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Recently Sold Condos in Winter Park, FL

149 homes

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SOLD
MAY 27, 2026
$280,000
2 Beds
2 Baths
1,008 sqft
5180 LAZY OAKS DRIVE #5180,
Winter Park, FL 32792
CHARLES RUTENBERG REALTY ORLANDO
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SOLD
MAY 26, 2026
$194,995
2 Beds
2 Baths
1,058 sqft
4790 TANGERINE AVENUE #4790,
Winter Park, FL 32792
SUNSHINE BROKERAGE, LLC
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SOLD
MAY 26, 2026
$103,000
2 Beds
2 Baths
1,066 sqft
3057 AARON BURR AVENUE #1,
Winter Park, FL 32792
FLORIDA REALTY INVESTMENTS
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SOLD
MAY 22, 2026
$420,000
1 Bed
1 Bath
673 sqft
640 N PARK AVENUE #5,
Winter Park, FL 32789
PARK TOWN REAL ESTATE LLC
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SOLD
MAY 21, 2026
$1,000,000
3 Beds
3.5 Baths
3,174 sqft
101 S NEW YORK AVENUE #302,
Winter Park, FL 32789
COLDWELL BANKER REALTY
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SOLD
MAY 21, 2026
$73,500
1 Bed
1 Bath
809 sqft
3053 GEORGE MASON AVENUE #8A,
Winter Park, FL 32792
COLDWELL BANKER REALTY
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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
SOLD
MAY 18, 2026
$180,000
1 Bed
1 Bath
727 sqft
200 SAINT ANDREWS BOULEVARD #705,
Winter Park, FL 32792
WINTER PARK REAL ESTATE CO LLC
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
SOLD
MAY 8, 2026
$400,000
1 Bed
2 Baths
1,149 sqft
300 CAROLINA AVENUE #207,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
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 8, 2026
$130,000
1 Bed
1 Bath
678 sqft
151 Lewfield Cir,
Winter Park, FL 32792
SOLD
MAY 7, 2026
$225,000
2 Beds
2.5 Baths
959 sqft
Address Not Disclosed,
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 4, 2026
$77,000
1 Bed
1 Bath
7309 Daniel Webster Dr #-2B,
Winter Park, FL 32792
RE/MAX - City Centre 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
MAY 1, 2026
$130,000
1 Bed
1 Bath
678 sqft
151 LEWFIELD CIRCLE #4,
Winter Park, FL 32792
KELLER WILLIAMS REALTY AT THE PARKS
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 24, 2026
$105,000
2 Beds
1 Bath
881 sqft
1695 LEE ROAD #C214,
Winter Park, FL 32789
PROFESSIONAL REAL ESTATE TEAM
SOLD
APR 24, 2026
$300,000
1 Bed
1 Bath
570 sqft
311 E MORSE BOULEVARD #6-3,
Winter Park, FL 32789
FLORIDA ONE REAL ESTATE LLC
SOLD
APR 23, 2026
$145,000
1 Bed
1 Bath
645 sqft
2500 LEE ROAD #243,
Winter Park, FL 32789
KELLER WILLIAMS WINTER PARK
SOLD
APR 23, 2026
$129,300
2 Beds
2 Baths
1,058 sqft
4812 Tangerine Ave #4812,
Winter Park, FL 32792
SOLD
APR 20, 2026
$172,000
2 Beds
2 Baths
1,068 sqft
7733 Country Pl,
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 9, 2026
$262,500
3 Beds
2 Baths
1,322 sqft
200 SAINT ANDREWS BOULEVARD #2504,
Winter Park, FL 32792
WINTER PARK REAL ESTATE CO LLC
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 2, 2026
$389,000
1 Bed
1 Bath
900 sqft
311 E MORSE BOULEVARD #7-2,
Winter Park, FL 32789
KELLY PRICE & COMPANY LLC
SOLD
APR 1, 2026
$143,000
1 Bed
1 Bath
749 sqft
2905 ANTIQUE OAKS CIRCLE #6,
Winter Park, FL 32792
CLARA HERRERA REALTY
SOLD
MAR 31, 2026
$275,000
3 Beds
3.5 Baths
1,413 sqft
409 SANDLEWOOD COVE #3,
Winter Park, FL 32789
STELLAR NON-MEMBER OFFICE
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 23, 2026
$154,000
1 Bed
1 Bath
645 sqft
2500 LEE ROAD #110,
Winter Park, FL 32789
COLDWELL BANKER REALTY
SOLD
MAR 20, 2026
$190,000
2 Beds
2 Baths
908 sqft
1250 S DENNING DRIVE #104,
Winter Park, FL 32789
SERHANT
SOLD
MAR 20, 2026
$70,000
1 Bed
1 Bath
785 sqft
187 SCOTTSDALE SQUARE #187,
Winter Park, FL 32792
CHARLES RUTENBERG REALTY ORLANDO
SOLD
MAR 18, 2026
$389,900
2 Beds
2 Baths
1,074 sqft
700 MELROSE AVENUE #M4,
Winter Park, FL 32789
ROAM FLORIDA REALTY LLC
SOLD
MAR 18, 2026
$68,000
1 Bed
1 Bath
756 sqft
282 SCOTTSDALE SQUARE #282,
Winter Park, FL 32792
CHARLES RUTENBERG REALTY ORLANDO
SOLD
MAR 16, 2026
$237,500
2 Beds
2 Baths
956 sqft
2500 LEE ROAD #228,
Winter Park, FL 32789
HOMEVEST 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

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.