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Recently Sold Homes in Winter Park, FL

811 homes

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SOLD
SEP 25, 2025
$750,000
2 Beds
2 Baths
1,382 sqft
311 Cortland Ave,
Winter Park, FL 32789
KELLER WILLIAMS WINTER PARK
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SOLD
SEP 25, 2025
$792,500
3 Beds
2.5 Baths
1,957 sqft
1276 S Pennsylvania Ave #12,
Winter Park, FL 32789
COMPASS FLORIDA LLC
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SOLD
SEP 24, 2025
$170,000
2 Beds
2 Baths
1,119 sqft
200 Saint Andrews Blvd #2607,
Winter Park, FL 32792
RE/MAX 200 REALTY
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SOLD
SEP 24, 2025
$510,000
3 Beds
2 Baths
1,656 sqft
426 S Lakemont Ave,
Winter Park, FL 32792
KELLER WILLIAMS HERITAGE REALTY
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SOLD
SEP 24, 2025
$750,000
3 Beds
2.5 Baths
1,820 sqft
648 Brechin Dr,
Winter Park, FL 32792
RAZZANI INTERNATIONAL REALTY
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SOLD
SEP 24, 2025
$80,000
2 Beds
2 Baths
1,020 sqft
318 Scottsdale Sq #318,
Winter Park, FL 32792
RE/MAX ASSURED
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SOLD
SEP 24, 2025
$85,000
2 Beds
1.5 Baths
1,085 sqft
346 Scottsdale Sq #346,
Winter Park, FL 32792
STELLAR NON-MEMBER OFFICE
SOLD
SEP 24, 2025
$415,000
4 Beds
2 Baths
1,874 sqft
2681 Tierra Cir,
Winter Park, FL 32792
Robert Kirkland, Simply Real Estate
SOLD
SEP 24, 2025
$285,000
2 Beds
2 Baths
1,092 sqft
7777 Fernbrook Way,
Winter Park, FL 32792
CHARLES RUTENBERG REALTY ORLANDO
SOLD
SEP 24, 2025
$1,160,000
6 Beds
4 Baths
4,277 sqft
2080 Wood Thrush Ln,
Winter Park, FL 32792
LOKATION
SOLD
SEP 23, 2025
$355,000
2 Beds
1 Bath
1,200 sqft
633 Minnesota Ave,
Winter Park, FL 32789
SOLD
SEP 23, 2025
$235,000
1 Bed
1 Bath
787 sqft
700 Melrose Ave #L23,
Winter Park, FL 32789
BALDWIN PARK REALTY LLC
SOLD
SEP 23, 2025
$335,000
3 Beds
2 Baths
1,274 sqft
5144 Orange Ave,
Winter Park, FL 32792
WEMERT GROUP REALTY LLC
SOLD
SEP 23, 2025
$448,000
3 Beds
2.5 Baths
2,010 sqft
1471 Broad Wing Ln,
Winter Park, FL 32792
EXP REALTY LLC
SOLD
SEP 22, 2025
$290,000
3 Beds
1 Bath
1,114 sqft
7102 Easter St,
Winter Park, FL 32792
CHARLES RUTENBERG REALTY ORLANDO
SOLD
SEP 22, 2025
$1,770,000
3 Beds
4 Baths
3,121 sqft
690 Williams Dr,
Winter Park, FL 32789
KELLY PRICE & COMPANY LLC
SOLD
SEP 22, 2025
$1,199,000
3 Beds
2.5 Baths
1,993 sqft
2525 Venetian Way,
Winter Park, FL 32789
KELLY PRICE & COMPANY LLC
SOLD
SEP 22, 2025
$1,300,000
4 Beds
2.5 Baths
2,714 sqft
1371 Lyndale Blvd,
Winter Park, FL 32789
ALIGN REAL ESTATE LLC
SOLD
SEP 22, 2025
$180,000
1 Bed
1 Bath
759 sqft
680 Grenadine Ct #S,
Winter Park, FL 32792
KELLER WILLIAMS WINTER PARK
SOLD
SEP 19, 2025
$1,168,000
3 Beds
2.5 Baths
2,242 sqft
1785 Hollywood Ave,
Winter Park, FL 32789
MILLENIUM REALTY GROUP
SOLD
SEP 19, 2025
$2,798,000
4 Beds
3 Baths
3,258 sqft
1074 McKean Cir,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
SEP 19, 2025
$1,480,000
5 Beds
7 Baths
3,626 sqft
1742 Barcelona Way,
Winter Park, FL 32789
KELLY PRICE & COMPANY LLC
SOLD
SEP 19, 2025
$400,000
3 Beds
2 Baths
1,395 sqft
3817 Wingbow Ct,
Orlando, FL 32817
KELLER WILLIAMS ADVANTAGE REALTY
SOLD
SEP 19, 2025
$610,000
4 Beds
2 Baths
2,003 sqft
1507 Golfside Dr,
Winter Park, FL 32792
FANNIE HILLMAN & ASSOCIATES
SOLD
SEP 19, 2025
$475,000
3 Beds
1 Bath
1,043 sqft
1414 Bessmor Rd,
Winter Park, FL 32789
SANMO REALTY, INC
SOLD
SEP 19, 2025
$240,000
2 Beds
2 Baths
1,173 sqft
2480 Tahoe Cir,
Winter Park, FL 32792
FANNIE HILLMAN & ASSOCIATES
SOLD
SEP 19, 2025
$475,000
1414 Bessmor Rd #3,
Winter Park, FL 32789
PARKVIEW REAL ESTATE
SOLD
SEP 18, 2025
$180,000
2 Beds
2 Baths
987 sqft
200 Saint Andrews Blvd #1901,
Winter Park, FL 32792
FANNIE HILLMAN & ASSOCIATES
SOLD
SEP 18, 2025
$810,000
4 Beds
3 Baths
2,108 sqft
532 Langholm Dr,
Winter Park, FL 32789
SOLD
SEP 18, 2025
$4,772,500
4 Beds
4.5 Baths
4,319 sqft
765 Via Lugano,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
SEP 17, 2025
$335,000
2 Beds
2 Baths
1,408 sqft
3103 Ash Park Loop,
Winter Park, FL 32792
PREMIER SOTHEBY'S INTL. REALTY
SOLD
SEP 17, 2025
$775,000
2 Beds
2 Baths
1,143 sqft
100 S Interlachen Ave #204D,
Winter Park, FL 32789
COLDWELL BANKER RESIDENTIAL RE
SOLD
SEP 16, 2025
$620,000
2 Beds
2 Baths
1,156 sqft
535 N Interlachen Ave #305,
Winter Park, FL 32789
COLDWELL BANKER RESIDENTIAL RE
SOLD
SEP 16, 2025
$1,950,000
5 Beds
4 Baths
3,909 sqft
141 Oakwood Way,
Winter Park, FL 32789
MAINFRAME REAL ESTATE
SOLD
SEP 16, 2025
$570,000
3 Beds
1.5 Baths
1,409 sqft
532 Darcey Dr,
Winter Park, FL 32792
FANNIE HILLMAN & ASSOCIATES
SOLD
SEP 16, 2025
$343,000
4 Beds
2 Baths
1,349 sqft
657 Overspin Dr,
Winter Park, FL 32789
RE/MAX 200 REALTY
SOLD
SEP 16, 2025
$1,635,000
4 Beds
4.5 Baths
3,248 sqft
2402.5 Temple Dr,
Winter Park, FL 32789
OLDE TOWN BROKERS INC
SOLD
SEP 15, 2025
$110,000
1 Bed
1 Bath
735 sqft
1000 S Semoran Blvd #415,
Winter Park, FL 32792
LA ROSA REALTY LLC
SOLD
SEP 15, 2025
$825,000
3 Beds
3.5 Baths
1,672 sqft
1421 Sunset Dr,
Winter Park, FL 32789
COMPASS FLORIDA LLC
SOLD
SEP 15, 2025
$1,250,000
4 Beds
2 Baths
2,471 sqft
1049 Tuscany Pl,
Winter Park, FL 32789
COMPASS FLORIDA LLC

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.