by AUTHENTIC REAL ESTATE TEAM
- 1/32 32Active
$179,900
2 Beds1 Bath881 SqFt1695 LEE RD #E103, Winter Park, FL 32789
Condo
Listed by ROBERT SLACK LLC
- 1/87 87Active
$2,500,000
5 Beds6 Baths4,676 SqFt450 LAKEWOOD DR, Winter Park, FL 32789
Single Family Home
Listed by CHARLES RUTENBERG REALTY ORLANDO
- Active
$975,000
3 Beds1 Bath1,045 SqFt674 W COMSTOCK AVE, Winter Park, FL 32789
Single Family Home
Listed by KELLER WILLIAMS WINTER PARK
- 3DActive
$749,900
2 Beds2 Baths970 SqFt535 N INTERLACHEN AVE #106, Winter Park, FL 32789
Condo
Listed by KELLER WILLIAMS WINTER PARK
- 1/18 18Active
$749,000
3 Beds2 Baths1,527 SqFt2812 MULFORD AVE, Winter Park, FL 32789
Single Family Home
Listed by SYNCHRONICITY REAL ESTATE SOLUTIONS