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Recently Sold 2 Bedroom Homes in Winter Park, FL

822 homes

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SOLD
SEP 14, 2026
$218,000
2 Beds
1.5 Baths
1,219 sqft
200 SAINT ANDREWS BOULEVARD #2904,
Winter Park, FL 32792
MAINFRAME REAL ESTATE
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SOLD
SEP 10, 2026
$365,000
2 Beds
1 Bath
702 sqft
1333 S DENNING DRIVE,
Winter Park, FL 32789
KELLER WILLIAMS WINTER PARK
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SOLD
SEP 10, 2026
$560,000
2 Beds
2.5 Baths
1,704 sqft
2881 TEMPLE TRAIL,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
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SOLD
SEP 10, 2026
$595,000
2 Beds
2 Baths
1,188 sqft
531 W SWOOPE AVENUE,
Winter Park, FL 32789
STIRLING INTERNATIONAL REAL ES
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SOLD
SEP 4, 2026
$160,000
2 Beds
2 Baths
956 sqft
2500 LEE ROAD #208,
Winter Park, FL 32789
KELLER WILLIAMS REALTY AT THE PARKS
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SOLD
SEP 4, 2026
$90,000
2 Beds
2 Baths
1,020 sqft
145 Scottsdale Sq #145,
Winter Park, FL 32792
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SOLD
SEP 3, 2026
$536,500
2 Beds
2 Baths
912 sqft
2824 WOODSIDE AVENUE,
Winter Park, FL 32789
PARKSIDE PROPERTIES, LLC
SOLD
SEP 3, 2026
$245,000
2 Beds
2 Baths
924 sqft
5444 PEACO PLACE,
Winter Park, FL 32792
KELLER WILLIAMS ADVANTAGE 2 REALTY
SOLD
SEP 2, 2026
$90,000
2 Beds
2 Baths
1,020 sqft
145 SCOTTSDALE SQUARE,
Winter Park, FL 32792
GENSTONE REALTY
SOLD
SEP 1, 2026
$305,000
2 Beds
1 Bath
1,190 sqft
1931 Karolina Ave,
Winter Park, FL 32789
SOLD
SEP 1, 2026
$98,500
2 Beds
1 Bath
881 sqft
1695 LEE ROAD #E204,
Winter Park, FL 32789
LOKATION
SOLD
AUG 31, 2026
$151,000
2 Beds
2 Baths
840 sqft
3651 N Goldenrod Rd A103,
Winter Park, FL 32792
CFRP REALTY LLC
SOLD
AUG 28, 2026
$263,000
2 Beds
2 Baths
1,026 sqft
1500 GAY ROAD #18D,
Winter Park, FL 32789
MAVREALTY
SOLD
AUG 28, 2026
$560,000
2 Beds
2.5 Baths
1,556 sqft
1122 WASHINGTON AVENUE #7B,
Winter Park, FL 32789
ALL REAL ESTATE & INVESTMENTS
SOLD
AUG 28, 2026
$260,000
2 Beds
2 Baths
1,362 sqft
642 WARRENTON ROAD,
Winter Park, FL 32792
NOVA REAL ESTATE SERVICES INC
SOLD
AUG 28, 2026
$1,100,000
2 Beds
2 Baths
1,574 sqft
1600 ALABAMA DRIVE #402,
Winter Park, FL 32789
KELLY PRICE & COMPANY LLC
SOLD
AUG 27, 2026
$353,000
2 Beds
1 Bath
1,150 sqft
1307 Formosa Ave,
Winter Park, FL 32789
SOLD
AUG 27, 2026
$225,000
2 Beds
2 Baths
1,041 sqft
5780 Shale Ct,
Winter Park, FL 32792
SOLD
AUG 26, 2026
$730,000
2 Beds
1 Bath
1,382 sqft
325 N Phelps Ave,
Winter Park, FL 32789
SOLD
AUG 26, 2026
$310,000
2 Beds
2 Baths
1,041 sqft
5824 Marble Ct,
Winter Park, FL 32792
SOLD
AUG 24, 2026
$212,000
2 Beds
2 Baths
956 sqft
2500 LEE ROAD #202,
Winter Park, FL 32789
THE ANDERSON GROUP & CO PL
SOLD
AUG 24, 2026
$310,000
2 Beds
1 Bath
824 sqft
846 DRIVER AVENUE,
Winter Park, FL 32789
DON HARKINS REALTY LLC
SOLD
AUG 21, 2026
$140,000
2 Beds
2 Baths
802 sqft
7340 SWALLOW RUN #7340,
Winter Park, FL 32792
METRO CITY REALTY
SOLD
AUG 18, 2026
$160,000
2 Beds
1 Bath
851 sqft
2500 LEE RD #219,
Winter Park, FL 32789
SUNDIAL REAL ESTATE LLC
SOLD
AUG 18, 2026
$1,550,000
2 Beds
1 Bath
1,149 sqft
2519 Chantilly Ave,
Winter Park, FL 32789
SOLD
AUG 17, 2026
$170,000
2 Beds
1 Bath
1,115 sqft
3479 Seagrape Dr,
Winter Park, FL 32792
SOLD
AUG 14, 2026
$255,000
2 Beds
2 Baths
1,026 sqft
1500 GAY ROAD #24B,
Winter Park, FL 32789
REALCOM REAL ESTATE SERVICES INC
SOLD
AUG 14, 2026
$160,000
2 Beds
1.5 Baths
990 sqft
7336 Forest Hill Ct 240,
Winter Park, FL 32792
CHARLES RUTENBERG REALTY ORLANDO
SOLD
AUG 10, 2026
$470,000
2 Beds
1 Bath
1,036 sqft
1521 CAVENDISH RD,
Winter Park, FL 32789
STOCKWORTH REALTY GROUP
SOLD
AUG 7, 2026
$725,000
2 Beds
2 Baths
1,305 sqft
300 CAROLINA AVENUE #301,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
AUG 6, 2026
$205,000
2 Beds
1.5 Baths
1,219 sqft
200 SAINT ANDREWS BLVD #3303,
Winter Park, FL 32792
COMPLETE REALTY STORE, LLC
SOLD
AUG 6, 2026
$285,000
2 Beds
2 Baths
1,074 sqft
700 MELROSE AVENUE #H4,
Winter Park, FL 32789
TAL BUSIDAN PA
SOLD
AUG 5, 2026
$182,000
2 Beds
2 Baths
927 sqft
256 LEWFIELD CIRCLE #256,
Winter Park, FL 32792
LA ROSA REALTY LLC
SOLD
JUL 31, 2026
$250,000
2 Beds
1 Bath
1,272 sqft
1960 BISCAYNE DRIVE,
Winter Park, FL 32789
KELLER WILLIAMS REALTY AT THE PARKS
SOLD
JUL 31, 2026
$152,000
2 Beds
1.5 Baths
990 sqft
3282 OAK LAKE PLACE #3282,
Winter Park, FL 32792
BUSBY REALTY LLC
SOLD
JUL 29, 2026
$155,000
2 Beds
2 Baths
840 sqft
3651 N GOLDENROD ROAD #D102,
Winter Park, FL 32792
COLDWELL BANKER REALTY
SOLD
JUL 28, 2026
$100,000
2 Beds
2 Baths
1,062 sqft
3060 George Mason Ave #D,
Winter Park, FL 32792
Capital Intl Realty LLC
SOLD
JUL 27, 2026
$220,000
2 Beds
1.5 Baths
1,219 sqft
200 SAINT ANDREWS BLVD #3206,
Winter Park, FL 32792
EXP REALTY LLC
SOLD
JUL 27, 2026
$185,000
2 Beds
2 Baths
1,120 sqft
639 SAINT JOHNS COURT #639,
Winter Park, FL 32792
PLATINUM REALTY GROUP FLORIDA INC
SOLD
JUL 24, 2026
$178,900
2 Beds
2 Baths
1,105 sqft
2923 ANTIQUE OAKS CIRCLE #37,
Winter Park, FL 32792
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Winter Park
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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

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.