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Recently Sold Homes in Winter Park, FL

811 homes

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SOLD
OCT 6, 2025
$425,000
3 Beds
2 Baths
1,469 sqft
524 Byron Rd,
Winter Park, FL 32792
RE/MAX 200 REALTY
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SOLD
OCT 6, 2025
$250,000
3 Beds
2 Baths
1,322 sqft
200 Saint Andrews Blvd #1004,
Winter Park, FL 32792
WINTER PARK REAL ESTATE CO LLC
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SOLD
OCT 6, 2025
$515,000
3 Beds
2 Baths
1,600 sqft
101 S Ranger Blvd,
Winter Park, FL 32792
KELLER WILLIAMS WINTER PARK
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SOLD
OCT 6, 2025
$340,000
3 Beds
2 Baths
1,636 sqft
5631 Garden Grove Cir,
Winter Park, FL 32792
BLOOM HOME GROUP REALTY LLC
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SOLD
OCT 6, 2025
$5,250,000
5 Beds
5.5 Baths
5,051 sqft
1155 Woodmere Dr,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
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SOLD
OCT 3, 2025
$325,000
2 Beds
1 Bath
1,140 sqft
260 Killarney Bay Ct #6,
Winter Park, FL 32789
LPT REALTY, LLC
SOLD
OCT 3, 2025
$164,900
2 Beds
1 Bath
768 sqft
151 N Orlando Ave #226,
Winter Park, FL 32789
SOLD
OCT 3, 2025
$630,000
3 Beds
2 Baths
1,670 sqft
1015 Bungalow Ave,
Winter Park, FL 32789
COLDWELL BANKER RESIDENTIAL RE
SOLD
OCT 3, 2025
$1,040,000
4 Beds
3 Baths
2,720 sqft
1711 Chestnut Ave,
Winter Park, FL 32789
MILLER GRANT AND COMPANY
SOLD
OCT 3, 2025
$455,000
4 Beds
2 Baths
2,171 sqft
1157 Valley Creek Run,
Winter Park, FL 32792
CHARLES RUTENBERG REALTY ORLANDO
SOLD
OCT 3, 2025
$800,200
4 Beds
3.5 Baths
3,074 sqft
4107 Gabriella Ln,
Winter Park, FL 32792
KELLER WILLIAMS ADVANTAGE REALTY
SOLD
OCT 3, 2025
$660,000
4 Beds
3 Baths
2,465 sqft
1023 Princess Gate Blvd,
Winter Park, FL 32792
KELLER WILLIAMS REALTY AT THE PARKS
SOLD
OCT 3, 2025
$288,000
3 Beds
2 Baths
1,284 sqft
2376 Dominica Run,
Winter Park, FL 32792
SOLD
OCT 2, 2025
$80,000
2 Beds
2 Baths
1,020 sqft
166 Scottsdale Sq #166,
Winter Park, FL 32792
YORK MILLS REALTY LLC
SOLD
OCT 2, 2025
$3,020,000
5 Beds
5.5 Baths
4,263 sqft
1820 Englewood Rd,
Winter Park, FL 32789
KELLER WILLIAMS ADVANTAGE III
SOLD
OCT 2, 2025
$1,300,000
4 Beds
2.5 Baths
2,288 sqft
857 Brock St,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
OCT 2, 2025
$530,000
2 Beds
1.5 Baths
1,107 sqft
1409 Sunset Dr,
Winter Park, FL 32789
R MICHAELS REALTY LLC
SOLD
OCT 2, 2025
$2,700,000
5 Beds
5 Baths
4,489 sqft
1445 Holts Grove Cir,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
OCT 2, 2025
$596,500
4 Beds
2.5 Baths
2,267 sqft
7988 Pleasant Pine Cir,
Winter Park, FL 32792
ABSOLUTE REALTY GROUP, LLC
SOLD
OCT 2, 2025
$750,000
2 Beds
2 Baths
1,267 sqft
100 S Interlachen Ave #203D,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
OCT 1, 2025
$255,000
2 Beds
2 Baths
1,010 sqft
1920 Woodcrest Dr #15,
Winter Park, FL 32792
COLDWELL BANKER RESIDENTIAL RE
SOLD
OCT 1, 2025
$379,000
3 Beds
2 Baths
1,312 sqft
2828 Whispering Way,
Winter Park, FL 32792
TOP VALUE PROPERTIES LLC
SOLD
OCT 1, 2025
$480,000
4 Beds
2.5 Baths
1,906 sqft
3001 Little Cypress Cv,
Winter Park, FL 32792
PIXEL REALTY
SOLD
SEP 30, 2025
$570,000
3 Beds
1 Bath
1,314 sqft
407 S Lakemont Ave,
Winter Park, FL 32792
LA ROSA REALTY CENTRAL FLORIDA LLC
SOLD
SEP 30, 2025
$110,000
3 Beds
2 Baths
1,250 sqft
106 Scottsdale Sq #106,
Winter Park, FL 32792
STELLAR NON-MEMBER OFFICE
SOLD
SEP 30, 2025
$72,000
1 Bed
1 Bath
785 sqft
339 Scottsdale Sq #339,
Winter Park, FL 32792
STELLAR NON-MEMBER OFFICE
SOLD
SEP 30, 2025
$435,000
3 Beds
1 Bath
1,212 sqft
947 Camellia Ave,
Winter Park, FL 32789
SOLD
SEP 30, 2025
$795,000
4 Beds
2 Baths
2,146 sqft
1773 Walnut Ave,
Winter Park, FL 32789
CORCORAN PREMIER REALTY
SOLD
SEP 30, 2025
$375,000
3 Beds
2 Baths
1,603 sqft
1734 Willa Cir,
Winter Park, FL 32792
SAND DOLLAR REALTY GROUP INC
SOLD
SEP 30, 2025
$350,000
3 Beds
2 Baths
1,467 sqft
2006 Ponderosa Ave,
Winter Park, FL 32792
KELLY PRICE & COMPANY LLC
SOLD
SEP 30, 2025
$399,000
3 Beds
2 Baths
1,664 sqft
4959 Ardmore Dr,
Winter Park, FL 32792
COMPASS FLORIDA LLC
SOLD
SEP 30, 2025
$1,010,000
5 Beds
4.5 Baths
3,839 sqft
2880 Old Castle Dr,
Winter Park, FL 32792
CORCORAN PREMIER REALTY
SOLD
SEP 29, 2025
$474,998
3 Beds
2.5 Baths
1,906 sqft
7602 Lodge Pole Trl,
Winter Park, FL 32792
KELLER WILLIAMS CLASSIC
SOLD
SEP 29, 2025
$465,000
4 Beds
2 Baths
1,631 sqft
1809 Pineview Cir,
Winter Park, FL 32792
CHARLES RUTENBERG REALTY ORLANDO
SOLD
SEP 29, 2025
$850,000
3 Beds
2.5 Baths
1,314 sqft
251 Glenridge Way,
Winter Park, FL 32789
RAZZANI INTERNATIONAL REALTY
SOLD
SEP 29, 2025
$545,000
4 Beds
2 Baths
1,699 sqft
2007 Strathaven Rd,
Winter Park, FL 32792
KELLER WILLIAMS WINTER PARK
SOLD
SEP 29, 2025
$625,000
4 Beds
2.5 Baths
2,251 sqft
3759 Kinsley Pl,
Winter Park, FL 32792
COMPASS FLORIDA LLC
SOLD
SEP 26, 2025
$380,000
2 Beds
2 Baths
1,148 sqft
690 Osceola Ave #209,
Winter Park, FL 32789
LOKATION
SOLD
SEP 26, 2025
$1,640,000
3 Beds
3.5 Baths
3,147 sqft
101 S New York Ave #313,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
SEP 26, 2025
$715,000
4 Beds
3.5 Baths
2,604 sqft
438 W Swoope Ave,
Winter Park, FL 32789
KELLY PRICE & COMPANY 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