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Recently Sold Homes in Winter Park, FL

902 homes

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SOLD
SEP 19, 2026
$589,900
3 Beds
2 Baths
1,700 sqft
1313 S DENNING DRIVE,
Winter Park, FL 32789
THE AGENCY FL
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SOLD
SEP 18, 2026
$810,000
3 Beds
2 Baths
2,498 sqft
1563 Aloma Ave,
Winter Park, FL 32789
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SOLD
SEP 18, 2026
$429,900
3 Beds
2 Baths
1,727 sqft
1914 BONANZA COURT,
Winter Park, FL 32792
KELLER WILLIAMS WINTER PARK
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SOLD
SEP 18, 2026
$1,420,000
4 Beds
4 Baths
2,812 sqft
607 ELLEN DRIVE,
Winter Park, FL 32789
KELLY PRICE & COMPANY LLC
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SOLD
SEP 17, 2026
$410,000
3 Beds
2 Baths
1,484 sqft
8531 PORT SAID STREET,
Orlando, FL 32817
FUTURE HOME REALTY INC
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SOLD
SEP 17, 2026
$626,000
4 Beds
3 Baths
2,702 sqft
3114 HEARTLEAF PLACE,
Winter Park, FL 32792
CHAMPION HOMES
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SOLD
SEP 17, 2026
$415,000
4 Beds
2 Baths
1,808 sqft
1610 GLADIOLAS DRIVE,
Winter Park, FL 32792
LIFESTYLE INTERNATIONAL REALTY
SOLD
SEP 17, 2026
$365,000
3 Beds
2 Baths
1,520 sqft
2511 EASTBROOK BOULEVARD,
Winter Park, FL 32792
PHOENIX REALTY ADVISORS LLC
SOLD
SEP 16, 2026
$2,925,000
5 Beds
4.5 Baths
4,410 sqft
1597 OAKHURST AVENUE,
Winter Park, FL 32789
KELLER WILLIAMS REALTY AT THE PARKS
SOLD
SEP 16, 2026
$2,325,000
5 Beds
4.5 Baths
3,408 sqft
1630 ELM AVENUE,
Winter Park, FL 32789
ONE LUXURY INTERNATIONAL LLC
SOLD
SEP 16, 2026
$501,500
3 Beds
3.5 Baths
2,195 sqft
1134 WASHINGTON AVENUE #13C,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
SEP 16, 2026
$570,000
3 Beds
2.5 Baths
1,934 sqft
786 MCINTYRE AVENUE,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
SEP 15, 2026
$490,000
3 Beds
2 Baths
1,413 sqft
512 N LAKEMONT AVENUE,
Winter Park, FL 32792
COLDWELL BANKER REALTY
SOLD
SEP 15, 2026
$430,000
3 Beds
2 Baths
1,620 sqft
2765 ABBEY ROAD,
Winter Park, FL 32792
RE/MAX 200 REALTY
SOLD
SEP 15, 2026
$840,000
3 Beds
2.5 Baths
1,884 sqft
1405 MILLER AVENUE,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
SEP 14, 2026
$218,000
2 Beds
1.5 Baths
1,219 sqft
200 SAINT ANDREWS BOULEVARD #2904,
Winter Park, FL 32792
MAINFRAME REAL ESTATE
SOLD
SEP 14, 2026
$560,000
3 Beds
2 Baths
1,224 sqft
1923 Hammerlin Ave,
Winter Park, FL 32789
SOLD
SEP 14, 2026
$4,000,000
5 Beds
5.5 Baths
4,961 sqft
1180 VIA LUGANO,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
SEP 14, 2026
$550,000
4 Beds
3 Baths
2,209 sqft
4425 Steed Ter,
Winter Park, FL 32792
SOLD
SEP 14, 2026
$356,000
3 Beds
2 Baths
1,240 sqft
2022 EASTBROOK BOULEVARD,
Winter Park, FL 32792
REAL BROKER, LLC
SOLD
SEP 11, 2026
$465,000
3 Beds
2 Baths
1,521 sqft
2826 AMBERGATE ROAD,
Winter Park, FL 32792
CHARLES RUTENBERG REALTY ORLANDO
SOLD
SEP 11, 2026
$1,600,000
4 Beds
4 Baths
3,630 sqft
890 N PHELPS AVENUE,
Winter Park, FL 32789
COLDWELL BANKER REALTY
SOLD
SEP 11, 2026
$1,700,000
5 Beds
4.5 Baths
4,288 sqft
4469 OLD BEAR RUN,
Winter Park, FL 32792
LPT REALTY, LLC
SOLD
SEP 10, 2026
$1,035,000
3 Beds
2.5 Baths
2,046 sqft
1870 WALKER AVENUE,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
SEP 10, 2026
$1,810,000
4 Beds
4 Baths
2,653 sqft
721 PANSY AVENUE,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
SEP 10, 2026
$365,000
2 Beds
1 Bath
702 sqft
1333 S DENNING DRIVE,
Winter Park, FL 32789
KELLER WILLIAMS WINTER PARK
SOLD
SEP 10, 2026
$560,000
2 Beds
2.5 Baths
1,704 sqft
2881 TEMPLE TRAIL,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
SEP 10, 2026
$875,000
3 Beds
3 Baths
2,538 sqft
1600 ONECO AVENUE,
Winter Park, FL 32789
STELLAR NON-MEMBER OFFICE
SOLD
SEP 10, 2026
$447,000
3 Beds
2 Baths
1,673 sqft
1456 E BROOKSHIRE COURT,
Winter Park, FL 32792
COMPASS FLORIDA LLC
SOLD
SEP 10, 2026
$130,000
1 Bed
1 Bath
678 sqft
291 Lewfield Cir,
Winter Park, FL 32792
SOLD
SEP 10, 2026
$595,000
2 Beds
2 Baths
1,188 sqft
531 W SWOOPE AVENUE,
Winter Park, FL 32789
STIRLING INTERNATIONAL REAL ES
SOLD
SEP 10, 2026
$875,000
1600 ONECO AVENUE LOT 1,
Winter Park, FL 32789
STELLAR NON-MEMBER OFFICE
SOLD
SEP 9, 2026
$962,000
4 Beds
4.5 Baths
2,918 sqft
585 Osceola Ave,
Winter Park, FL 32789
SOLD
SEP 9, 2026
$325,000
3 Beds
2 Baths
2,030 sqft
1830 Magnolia Ave,
Winter Park, FL 32789
SOLD
SEP 9, 2026
$284,000
3 Beds
2 Baths
1,284 sqft
2653 CAYMAN WAY,
Winter Park, FL 32792
RE/MAX TOWN & COUNTRY REALTY
SOLD
SEP 8, 2026
$315,000
3 Beds
2 Baths
1,196 sqft
758 WARRENTON ROAD,
Winter Park, FL 32792
SUN PROPERTIES, INC.
SOLD
SEP 8, 2026
$760,000
3 Beds
2 Baths
1,601 sqft
1617 Hibiscus Ave,
Winter Park, FL 32789
SOLD
SEP 8, 2026
$132,500
1 Bed
1 Bath
749 sqft
3019 ANTIQUE OAKS CIRCLE #124,
Winter Park, FL 32792
COLDWELL BANKER REALTY
SOLD
SEP 4, 2026
$160,000
2 Beds
2 Baths
956 sqft
2500 LEE ROAD #208,
Winter Park, FL 32789
KELLER WILLIAMS REALTY AT THE PARKS
SOLD
SEP 4, 2026
$580,000
3 Beds
2 Baths
1,618 sqft
228 RIPPLING LANE,
Winter Park, FL 32789
GATE PROPERTIES & MANAGEMENT INC

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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