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Recently Sold Homes in Winter Park, FL

906 homes

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SOLD
JUL 17, 2026
$215,000
1 Bed
1 Bath
787 sqft
700 MELROSE AVENUE #F 21,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
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SOLD
JUL 17, 2026
$525,000
3 Beds
2 Baths
1,597 sqft
2718 SANDWELL DRIVE,
Winter Park, FL 32792
BHHS FLORIDA REALTY
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SOLD
JUL 17, 2026
$576,000
3 Beds
2 Baths
1,873 sqft
517 ROUGHBEARD ROAD,
Winter Park, FL 32792
KELLER WILLIAMS WINTER PARK
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SOLD
JUL 17, 2026
$410,000
3 Beds
2 Baths
1,402 sqft
7532 AZUREBROOK COURT,
Winter Park, FL 32792
RE/MAX TOWN & COUNTRY REALTY
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SOLD
JUL 17, 2026
$360,000
3 Beds
2 Baths
1,459 sqft
2839 ANTIOCH WAY,
Orlando, FL 32807
CREEGAN GROUP
SOLD
JUL 17, 2026
$345,000
3 Beds
2 Baths
1,144 sqft
2889 ROUEN AVENUE,
Winter Park, FL 32789
HELLOSOLD LLC
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SOLD
JUL 17, 2026
$2,200,000
5 Beds
4 Baths
3,907 sqft
1394 STEWART STREET,
Winter Park, FL 32789
REALTY ONE GROUP INSPIRATION
SOLD
JUL 17, 2026
$1,400,000
4 Beds
3.5 Baths
2,815 sqft
1220 WOODMERE DRIVE,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
JUL 17, 2026
$645,000
4 Beds
3 Baths
2,749 sqft
3135 HEARTLEAF PLACE,
Winter Park, FL 32792
COLDWELL BANKER REALTY
SOLD
JUL 17, 2026
$475,000
3 Beds
2 Baths
1,645 sqft
3641 OAK VISTA LANE,
Winter Park, FL 32792
CHARLES RUTENBERG REALTY ORLANDO
SOLD
JUL 16, 2026
$175,000
1 Bed
1 Bath
793 sqft
200 SAINT ANDREWS BOULEVARD #312,
Winter Park, FL 32792
ROMAN'S PRO REALTY LLC
SOLD
JUL 16, 2026
$390,000
3 Beds
2 Baths
1,471 sqft
7505 LAUREL SPRINGS DRIVE,
Winter Park, FL 32792
PREMIER SOTHEBYS INT'L REALTY
SOLD
JUL 16, 2026
$766,000
4 Beds
4 Baths
3,040 sqft
4348 Steed Ter,
Winter Park, FL 32792
SOLD
JUL 16, 2026
$485,000
4 Beds
2 Baths
1,787 sqft
1032 MANCHESTER CIRCLE,
Winter Park, FL 32792
BHHS FLORIDA REALTY
SOLD
JUL 16, 2026
$450,000
3 Beds
3 Baths
2,378 sqft
2393 Firstlight Way,
Winter Park, FL 32792
SOLD
JUL 15, 2026
$725,000
4 Beds
3 Baths
2,038 sqft
350 CORNWALL RD,
Winter Park, FL 32792
RE/MAX TOWN & COUNTRY REALTY
SOLD
JUL 15, 2026
$290,000
2 Beds
2.5 Baths
1,133 sqft
184 SANDLEWOOD TRAIL #2,
Winter Park, FL 32789
NOELKE REALTY
SOLD
JUL 15, 2026
$2,875,000
3 Beds
4 Baths
4,425 sqft
1724 PINE AVENUE,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
JUL 14, 2026
$2,150,000
5 Beds
4 Baths
4,021 sqft
800 JUANITA RAEL,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
JUL 14, 2026
$1,699,000
3 Beds
3 Baths
2,488 sqft
1110 ALABAMA DRIVE,
Winter Park, FL 32789
COLDWELL BANKER REALTY
SOLD
JUL 13, 2026
$840,000
2 Beds
2 Baths
1,143 sqft
100 S INTERLACHEN AVENUE #503,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
JUL 13, 2026
$300,000
3 Beds
2 Baths
1,392 sqft
121 STEFANIK ROAD,
Winter Park, FL 32792
SAVVY AVENUE, LLC
SOLD
JUL 13, 2026
$724,900
4 Beds
3.5 Baths
2,587 sqft
1340 BLUE STEM LANE,
Winter Park, FL 32792
MAINFRAME REAL ESTATE
SOLD
JUL 10, 2026
$419,900
4 Beds
2.5 Baths
1,616 sqft
1871 CASSELWOOD STREET,
Winter Park, FL 32792
KELLER WILLIAMS ADVANTAGE 2 REALTY
SOLD
JUL 10, 2026
$415,000
4 Beds
2 Baths
1,827 sqft
1354 TIERRA CIRCLE,
Winter Park, FL 32792
REAL ESTATE FIRM OF ORLANDO
SOLD
JUL 10, 2026
$1,200,000
1321 FAIRVIEW AVENUE LOT 1,
Winter Park, FL 32789
PREMIER SOTHEBYS INT'L REALTY
SOLD
JUL 9, 2026
$699,000
3 Beds
2 Baths
1,827 sqft
676 DUNBLANE DRIVE,
Winter Park, FL 32792
BALDWIN PARK REALTY LLC
SOLD
JUL 9, 2026
$347,500
4 Beds
2.5 Baths
1,656 sqft
1761 Gladiolas Dr,
Winter Park, FL 32792
SOLD
JUL 9, 2026
$415,000
4 Beds
2 Baths
1,625 sqft
1016 MANCHESTER CIRCLE,
Winter Park, FL 32792
KELLER WILLIAMS ADVANTAGE REALTY
SOLD
JUL 9, 2026
$226,000
2 Beds
2 Baths
1,068 sqft
7794 Country Pl,
Winter Park, FL 32792
SOLD
JUL 9, 2026
$220,000
4 Beds
2 Baths
1,301 sqft
7786 Fox Knoll Pl,
Winter Park, FL 32792
SOLD
JUL 8, 2026
$588,000
3 Beds
2 Baths
1,812 sqft
2756 SHERIFF WAY,
Winter Park, FL 32792
PALM CIRCLE REALTY
SOLD
JUL 8, 2026
$470,000
4 Beds
2 Baths
1,594 sqft
1511 GLADIOLAS DRIVE,
Winter Park, FL 32792
KELLER WILLIAMS ADVANTAGE III
SOLD
JUL 8, 2026
$305,999
3 Beds
2 Baths
1,133 sqft
3443 ALLSTON LANE,
Winter Park, FL 32792
FLORIDA REALTY INVESTMENTS
SOLD
JUL 8, 2026
$215,000
2 Beds
2 Baths
1,058 sqft
4858 TANGERINE AVENUE #4858,
Winter Park, FL 32792
WRA BUSINESS & REAL ESTATE
SOLD
JUL 8, 2026
$321,000
2 Beds
2 Baths
1,027 sqft
5894 SHALE COURT,
Winter Park, FL 32792
KELLER WILLIAMS REALTY AT THE PARKS
SOLD
JUL 8, 2026
$650,000
3 Beds
2.5 Baths
1,770 sqft
1082 WILDMEADOW RUN,
Winter Park, FL 32792
PREMIER SOTHEBY'S INTL. REALTY
SOLD
JUL 7, 2026
$495,000
4 Beds
3 Baths
2,404 sqft
1546 Minnesota Ave,
Winter Park, FL 32789
SOLD
JUL 7, 2026
$437,500
4 Beds
2 Baths
1,712 sqft
7134 WRENWOOD WAY,
Winter Park, FL 32792
LA ROSA REALTY CW PROPERTIES L
SOLD
JUL 7, 2026
$465,000
4 Beds
2.5 Baths
2,058 sqft
4190 BEAR GULLY ROAD,
Winter Park, FL 32792
ADVANCE REALTY & MANAGEMENT LLC

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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