441 Featured Properties Available In Winter Park
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- 1/12 12
2 Beds 2 Baths 840 SqFt$1,625New - 1/41 41
4 Beds 3 Baths 2,635 SqFt$1,150,000Pending1611 WALNUT AVE, Winter Park, FL 32789
Listed by Kim Wood COLDWELL BANKER RESIDENTIAL RE
Single Family Home
- 1/35 35
3 Beds 2 Baths 1,827 SqFt$750,000New676 DUNBLANE DR, Winter Park, FL 32792
Listed by Emma Kaplan BALDWIN PARK REALTY LLC
Single Family Home
- 1/26 26
2 Beds 2 Baths 1,637 SqFt$599,000New - 1/24 24
2 Beds 2 Baths 987 SqFt$185,000New200 SAINT ANDREWS BLVD #1905, Winter Park, FL 32792
Listed by Mary Colton FANNIE HILLMAN & ASSOCIATES
Condo
- 1/41 41
3 Beds 3 Baths 1,907 SqFt$2,600New - 1/51 51
4 Beds 3 Baths 2,267 SqFt$900,000New350 N PHELPS AVE, Winter Park, FL 32789
Listed by Freddy Decoster GOYAL & DECOSTER REALTY
Single Family Home
- 1/32 32
3 Beds 3 Baths 1,628 SqFt$2,000New2553 GALLIANO CIR, Winter Park, FL 32792
Listed by Chadwick Tejada WEICHERT REALTORS HALLMARK PRO
Townhouse
- 1/30 30
2 Beds 2 Baths 1,120 SqFt$1,750New - 1/16 16
2 Beds 1 Bath 600 SqFt$1,345New2183 CRANDON AVE #1/2, Winter Park, FL 32789
Listed by Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY
Single Family Home
- 1/47 47
4 Beds 2 Baths 2,096 SqFt$659,900New1985 JAPONICA RD, Winter Park, FL 32792
Listed by Maria Monaco LA ROSA REALTY LLC
Single Family Home
- 1/47 47
3 Beds 2 Baths 1,619 SqFt$639,000New2817 FITZOOTH DR, Winter Park, FL 32792
Listed by Diego Trujillo-Castillo DJ & LINDSEY REAL ESTATE
Single Family Home
- 1/25 25
2 Beds 2 Baths 760 SqFt$475,000New875 W LYMAN AVE, Winter Park, FL 32789
Listed by Joey Bruno CHARLES RUTENBERG REALTY ORLANDO
Single Family Home
- 1/15 15
3 Beds 2 Baths 1,230 SqFt$239,900New - 1/8 8
4 Beds 3 Baths 2,310 SqFt$7,000New1400 S PENNSYLVANIA AVE, Winter Park, FL 32789
Listed by John Keller JACK KELLER INC
Single Family Home
- 1/16 16
2 Beds 1 Bath 768 SqFt$2,500New - 1/50 50
5 Beds 6 Baths 4,296 SqFt$3,250,000New473 FLETCHER PL, Winter Park, FL 32789
Listed by Brandon Geers COMPASS FLORIDA LLC
Single Family Home
- 1/14 14
5 Beds 5 Baths 3,520 SqFt$2,679,000New426 WORTHINGTON DR, Winter Park, FL 32789
Listed by Julie Christensen COMPASS FLORIDA LLC
Single Family Home
- 1/39 39
3 Beds 2 Baths 1,578 SqFt$429,000New3236 KNOTTYPINE AVE, Winter Park, FL 32792
Listed by Jose Rojo URBAN-O REAL ESTATE SOLUTIONS
Single Family Home
- 1/17 17
3 Beds 2 Baths 1,641 SqFt$2,799New101 S LAKEMONT AVE, Winter Park, FL 32792
Listed by Robert Isaac Rodriguez RE/MAX DOWNTOWN
Single Family Home
- 1/19 19
3 Beds 2 Baths 1,113 SqFt$2,200New1931 CARRIGAN AVE, Winter Park, FL 32792
Listed by Amanda Beckman Ochs RED DOOR INVESTMENT GRP LLC
Single Family Home
- 1/18 18
3 Beds 3 Baths 1,442 SqFt$1,995New3197 CROWN JEWEL CT, Winter Park, FL 32792
Listed by Priscilla Chan, PA FLORIDA REALTY INVESTMENTS
Townhouse
- 1/36 36
3 Beds 2 Baths 1,534 SqFt$340,000Pending5117 CYPRESS CT, Winter Park, FL 32792
Listed by Stacey Mortensen KELLER WILLIAMS REALTY AT THE PARKS
Single Family Home
- 1/36 36
3 Beds 2 Baths 1,356 SqFt$404,990New5357 ORANGE AVE, Winter Park, FL 32792
Listed by Lulis Batista NORTHGROUP REAL ESTATE, INC
Single Family Home
- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
- List
- Mixed
- Map

