27 results in search
42 photos
9 Lakeview Terrace Winchester MA 01890
$3,750,000
Beds: 6
Baths: 3.5
Sq Ft: 4,484
Days on Market: 271

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
42 photos
37 Mayflower Road Winchester MA 01890
$3,537,000
Beds: 7
Baths: 7.5
Sq Ft: 8,540
Days on Market: 30

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
42 photos
54 Johnson Rd Winchester MA 01890
$3,499,000
Beds: 5
Baths: 7.5
Sq Ft: 6,899
Days on Market: 35

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
42 photos
10 Sheffield West Winchester MA 01890
$3,470,000
Beds: 5
Baths: 5
Sq Ft: 6,127
Days on Market: 42

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
39 photos
15 Mayflower Rd Winchester MA 01890
$3,425,000
Beds: 7
Baths: 7.5
Sq Ft: 7,226
Days on Market: 35

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
10 photos
9 Albamont Road Winchester MA 01890
$3,400,000
Beds: 6
Baths: 5.5
Sq Ft: 6,100
Days on Market: 7

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
39 photos
27 Everett Ave Winchester MA 01890
$3,290,000
-$309,000
Beds: 6
Baths: 5.5
Sq Ft: 7,431
Days on Market: 55

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
13 photos
39 Town Way Winchester MA 01890
$3,199,000
Beds: 6
Baths: 6
Sq Ft: 5,709
Days on Market: 152

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
42 photos
45 Bacon Street Winchester MA 01890
$2,965,000
Beds: 7
Baths: 7
Sq Ft: 7,043
Days on Market: 14
Open: 3/14/26 11 AM - 12:30 PM

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
42 photos
19 Town Way Winchester MA 01890
$2,899,000
Beds: 5
Baths: 5.5
Sq Ft: 5,257
Days on Market: 113

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
16 photos
53 Winford Way Winchester MA 01890
$2,799,000
Beds: 5
Baths: 4
Sq Ft: 5,083
Days on Market: 9
Open: 3/14/26 12 PM - 1 PM

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
26 photos
2 Priscilla Lane Winchester MA 01890
$2,699,000
Beds: 4
Baths: 3.5
Sq Ft: 4,255
Days on Market: 0

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
37 photos
89 Wildwood St Winchester MA 01890
$2,299,000
Beds: 7
Baths: 5.5
Sq Ft: 4,929
Days on Market: 117

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
34 photos
12 Yale St Winchester MA 01890
$2,299,000
Beds: 4
Baths: 2.5
Sq Ft: 3,283
Days on Market: 13

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
40 photos
6 Ivy Cir Winchester MA 01890
$2,250,000
Beds: 6
Baths: 4
Sq Ft: 3,728
Days on Market: 155
Open: 3/14/26 12 PM - 1:30 PM

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
42 photos
4 Leslie Road Winchester MA 01890
$1,999,900
Beds: 5
Baths: 3.5
Sq Ft: 2,860
Days on Market: 0
Open: 3/12/26 5 PM - 6:30 PM,
3/14/26 11 AM - 12:30 PM,
3/15/26 11 AM - 12:30 PM

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
35 photos
237 Swanton Street Winchester MA 01890
$1,995,000
Beds: 5
Baths: 4
Sq Ft: 4,334
Days on Market: 97
Open: 3/15/26 11:30 AM - 1 PM

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
40 photos
1 Town Way Winchester MA 01890
$1,899,000
Beds: 3
Baths: 3.5
Sq Ft: 3,010
Days on Market: 63

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
40 photos
35 Hollywood Rd Winchester MA 01890
$1,888,000
Beds: 4
Baths: 4.5
Sq Ft: 3,906
Days on Market: 0
Open: 3/13/26 5 PM - 6:30 PM,
3/14/26 1:30 PM - 3 PM,
3/15/26 1:30 PM - 3 PM

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
42 photos
114 Johnson Rd Winchester MA 01890
$1,795,000
Beds: 3
Baths: 3
Sq Ft: 3,182
Days on Market: 20

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
26 photos
65 High Street Winchester MA 01890
$1,499,999
Beds: 6
Baths: 3
Sq Ft: 2,658
Days on Market: 0
Open: 3/14/26 2 PM - 4 PM,
3/15/26 11 AM - 1 PM

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
33 photos
2 Canterbury Rd Winchester MA 01890
$1,399,000
Beds: 3
Baths: 2.5
Sq Ft: 2,370
Days on Market: 30

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
42 photos
6 Marchant Road Winchester MA 01890
$1,350,000
Beds: 3
Baths: 2.5
Sq Ft: 2,153
Days on Market: 36

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
42 photos
259 Washington Street Winchester MA 01890
$1,349,900
Beds: 4
Baths: 3.5
Sq Ft: 2,590
Days on Market: 14

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
41 photos
155 Highland Ave Winchester MA 01890
$1,339,000
Beds: 5
Baths: 2.5
Sq Ft: 1,965
Days on Market: 212

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
42 photos
40 Pickering St Winchester MA 01890
$1,249,900
Beds: 4
Baths: 2.5
Sq Ft: 2,454
Days on Market: 1

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
38 photos
76 Woodside Road Winchester MA 01890
$999,000
Beds: 4
Baths: 2
Sq Ft: 1,552
Days on Market: 28

Updated 1 Minutes Ago
Trip MapRequest InfoAppointment
