Recently Sold Single Family Homes in 32789

261 homes

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SOLD
MAY 18, 2026
$830,000
3 Beds
1 Bath
1,318 sqft
1741 Oakhurst Ave,
Winter Park, FL 32789
STELLAR NON-MEMBER OFFICE
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SOLD
MAY 18, 2026
$3,978,550
4 Beds
4.5 Baths
4,665 sqft
2020 Via Tuscany,
Winter Park, FL 32789
VISTA CAY REALTY COMPANY
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SOLD
MAY 15, 2026
$1,300,000
3 Beds
3.5 Baths
3,215 sqft
1661 Woodland Ave,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
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SOLD
MAY 15, 2026
$3,000,000
5 Beds
5.5 Baths
4,296 sqft
473 Fletcher Pl,
Winter Park, FL 32789
COMPASS FLORIDA LLC
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SOLD
MAY 15, 2026
$4,720,000
5 Beds
5.5 Baths
4,738 sqft
1302 Raintree Pl,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
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SOLD
MAY 15, 2026
$7,164,000
5 Beds
6.5 Baths
5,006 sqft
1821 Pinetree Rd,
Winter Park, FL 32789
ONE LUXURY INTERNATIONAL LLC
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SOLD
MAY 14, 2026
$475,000
3 Beds
2 Baths
1,119 sqft
665 W Lyman Ave,
Winter Park, FL 32789
CENTRAL FLORIDA PRIME REAL ESTATE LLC
SOLD
MAY 14, 2026
$1,655,000
4 Beds
3.5 Baths
3,031 sqft
629 Country Club Dr,
Winter Park, FL 32789
CLASSIC HOMES
SOLD
MAY 13, 2026
$365,000
2 Beds
1 Bath
936 sqft
765 Baffie Ave,
Winter Park, FL 32789
ANNE ROGERS REALTY GROUP INC
SOLD
MAY 13, 2026
$450,000
2 Beds
2 Baths
1,609 sqft
518 Shoreview Ave,
Winter Park, FL 32789
UNITED REAL ESTATE PREFERRED
SOLD
MAY 11, 2026
$1,635,000
4 Beds
3.5 Baths
3,470 sqft
1841 Harland Park Dr,
Winter Park, FL 32789
SELECTIVE REALTY GROUP LLC
SOLD
MAY 8, 2026
$1,675,000
5 Beds
4.5 Baths
3,851 sqft
1560 Woodland Ave,
Winter Park, FL 32789
CREEGAN GROUP
SOLD
MAY 8, 2026
$1,325,000
4 Beds
3.5 Baths
3,651 sqft
409 Balmoral Rd,
Winter Park, FL 32789
SOLD
MAY 8, 2026
$1,700,000
4 Beds
2.5 Baths
2,754 sqft
633 Balmoral Rd,
Winter Park, FL 32789
SOLD
MAY 8, 2026
$560,000
3 Beds
2 Baths
1,618 sqft
218 Orange Terrace Dr,
Winter Park, FL 32789
ANNE ROGERS REALTY GROUP INC
SOLD
MAY 7, 2026
$776,533
3 Beds
2 Baths
1,566 sqft
781 Northwood Cir,
Winter Park, FL 32789
COLDWELL BANKER REALTY
SOLD
MAY 4, 2026
$1,084,000
4 Beds
3 Baths
2,801 sqft
227 Salvador Sq,
Winter Park, FL 32789
SOLD
MAY 1, 2026
$1,650,000
4 Beds
3 Baths
3,142 sqft
1016 Howell Branch Rd,
Winter Park, FL 32789
PLAID PROPERTIES, LLC
SOLD
APR 30, 2026
$795,000
3 Beds
2 Baths
1,893 sqft
1680 Palmer Ave,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
APR 30, 2026
$800,000
3 Beds
2 Baths
1,930 sqft
737 N Capen Ave,
Winter Park, FL 32789
LPT REALTY, LLC
SOLD
APR 30, 2026
$4,500,000
6 Beds
5.5 Baths
5,759 sqft
887 Georgia Ave,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
APR 30, 2026
$800,000
3 Beds
2 Baths
1,800 sqft
422 Balmoral Rd,
Winter Park, FL 32789
CENTRAL FLORIDA REAL ESTATE CE
SOLD
APR 30, 2026
$1,390,000
4 Beds
4.5 Baths
3,253 sqft
525 Lakeview Ave,
Winter Park, FL 32789
COLDWELL BANKER REALTY
SOLD
APR 27, 2026
$1,425,000
4 Beds
3.5 Baths
2,544 sqft
823 Granville Dr,
Winter Park, FL 32789
FLORIDA ONE REAL ESTATE LLC
SOLD
APR 22, 2026
$1,600,000
4 Beds
2.5 Baths
3,263 sqft
446 Alberta Dr,
Winter Park, FL 32789
CHARLES RUTENBERG REALTY ORLANDO
SOLD
APR 17, 2026
$372,400
4 Beds
1.5 Baths
1,248 sqft
770 Carver St,
Winter Park, FL 32789
LEGENDS 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 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 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
$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 3, 2026
$368,500
3 Beds
2 Baths
1,572 sqft
958 Dupont Ave,
Winter Park, FL 32789
OPENDOOR BROKERAGE LLC
SOLD
APR 2, 2026
$760,000
3 Beds
2 Baths
2,067 sqft
2032 Lake Dr,
Winter Park, FL 32789
SOLD
APR 2, 2026
$375,000
2 Beds
1 Bath
672 sqft
653 W Canton Ave,
Winter Park, FL 32789
SOLD
APR 1, 2026
$405,000
2 Beds
2 Baths
1,418 sqft
1028 Lake Bell Dr,
Winter Park, FL 32789
COMPASS FLORIDA LLC
SOLD
APR 1, 2026
$1,005,000
4 Beds
2.5 Baths
1,837 sqft
244 Osceola Ct,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
APR 1, 2026
$1,000,000
4 Beds
3.5 Baths
2,770 sqft
2607 Lafayette Ave,
Winter Park, FL 32789
Fortune Christie's International Real Estate
SOLD
APR 1, 2026
$1,688,750
5 Beds
5 Baths
3,820 sqft
1705 Elizabeths Walk,
Winter Park, FL 32789
HOMEVEST REALTY
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Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

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.