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Recently Sold Homes in Winter Park, FL

807 homes

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SOLD
DEC 5, 2025
$1,050,000
3 Beds
2 Baths
1,577 sqft
620 Virginia Dr,
Winter Park, FL 32789
GILKEY REAL ESTATE
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SOLD
DEC 5, 2025
$460,000
3 Beds
2 Baths
1,978 sqft
2831 Lion Heart Rd,
Winter Park, FL 32792
JOY ESTATE ENTERPRISE INC
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SOLD
DEC 5, 2025
$6,111,000
5 Beds
5 Baths
5,022 sqft
1860 Summerland Ave,
Winter Park, FL 32789
COMPASS FLORIDA LLC
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SOLD
DEC 5, 2025
$850,000
3 Beds
2.5 Baths
2,035 sqft
2573 Madeline Ave,
Winter Park, FL 32789
LOMBARDO TEAM REAL ESTATE LLC
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SOLD
DEC 5, 2025
$447,500
4 Beds
2 Baths
2,200 sqft
1339 Monte Ln,
Winter Park, FL 32792
ANCHOR FLORIDA REALTY LLC
SOLD
DEC 5, 2025
$515,000
4 Beds
4 Baths
2,275 sqft
1440 Michigan Ave,
Winter Park, FL 32789
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SOLD
DEC 5, 2025
$89,750
2 Beds
2.5 Baths
1,085 sqft
3002 George Mason Ave #3,
Winter Park, FL 32792
KELLER WILLIAMS ADVANTAGE REALTY
SOLD
DEC 4, 2025
$435,500
3 Beds
2 Baths
1,668 sqft
1630 Gladiolas Dr,
Winter Park, FL 32792
REDFIN CORPORATION
SOLD
DEC 3, 2025
$655,000
2 Beds
2 Baths
1,249 sqft
2825 Mulford Ave,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
DEC 3, 2025
$770,000
3 Beds
3.5 Baths
2,051 sqft
1917 S Lakemont Ave,
Winter Park, FL 32792
KELLER WILLIAMS WINTER PARK
SOLD
DEC 2, 2025
$410,000
4 Beds
3 Baths
1,804 sqft
2464 Lotafun Ave,
Winter Park, FL 32789
FUTURE HOME REALTY INC
SOLD
DEC 1, 2025
$1,095,000
3 Beds
3.5 Baths
1,942 sqft
1450 Chestnut Ave,
Winter Park, FL 32789
KELLY PRICE & COMPANY LLC
SOLD
DEC 1, 2025
$400,000
7429 Restful St #67,
Winter Park, FL 32792
PREMIER SOTHEBYS INT'L REALTY
SOLD
NOV 28, 2025
$675,000
3 Beds
2 Baths
1,442 sqft
2190 Temple Dr,
Winter Park, FL 32789
MAINFRAME REAL ESTATE
SOLD
NOV 26, 2025
$500,000
3 Beds
2 Baths
1,277 sqft
382 Perth Ln,
Winter Park, FL 32792
REAL BROKER, LLC
SOLD
NOV 26, 2025
$810,000
2 Beds
2 Baths
1,738 sqft
1314 Canterbury Rd,
Winter Park, FL 32789
STELLAR NON-MEMBER OFFICE
SOLD
NOV 25, 2025
$528,000
4 Beds
2 Baths
2,124 sqft
4991 Tangerine Ave,
Winter Park, FL 32792
EXP REALTY LLC
SOLD
NOV 25, 2025
$130,000
1 Bed
1 Bath
727 sqft
200 Saint Andrews Blvd #101,
Winter Park, FL 32792
PREMIUM PROPERTIES R.E SERVICE
SOLD
NOV 25, 2025
$78,000
2 Beds
2 Baths
1,020 sqft
330 Scottsdale Sq #330,
Winter Park, FL 32792
COLDWELL BANKER REALTY
SOLD
NOV 25, 2025
$505,000
4 Beds
2 Baths
2,002 sqft
1691 Bomi Cir,
Winter Park, FL 32792
KELLER WILLIAMS ADVANTAGE III
SOLD
NOV 25, 2025
$357,500
3 Beds
2 Baths
1,448 sqft
2065 Cocos Ln,
Winter Park, FL 32792
KELLER WILLIAMS REALTY AT THE PARKS
SOLD
NOV 25, 2025
$465,000
4 Beds
2 Baths
1,778 sqft
7104 Wrenwood Way,
Winter Park, FL 32792
THE WILKINS WAY LLC
SOLD
NOV 25, 2025
$765,000
3 Beds
2.5 Baths
1,751 sqft
441 N Capen Ave,
Winter Park, FL 32789
SOLD
NOV 24, 2025
$290,000
2 Beds
2 Baths
1,004 sqft
2411 Gallery View Dr #5,
Winter Park, FL 32792
MEP REALTY INVESTMENTS LLC
SOLD
NOV 24, 2025
$2,835,000
4 Beds
3.5 Baths
3,635 sqft
255 Stirling Ave,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
NOV 24, 2025
$417,100
2 Beds
2 Baths
1,400 sqft
690 Osceola Ave #502,
Winter Park, FL 32789
CHARLES RUTENBERG REALTY ORLANDO
SOLD
NOV 24, 2025
$520,000
3 Beds
2 Baths
1,548 sqft
3025 Northwood Blvd,
Winter Park, FL 32789
MAINFRAME REAL ESTATE
SOLD
NOV 24, 2025
$2,037,500
5 Beds
4.5 Baths
3,882 sqft
1781 Pine Ave,
Winter Park, FL 32789
FLORIDA CONNEXION PROPERTIES
SOLD
NOV 24, 2025
$2,175,000
4 Beds
4 Baths
3,461 sqft
2030 Versailles Ave,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
NOV 24, 2025
$398,000
3 Beds
2 Baths
1,255 sqft
3529 Australian Cir,
Winter Park, FL 32792
EXP REALTY LLC
SOLD
NOV 24, 2025
$835,000
Studio
1,237 sqft
1420 Gay Rd,
Winter Park, FL 32789
SOLD
NOV 21, 2025
$765,000
3 Beds
2.5 Baths
1,745 sqft
441 N CAPEN AVE,
WINTER PARK, FL 32789
COLDWELL BANKER REALTY
SOLD
NOV 21, 2025
$899,000
4 Beds
2.5 Baths
2,455 sqft
1648 Cypress Point Ln,
Winter Park, FL 32792
KELLER WILLIAMS WINTER PARK
SOLD
NOV 21, 2025
$1,030,000
4 Beds
2 Baths
2,388 sqft
1611 Tioga Trl,
Winter Park, FL 32789
KELLER WILLIAMS WINTER PARK
SOLD
NOV 21, 2025
$1,475,000
5 Beds
3.5 Baths
3,292 sqft
1453 Lyndale Blvd,
Winter Park, FL 32789
ALIGN REAL ESTATE LLC
SOLD
NOV 20, 2025
$360,000
3 Beds
2 Baths
1,145 sqft
611 Ololu Dr,
Winter Park, FL 32789
HOMERUN REALTY, LLC
SOLD
NOV 20, 2025
$75,000
2 Beds
2 Baths
1,030 sqft
3053 George Mason Ave #7,
Winter Park, FL 32792
RE/MAX 200 REALTY
SOLD
NOV 19, 2025
$266,000
2 Beds
2 Baths
1,026 sqft
1500 Gay Rd #9B,
Winter Park, FL 32789
REALCOM REAL ESTATE SERVICES INC
SOLD
NOV 19, 2025
$750,000
3 Beds
2 Baths
2,422 sqft
1681 Woodland Ave,
Winter Park, FL 32789
STELLAR NON-MEMBER OFFICE
SOLD
NOV 19, 2025
$2,285,000
4 Beds
4.5 Baths
3,883 sqft
521 S Phelps Ave,
Winter Park, FL 32789
LA ROSA REALTY HORIZONS 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