Recently Sold 2 Bedroom Homes in 32789

365 homes

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SOLD
JUN 26, 2026
$2,080,000
4 Beds
3.5 Baths
3,472 sqft
2423 VIA SIENNA,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
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SOLD
JUN 25, 2026
$1,400,000
4 Beds
5.5 Baths
3,609 sqft
234 DETMAR DRIVE,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
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SOLD
JUN 18, 2026
$2,750,000
4 Beds
4.5 Baths
4,129 sqft
151 OAKWOOD WAY,
Winter Park, FL 32789
CORCORAN PREMIER REALTY
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SOLD
JUN 18, 2026
$2,050,000
4 Beds
4.5 Baths
3,412 sqft
1636 ELIZABETHS WALK,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
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SOLD
JUN 17, 2026
$3,755,000
4 Beds
4.5 Baths
4,353 sqft
1117 KENWOOD AVENUE,
Winter Park, FL 32789
ROYALTY R E BOUTIQUE INC
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SOLD
JUN 16, 2026
$2,200,000
4 Beds
4 Baths
5,051 sqft
2550 VENETIAN WAY,
Winter Park, FL 32789
PALM PROPERTIES OF CF, INC.
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SOLD
JUN 5, 2026
$1,875,000
4 Beds
4.5 Baths
3,657 sqft
543 E LAKE SUE AVENUE,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
JUN 4, 2026
$406,000
4 Beds
2 Baths
1,048 sqft
1812 KILLARNEY DRIVE,
Winter Park, FL 32789
HANSON REAL ESTATE GROUP, INC.
SOLD
JUN 3, 2026
$1,900,000
4 Beds
2.5 Baths
2,841 sqft
1760 ALABAMA DRIVE,
Winter Park, FL 32789
DAILLAND REAL ESTATE
SOLD
JUN 1, 2026
$4,250,000
4 Beds
4 Baths
3,181 sqft
1336 COLLEGE POINT,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
MAY 29, 2026
$4,500,000
4 Beds
4.5 Baths
3,922 sqft
1521 HARRIS CIRCLE,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
MAY 29, 2026
$4,300,000
4 Beds
6.5 Baths
6,242 sqft
1760 VIA VENETIA,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
MAY 28, 2026
$482,000
4 Beds
3 Baths
1,378 sqft
958 HANOVER AVENUE,
Winter Park, FL 32789
AGILE GROUP REALTY
SOLD
MAY 28, 2026
$2,032,850
4 Beds
3.5 Baths
3,195 sqft
872 GRANVILLE DRIVE,
Winter Park, FL 32789
CORCORAN PREMIER REALTY
SOLD
MAY 22, 2026
$775,000
4 Beds
2 Baths
2,112 sqft
521 FAIRFAX AVENUE,
Winter Park, FL 32789
COMPASS FLORIDA LLC
SOLD
MAY 22, 2026
$841,500
4 Beds
5.5 Baths
2,479 sqft
2119 HOWARD DRIVE,
Winter Park, FL 32789
KELLER WILLIAMS WINTER PARK
SOLD
MAY 20, 2026
$3,278,530
4 Beds
4.5 Baths
3,897 sqft
700 PINETREE ROAD,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
MAY 19, 2026
$1,425,000
4 Beds
3 Baths
2,306 sqft
850 JUANITA RAEL,
Winter Park, FL 32789
PHIL KEAN REAL ESTATE LLC
SOLD
MAY 19, 2026
$735,000
4 Beds
3.5 Baths
2,998 sqft
675 Overspin Dr,
Winter Park, FL 32789
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
SOLD
MAY 14, 2026
$1,655,000
4 Beds
3.5 Baths
3,031 sqft
629 COUNTRY CLUB DRIVE,
Winter Park, FL 32789
CLASSIC HOMES
SOLD
MAY 11, 2026
$1,635,000
4 Beds
3.5 Baths
3,470 sqft
1841 HARLAND PARK DRIVE,
Winter Park, FL 32789
SELECTIVE REALTY GROUP LLC
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 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 ROAD,
Winter Park, FL 32789
PLAID PROPERTIES, LLC
SOLD
APR 30, 2026
$1,390,000
4 Beds
4.5 Baths
3,253 sqft
525 LAKEVIEW AVENUE,
Winter Park, FL 32789
COLDWELL BANKER REALTY
SOLD
APR 27, 2026
$1,425,000
4 Beds
3.5 Baths
2,544 sqft
823 GRANVILLE DRIVE,
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 DRIVE,
Winter Park, FL 32789
CHARLES RUTENBERG REALTY ORLANDO
SOLD
APR 17, 2026
$372,400
4 Beds
1.5 Baths
1,248 sqft
770 CARVER STREET,
Winter Park, FL 32789
LEGENDS REALTY
SOLD
APR 15, 2026
$1,500,000
4 Beds
4.5 Baths
3,022 sqft
132 BURKS CIRCLE,
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 10, 2026
$560,000
4 Beds
3.5 Baths
2,035 sqft
1517 HARMON AVENUE,
Winter Park, FL 32789
STELLAR NON-MEMBER OFFICE
SOLD
APR 1, 2026
$1,005,000
4 Beds
2.5 Baths
1,837 sqft
244 OSCEOLA COURT,
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
MAR 30, 2026
$1,535,000
4 Beds
3.5 Baths
2,985 sqft
507 COUNTRY CLUB DRIVE,
Winter Park, FL 32789
SOTERA LIVING
SOLD
MAR 26, 2026
$669,000
4 Beds
2.5 Baths
2,220 sqft
681 OVERSPIN DRIVE,
Winter Park, FL 32789
RE/MAX SELECT GROUP
SOLD
MAR 20, 2026
$445,000
4 Beds
2 Baths
1,490 sqft
1347 ORCHID AVENUE,
Winter Park, FL 32789
SHELDON PROFESSIONALS INC
SOLD
MAR 20, 2026
$1,200,000
4 Beds
2.5 Baths
2,592 sqft
950 ARAGON AVENUE,
Winter Park, FL 32789
COMPASS FLORIDA LLC
SOLD
MAR 16, 2026
$1,500,000
4 Beds
4.5 Baths
3,401 sqft
1871 TAYLOR AVENUE,
Winter Park, FL 32789
CORCORAN PREMIER 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.