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Recently Sold Homes in Winter Park, FL

812 homes

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SOLD
APR 21, 2026
$163,000
2 Beds
2.5 Baths
1,031 sqft
3262 Oak Lake Pl #139,
Winter Park, FL 32792
FLORIDA PRESTIGIOUS HOMES INC
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SOLD
APR 21, 2026
$385,000
3 Beds
2.5 Baths
1,755 sqft
2232 Shadowland Loop,
Winter Park, FL 32792
U S GLORY REALTY
SOLD
APR 20, 2026
$275,000
3 Beds
2 Baths
1,712 sqft
7134 Wrenwood Way,
Winter Park, FL 32792
SOLD
APR 20, 2026
$172,000
2 Beds
2 Baths
1,068 sqft
7733 Country Pl,
Winter Park, FL 32792
SOLD
APR 20, 2026
$189,900
2 Beds
2 Baths
953 sqft
102 Lewfield Cir,
Winter Park, FL 32792
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SOLD
APR 17, 2026
$372,400
4 Beds
1.5 Baths
1,248 sqft
770 Carver St,
Winter Park, FL 32789
LEGENDS REALTY
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SOLD
APR 17, 2026
$649,000
4 Beds
2 Baths
1,936 sqft
1523 Golfside Dr,
Winter Park, FL 32792
BALDWIN PARK REALTY LLC
SOLD
APR 17, 2026
$2,232,000
3 Beds
3.5 Baths
2,714 sqft
660 Osceola Ave #101,
Winter Park, FL 32789
FLORIDA ONE REAL ESTATE LLC
SOLD
APR 17, 2026
$110,000
3 Beds
2 Baths
1,149 sqft
1695 Lee Rd,
Winter Park, FL 32789
SOLD
APR 16, 2026
$630,000
4 Beds
2 Baths
1,943 sqft
649 Berwick Dr,
Winter Park, FL 32792
MAINFRAME REAL ESTATE
SOLD
APR 16, 2026
$1,100,000
2 Beds
2 Baths
1,402 sqft
1602 Alabama Dr #403,
Winter Park, FL 32789
CORCORAN PREMIER REALTY
SOLD
APR 15, 2026
$1,100,000
2 Beds
2 Baths
1,220 sqft
100 S Interlachen Ave #404,
Winter Park, FL 32789
COLDWELL BANKER REALTY
SOLD
APR 15, 2026
$1,500,000
4 Beds
4.5 Baths
3,022 sqft
132 Burks Cir,
Winter Park, FL 32789
KELLER WILLIAMS REALTY AT THE PARKS
SOLD
APR 15, 2026
$1,850,000
4 Beds
4 Baths
3,670 sqft
1713 Elizabeths Walk,
Winter Park, FL 32789
RE/MAX TOWN & COUNTRY REALTY
SOLD
APR 15, 2026
$189,900
2 Beds
2 Baths
953 sqft
102 Lewfield Cir #102,
Winter Park, FL 32792
UNITED REALTY GROUP INC
SOLD
APR 15, 2026
$172,000
2 Beds
2 Baths
1,068 sqft
7733 Country Pl #G-2,
Winter Park, FL 32792
WEMERT GROUP REALTY LLC
SOLD
APR 15, 2026
$110,000
2 Beds
1 Bath
881 sqft
1695 Lee Road E211,
Winter Park, FL 32789
KELLER WILLIAMS REALTY SMART 1
SOLD
APR 14, 2026
$430,000
3 Beds
2.5 Baths
1,756 sqft
1375 Merrydale Way,
Winter Park, FL 32792
KELLER WILLIAMS WINTER PARK
SOLD
APR 13, 2026
$610,000
1860 Staunton Ave,
Winter Park, FL 32789
COMPASS FLORIDA LLC
SOLD
APR 13, 2026
$3,100,001
5 Beds
4.5 Baths
4,686 sqft
611 Williams Dr,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
APR 13, 2026
$365,000
3 Beds
2 Baths
1,552 sqft
5097 Lake Howell Rd,
Winter Park, FL 32792
SOLD
APR 13, 2026
$376,000
3 Beds
2 Baths
1,424 sqft
3324 Balsam Dr,
Winter Park, FL 32792
KELLER WILLIAMS REALTY AT THE PARKS
SOLD
APR 13, 2026
$800,000
4 Beds
3.5 Baths
3,020 sqft
1183 Wildmeadow Run,
Winter Park, FL 32792
COLDWELL BANKER REALTY
SOLD
APR 10, 2026
$430,000
5 Beds
2 Baths
1,938 sqft
2652 Abbey Rd,
Winter Park, FL 32792
REAL BROKER, LLC
SOLD
APR 10, 2026
$620,000
2 Beds
1.5 Baths
1,149 sqft
1137 Oaks Blvd,
Winter Park, FL 32789
RE/MAX 200 REALTY
SOLD
APR 10, 2026
$1,905,000
5 Beds
4.5 Baths
3,746 sqft
501 Henkel Cir,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
APR 10, 2026
$501,000
2 Beds
2 Baths
1,683 sqft
1289 Harmon Ave,
Winter Park, FL 32789
KELLER WILLIAMS WINTER PARK
SOLD
APR 10, 2026
$560,000
4 Beds
3.5 Baths
2,035 sqft
1517 Harmon Ave,
Winter Park, FL 32789
STELLAR NON-MEMBER OFFICE
SOLD
APR 10, 2026
$200,000
2 Beds
1 Bath
818 sqft
1996 Indiana Ave,
Winter Park, FL 32789
RE/MAX 200 REALTY
SOLD
APR 10, 2026
$250,000
3 Beds
1.5 Baths
1,232 sqft
1823 Maywood Rd,
Winter Park, FL 32792
RE/MAX 200 REALTY
SOLD
APR 9, 2026
$262,500
3 Beds
2 Baths
1,322 sqft
200 Saint Andrews Blvd #2504,
Winter Park, FL 32792
WINTER PARK REAL ESTATE CO LLC
SOLD
APR 9, 2026
$610,000
3 Beds
1.5 Baths
2,108 sqft
5150 Old Howell Branch Rd,
Winter Park, FL 32792
JOHN SADRI & COMPANY
SOLD
APR 8, 2026
$739,000
5 Beds
3 Baths
2,199 sqft
2625 Summerfield Rd,
Winter Park, FL 32792
EXP REALTY LLC
SOLD
APR 7, 2026
$138,000
3 Beds
1,907 sqft
1912 Erudite Way,
Winter Park, FL 32792
SOLD
APR 6, 2026
$548,000
4 Beds
3.5 Baths
2,746 sqft
4019 Lake Mirage Blvd,
Orlando, FL 32817
COLDWELL BANKER REALTY
SOLD
APR 6, 2026
$350,000
3 Beds
2 Baths
1,404 sqft
5236 Tangerine Ave,
Winter Park, FL 32792
FINCH REAL ESTATE COMPANY
SOLD
APR 6, 2026
$300,000
3 Beds
2.5 Baths
1,430 sqft
3227 Crown Jewel Ct,
Orlando, FL 32792
1% LISTS CENTRAL FLORIDA
SOLD
APR 5, 2026
$775,000
1770 Bryan Ave,
Winter Park, FL 32789
KELLER WILLIAMS WINTER PARK
SOLD
APR 3, 2026
$368,500
3 Beds
2 Baths
1,572 sqft
958 Dupont Ave,
Winter Park, FL 32789
OPENDOOR BROKERAGE LLC
SOLD
APR 3, 2026
$629,000
3 Beds
2 Baths
1,735 sqft
513 Cornwall Rd,
Winter Park, FL 32792
PREMIER SOTHEBY'S INTL. REALTY

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511