272 Properties Available
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- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- 1/65 65
3 Beds 4 Baths 2,714 SqFt$2,295,000Pending660 OSCEOLA AVE #101, Winter Park, FL 32789
Listed by Richard Traynor FLORIDA ONE REAL ESTATE LLC
Condo
- 1/28 28
3 Beds 4 Baths 3,027 SqFt$1,950,000Pending419 W MORSE BLVD, Winter Park, FL 32789
Listed by Mick Night PREMIER SOTHEBY'S INTL. REALTY
Townhouse
- 1/23 23
2 Beds 1 Bath 969 SqFt$415,000Pending1872 BISCAYNE DR, Winter Park, FL 32789
Listed by Shirley Jones COLDWELL BANKER RESIDENTIAL RE
Single Family Home
- 1/78 78
5 Beds 6 Baths 5,022 SqFt$5,675,000Pending1860 SUMMERLAND AVE, Winter Park, FL 32789
Listed by Jennifer Sloan COMPASS FLORIDA LLC
Single Family Home
- 1/41 41
4 Beds 3 Baths 2,785 SqFt$1,625,000Active1450 GLENCOE RD, Winter Park, FL 32789
Listed by MaryStuart Day FANNIE HILLMAN & ASSOCIATES
Single Family Home
- 1/27 27
3 Beds 2 Baths 1,453 SqFt$575,000Pending1010 ARAGON AVE, Winter Park, FL 32789
Listed by Devin Loh COLDWELL BANKER RESIDENTIAL RE
Single Family Home
- 1/29 29
3 Beds 2 Baths 1,252 SqFt$3,100Active2805 NORTHWOOD BLVD, Winter Park, FL 32789
Listed by Dan Francoforte LIVE OAK EQUITIES
Single Family Home
- 1/26 26
3 Beds 2 Baths 1,548 SqFt$549,000Pending3025 NORTHWOOD BLVD, Winter Park, FL 32789
Listed by Alie Gattis MAINFRAME REAL ESTATE
Single Family Home
- 1/45 45
5 Beds 7 Baths 4,520 SqFt$3,895,000Active1751 GLENCOE RD, Winter Park, FL 32789
Listed by Julie Christensen COMPASS FLORIDA LLC
Single Family Home
- 1/60 60
4 Beds 4 Baths 3,986 SqFt$2,345,000Active2299 VIA TUSCANY, Winter Park, FL 32789
Listed by Vincent Scarlatos CORCORAN PREMIER REALTY
Single Family Home
- 1/58 58
4 Beds 4 Baths 3,237 SqFt$1,525,000Active1408 CHAPMAN CIR, Winter Park, FL 32789
Listed by Jennifer Sloan COMPASS FLORIDA LLC
Single Family Home
- 1/21 21
4 Beds 3 Baths 1,692 SqFt$745,000Active1324 INDIANA AVE, Winter Park, FL 32789
Listed by Ivey Geisler KELLER WILLIAMS REALTY AT THE PARKS
Single Family Home
- 1/37 37
2 Beds 2 Baths 1,148 SqFt$3,400Active690 OSCEOLA AVE #203, Winter Park, FL 32789
Listed by Nancy Bhavsar ANNE ROGERS REALTY GROUP INC
Condo
- 1/30 30
5 Beds 3 Baths 2,472 SqFt$825,000Active - 1/22 22
2 Beds 1 Bath 800 SqFt$2,400Active151 N ORLANDO AVE #203, Winter Park, FL 32789
Listed by Robert Arnold, Jr SAND DOLLAR REALTY GROUP INC
Condo
- 1/42 42
4 Beds 5 Baths 3,461 SqFt$2,175,000Pending2030 VERSAILLES AVE, Winter Park, FL 32789
Listed by MaryStuart Day FANNIE HILLMAN & ASSOCIATES
Single Family Home
- 1/41 41
4 Beds 6 Baths 3,570 SqFt$2,598,000Active1661 PALM AVENUE, Winter Park, FL 32789
Listed by Nancy Bagby FANNIE HILLMAN & ASSOCIATES
Single Family Home
5 Beds 6 Baths 3,656 SqFt$2,495,000Active2812 MULFORD AVE, Winter Park, FL 32789
Listed by Laura Earl CORCORAN PREMIER REALTY
Single Family Home
- 1/13 13
3 Beds 2 Baths 1,577 SqFt$995,000Pending - 1/23 23
3 Beds 2 Baths 1,685 SqFt$449,900Active2148 BLOSSOM LN, Winter Park, FL 32789
Listed by Scot Hartwell MP FLORIDA PROPERTY & REALTY INC
Single Family Home
- 1/46 46
5 Beds 6 Baths 4,143 SqFt$3,795,000Active516 HENKEL CIR, Winter Park, FL 32789
Listed by Morgan Seefried KELLER WILLIAMS WINTER PARK
Single Family Home
- 1/21 21
2 Beds 2 Baths 1,026 SqFt$269,900Pending1500 GAY RD #9B, Winter Park, FL 32789
Listed by Janice Erickson REALCOM REAL ESTATE SERVICES INC
Condo
- 1/35 35
2 Beds 1 Bath 762 SqFt$269,000Active2009 CORNELL AVE, Winter Park, FL 32789
Listed by Juliet Saldarriaga ORLANDO HOME DEALER LLC
Single Family Home
- 1/27 27
4 Beds 3 Baths 2,990 SqFt$4,500Active731 NORTHWOOD CIR, Winter Park, FL 32789
Listed by JJ Mackle PREMIER SOTHEBY'S INTL. REALTY
Single Family Home

