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Recently Sold 2 Bedroom Homes in Winter Park, FL

822 homes

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SOLD
MAY 22, 2026
$200,000
2 Beds
2 Baths
1,059 sqft
4864 TANGERINE AVENUE #4864,
Winter Park, FL 32792
RE/MAX TOWN & COUNTRY REALTY
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SOLD
MAY 21, 2026
$377,500
2 Beds
1 Bath
987 sqft
3505 CORRINE DRIVE,
Orlando, FL 32803
KELLER WILLIAMS REALTY AT THE PARKS
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SOLD
MAY 21, 2026
$1,969,000
2 Beds
2 Baths
1,900 sqft
311 E MORSE BOULEVARD #2 - 5,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
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SOLD
MAY 19, 2026
$1,500,000
2 Beds
2 Baths
2,281 sqft
246 PALMER AVENUE,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
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SOLD
MAY 13, 2026
$261,000
2 Beds
2 Baths
1,026 sqft
1500 GAY ROAD #8D,
Winter Park, FL 32789
SOLID OAK REAL ESTATE LLC
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SOLD
MAY 13, 2026
$365,000
2 Beds
1 Bath
936 sqft
765 BAFFIE AVENUE,
Winter Park, FL 32789
ANNE ROGERS REALTY GROUP INC
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SOLD
MAY 13, 2026
$450,000
2 Beds
2 Baths
1,609 sqft
518 SHOREVIEW AVENUE,
Winter Park, FL 32789
UNITED REAL ESTATE PREFERRED
SOLD
MAY 8, 2026
$115,000
2 Beds
2 Baths
1,072 sqft
1000 S SEMORAN BOULEVARD #512,
Winter Park, FL 32792
REALSOURCE PROPERTY MANGNT LLC
SOLD
MAY 7, 2026
$225,000
2 Beds
2.5 Baths
959 sqft
271 SANDLEWOOD TRL #8,
Winter Park, FL 32789
DERENTHAL REALTY
SOLD
MAY 6, 2026
$255,000
2 Beds
2 Baths
1,495 sqft
2501 TAHOE CIRCLE,
Winter Park, FL 32792
COLDWELL BANKER REALTY
SOLD
MAY 1, 2026
$215,000
2 Beds
1.5 Baths
1,085 sqft
200 Saint Andrews Blvd #3001,
Winter Park, FL 32792
Kleros Realty
SOLD
MAY 1, 2026
$342,500
2 Beds
2 Baths
1,074 sqft
700 MELROSE AVENUE #J1,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
APR 30, 2026
$550,000
2 Beds
2 Baths
986 sqft
535 N INTERLACHEN AVENUE #203,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
APR 30, 2026
$310,000
2 Beds
2 Baths
1,320 sqft
736 WARRENTON ROAD,
Winter Park, FL 32792
FANNIE HILLMAN & ASSOCIATES
SOLD
APR 29, 2026
$272,250
2 Beds
2 Baths
1,105 sqft
2519 WINDWARD WAY,
Winter Park, FL 32792
NONA LEGACY POWERED BY LA ROSA
SOLD
APR 27, 2026
$275,000
2 Beds
2 Baths
1,020 sqft
2612 EXUMA WAY,
Winter Park, FL 32792
KELLER WILLIAMS ADVANTAGE REALTY
SOLD
APR 24, 2026
$105,000
2 Beds
1 Bath
881 sqft
1695 LEE ROAD #C214,
Winter Park, FL 32789
PROFESSIONAL REAL ESTATE TEAM
SOLD
APR 23, 2026
$129,300
2 Beds
2 Baths
1,058 sqft
4812 Tangerine Ave #4812,
Winter Park, FL 32792
SOLD
APR 21, 2026
$163,000
2 Beds
2.5 Baths
1,031 sqft
3262 OAK LAKE PLACE #139,
Winter Park, FL 32792
FLORIDA PRESTIGIOUS HOMES INC
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
SOLD
APR 16, 2026
$1,100,000
2 Beds
2 Baths
1,402 sqft
1602 ALABAMA DRIVE #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 AVENUE #404,
Winter Park, FL 32789
COLDWELL BANKER REALTY
SOLD
APR 15, 2026
$189,900
2 Beds
2 Baths
953 sqft
102 LEWFIELD CIRCLE #102,
Winter Park, FL 32792
UNITED REALTY GROUP INC
SOLD
APR 15, 2026
$172,000
2 Beds
2 Baths
1,068 sqft
7733 COUNTRY PLACE #G2,
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 10, 2026
$620,000
2 Beds
1.5 Baths
1,149 sqft
1137 OAKS BOULEVARD,
Winter Park, FL 32789
RE/MAX 200 REALTY
SOLD
APR 10, 2026
$501,000
2 Beds
2 Baths
1,683 sqft
1289 HARMON AVENUE,
Winter Park, FL 32789
KELLER WILLIAMS WINTER PARK
SOLD
APR 10, 2026
$200,000
2 Beds
1 Bath
818 sqft
1996 INDIANA AVENUE,
Winter Park, FL 32789
RE/MAX 200 REALTY
SOLD
APR 2, 2026
$375,000
2 Beds
1 Bath
672 sqft
653 W Canton Ave,
Winter Park, FL 32789
SOLD
APR 2, 2026
$214,990
2 Beds
2 Baths
1,068 sqft
7744 Country Pl,
Winter Park, FL 32792
SOLD
APR 2, 2026
$185,000
2 Beds
2 Baths
1,105 sqft
2924 ANTIQUE OAKS CIRCLE #46,
Winter Park, FL 32792
CENTURY 21 EDGE
SOLD
APR 1, 2026
$405,000
2 Beds
2 Baths
1,418 sqft
1028 LAKE BELL DRIVE,
Winter Park, FL 32789
COMPASS FLORIDA LLC
SOLD
MAR 31, 2026
$450,000
2 Beds
1 Bath
925 sqft
764 W COMSTOCK AVENUE,
Winter Park, FL 32789
KELLER WILLIAMS WINTER PARK
SOLD
MAR 31, 2026
$165,000
2 Beds
1.5 Baths
990 sqft
3315 AMBER WOOD WAY #104,
Winter Park, FL 32792
100% REAL ESTATE, INC
SOLD
MAR 25, 2026
$331,985
2 Beds
2 Baths
1,362 sqft
638 WARRENTON ROAD,
Winter Park, FL 32792
SUN PROPERTIES, INC.
SOLD
MAR 25, 2026
$790,000
2 Beds
2 Baths
1,832 sqft
1702 Glenridge Way,
Winter Park, FL 32789
BHHS EWM Realty
SOLD
MAR 24, 2026
$247,900
2 Beds
2 Baths
1,295 sqft
2487 TAHOE CIRCLE,
Winter Park, FL 32792
REAL PROPERTY MANAGEMENT AND REALTY
SOLD
MAR 24, 2026
$160,000
2 Beds
2 Baths
840 sqft
3651 N GOLDENROD ROAD #A101,
Winter Park, FL 32792
PARK VIEW REALTY INC
SOLD
MAR 20, 2026
$190,000
2 Beds
2 Baths
908 sqft
1250 S DENNING DRIVE #104,
Winter Park, FL 32789
SERHANT

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

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.