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Homes Recently Sold in
Windsong, Winter Park
175 Homes
Price
$/Sqft
Bd
Ba
Sqft
Lot
Size
On Movoto
1921 Kimbrace Pl,
Winter Park, FL 32792
$530,000
3
Bd
2
Ba
1,275
Sq Ft
SOLD
05/09/26
1713 Elizabeths Walk,
Winter Park, FL 32789
$1,850,000
4
Bd
4
Ba
3,670
Sq Ft
SOLD
04/15/26
1841 Harland Park Dr,
Winter Park, FL 32789
$1,635,000
4
Bd
4
Ba
3,470
Sq Ft
SOLD
04/11/26
643 Dunblane Dr,
Winter Park, FL 32792
$720,000
3
Bd
2
Ba
1,575
Sq Ft
SOLD
04/08/26
422 Balmoral Rd,
Winter Park, FL 32789
$800,000
3
Bd
2
Ba
1,800
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
628 Dunblane Dr,
Winter Park, FL 32792
$865,000
3
Bd
3
Ba
2,114
Sq Ft
SOLD
03/27/26
633 Balmoral Rd,
Winter Park, FL 32789
$1,700,000
0.53
Acre
SOLD
03/21/26
501 Henkel Cir,
Winter Park, FL 32789
$1,905,000
5
Bd
5
Ba
3,746
Sq Ft
SOLD
03/16/26
1705 Elizabeths Walk,
Winter Park, FL 32789
$1,688,750
5
Bd
5
Ba
3,820
Sq Ft
SOLD
03/15/26
516 Henkel Cir,
Winter Park, FL 32789
$2,925,000
5
Bd
6
Ba
4,143
Sq Ft
SOLD
03/04/26
132 Burks Cir,
Winter Park, FL 32789
$1,500,000
4
Bd
5
Ba
3,022
Sq Ft
SOLD
03/02/26
1700 Mizell Ave,
Winter Park, FL 32789
$1,100,000
4
Bd
4
Ba
2,045
Sq Ft
SOLD
02/26/26
667 Dunblane Dr,
Winter Park, FL 32792
$925,000
3
Bd
2
Ba
2,017
Sq Ft
SOLD
02/25/26
244 Osceola Ct,
Winter Park, FL 32789
$1,005,000
4
Bd
3
Ba
1,837
Sq Ft
SOLD
02/18/26
664 Balmoral Rd,
Winter Park, FL 32789
$820,000
4
Bd
2
Ba
2,422
Sq Ft
SOLD
02/17/26
1408 Chapman Cir,
Winter Park, FL 32789
$1,475,000
4
Bd
4
Ba
3,237
Sq Ft
SOLD
02/07/26
617 Worthington Dr,
Winter Park, FL 32789
$1,725,000
5
Bd
5
Ba
3,533
Sq Ft
SOLD
01/25/26
690 Osceola Ave #503,
Winter Park, FL 32789
$472,000
2
Bd
2
Ba
1,148
Sq Ft
SOLD
01/23/26
607 Dunblane Dr,
Winter Park, FL 32792
$615,000
4
Bd
3
Ba
2,046
Sq Ft
SOLD
01/16/26
1429 Chapman Cir,
Winter Park, FL 32789
$1,280,000
4
Bd
4
Ba
3,116
Sq Ft
SOLD
01/13/26
1840 Shiloh Ln,
Winter Park, FL 32789
$1,025,000
0.28
Acre
SOLD
01/12/26
801 Audubon Ln,
Winter Park, FL 32789
$850,000
2
Bd
2
Ba
1,320
Sq Ft
SOLD
01/08/26
636 Dunblane Dr,
Winter Park, FL 32792
$714,000
3
Bd
2
Ba
1,803
Sq Ft
SOLD
01/08/26
1812 Stonehurst Rd,
Winter Park, FL 32789
$4,450,000
5
Bd
7
Ba
5,160
Sq Ft
SOLD
12/23/25
1780 Mizell Ave,
Winter Park, FL 32789
$1,575,000
4
Bd
4
Ba
2,743
Sq Ft
SOLD
12/10/25
1817 Jessica Ct,
Winter Park, FL 32789
$540,000
3
Bd
2
Ba
1,870
Sq Ft
SOLD
12/08/25
625 S Lakemont Ave,
Winter Park, FL 32792
$495,000
3
Bd
2
Ba
1,370
Sq Ft
SOLD
502 Dunblane Dr,
Winter Park, FL 32792
$470,000
3
Bd
2
Ba
1,125
Sq Ft
SOLD
620 Virginia Dr,
Winter Park, FL 32789
$1,050,000
3
Bd
2
Ba
1,577
Sq Ft
SOLD
374 Henkel Cir,
Winter Park, FL 32789
$5,700,000
5
Bd
6
Ba
4,735
Sq Ft
SOLD
443 S Lakemont Ave,
Winter Park, FL 32792
$450,000
3
Bd
2
Ba
1,364
Sq Ft
SOLD
224 Overlook Rd,
Winter Park, FL 32789
$645,000
2
Bd
2
Ba
1,399
Sq Ft
SOLD
690 Osceola Ave #502,
Winter Park, FL 32789
$417,100
2
Bd
2
Ba
1,400
Sq Ft
SOLD
1268 Preserve Point Dr,
Winter Park, FL 32789
$2,325,000
4
Bd
4
Ba
4,315
Sq Ft
SOLD
521 S Phelps Ave,
Winter Park, FL 32789
$2,285,000
4
Bd
5
Ba
3,883
Sq Ft
SOLD
690 Osceola Ave #209,
Winter Park, FL 32789
$380,000
2
Bd
2
Ba
1,148
Sq Ft
SOLD
1831 Mizell Ave,
Winter Park, FL 32789
$1,545,000
4
Bd
4
Ba
3,204
Sq Ft
SOLD
185 Sylvan Blvd,
Winter Park, FL 32789
$2,500,000
4
Bd
5
Ba
3,138
Sq Ft
SOLD
407 S Lakemont Ave,
Winter Park, FL 32792
$570,000
3
Bd
1
Ba
1,314
Sq Ft
SOLD
1785 Hollywood Ave,
Winter Park, FL 32789
$1,168,000
3
Bd
3
Ba
2,242
Sq Ft
SOLD
648 Brechin Dr,
Winter Park, FL 32792
$750,000
3
Bd
3
Ba
1,820
Sq Ft
SOLD
426 S Lakemont Ave,
Winter Park, FL 32792
$510,000
3
Bd
2
Ba
1,656
Sq Ft
SOLD
513 Dunraven Dr,
Winter Park, FL 32792
$370,000
3
Bd
2
Ba
1,458
Sq Ft
SOLD
1445 Holts Grv,
Winter Park, FL 32789
$2,700,000
5
Bd
5
Ba
4,489
Sq Ft
SOLD
1327 Bridgeport Dr,
Winter Park, FL 32789
$1,400,000
5
Bd
4
Ba
4,181
Sq Ft
SOLD
1500 Mizell Ave,
Winter Park, FL 32789
$1,300,000
4
Bd
3
Ba
2,303
Sq Ft
SOLD
141 S Phelps Ave,
Winter Park, FL 32789
$3,200,000
6
Bd
6
Ba
5,878
Sq Ft
SOLD
182 N Phelps Ave,
Winter Park, FL 32789
$3,450,000
4
Bd
5
Ba
4,812
Sq Ft
SOLD
1394 Grove Ter,
Winter Park, FL 32789
$1,575,000
4
Bd
4
Ba
2,958
Sq Ft
SOLD
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