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616 Properties Available
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
6 Beds8 Baths4,858 SqFt1/8 8Active$3,499,900
2905 PARKLAND DR, Winter Park, FL 32789
Listed by Clay Wooten UNITED REAL ESTATE PREFERRED

4 Beds6 Baths4,205 SqFt1/12 12Active
5 Beds6 Baths4,955 SqFt1/44 44Active
4 Beds6 Baths4,635 SqFt1/66 66Pending$3,325,000
1391 RICHMOND RD, Winter Park, FL 32789
Listed by Julie Bettosini, PA STOCKWORTH REALTY GROUP

5 Beds6 Baths3,863 SqFt1/36 36Active$3,295,000
1821 ENGLEWOOD RD, Winter Park, FL 32789
Listed by Mick Night PREMIER SOTHEBY'S INTL. REALTY

5 Beds5 Baths3,847 SqFt1/30 30Active$3,100,000
457 E NEW ENGLAND AVE, Winter Park, FL 32789
Listed by Mick Night PREMIER SOTHEBY'S INTL. REALTY

4 Beds5 Baths4,507 SqFtActive
4 Beds4 Baths3,553 SqFt1/49 49Active$2,935,000
541 W CANTON AVE, Winter Park, FL 32789
Listed by Bianca Khoury KELLER WILLIAMS WINTER PARK

3 Beds7 Baths5,483 SqFt1/89 89Open 11/25 4PM-7PM
8,843 SqFtActive$2,800,000
4572 PALMETTO AVE #A, Winter Park, FL 32792
Listed by Joe Devlin DEVLIN INVESTORS & ASSOCIATES

10,174 SqFt1/41 41Pending
4 Beds5 Baths3,138 SqFt1/10 10Pending$2,590,000
185 SYLVAN BLVD, Winter Park, FL 32789
Listed by Christopher Christensen COMPASS FLORIDA LLC

4 Beds5 Baths4,875 SqFt1/34 34Active
5 Beds6 Baths3,656 SqFtActive
0.55 Acres Lot1/5 5New
3 Beds4 Baths2,709 SqFt1/70 70Active$2,490,000
1602 ALABAMA DR #PH404, Winter Park, FL 32789
Listed by Padgett McCormick KELLY PRICE & COMPANY LLC

4 Beds6 Baths3,570 SqFt1/41 41Active$2,400,000
1661 PALM AVENUE, Winter Park, FL 32789
Listed by Nancy Bagby FANNIE HILLMAN & ASSOCIATES

3 Beds3 Baths3,828 SqFt1/61 61New$2,380,000
1624 BARCELONA WAY, Winter Park, FL 32789
Listed by Jan Walker PREMIER SOTHEBY'S INTL. REALTY

5 Beds7 Baths4,506 SqFt1/48 48Active
4 Beds4 Baths3,330 SqFt1/58 58Active$2,350,000
525 S LAKEMONT AVE, Winter Park, FL 32792
Listed by Nicole Cates KELLER WILLIAMS ADVANTAGE III

4 Beds4 Baths3,986 SqFt1/60 60Active$2,345,000
2299 VIA TUSCANY, Winter Park, FL 32789
Listed by Vincent Scarlatos CORCORAN PREMIER REALTY

5 Beds4 Baths3,691 SqFt1/65 65Active
3 Beds4 Baths2,714 SqFt1/65 65Active$2,295,000
660 OSCEOLA AVE #101, Winter Park, FL 32789
Listed by Richard Traynor FLORIDA ONE REAL ESTATE LLC

5 Beds5 Baths3,334 SqFt1/13 13New$2,289,000
2722 EASTERN Pkwy, Winter Park, FL 32789
Listed by Christopher Christensen COMPASS FLORIDA LLC
