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Recently Sold Homes in Winter Park, FL

902 homes

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SOLD
JUL 24, 2026
$610,000
4 Beds
2 Baths
1,876 sqft
2700 CADY WAY,
Winter Park, FL 32792
PREMIER SOTHEBY'S INTL. REALTY
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SOLD
JUL 24, 2026
$4,250,000
6 Beds
6.5 Baths
6,007 sqft
650 DIXIE PARKWAY,
Winter Park, FL 32789
KELLY PRICE & COMPANY LLC
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SOLD
JUL 24, 2026
$178,900
2 Beds
2 Baths
1,105 sqft
2923 ANTIQUE OAKS CIRCLE #37,
Winter Park, FL 32792
FLATFEE.COM
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SOLD
JUL 24, 2026
$1,755,000
4 Beds
3.5 Baths
3,551 sqft
1813 HARLAND PARK DRIVE,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
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SOLD
JUL 23, 2026
$1,375,000
4 Beds
4.5 Baths
3,565 sqft
1807 YORKSHIRE DRIVE,
Winter Park, FL 32792
WEEKLEY HOMES REALTY COMPANY
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SOLD
JUL 23, 2026
$1,825,000
5 Beds
5.5 Baths
3,655 sqft
2305 COLDSTREAM DRIVE,
Winter Park, FL 32792
CORCORAN PREMIER 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
SOLD
JUL 23, 2026
$400,000
3 Beds
1 Bath
800 sqft
1900 Staunton Ave,
Winter Park, FL 32789
SOLD
JUL 23, 2026
$1,599,900
5 Beds
4.5 Baths
3,252 sqft
1510 MILLER AVENUE,
Winter Park, FL 32789
RE/MAX EXCLUSIVE COLLECTION
SOLD
JUL 23, 2026
$3,275,000
5 Beds
5.5 Baths
4,508 sqft
1811 ONECO AVENUE,
Winter Park, FL 32789
COMPASS FLORIDA LLC
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
$1,245,000
4 Beds
5 Baths
3,971 sqft
2465 BANCHORY ROAD,
Winter Park, FL 32792
EXP REALTY LLC
SOLD
JUL 22, 2026
$670,000
4 Beds
2 Baths
1,813 sqft
505 CORNWALL ROAD,
Winter Park, FL 32792
KELLER WILLIAMS WINTER PARK
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 22, 2026
$3,000,000
5 Beds
4.5 Baths
3,460 sqft
1351 MAGNOLIA AVENUE,
Winter Park, FL 32789
KELLER WILLIAMS WINTER PARK
SOLD
JUL 21, 2026
$600,000
4 Beds
2 Baths
2,355 sqft
332 FLEET ROAD,
Winter Park, FL 32792
COMPASS FLORIDA LLC
SOLD
JUL 21, 2026
$245,000
1 Bed
1 Bath
787 sqft
700 MELROSE AVENUE #K25,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
JUL 21, 2026
$1,350,500
4 Beds
3.5 Baths
2,509 sqft
2454 BROOKSHIRE AVENUE,
Winter Park, FL 32792
COLDWELL BANKER REALTY
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
$368,000
2 Beds
2.5 Baths
1,428 sqft
340 KILLARNEY BAY COURT #4-4,
Winter Park, FL 32789
KELLER WILLIAMS WINTER PARK
SOLD
JUL 20, 2026
$211,000
1 Bed
1 Bath
582 sqft
151 N ORLANDO AVENUE #259,
Winter Park, FL 32789
MAXLIFE REALTY LLC
SOLD
JUL 20, 2026
$675,000
5 Beds
3 Baths
2,495 sqft
7740 LAKE DAWN DR,
Winter Park, FL 32792
KELLER WILLIAMS CLASSIC
SOLD
JUL 20, 2026
$2,150,000
5 Beds
4 Baths
3,374 sqft
230 E ROCKWOOD WAY,
Winter Park, FL 32789
KELLER WILLIAMS REALTY AT THE PARKS
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
$85,000
2 Beds
2 Baths
1,003 sqft
1000 S SEMORAN BLVD BOULEVARD #603,
Winter Park, FL 32792
VALENCE REALTY GROUP
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 20, 2026
$163,000
2 Beds
2 Baths
1,105 sqft
2923 ANTIQUE OAKS CIRCLE #39,
Winter Park, FL 32792
GLOBALWIDE REALTY LLC
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
$3,965,000
4 Beds
4.5 Baths
4,181 sqft
1161 VALENCIA AVENUE,
Winter Park, FL 32789
THE REAL ESTATE COLLECTION LLC
SOLD
JUL 17, 2026
$215,000
1 Bed
1 Bath
787 sqft
700 MELROSE AVENUE #F 21,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
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

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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