WINTER PARK HOMES
327 Featured Properties Available
- Default
- Newest Listings
- Price-High To Low
- Price-Low To High
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- 1/31 31
2 Beds 2 Baths 1,219 SqFt$230,000New - 1/60 60
4 Beds 3 Baths 1,903 SqFt$465,000New8433 COMMANDER CV, Winter Park, FL 32792
Listed by Brandi Cepeda CEPEDA REAL ESTATE LLC
Single Family Home
- 1/28 28
3 Beds 2 Baths 1,184 SqFt$460,000New1023 WORTHING CT, Winter Park, FL 32792
Listed by Yolon Riveiro COLDWELL BANKER REALTY
Single Family Home
- 1/11 11
5 Beds 6 Baths 4,191 SqFt$3,490,000New121 E FAWSETT RD, Winter Park, FL 32789
Listed by Mick Night PREMIER SOTHEBY'S INTL. REALTY
Single Family Home
- 1/44 44
4 Beds 4 Baths 2,815 SqFt$1,700,000New1220 WOODMERE DR, Winter Park, FL 32789
Listed by John McDade FANNIE HILLMAN & ASSOCIATES
Single Family Home
- 1/49 49
4 Beds 4 Baths 3,578 SqFt$1,550,000Open Sun 2PM-4PM1421 CHAPMAN CIR, Winter Park, FL 32789
Listed by Kelly Price KELLY PRICE & COMPANY LLC
Single Family Home
- 1/25 25
3 Beds 2 Baths 1,133 SqFt$299,999New3443 ALLSTON LN, Winter Park, FL 32792
Listed by Nikita Ager, LLC FLORIDA REALTY INVESTMENTS
Townhouse
- 1/38 38
3 Beds 4 Baths 2,030 SqFt$879,000Open Sun 11AM-1PM1265 ARLINGTON PL, Winter Park, FL 32789
Listed by Erika Beerbower FANNIE HILLMAN & ASSOCIATES
Townhouse
- 1/22 22
2 Beds 1 Bath 1,036 SqFt$470,000New1521 CAVENDISH RD, Winter Park, FL 32789
Listed by John Goggin STOCKWORTH REALTY GROUP
Single Family Home
- 1/15 15
3 Beds 2 Baths 1,676 SqFt$450,000New1535 LAWNDALE CIR, Winter Park, FL 32792
Listed by Raul Pino SOVEREIGN REAL ESTATE GROUP
Single Family Home
- 1/41 41
5 Beds 5 Baths 2,889 SqFt$2,250,000Open Sun 1PM-4PM240 N PHELPS AVE, Winter Park, FL 32789
Listed by Nick McKee KELLER WILLIAMS WINTER PARK
Single Family Home
- 1/49 49
4 Beds 2 Baths 1,876 SqFt$649,000Open Sun 1PM-3PM2700 CADY WAY, Winter Park, FL 32792
Listed by Megan Byers PREMIER SOTHEBY'S INTL. REALTY
Single Family Home
- 1/56 56
2 Beds 2 Baths 1,027 SqFt$315,000New5894 SHALE CT, Winter Park, FL 32792
Listed by Thomas Nickley, Jr KELLER WILLIAMS REALTY AT THE PARKS
Single Family Home
- 1/38 38
5 Beds 4 Baths 2,351 SqFt$1,429,000Open Sun 11AM-2PM1473 BERKSHIRE AVE, Winter Park, FL 32789
Listed by Gilson Rodrigues KARDOSH REALTY
Single Family Home
- 3D
4 Beds 7 Baths 5,550 SqFt$4,950,000New231 CHELTON CIR, Winter Park, FL 32789
Listed by Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
Single Family Home
- 1/24 24
2 Beds 2 Baths 956 SqFt$259,999New - 1/28 28
2 Beds 1 Bath 851 SqFt$199,900New2500 LEE RD #220, Winter Park, FL 32789
Listed by Thomas Nickley, Jr KELLER WILLIAMS REALTY AT THE PARKS
Condo
- 1/26 26
4 Beds 2 Baths 1,979 SqFt$399,900New3949 COOL WATER CT, Winter Park, FL 32792
Listed by Regan Jackson ACME REAL ESTATE FLORIDA LLC
Single Family Home
- 1/35 35
3 Beds 2 Baths 1,656 SqFt$535,000Open Sun 12PM-2PM528 SAINT DUNSTAN WAY, Winter Park, FL 32792
Listed by Jonathan Cole KELLER WILLIAMS WINTER PARK
Single Family Home
- 1/26 26
3 Beds 3 Baths 2,112 SqFt$629,000New - 1/10 10
1,454 SqFt$373,000New925 S SEMORAN BLVD #103, Winter Park, FL 32792
Listed by Brennen Broyles THE WILKINS WAY LLC
Commercial
- 3D
5 Beds 4 Baths 3,382 SqFt$2,188,888New2032 KIMBRACE PL, Winter Park, FL 32792
Listed by Robert Sassos SIMPLICITY: A RE BROKERAGE CO
Single Family Home
- 1/29 29
3 Beds 2 Baths 1,565 SqFt$519,900New2715 PRINCE JOHN RD, Winter Park, FL 32792
Listed by Donna Peebles VIA PROPERTIES LLC
Single Family Home
- 1/36 36
3 Beds 2 Baths 1,120 SqFt$509,000New
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Real Estate News

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