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Recently Sold Homes in Winter Park, FL

809 homes

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SOLD
OCT 21, 2025
$465,000
2 Beds
2.5 Baths
1,536 sqft
130 Killarney Bay Ct #5-3,
Winter Park, FL 32789
KELLER WILLIAMS WINTER PARK
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SOLD
OCT 21, 2025
$1,422,750
5 Beds
4.5 Baths
5,329 sqft
8041 Lake Waunatta Dr,
Winter Park, FL 32792
KELLER WILLIAMS REALTY AT THE PARKS
SOLD
OCT 21, 2025
$300,000
3 Beds
1 Bath
1,160 sqft
521 Ololu Dr,
Winter Park, FL 32789
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SOLD
OCT 21, 2025
$312,500
1 Bed
1 Bath
823 sqft
1308 S Pennsylvania Ave #3,
Winter Park, FL 32789
EXP REALTY LLC
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SOLD
OCT 21, 2025
$525,000
4 Beds
2.5 Baths
2,115 sqft
7712 Brookway St,
Orlando, FL 32817
KELLER WILLIAMS REALTY AT THE PARKS
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SOLD
OCT 20, 2025
$3,200,000
5 Beds
6 Baths
4,255 sqft
1610 Oakhurst Ave,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
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SOLD
OCT 20, 2025
$370,000
3 Beds
2 Baths
1,458 sqft
513 Dunraven Dr,
Winter Park, FL 32792
STELLAR NON-MEMBER OFFICE
SOLD
OCT 20, 2025
$700,000
4 Beds
2 Baths
2,372 sqft
1729 Golfside Dr,
Winter Park, FL 32792
KELLER WILLIAMS WINTER PARK
SOLD
OCT 20, 2025
$2,575,000
5 Beds
5.5 Baths
4,469 sqft
1341 Place Picardy,
Winter Park, FL 32789
STOCKWORTH REALTY GROUP
SOLD
OCT 20, 2025
$332,000
3 Beds
2 Baths
1,461 sqft
3490 Bougainvillea Dr,
Winter Park, FL 32792
KELLER WILLIAMS ADVANTAGE III
SOLD
OCT 17, 2025
$195,000
2 Beds
2 Baths
1,036 sqft
3220 Netherwood Dr,
Winter Park, FL 32792
THE FIRM RE
SOLD
OCT 17, 2025
$260,000
2 Beds
1 Bath
690 sqft
1841 Biscayne Dr,
Winter Park, FL 32789
KELLER WILLIAMS HERITAGE REALTY
SOLD
OCT 17, 2025
$600,000
3 Beds
2 Baths
1,842 sqft
2812 Woodside Ave,
Winter Park, FL 32789
KELLER WILLIAMS WINTER PARK
SOLD
OCT 17, 2025
$3,485,000
5 Beds
6 Baths
4,565 sqft
2171 Forrest Rd,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
OCT 17, 2025
$450,000
4 Beds
2.5 Baths
1,980 sqft
1660 Tremont Ln,
Winter Park, FL 32792
REAL BROKER, LLC
SOLD
OCT 16, 2025
$1,825,000
5 Beds
3.5 Baths
3,558 sqft
1361 Palmer Ave,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
OCT 16, 2025
$312,000
3 Beds
2 Baths
987 sqft
1921 Dartmouth Ave,
Winter Park, FL 32789
THOMAS LYNNE REALTY GROUP LLC
SOLD
OCT 16, 2025
$350,000
4 Beds
2 Baths
1,678 sqft
3521 Balsam Dr,
Winter Park, FL 32792
DALTON WADE INC
SOLD
OCT 16, 2025
$358,000
3 Beds
2 Baths
1,114 sqft
1827 Blaine Ter,
Winter Park, FL 32792
COMPASS FLORIDA LLC
SOLD
OCT 15, 2025
$242,000
2 Beds
1.5 Baths
1,219 sqft
200 Saint Andrews Blvd #3002,
Winter Park, FL 32792
A+ REALTY PROFESSIONALS, INC
SOLD
OCT 15, 2025
$401,000
2 Beds
1 Bath
818 sqft
1809 Palmer Ave,
Winter Park, FL 32792
SOLD
OCT 15, 2025
$849,990
4 Beds
4 Baths
2,759 sqft
730 S Ranger Blvd,
Winter Park, FL 32792
EXP REALTY LLC
SOLD
OCT 15, 2025
$1,980,000
5 Beds
3.5 Baths
3,568 sqft
1535 Williams Dr,
Winter Park, FL 32789
CHARLES RUTENBERG REALTY ORLANDO
SOLD
OCT 15, 2025
$270,000
3 Beds
2.5 Baths
1,616 sqft
1871 Casselwood St,
Winter Park, FL 32792
ERA GRIZZARD REAL ESTATE
SOLD
OCT 15, 2025
$1,206,400
4 Beds
3.5 Baths
3,321 sqft
4048 Gilder Rose Pl,
Winter Park, FL 32792
COMPASS FLORIDA LLC
SOLD
OCT 15, 2025
$401,000
1809 Palmer Ave #9,
Winter Park, FL 32792
COLDWELL BANKER REALTY
SOLD
OCT 14, 2025
$680,000
4 Beds
3.5 Baths
2,597 sqft
3960 Lake Mira Dr,
Orlando, FL 32817
FANNIE HILLMAN & ASSOCIATES
SOLD
OCT 14, 2025
$325,000
3 Beds
2.5 Baths
1,448 sqft
700 Melrose Ave #C22,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
OCT 14, 2025
$475,000
631 Symonds Ave #11,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
OCT 14, 2025
$475,000
621 Symonds Ave #11,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
OCT 14, 2025
$749,900
4 Beds
3.5 Baths
2,582 sqft
1465 Lone Feather Trl,
Winter Park, FL 32792
THE TEAM REAL ESTATE GROUP INC
SOLD
OCT 13, 2025
$170,000
2 Beds
2 Baths
987 sqft
200 Saint Andrews Blvd #2206,
Winter Park, FL 32792
KELLER WILLIAMS WINTER PARK
SOLD
OCT 10, 2025
$632,100
2 Beds
2 Baths
1,057 sqft
225 E Canton Ave #225,
Winter Park, FL 32789
PALMANO GROUP RE BROKERAGE LLC
SOLD
OCT 10, 2025
$440,000
5 Beds
2 Baths
2,272 sqft
5073 Lake Howell Rd,
Winter Park, FL 32792
EXP REALTY LLC
SOLD
OCT 10, 2025
$374,900
3 Beds
2 Baths
1,539 sqft
2028 Leanne Ct,
Winter Park, FL 32792
ALL SELLERS & BUYERS REALTY INC
SOLD
OCT 9, 2025
$1,545,000
4 Beds
3.5 Baths
3,204 sqft
1831 Mizell Ave,
Winter Park, FL 32789
EXP REALTY LLC
SOLD
OCT 9, 2025
$1,650,000
4 Beds
3 Baths
2,489 sqft
1915 Stonehurst Rd,
Winter Park, FL 32789
KELLER WILLIAMS WINTER PARK
SOLD
OCT 9, 2025
$4,430,000
5 Beds
6.5 Baths
6,338 sqft
2161 Sharon Rd,
Winter Park, FL 32789
LA ROSA REALTY HORIZONS LLC
SOLD
OCT 9, 2025
$360,000
3 Beds
2 Baths
1,606 sqft
1309 Paradise Ln,
Winter Park, FL 32792
COLDWELL BANKER REALTY
SOLD
OCT 9, 2025
$893,000
4 Beds
4.5 Baths
3,408 sqft
2890 Wild Ginger Ct,
Winter Park, FL 32792
PREMIER SOTHEBY'S INTL. REALTY

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