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Recently Sold 2 Bedroom Homes in Winter Park, FL

822 homes

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SOLD
JUL 27, 2026
$865,000
3 Beds
2 Baths
1,536 sqft
2823 WRIGHT AVENUE,
Winter Park, FL 32789
TAL BUSIDAN PA
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SOLD
JUL 27, 2026
$280,000
3 Beds
2 Baths
981 sqft
5138 Oak Hill Dr,
Winter Park, FL 32792
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SOLD
JUL 24, 2026
$1,300,000
3 Beds
2.5 Baths
2,821 sqft
321 SYLVAN BOULEVARD,
Winter Park, FL 32789
PREMIER SOTHEBYS INT'L REALTY
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SOLD
JUL 24, 2026
$1,200,000
3 Beds
2 Baths
1,834 sqft
106 S INTERLACHEN AVENUE #118,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
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SOLD
JUL 24, 2026
$2,000,000
3 Beds
3 Baths
3,818 sqft
1624 BARCELONA WAY,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
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SOLD
JUL 23, 2026
$622,000
3 Beds
2.5 Baths
2,112 sqft
685 OVERSPIN DRIVE,
Winter Park, FL 32789
HOMEVEST REALTY
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SOLD
JUL 23, 2026
$400,000
3 Beds
1 Bath
800 sqft
1900 Staunton Ave,
Winter Park, FL 32789
SOLD
JUL 23, 2026
$400,000
3 Beds
2 Baths
1,184 sqft
1023 WORTHING COURT,
Winter Park, FL 32792
COLDWELL BANKER REALTY
SOLD
JUL 23, 2026
$250,000
3 Beds
2 Baths
1,300 sqft
1111 Eastbrook Blvd,
Winter Park, FL 32792
SOLD
JUL 23, 2026
$324,900
3 Beds
2.5 Baths
1,978 sqft
1920 HEATHWOOD DR,
Winter Park, FL 32792
RE/MAX TOWN & COUNTRY REALTY
SOLD
JUL 22, 2026
$475,000
3 Beds
2 Baths
2,028 sqft
3207 LOWNDES DRIVE,
Winter Park, FL 32792
MILLER GRANT AND COMPANY
SOLD
JUL 22, 2026
$920,000
3 Beds
2 Baths
2,114 sqft
250 CORTLAND AVENUE,
Winter Park, FL 32789
CREEGAN GROUP
SOLD
JUL 22, 2026
$353,000
3 Beds
2 Baths
1,128 sqft
2973 SANBINA STREET,
Winter Park, FL 32789
SUN PROPERTIES, INC.
SOLD
JUL 21, 2026
$645,000
3 Beds
2 Baths
1,560 sqft
2774 BANCHORY ROAD,
Winter Park, FL 32792
COMPASS FLORIDA LLC
SOLD
JUL 21, 2026
$510,000
3 Beds
2 Baths
1,120 sqft
641 W LYMAN AVENUE,
Winter Park, FL 32789
REAL BROKER, LLC
SOLD
JUL 20, 2026
$595,000
3 Beds
2 Baths
1,370 sqft
508 DUNRAVEN DRIVE,
Winter Park, FL 32792
KELLER WILLIAMS REALTY AT THE PARKS
SOLD
JUL 20, 2026
$629,000
3 Beds
2 Baths
1,469 sqft
1926 NATALEN ROAD,
Winter Park, FL 32792
JAMIESON PROPERTIES, INC.
SOLD
JUL 20, 2026
$268,000
3 Beds
3 Baths
1,776 sqft
2219 Winter Woods Blvd,
Winter Park, FL 32792
SOLD
JUL 20, 2026
$313,000
3 Beds
2 Baths
1,300 sqft
723 Warrenton Rd,
Winter Park, FL 32792
SOLD
JUL 17, 2026
$680,000
3 Beds
2 Baths
1,528 sqft
1701 GOODRICH AVENUE,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
JUL 17, 2026
$525,000
3 Beds
2 Baths
1,597 sqft
2718 SANDWELL DRIVE,
Winter Park, FL 32792
BHHS FLORIDA REALTY
SOLD
JUL 17, 2026
$576,000
3 Beds
2 Baths
1,873 sqft
517 ROUGHBEARD ROAD,
Winter Park, FL 32792
KELLER WILLIAMS WINTER PARK
SOLD
JUL 17, 2026
$410,000
3 Beds
2 Baths
1,402 sqft
7532 AZUREBROOK COURT,
Winter Park, FL 32792
RE/MAX TOWN & COUNTRY REALTY
SOLD
JUL 17, 2026
$360,000
3 Beds
2 Baths
1,459 sqft
2839 ANTIOCH WAY,
Orlando, FL 32807
CREEGAN GROUP
SOLD
JUL 17, 2026
$345,000
3 Beds
2 Baths
1,144 sqft
2889 ROUEN AVENUE,
Winter Park, FL 32789
HELLOSOLD LLC
SOLD
JUL 17, 2026
$475,000
3 Beds
2 Baths
1,645 sqft
3641 OAK VISTA LANE,
Winter Park, FL 32792
CHARLES RUTENBERG REALTY ORLANDO
SOLD
JUL 16, 2026
$390,000
3 Beds
2 Baths
1,471 sqft
7505 LAUREL SPRINGS DRIVE,
Winter Park, FL 32792
PREMIER SOTHEBYS INT'L REALTY
SOLD
JUL 16, 2026
$450,000
3 Beds
3 Baths
2,378 sqft
2393 Firstlight Way,
Winter Park, FL 32792
SOLD
JUL 15, 2026
$2,875,000
3 Beds
4 Baths
4,425 sqft
1724 PINE AVENUE,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
JUL 14, 2026
$1,699,000
3 Beds
3 Baths
2,488 sqft
1110 ALABAMA DRIVE,
Winter Park, FL 32789
COLDWELL BANKER REALTY
SOLD
JUL 13, 2026
$300,000
3 Beds
2 Baths
1,392 sqft
121 STEFANIK ROAD,
Winter Park, FL 32792
SAVVY AVENUE, LLC
SOLD
JUL 9, 2026
$699,000
3 Beds
2 Baths
1,827 sqft
676 DUNBLANE DRIVE,
Winter Park, FL 32792
BALDWIN PARK REALTY LLC
SOLD
JUL 8, 2026
$588,000
3 Beds
2 Baths
1,812 sqft
2756 SHERIFF WAY,
Winter Park, FL 32792
PALM CIRCLE REALTY
SOLD
JUL 8, 2026
$305,999
3 Beds
2 Baths
1,133 sqft
3443 ALLSTON LANE,
Winter Park, FL 32792
FLORIDA REALTY INVESTMENTS
SOLD
JUL 8, 2026
$650,000
3 Beds
2.5 Baths
1,770 sqft
1082 WILDMEADOW RUN,
Winter Park, FL 32792
PREMIER SOTHEBY'S INTL. REALTY
SOLD
JUL 6, 2026
$550,000
3 Beds
2.5 Baths
2,150 sqft
661 SELKIRK DRIVE,
Winter Park, FL 32792
KELLER WILLIAMS HERITAGE REALTY
SOLD
JUL 2, 2026
$167,000
3 Beds
2 Baths
1,117 sqft
3217 OAK LAWN PLACE #211,
Winter Park, FL 32792
SHORES REAL ESTATE
SOLD
JUL 2, 2026
$445,000
3 Beds
2 Baths
1,676 sqft
1468 AUBURN GREEN LOOP,
Winter Park, FL 32792
COLDWELL BANKER VANGUARD EDGE
SOLD
JUL 2, 2026
$370,000
3 Beds
2 Baths
1,359 sqft
1617 CHILEAN LANE,
Winter Park, FL 32792
CHARLES RUTENBERG REALTY ORLANDO
SOLD
JUL 2, 2026
$540,000
3 Beds
2.5 Baths
1,616 sqft
1745 INDIANA AVENUE #J,
Winter Park, FL 32789
COLDWELL BANKER REALTY

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