Recently Sold 2 Bedroom Homes in 32789

371 homes

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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
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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
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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
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SOLD
MAR 20, 2026
$445,000
4 Beds
2 Baths
1,490 sqft
1347 ORCHID AVENUE,
Winter Park, FL 32789
SHELDON PROFESSIONALS INC
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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
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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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SOLD
MAR 16, 2026
$1,100,000
4 Beds
3 Baths
2,045 sqft
1700 MIZELL AVENUE,
Winter Park, FL 32789
KORR REALTY CORP
SOLD
MAR 16, 2026
$750,000
4 Beds
2.5 Baths
2,441 sqft
2632 MANDAN TRAIL,
Winter Park, FL 32789
ANNE ROGERS REALTY GROUP INC
SOLD
MAR 16, 2026
$1,475,000
4 Beds
4 Baths
3,237 sqft
1408 CHAPMAN CIRCLE,
Winter Park, FL 32789
COMPASS FLORIDA LLC
SOLD
MAR 6, 2026
$2,500,000
4 Beds
4.5 Baths
3,138 sqft
185 SYLVAN BOULEVARD,
Winter Park, FL 32789
COMPASS FLORIDA LLC
SOLD
MAR 6, 2026
$1,590,000
4 Beds
3.5 Baths
2,860 sqft
1166 OAKS BOULEVARD,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
FEB 26, 2026
$1,700,000
4 Beds
3 Baths
2,749 sqft
1571 LASBURY AVENUE,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
FEB 25, 2026
$1,115,000
4 Beds
4 Baths
2,540 sqft
1673 MAYFIELD AVENUE,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
FEB 24, 2026
$955,000
4 Beds
3.5 Baths
2,824 sqft
512 CLARENDON AVENUE,
Winter Park, FL 32789
COMPASS FLORIDA LLC
SOLD
FEB 24, 2026
$1,280,000
4 Beds
4 Baths
3,116 sqft
1429 CHAPMAN CIRCLE,
Winter Park, FL 32789
CORCORAN PREMIER REALTY
SOLD
FEB 20, 2026
$1,900,000
4 Beds
4.5 Baths
3,515 sqft
319 SANTIAGO DRIVE,
Winter Park, FL 32789
ANNE ROGERS REALTY GROUP INC
SOLD
FEB 18, 2026
$4,150,000
4 Beds
5.5 Baths
3,720 sqft
702 VIA BELLA,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
FEB 17, 2026
$820,000
4 Beds
2 Baths
2,422 sqft
664 BALMORAL ROAD,
Winter Park, FL 32789
ONE LUXURY INTERNATIONAL LLC
SOLD
FEB 10, 2026
$1,150,000
4 Beds
3 Baths
2,635 sqft
1611 WALNUT AVENUE,
Winter Park, FL 32789
COLDWELL BANKER RESIDENTIAL RE
SOLD
FEB 2, 2026
$475,000
4 Beds
2 Baths
1,808 sqft
1740 ANZLE AVENUE,
Winter Park, FL 32789
GOYAL & DECOSTER REALTY
SOLD
JAN 27, 2026
$560,000
4 Beds
2 Baths
2,036 sqft
1875 STAUNTON AVENUE,
Winter Park, FL 32789
KELLER WILLIAMS WINTER PARK
SOLD
JAN 20, 2026
$1,575,000
4 Beds
4 Baths
2,743 sqft
1780 MIZELL AVENUE,
Winter Park, FL 32789
COMPASS FLORIDA LLC
SOLD
JAN 20, 2026
$720,000
4 Beds
3 Baths
3,538 sqft
2955 LOLISSA LANE,
Winter Park, FL 32789
COLDWELL BANKER RESIDENTIAL RE
SOLD
JAN 15, 2026
$420,000
4 Beds
2.5 Baths
1,477 sqft
1847 AZALEA AVENUE,
Winter Park, FL 32789
COLDWELL BANKER REALTY
SOLD
JAN 12, 2026
$1,900,000
4 Beds
3 Baths
2,918 sqft
2220 Via Tuscany,
Winter Park, FL 32789
SOLD
JAN 2, 2026
$1,300,000
4 Beds
3 Baths
2,310 sqft
1400 S PENNSYLVANIA AVENUE,
Winter Park, FL 32789
JACK KELLER INC
SOLD
JAN 1, 2026
$1,875,000
4 Beds
4.5 Baths
3,314 sqft
1752 CHESTNUT AVENUE,
Winter Park, FL 32789
KELLER WILLIAMS WINTER PARK
SOLD
DEC 30, 2025
$1,100,000
4 Beds
3 Baths
2,841 sqft
1701 PALMER AVENUE,
Winter Park, FL 32789
STELLAR NON-MEMBER OFFICE
SOLD
DEC 29, 2025
$1,589,000
4 Beds
3 Baths
2,785 sqft
1450 GLENCOE ROAD,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
SEP 28, 2026
$1,250,000
5 Beds
4 Baths
3,164 sqft
1523 MILLER AVENUE,
Winter Park, FL 32789
CHARLES RUTENBERG REALTY ORLANDO
SOLD
SEP 25, 2026
$3,925,000
5 Beds
5.5 Baths
4,891 sqft
1417 WILLIAMS DRIVE,
Winter Park, FL 32789
ONE LUXURY INTERNATIONAL LLC
SOLD
SEP 16, 2026
$2,925,000
5 Beds
4.5 Baths
4,410 sqft
1597 OAKHURST AVENUE,
Winter Park, FL 32789
KELLER WILLIAMS REALTY AT THE PARKS
SOLD
SEP 16, 2026
$2,325,000
5 Beds
4.5 Baths
3,408 sqft
1630 ELM AVENUE,
Winter Park, FL 32789
ONE LUXURY INTERNATIONAL LLC
SOLD
SEP 14, 2026
$4,000,000
5 Beds
5.5 Baths
4,961 sqft
1180 VIA LUGANO,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
SEP 2, 2026
$5,410,000
5 Beds
4.5 Baths
4,432 sqft
2025 SUMMERLAND AVENUE,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
AUG 31, 2026
$1,887,500
5 Beds
3.5 Baths
4,011 sqft
1130 PARK NORTH PLACE,
Winter Park, FL 32789
CORCORAN PREMIER REALTY
SOLD
AUG 21, 2026
$6,200,000
5 Beds
6.5 Baths
5,939 sqft
550 PALMER AVENUE,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
JUL 31, 2026
$2,650,000
5 Beds
4 Baths
4,917 sqft
1630 LASBURY AVENUE,
Winter Park, FL 32789
COMPASS FLORIDA, LLC
SOLD
JUL 31, 2026
$2,475,000
5 Beds
4.5 Baths
3,520 sqft
426 WORTHINGTON DRIVE,
Winter Park, FL 32789
ONE LUXURY INTERNATIONAL LLC
SOLD
JUL 30, 2026
$4,950,000
5 Beds
6.5 Baths
5,636 sqft
1660 PALMER AVENUE,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. 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.