- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
591 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
2 Beds2 Baths1,026 SqFt1/17 17Active$275,000
1500 GAY RD #24B, Winter Park, FL 32789
Listed by Janice Erickson REALCOM REAL ESTATE SERVICES INC

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

3 Beds3 Baths1,886 SqFt1/20 20Active$2,099
118 PHILADELPHIA WAY, Winter Springs, FL 32708
Listed by Calley Dittmer ALL COUNTY CFL PROPERTY MGMT

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

2 Beds2 Baths756 SqFt1/7 7Pending$1,400
7229 SWALLOW RUN #7229, Winter Park, FL 32792
Listed by Jose Rojo URBAN-O REAL ESTATE SOLUTION

5 Beds5 Baths3,719 SqFt1/3 3Active$3,650,000
207 E KINGS WAY, Winter Park, FL 32789
Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC

2 Beds2 Baths858 SqFt1/26 26Active$572,500
640 PARK AVE N #26, Winter Park, FL 32789
Listed by Michael O'Shaughnessy MICHAEL O'SHAUGHNESSY, INC.

3 Beds1 Bath814 SqFt1/32 32Active
1 Bath350 SqFt1/7 7Pending
3 Beds2 Baths1,636 SqFt1/27 27Pending
5 Beds4 Baths3,423 SqFt1/58 58Active
2 Beds1 Bath804 SqFt1/35 35Active$260,000
151 N ORLANDO AVE #101, Winter Park, FL 32789
Listed by Elizabeth Fowler THE FLORIDA PROPERTY SHOP SALE

1 Bed1 Bath756 SqFtActive$80,000
182 SCOTTSDALE SQ #182, Winter Park, FL 32792
Listed by Tania Harmon KELLER WILLIAMS REALTY AT THE PARKS

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 Beds3 Baths1,546 SqFt1/47 47Pending
3 Beds2 Baths1,311 SqFt1/33 33Pending
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 39Pending$769,000
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$1,225,000
501 W CANTON AVE, Winter Park, FL 32789
Listed by Nicole Howell FANNIE HILLMAN & ASSOCIATES

4 Beds2 Baths1,920 SqFt1/30 30Active
3 Beds3 Baths1,660 SqFt1/45 45Active$549,900
1261 INDIANA AVE, Winter Park, FL 32789
Listed by Barbara Remington PRESTIGE PROPERTY SHOP LLC

2 Beds2 Baths908 SqFt1/20 20Active$275,000
1250 S DENNING DR #213, Winter Park, FL 32789
Listed by Drew Henner PREMIER SOTHEBY'S INTL. REALTY

