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Homes Recently Sold in
Windsong, Winter Park
168 Homes
Price
$/Sqft
Bd
Ba
Sqft
Lot
Size
On Movoto
422 Balmoral Rd,
Winter Park, FL 32789
$913,000
3
Bd
2
Ba
1,800
Sq Ft
SOLD
07/27/26
426 Worthington Dr,
Winter Park, FL 32789
$2,475,000
5
Bd
5
Ba
3,520
Sq Ft
SOLD
07/07/26
1813 Harland Park Dr,
Winter Park, FL 32789
$1,755,000
4
Bd
4
Ba
3,551
Sq Ft
SOLD
07/07/26
321 Sylvan Blvd,
Winter Park, FL 32789
$1,300,000
3
Bd
3
Ba
2,821
Sq Ft
SOLD
07/02/26
1529 Holts Grove Cir,
Winter Park, FL 32789
$2,495,000
4
Bd
6
Ba
4,356
Sq Ft
SOLD
06/15/26
508 Dunraven Dr,
Winter Park, FL 32792
$595,000
3
Bd
2
Ba
1,370
Sq Ft
SOLD
06/05/26
1926 Natalen Rd,
Winter Park, FL 32792
$629,000
3
Bd
2
Ba
1,469
Sq Ft
SOLD
06/05/26
1760 Greenwich Ave,
Winter Park, FL 32789
$595,000
3
Bd
2
Ba
1,610
Sq Ft
SOLD
05/28/26
1521 Harris Cir,
Winter Park, FL 32789
$4,500,000
4
Bd
5
Ba
3,922
Sq Ft
SOLD
05/27/26
234 Detmar Dr,
Winter Park, FL 32789
$1,400,000
4
Bd
6
Ba
3,609
Sq Ft
SOLD
05/27/26
676 Dunblane Dr,
Winter Park, FL 32792
$699,000
3
Bd
2
Ba
1,827
Sq Ft
SOLD
05/26/26
1725 Carollee Ln,
Winter Park, FL 32789
$980,000
3
Bd
2
Ba
2,335
Sq Ft
SOLD
05/22/26
1347 Chapman Cir,
Winter Park, FL 32789
$1,425,000
4
Bd
4
Ba
2,922
Sq Ft
SOLD
05/20/26
627 Dunblane Dr,
Winter Park, FL 32792
$887,500
4
Bd
3
Ba
2,086
Sq Ft
SOLD
05/20/26
1921 Kimbrace Pl,
Winter Park, FL 32792
$530,000
3
Bd
2
Ba
1,275
Sq Ft
SOLD
05/09/26
688 Brechin Dr,
Winter Park, FL 32792
$715,000
4
Bd
2
Ba
1,599
Sq Ft
SOLD
05/03/26
1636 Elizabeths Walk,
Winter Park, FL 32789
$2,050,000
4
Bd
5
Ba
3,412
Sq Ft
SOLD
05/02/26
1713 Elizabeths Walk,
Winter Park, FL 32789
$1,850,000
4
Bd
4
Ba
3,670
Sq Ft
SOLD
04/15/26
543 E Lake Sue Ave,
Winter Park, FL 32789
$1,875,000
4
Bd
5
Ba
3,657
Sq Ft
SOLD
04/12/26
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
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
244 Osceola Ct,
Winter Park, FL 32789
$1,005,000
4
Bd
3
Ba
1,837
Sq Ft
SOLD
664 Balmoral Rd,
Winter Park, FL 32789
$820,000
4
Bd
2
Ba
2,422
Sq Ft
SOLD
1408 Chapman Cir,
Winter Park, FL 32789
$1,475,000
4
Bd
4
Ba
3,237
Sq Ft
SOLD
617 Worthington Dr,
Winter Park, FL 32789
$1,725,000
5
Bd
5
Ba
3,533
Sq Ft
SOLD
690 Osceola Ave #503,
Winter Park, FL 32789
$472,000
2
Bd
2
Ba
1,148
Sq Ft
SOLD
607 Dunblane Dr,
Winter Park, FL 32792
$615,000
4
Bd
3
Ba
2,046
Sq Ft
SOLD
1429 Chapman Cir,
Winter Park, FL 32789
$1,280,000
4
Bd
4
Ba
3,116
Sq Ft
SOLD
1840 Shiloh Ln,
Winter Park, FL 32789
$1,025,000
0.28
Acre
SOLD
801 Audubon Ln,
Winter Park, FL 32789
$850,000
2
Bd
2
Ba
1,320
Sq Ft
SOLD
636 Dunblane Dr,
Winter Park, FL 32792
$714,000
3
Bd
2
Ba
1,803
Sq Ft
SOLD
1812 Stonehurst Rd,
Winter Park, FL 32789
$4,450,000
5
Bd
7
Ba
5,160
Sq Ft
SOLD
1780 Mizell Ave,
Winter Park, FL 32789
$1,575,000
4
Bd
4
Ba
2,743
Sq Ft
SOLD
1817 Jessica Ct,
Winter Park, FL 32789
$540,000
3
Bd
2
Ba
1,870
Sq Ft
SOLD
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
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
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