68 results in search
42 photos
15 Vinson Circle Winchester MA 01890
$18,000,000
Beds: 6
Baths: 6.5
Sq Ft: 10,000
Days on Market: 36
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
38 photos
4 Dartmouth Winchester MA 01890
$4,299,000
Beds: 5
Baths: 5.5
Sq Ft: 6,526
Days on Market: 57
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
40 photos
15 Foxcroft Rd Winchester MA 01890
$3,799,000
Beds: 8
Baths: 5
Sq Ft: 7,081
Days on Market: 16
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
36 photos
11 Viking Road Winchester MA 01890
$3,600,000
Beds: 7
Baths: 7.5
Sq Ft: 7,429
Days on Market: 100
Open: 11/7/26 2:30 PM - 3:30 PM,
11/8/26 2:30 PM - 3:30 PM
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
28 photos
1 Plymouth Rd. Winchester MA 01890
$3,299,000
Beds: 7
Baths: 7.5
Sq Ft: 7,226
Days on Market: 36
Open: 11/7/26 1 PM - 2:30 PM
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
42 photos
7 Hutchinson Road Winchester MA 01890
$3,295,000
-$155,000
Beds: 6
Baths: 4.5
Sq Ft: 5,735
Days on Market: 88
Open: 11/7/26 11:30 AM - 12:30 PM
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
41 photos
30 Willowdale Rd Winchester MA 01890
$3,200,000
Beds: 8
Baths: 6.5
Sq Ft: 5,750
Days on Market: 52
Open: 11/7/26 1 PM - 2:30 PM
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
42 photos
37 Mayflower Road Winchester MA 01890
$3,149,000
Beds: 7
Baths: 7.5
Sq Ft: 8,540
Days on Market: 59
Open: 11/7/26 1:30 PM - 2:30 PM
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
10 photos
5 Forest Cir Winchester MA 01890
$2,999,000
Beds: 5
Baths: 4.5
Sq Ft: 4,900
Days on Market: 14
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
41 photos
9 Albamont Road Winchester MA 01890
$2,995,000
-$205,000
Beds: 6
Baths: 5.5
Sq Ft: 6,100
Days on Market: 247
Open: 11/7/26 11:30 AM - 12:30 PM,
11/8/26 11:30 AM - 12:30 PM
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
41 photos
18 Surrey Road Winchester MA 01890
$2,950,000
Beds: 6
Baths: 4
Sq Ft: 4,752
Days on Market: 18
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
30 photos
14 Nassau Drive Winchester MA 01890
$2,750,000
Beds: 6
Baths: 6
Sq Ft: 6,968
Days on Market: 206
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
32 photos
18 Middlesex St Winchester MA 01890
$2,650,000
Beds: 4
Baths: 4.5
Sq Ft: 5,233
Days on Market: 15
Open: 11/8/26 11:30 AM - 1 PM
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
42 photos
7 Lakeview Terrace Winchester MA 01890
$2,400,000
Beds: 6
Baths: 3
Sq Ft: 3,534
Days on Market: 51
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
42 photos
54 Squire Road Winchester MA 01890
$2,299,000
-$100,000
Beds: 4
Baths: 4.5
Sq Ft: 4,450
Days on Market: 87
Open: 11/7/26 12 PM - 1:30 PM,
11/8/26 12 PM - 1:30 PM
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
41 photos
276 High Street Winchester MA 01890
$2,195,000
Beds: 5
Baths: 3.5
Sq Ft: 5,006
Days on Market: 214
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
37 photos
9 Plymouth Rd Winchester MA 01890
$2,175,000
-$75,000
Beds: 5
Baths: 3
Sq Ft: 4,071
Days on Market: 123
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
40 photos
19 Hancock Street Winchester MA 01890
$2,149,000
-$50,000
Beds: 4
Baths: 3.5
Sq Ft: 3,570
Days on Market: 59
Open: 11/8/26 11:30 AM - 1 PM
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
36 photos
6 Ivy Circle Winchester MA 01890
$2,100,000
Beds: 6
Baths: 4
Sq Ft: 3,403
Days on Market: 190
Open: 11/7/26 1 PM - 2 PM,
11/8/26 1 PM - 2 PM
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
42 photos
21 Amberwood Dr Winchester MA 01890
$1,999,000
-$50,000
Beds: 5
Baths: 3.5
Sq Ft: 4,063
Days on Market: 30
Open: 11/7/26 10 AM - 11:30 AM,
11/8/26 1 PM - 2:30 PM
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
42 photos
30 Surrey Rd Winchester MA 01890
$1,985,000
Beds: 4
Baths: 3.5
Sq Ft: 4,241
Days on Market: 23
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
37 photos
17 Churchill Rd Winchester MA 01890
$1,749,000
Beds: 5
Baths: 3.5
Sq Ft: 3,508
Days on Market: 59
Open: 11/7/26 12 PM - 1:30 PM
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
36 photos
85 High Street Winchester MA 01890
$1,749,000
-$150,000
Beds: 4
Baths: 2.5
Sq Ft: 3,757
Days on Market: 7
Open: 11/7/26 11 AM - 12:30 PM,
11/8/26 12 PM - 1 PM
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
41 photos
1 Town Way Winchester MA 01890
$1,744,000
-$5,000
Beds: 3
Baths: 3.5
Sq Ft: 3,010
Days on Market: 101
Open: 11/8/26 1:30 PM - 3 PM
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
42 photos
3 Sunset Road Winchester MA 01890
$1,699,000
Beds: 4
Baths: 2.5
Sq Ft: 2,736
Days on Market: 8
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
42 photos
117 Highland Winchester MA 01890
$1,650,000
Beds: 5
Baths: 3.5
Sq Ft: 3,722
Days on Market: 58
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
40 photos
1 Overlook Way Winchester MA 01890
$1,650,000
-$100,000
Beds: 4
Baths: 2.5
Sq Ft: 3,604
Days on Market: 44
Open: 11/7/26 12 PM - 1:30 PM,
11/8/26 12 PM - 12:30 PM
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
10 photos
9 Watson Pl Winchester MA 01890
$1,599,000
Beds: 3
Baths: 2.5
Sq Ft: 1,920
Days on Market: 0
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
41 photos
50 Holland Street Winchester MA 01890
$1,549,000
Beds: 3
Baths: 2.5
Sq Ft: 2,640
Days on Market: 100
Open: 11/8/26 1 PM - 2 PM
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment
42 photos
4 Churchill Road Winchester MA 01890
$1,499,000
-$100,000
Beds: 4
Baths: 2
Sq Ft: 2,421
Days on Market: 60
Updated 6 Minutes Ago
Trip MapRequest InfoAppointment