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Recently Sold 4 Bedroom Homes in Winter Park, FL

298 homes

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SOLD
JUL 31, 2026
$6,500,000
4 Beds
3 Baths
4,208 sqft
405 LAKEWOOD DRIVE,
Winter Park, FL 32789
KELLY PRICE & COMPANY LLC
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SOLD
JUL 31, 2026
$1,450,000
4 Beds
3.5 Baths
2,249 sqft
1660 WALNUT AVENUE,
Winter Park, FL 32789
ONE LUXURY INTERNATIONAL LLC
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SOLD
JUL 30, 2026
$445,000
4 Beds
2 Baths
1,645 sqft
3009 NICHOLSON DRIVE,
Winter Park, FL 32792
LPT REALTY, LLC
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SOLD
JUL 29, 2026
$1,965,000
4 Beds
3 Baths
3,696 sqft
2261 MULBRY DRIVE,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
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SOLD
JUL 28, 2026
$380,000
4 Beds
2 Baths
1,979 sqft
3949 COOL WATER COURT,
Winter Park, FL 32792
ACME REAL ESTATE FLORIDA LLC
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SOLD
JUL 25, 2026
$400,000
4 Beds
2 Baths
1,677 sqft
7514 LAUREL SPRINGS DRIVE,
Winter Park, FL 32792
KELLER WILLIAMS WINTER PARK
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SOLD
JUL 25, 2026
$453,040
4 Beds
2 Baths
1,863 sqft
5350 ORANGE AVENUE,
Winter Park, FL 32792
ABSOLUTE REALTY GROUP, LLC
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
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
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
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 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
$1,350,500
4 Beds
3.5 Baths
2,509 sqft
2454 BROOKSHIRE AVENUE,
Winter Park, FL 32792
COLDWELL BANKER 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
$1,400,000
4 Beds
3.5 Baths
2,815 sqft
1220 WOODMERE DRIVE,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
JUL 17, 2026
$645,000
4 Beds
3 Baths
2,749 sqft
3135 HEARTLEAF PLACE,
Winter Park, FL 32792
COLDWELL BANKER REALTY
SOLD
JUL 16, 2026
$766,000
4 Beds
4 Baths
3,040 sqft
4348 Steed Ter,
Winter Park, FL 32792
SOLD
JUL 16, 2026
$485,000
4 Beds
2 Baths
1,787 sqft
1032 MANCHESTER CIRCLE,
Winter Park, FL 32792
BHHS FLORIDA REALTY
SOLD
JUL 15, 2026
$725,000
4 Beds
3 Baths
2,038 sqft
350 CORNWALL RD,
Winter Park, FL 32792
RE/MAX TOWN & COUNTRY REALTY
SOLD
JUL 13, 2026
$724,900
4 Beds
3.5 Baths
2,587 sqft
1340 BLUE STEM LANE,
Winter Park, FL 32792
MAINFRAME REAL ESTATE
SOLD
JUL 10, 2026
$419,900
4 Beds
2.5 Baths
1,616 sqft
1871 CASSELWOOD STREET,
Winter Park, FL 32792
KELLER WILLIAMS ADVANTAGE 2 REALTY
SOLD
JUL 10, 2026
$415,000
4 Beds
2 Baths
1,827 sqft
1354 TIERRA CIRCLE,
Winter Park, FL 32792
REAL ESTATE FIRM OF ORLANDO
SOLD
JUL 9, 2026
$347,500
4 Beds
2.5 Baths
1,656 sqft
1761 Gladiolas Dr,
Winter Park, FL 32792
SOLD
JUL 9, 2026
$415,000
4 Beds
2 Baths
1,625 sqft
1016 MANCHESTER CIRCLE,
Winter Park, FL 32792
KELLER WILLIAMS ADVANTAGE REALTY
SOLD
JUL 9, 2026
$220,000
4 Beds
2 Baths
1,301 sqft
7786 Fox Knoll Pl,
Winter Park, FL 32792
SOLD
JUL 8, 2026
$470,000
4 Beds
2 Baths
1,594 sqft
1511 GLADIOLAS DRIVE,
Winter Park, FL 32792
KELLER WILLIAMS ADVANTAGE III
SOLD
JUL 7, 2026
$495,000
4 Beds
3 Baths
2,404 sqft
1546 Minnesota Ave,
Winter Park, FL 32789
SOLD
JUL 7, 2026
$437,500
4 Beds
2 Baths
1,712 sqft
7134 WRENWOOD WAY,
Winter Park, FL 32792
LA ROSA REALTY CW PROPERTIES L
SOLD
JUL 7, 2026
$465,000
4 Beds
2.5 Baths
2,058 sqft
4190 BEAR GULLY ROAD,
Winter Park, FL 32792
ADVANCE REALTY & MANAGEMENT LLC
SOLD
JUL 2, 2026
$458,000
4 Beds
3 Baths
2,878 sqft
3312 HEARTWOOD AVENUE,
Winter Park, FL 32792
MID-STATE PROPERTIES PSL LLC
SOLD
JUN 30, 2026
$385,000
4 Beds
3 Baths
1,359 sqft
610 ELLENDALE DRIVE,
Winter Park, FL 32792
4 ACRE REALTY LLC
SOLD
JUN 30, 2026
$540,000
4 Beds
2 Baths
1,821 sqft
2829 Aloma Ave,
Winter Park, FL 32792
SOLD
JUN 30, 2026
$1,549,900
4 Beds
3.5 Baths
3,144 sqft
1516 MILLER AVENUE,
Winter Park, FL 32789
RE/MAX EXCLUSIVE COLLECTION
SOLD
JUN 30, 2026
$1,395,000
4 Beds
3.5 Baths
2,838 sqft
2408 LAFAYETTE AVENUE,
Winter Park, FL 32789
CORCORAN PREMIER REALTY
SOLD
JUN 30, 2026
$610,000
4 Beds
2.5 Baths
2,636 sqft
2220 FAIRGLENN WAY,
Winter Park, FL 32792
ELLIS GROUP REALTY, LLC
SOLD
JUN 29, 2026
$660,000
4 Beds
3 Baths
1,918 sqft
927 FAIRWAY DRIVE,
Winter Park, FL 32792
FLAT FEE MLS REALTY
SOLD
JUN 29, 2026
$640,000
4 Beds
1 Bath
1,604 sqft
1618 Indiana Ave 1618 Indiana Ave,
Winter Park, FL 32789
NATIONAL REAL ESTATE
SOLD
JUN 29, 2026
$3,150,000
4 Beds
5.5 Baths
3,788 sqft
1910 GLENCOE ROAD,
Winter Park, FL 32789
ONE LUXURY INTERNATIONAL LLC
SOLD
JUN 26, 2026
$2,080,000
4 Beds
3.5 Baths
3,472 sqft
2423 VIA SIENNA,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES

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