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490 Properties
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490 Properties Available In Winter Park
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- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

New
$279,500
2358 SUN VALLEY CIR, Winter Park, FL 32792
2 Beds2 Baths1,295 SqFt
Listed by KELLER WILLIAMS CLASSIC


New
$3,500
8069 PLEASANT PINE CIR, Winter Park, FL 32792
4 Beds4 Baths3,365 SqFt
Listed by DELUXE REALTY OF CENTRAL FLORIDA


New
$3,400
1273 MICHIGAN AVE, Winter Park, FL 32789
3 Beds3 Baths1,798 SqFt
Listed by PARKVIEW REAL ESTATE


New
$2,100
3050 AUTUMN CT, Winter Park, FL 32792
3 Beds2 Baths1,266 SqFt
Listed by MEP REALTY INVESTMENTS LLC


New
$630,000
7988 PLEASANT PINE CIR, Winter Park, FL 32792
4 Beds3 Baths2,267 SqFt
Listed by ABSOLUTE REALTY GROUP, LLC


New
$595,000
2708 LION HEART RD, Winter Park, FL 32792
3 Beds2 Baths1,785 SqFt
Listed by BHHS FLORIDA REALTY


New
$460,000
5331 OAK CT, Winter Park, FL 32792
3 Beds2 Baths1,263 SqFt
Listed by CHARLES RUTENBERG REALTY ORLANDO


New
$3,350
1816 MIZELL AVE, Winter Park, FL 32789
3 Beds2 Baths1,732 SqFt
Listed by FANNIE HILLMAN & ASSOCIATES


New
$2,815
7431 PORTSIDE CT, Winter Park, FL 32792
3 Beds2 Baths1,448 SqFt
Listed by MAIN STREET RENEWAL LLC


New
$2,380
2717 AMSDEN RD, Winter Park, FL 32792
3 Beds2 Baths1,909 SqFt
Listed by MAIN STREET RENEWAL LLC


New
$479,900
1330 MERRYDALE WAY, Winter Park, FL 32792
3 Beds3 Baths2,312 SqFt
Listed by SELECTA REALTY LLC


New
$1,600
3267 FOREST OAKS CT #111, Winter Park, FL 32792
2 Beds2 Baths1,031 SqFt
Listed by RIGHTHOUSE REALTY LLC


New
$349,000
2206 BONANZA AVE, Winter Park, FL 32792
4 Beds2 Baths1,776 SqFt
Listed by FLORIDA REALTY INVESTMENTS


New
$249,900
7744 COUNTRY PL #C4, Winter Park, FL 32792
2 Beds2 Baths1,068 SqFt
Listed by DALTON WADE INC


New
$209,500
3370 CEDAR SPRINGS PL #156, Winter Park, FL 32792
2 Beds3 Baths1,031 SqFt
Listed by SPRINGHILL PROPERTIES LLC


Active
$5,800,000
1221 RICHMOND RD, Winter Park, FL 32789
5 Beds6 Baths5,164 SqFt
Listed by KELLER WILLIAMS WINTER PARK


Active
$1,295,000
1422 VIA SANGRO PL, Winter Park, FL 32792
6 Beds4 Baths4,161 SqFt
Listed by KELLY PRICE & COMPANY LLC
