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279 Properties Available
- Default
- Newest Listings
- Price-High To Low
- Price-Low To High
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
4 Beds4 Baths3,749 SqFt1/35 35Pending$2,295,000
600 OLOLU DR, Winter Park, FL 32789
Listed by David Francetic COLDWELL BANKER RESIDENTIAL RE

4 Beds5 Baths3,515 SqFt1/44 44Active$1,990,000
319 SANTIAGO DR, Winter Park, FL 32789
Listed by Anne Rogers ANNE ROGERS REALTY GROUP INC

8 Beds6 Baths7,000 SqFt1/90 90Active$16,550
1860 VIA CONTESSA, Winter Park, FL 32789
Listed by Sylvester Harding SIERRA REALTY GROUP LLC

4 Beds4 Baths3,341 SqFt1/25 25Active
1 Bed1 Bath772 SqFt1/26 26Active$235,000
700 MELROSE AVE #J 23, Winter Park, FL 32789
Listed by Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

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

4 Beds4 Baths3,635 SqFt1/53 53Pending$3,100,000
255 STIRLING AVE, Winter Park, FL 32789
Listed by Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

3 Beds3 Baths2,515 SqFt1/49 49Pending$935,000
2129 FOSGATE DRIVE, Winter Park, FL 32789
Listed by Sara Cambron PREMIER SOTHEBY'S INTL. REALTY

2 Beds2 Baths1,249 SqFt1/32 32Active$675,000
2825 MULFORD AVE, Winter Park, FL 32789
Listed by Megan Byers PREMIER SOTHEBY'S INTL. REALTY

2 Beds1 Bath737 SqFt1/15 15Active$1,800
1107 S PENNSYLVANIA AVE, Winter Park, FL 32789
Listed by Fernanda Negromonte NOVA REAL ESTATE SERVICES INC

3 Beds3 Baths2,035 SqFt1/26 26Pending$899,000
2573 MADELINE AVE, Winter Park, FL 32789
Listed by Kristen Hamilton LOMBARDO TEAM REAL ESTATE LLC

3 Beds2 Baths1,819 SqFt1/30 30Active$4,200
1381 CANTERBURY RD, Winter Park, FL 32789
Listed by Maximiliano Garcia MIAMI BEACH REAL ESTATE GROUP

5 Beds5 Baths3,719 SqFt1/3 3Active
2 Beds2 Baths858 SqFt1/26 26Active$598,400
640 PARK AVE N #26, Winter Park, FL 32789
Listed by Michael O'Shaughnessy MICHAEL O'SHAUGHNESSY, INC.

3 Beds2 Baths1,408 SqFt1/18 18Active$2,095
2828 SALISBURY BLVD, Winter Park, FL 32789
Listed by Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

3 Beds2 Baths1,636 SqFt1/27 27Active
5 Beds4 Baths3,423 SqFt1/58 58Active
2 Beds1 Bath804 SqFt1/34 34Active$265,000
151 N ORLANDO AVE #101, Winter Park, FL 32789
Listed by Elizabeth Fowler THE FLORIDA PROPERTY SHOP SALE

5 Beds6 Baths3,863 SqFt1/34 34Active$3,295,000
1821 ENGLEWOOD RD, Winter Park, FL 32789
Listed by Mick Night PREMIER SOTHEBY'S INTL. REALTY

4 Beds4 Baths3,226 SqFt1/70 70Active
4 Beds3 Baths2,749 SqFt1/49 49Pending$1,699,999
1571 LASBURY AVE, Winter Park, FL 32789
Listed by Kevin Kelly FANNIE HILLMAN & ASSOCIATES

3 Beds3 Baths1,957 SqFt1/39 39Active$784,000
1278 S PENNSYLVANIA AVE #13, Winter Park, FL 32789
Listed by Drew Henner PREMIER SOTHEBY'S INTL. REALTY

1 Bed1 Bath645 SqFt1/26 26Active
3 Beds3 Baths2,372 SqFt1/29 29Active$1,250,000
501 W CANTON AVE, Winter Park, FL 32789
Listed by Nicole Howell FANNIE HILLMAN & ASSOCIATES

