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Recently Sold Homes in Winter Park, FL

812 homes

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SOLD
MAY 6, 2026
$415,000
3 Beds
2 Baths
1,518 sqft
3127 Ash Park Loop,
Winter Park, FL 32792
KELLER WILLIAMS WINTER PARK
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SOLD
MAY 6, 2026
$255,000
2 Beds
2 Baths
1,495 sqft
2501 Tahoe Cir,
Winter Park, FL 32792
COLDWELL BANKER REALTY
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SOLD
MAY 5, 2026
$720,000
3 Beds
2 Baths
1,575 sqft
643 Dunblane Dr,
Winter Park, FL 32792
ZEN LIVING HOMES LLC
SOLD
MAY 5, 2026
$720,000
Studio
643 Dunblane Dr,
Winter Park, FL 32792
SOLD
MAY 4, 2026
$150,000
3 Beds
2 Baths
1,120 sqft
2717 Eastham Rd,
Winter Park, FL 32792
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SOLD
MAY 4, 2026
$1,084,000
4 Beds
3 Baths
2,801 sqft
227 Salvador Sq,
Winter Park, FL 32789
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SOLD
MAY 4, 2026
$570,000
3 Beds
2.5 Baths
2,312 sqft
1537 Bantam Way,
Winter Park, FL 32792
LIVE MVRK LLC
SOLD
MAY 4, 2026
$77,000
1 Bed
1 Bath
7309 Daniel Webster Dr #-2B,
Winter Park, FL 32792
RE/MAX - City Centre Realty
SOLD
MAY 1, 2026
$215,000
2 Beds
1.5 Baths
1,085 sqft
200 Saint Andrews Blvd #3001,
Winter Park, FL 32792
Kleros Realty
SOLD
MAY 1, 2026
$342,500
2 Beds
2 Baths
1,074 sqft
700 Melrose Ave #J1,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
MAY 1, 2026
$432,500
3 Beds
2 Baths
1,611 sqft
7716 Wicklow Cir,
Orlando, FL 32817
CHARLES RUTENBERG REALTY ORLANDO
SOLD
MAY 1, 2026
$760,000
4 Beds
3 Baths
1,778 sqft
5233 Lake Howell Rd,
Winter Park, FL 32792
FANNIE HILLMAN & ASSOCIATES
SOLD
MAY 1, 2026
$130,000
1 Bed
1 Bath
678 sqft
151 Lewfield Cir #4,
Winter Park, FL 32792
KELLER WILLIAMS REALTY AT THE PARKS
SOLD
APR 30, 2026
$425,000
3 Beds
2 Baths
1,355 sqft
1909 Edwin Blvd,
Winter Park, FL 32792
CHARLES RUTENBERG REALTY ORLANDO
SOLD
APR 30, 2026
$795,000
3 Beds
2 Baths
1,893 sqft
1680 Palmer Ave,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
APR 30, 2026
$550,000
2 Beds
2 Baths
986 sqft
535 N Interlachen Ave #203,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
APR 30, 2026
$800,000
3 Beds
2 Baths
1,930 sqft
737 N Capen Ave,
Winter Park, FL 32789
LPT REALTY, LLC
SOLD
APR 30, 2026
$4,500,000
6 Beds
5.5 Baths
5,759 sqft
887 Georgia Ave,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
APR 30, 2026
$800,000
3 Beds
2 Baths
1,800 sqft
422 Balmoral Rd,
Winter Park, FL 32789
CENTRAL FLORIDA REAL ESTATE CE
SOLD
APR 30, 2026
$310,000
2 Beds
2 Baths
1,320 sqft
736 Warrenton Rd,
Winter Park, FL 32792
FANNIE HILLMAN & ASSOCIATES
SOLD
APR 30, 2026
$1,390,000
4 Beds
4.5 Baths
3,253 sqft
525 Lakeview Ave,
Winter Park, FL 32789
COLDWELL BANKER REALTY
SOLD
APR 30, 2026
$2,050,000
1205 Mayfield Ave #9,
Winter Park, FL 32789
RE/MAX 200 REALTY
SOLD
APR 29, 2026
$421,000
3 Beds
2 Baths
1,400 sqft
633 Lander Rd,
Winter Park, FL 32792
KELLER WILLIAMS ADVANTAGE 2 REALTY
SOLD
APR 29, 2026
$272,250
2 Beds
2 Baths
1,105 sqft
2519 Windward Way,
Winter Park, FL 32792
NONA LEGACY POWERED BY LA ROSA
SOLD
APR 29, 2026
$360,000
3 Beds
2 Baths
1,310 sqft
5647 Garden Grove Cir,
Winter Park, FL 32792
WATSON REALTY CORP
SOLD
APR 28, 2026
$201,300
3 Beds
2 Baths
1,196 sqft
751 Warrenton Rd,
Winter Park, FL 32792
SOLD
APR 27, 2026
$1,425,000
4 Beds
3.5 Baths
2,544 sqft
823 Granville Dr,
Winter Park, FL 32789
FLORIDA ONE REAL ESTATE LLC
SOLD
APR 27, 2026
$275,000
2 Beds
2 Baths
1,020 sqft
2612 Exuma Way,
Winter Park, FL 32792
KELLER WILLIAMS ADVANTAGE REALTY
SOLD
APR 27, 2026
$435,800
3 Beds
2 Baths
1,560 sqft
5418 Ardmore Dr,
Winter Park, FL 32792
WEMERT GROUP REALTY LLC
SOLD
APR 24, 2026
$865,000
3 Beds
2.5 Baths
2,114 sqft
628 Dunblane Dr,
Winter Park, FL 32792
FANNIE HILLMAN & ASSOCIATES
SOLD
APR 24, 2026
$409,000
3 Beds
2 Baths
1,670 sqft
4048 Waterview Loop,
Winter Park, FL 32792
SOLD
APR 24, 2026
$105,000
2 Beds
1 Bath
881 sqft
1695 Lee Rd #C214,
Winter Park, FL 32789
PROFESSIONAL REAL ESTATE TEAM
SOLD
APR 24, 2026
$300,000
1 Bed
1 Bath
570 sqft
311 E Morse Blvd #6-3,
Winter Park, FL 32789
FLORIDA ONE REAL ESTATE LLC
SOLD
APR 23, 2026
$145,000
1 Bed
1 Bath
645 sqft
2500 Lee Rd #243,
Winter Park, FL 32789
KELLER WILLIAMS WINTER PARK
SOLD
APR 23, 2026
$490,000
3 Beds
2 Baths
1,745 sqft
2126 N Hampton Cir,
Winter Park, FL 32792
KELLER WILLIAMS WINTER PARK
SOLD
APR 23, 2026
$129,300
2 Beds
2 Baths
1,058 sqft
4812 Tangerine Ave #4812,
Winter Park, FL 32792
SOLD
APR 22, 2026
$1,600,000
4 Beds
2.5 Baths
3,263 sqft
446 Alberta Dr,
Winter Park, FL 32789
CHARLES RUTENBERG REALTY ORLANDO
SOLD
APR 22, 2026
$545,000
4 Beds
2 Baths
1,948 sqft
2814 Sheriff Way,
Winter Park, FL 32792
CORCORAN PREMIER REALTY
SOLD
APR 22, 2026
$670,000
4 Beds
2.5 Baths
2,196 sqft
1127 Wildmeadow Run,
Winter Park, FL 32792
LPT REALTY, LLC
SOLD
APR 22, 2026
$5,650,000
Studio
11,034 sqft
2451 Howell Market Ln,
Winter Park, FL 32792

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

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.