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Homes Recently Sold in
Winter Park, FL
2,685 Homes
Price
$/Sqft
Bd
Ba
Sqft
Lot
Size
On Movoto
1106 Golfside Dr,
Winter Park, FL 32792
$700,000
5
Bd
4
Ba
2,765
Sq Ft
SOLD
05/14/26
1921 Kimbrace Pl,
Winter Park, FL 32792
$530,000
3
Bd
2
Ba
1,275
Sq Ft
SOLD
05/09/26
1821 Pinetree Rd,
Winter Park, FL 32789
$7,164,000
5
Bd
7
Ba
5,006
Sq Ft
SOLD
05/06/26
7309 Daniel Webster Dr #0-2B,
Winter Park, FL 32792
$77,000
1
Bd
1
Ba
SOLD
05/04/26
629 Country Club Dr,
Winter Park, FL 32789
$1,655,000
4
Bd
4
Ba
3,031
Sq Ft
SOLD
04/27/26
665 Lyman Ave,
Winter Park, FL 32789
$475,000
3
Bd
2
Ba
1,119
Sq Ft
SOLD
04/23/26
639 Friar Rd,
Winter Park, FL 32792
$795,000
4
Bd
3
Ba
1,950
Sq Ft
SOLD
04/19/26
2501 Tahoe Cir,
Winter Park, FL 32792
$255,000
2
Bd
2
Ba
1,495
Sq Ft
SOLD
04/19/26
300 Carolina Ave #207,
Winter Park, FL 32789
$400,000
1
Bd
2
Ba
1,149
Sq Ft
SOLD
04/18/26
1661 Woodland,
Winter Park, FL 32789
$1,300,000
0.27
Acre
SOLD
04/16/26
1302 Raintree Pl,
Winter Park, FL 32789
$4,720,000
5
Bd
6
Ba
4,738
Sq Ft
SOLD
04/16/26
1713 Elizabeths Walk,
Winter Park, FL 32789
$1,850,000
4
Bd
4
Ba
3,670
Sq Ft
SOLD
04/15/26
5330 Tangerine Ave,
Winter Park, FL 32792
$354,900
3
Bd
2
Ba
1,642
Sq Ft
SOLD
04/15/26
135 W Swoope Ave,
Winter Park, FL 32789
$2,570,000
3
Bd
3
Ba
2,667
Sq Ft
SOLD
04/15/26
1500 Gay Rd #8D,
Winter Park, FL 32789
$261,000
2
Bd
2
Ba
1,026
Sq Ft
SOLD
04/14/26
3110 Heartleaf Pl,
Winter Park, FL 32792
$600,000
4
Bd
3
Ba
2,704
Sq Ft
SOLD
04/13/26
736 Warrenton Rd,
Winter Park, FL 32792
$310,000
2
Bd
2
Ba
1,320
Sq Ft
SOLD
04/13/26
1841 Harland Park Dr,
Winter Park, FL 32789
$1,635,000
4
Bd
4
Ba
3,470
Sq Ft
SOLD
04/11/26
2919 Bower Rd,
Winter Park, FL 32792
$760,000
3
Bd
2
Ba
2,325
Sq Ft
SOLD
04/10/26
3642 Periwinkle Dr,
Winter Park, FL 32792
$440,000
5
Bd
3
Ba
1,945
Sq Ft
SOLD
04/10/26
2820 Bear Island Pointe,
Winter Park, FL 32792
$2,000,000
3
Bd
5
Ba
5,138
Sq Ft
SOLD
04/09/26
218 Orange Terrace Dr,
Winter Park, FL 32789
$560,000
3
Bd
2
Ba
1,618
Sq Ft
SOLD
04/09/26
643 Dunblane Dr,
Winter Park, FL 32792
$720,000
3
Bd
2
Ba
1,575
Sq Ft
SOLD
04/08/26
518 Shoreview Ave,
Winter Park, FL 32789
$450,000
2
Bd
2
Ba
1,609
Sq Ft
SOLD
04/07/26
823 Granville Dr,
Winter Park, FL 32789
$1,425,000
4
Bd
4
Ba
2,544
Sq Ft
SOLD
04/06/26
781 Northwood Cir,
Winter Park, FL 32789
$776,533
3
Bd
2
Ba
1,566
Sq Ft
SOLD
04/05/26
Undisclosed,
Winter Park, FL 32789
$225,000
2
Bd
3
Ba
959
Sq Ft
SOLD
04/05/26
2519 Windward Way,
Winter Park, FL 32792
$272,250
2
Bd
2
Ba
1,105
Sq Ft
SOLD
04/05/26
3262 Oak Lake Pl #139,
Winter Park, FL 32792
$163,000
2
Bd
3
Ba
1,031
Sq Ft
SOLD
04/05/26
700 Melrose Ave #J1,
Winter Park, FL 32789
$342,500
2
Bd
2
Ba
1,074
Sq Ft
SOLD
04/04/26
1183 Wildmeadow Run,
Winter Park, FL 32792
$800,000
4
Bd
4
Ba
3,020
Sq Ft
SOLD
04/04/26
151 Lewfield Cir #4,
Winter Park, FL 32792
$130,000
1
Bd
1
Ba
678
Sq Ft
SOLD
04/02/26
422 Balmoral Rd,
Winter Park, FL 32789
$800,000
3
Bd
2
Ba
1,800
Sq Ft
SOLD
04/01/26
1602 Alabama Dr #403,
Winter Park, FL 32789
$1,100,000
2
Bd
2
Ba
1,402
Sq Ft
SOLD
04/01/26
200 Saint Andrew #3103,
Winter Park, FL 32792
$175,000
2
Bd
2
Ba
1,219
Sq Ft
SOLD
04/01/26
660 Osceola Ave #101,
Winter Park, FL 32789
$2,232,000
3
Bd
4
Ba
2,714
Sq Ft
SOLD
04/01/26
2420 Firstlight Way,
Winter Park, FL 32792
$445,000
3
Bd
3
Ba
2,312
Sq Ft
SOLD
04/01/26
837 Appalachee Ave,
Winter Park, FL 32792
$439,000
4
Bd
2
Ba
1,771
Sq Ft
SOLD
03/31/26
2652 Abbey Rd,
Winter Park, FL 32792
$430,000
5
Bd
2
Ba
1,938
Sq Ft
SOLD
03/31/26
649 Berwick Dr,
Winter Park, FL 32792
$630,000
4
Bd
2
Ba
1,943
Sq Ft
SOLD
03/30/26
3127 Ash Park Loop,
Winter Park, FL 32792
$415,000
3
Bd
2
Ba
1,518
Sq Ft
SOLD
03/30/26
5418 Ardmore Dr,
Winter Park, FL 32792
$435,800
3
Bd
2
Ba
1,560
Sq Ft
SOLD
03/29/26
765 Baffie Ave,
Winter Park, FL 32789
$365,000
2
Bd
1
Ba
936
Sq Ft
SOLD
03/29/26
1098 Wildmeadow Run,
Winter Park, FL 32792
$650,000
4
Bd
3
Ba
1,770
Sq Ft
SOLD
03/29/26
525 Lakeview Ave,
Winter Park, FL 32789
$1,390,000
4
Bd
5
Ba
3,253
Sq Ft
SOLD
03/29/26
409 Sandlewood Cv #3,
Winter Park, FL 32789
$275,000
3
Bd
4
Ba
1,413
Sq Ft
SOLD
03/27/26
1523 Golfside Dr,
Winter Park, FL 32792
$649,000
4
Bd
2
Ba
1,936
Sq Ft
SOLD
03/27/26
1016 Howell Branch Rd,
Winter Park, FL 32789
$1,650,000
4
Bd
3
Ba
3,142
Sq Ft
SOLD
03/27/26
1560 Woodland Ave,
Winter Park, FL 32789
$1,675,000
5
Bd
5
Ba
3,851
Sq Ft
SOLD
03/27/26
628 Dunblane Dr,
Winter Park, FL 32792
$865,000
3
Bd
3
Ba
2,114
Sq Ft
SOLD
03/27/26
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