37 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: 260
Updated 7 Minutes Ago
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36 photos
20 Amberwood Dr Winchester MA 01890
$3,600,000
Beds: 6
Baths: 7
Sq Ft: 8,866
Days on Market: 180
Updated 7 Minutes Ago
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39 photos
27 Everett Ave Winchester MA 01890
$3,599,000
Beds: 6
Baths: 5.5
Sq Ft: 7,431
Days on Market: 44
Updated 7 Minutes Ago
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42 photos
37 Mayflower Road Winchester MA 01890
$3,537,000
Beds: 7
Baths: 7.5
Sq Ft: 8,540
Days on Market: 19
Open: 2/28/26 1 PM - 2 PM
Updated 7 Minutes Ago
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42 photos
54 Johnson Rd Winchester MA 01890
$3,499,000
Beds: 5
Baths: 7.5
Sq Ft: 6,899
Days on Market: 24
Updated 7 Minutes Ago
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42 photos
10 Sheffield West Winchester MA 01890
$3,470,000
Beds: 5
Baths: 5
Sq Ft: 6,127
Days on Market: 31
Updated 7 Minutes Ago
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31 photos
25 Myopia Road Winchester MA 01890
$3,390,000
Beds: 4
Baths: 3.5
Sq Ft: 4,847
Days on Market: 33
Open: 2/28/26 1:45 PM - 3:30 PM
Updated 7 Minutes Ago
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13 photos
39 Town Way Winchester MA 01890
$3,199,000
Beds: 6
Baths: 6
Sq Ft: 5,709
Days on Market: 141
Updated 7 Minutes Ago
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42 photos
45 Bacon Street Winchester MA 01890
$2,965,000
Beds: 7
Baths: 7
Sq Ft: 7,043
Days on Market: 3
Open: 2/28/26 12 PM - 1:30 PM,
3/1/26 1 PM - 2:30 PM
Updated 7 Minutes Ago
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42 photos
19 Town Way Winchester MA 01890
$2,899,000
Beds: 5
Baths: 5.5
Sq Ft: 5,257
Days on Market: 102
Open: 3/1/26 11:30 AM - 1 PM
Updated 7 Minutes Ago
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42 photos
10 Viking Rd Winchester MA 01890
$2,549,000
-$46,000
Beds: 4
Baths: 4
Sq Ft: 5,674
Days on Market: 50
Open: 2/28/26 1:30 PM - 3 PM
Updated 7 Minutes Ago
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42 photos
107 Cambridge Street Winchester MA 01890
$2,499,000
Beds: 6
Baths: 4.5
Sq Ft: 5,824
Days on Market: 264
Updated 7 Minutes Ago
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34 photos
12 Yale St Winchester MA 01890
$2,299,000
Beds: 4
Baths: 2.5
Sq Ft: 3,283
Days on Market: 2
Open: 2/28/26 1 PM - 2:30 PM,
3/1/26 1 PM - 2:30 PM
Updated 7 Minutes Ago
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40 photos
6 Ivy Cir Winchester MA 01890
$2,250,000
Beds: 6
Baths: 4
Sq Ft: 3,728
Days on Market: 144
Open: 3/1/26 1 PM - 2:30 PM
Updated 7 Minutes Ago
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42 photos
61 Grove Street Winchester MA 01890
$2,199,000
Beds: 5
Baths: 4.5
Sq Ft: 4,798
Days on Market: 37
Open: 2/28/26 12 PM - 2 PM,
3/1/26 12 PM - 2 PM
Updated 7 Minutes Ago
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35 photos
237 Swanton Street Winchester MA 01890
$1,995,000
Beds: 5
Baths: 4
Sq Ft: 4,334
Days on Market: 86
Open: 2/28/26 11 AM - 12 PM,
3/1/26 12 PM - 1 PM
Updated 7 Minutes Ago
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40 photos
1 Town Way Winchester MA 01890
$1,899,000
Beds: 3
Baths: 3.5
Sq Ft: 3,010
Days on Market: 52
Open: 3/1/26 1:30 PM - 3 PM
Updated 7 Minutes Ago
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42 photos
5 Squire Rd Winchester MA 01890
$1,899,000
Beds: 6
Baths: 3.5
Sq Ft: 4,696
Days on Market: 32
Updated 7 Minutes Ago
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40 photos
20 Grove Pl Winchester MA 01890
$1,869,000
Beds: 5
Baths: 3.5
Sq Ft: 3,294
Days on Market: 103
Updated 7 Minutes Ago
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42 photos
114 Johnson Rd Winchester MA 01890
$1,795,000
Beds: 3
Baths: 3
Sq Ft: 3,182
Days on Market: 9
Open: 2/28/26 2 PM - 4 PM,
3/1/26 2 PM - 4 PM
Updated 7 Minutes Ago
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42 photos
263 Highland Ave Winchester MA 01890
$1,599,000
-$50,000
Beds: 4
Baths: 3
Sq Ft: 3,343
Days on Market: 80
Open: 2/28/26 12 PM - 1:30 PM
Updated 7 Minutes Ago
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39 photos
17 Cranston Rd Winchester MA 01890
$1,560,000
Beds: 4
Baths: 2.5
Sq Ft: 2,578
Days on Market: 3
Open: 2/28/26 11 AM - 12:30 PM,
3/1/26 11 AM - 12:30 PM
Updated 7 Minutes Ago
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40 photos
19 Cox Road Winchester MA 01890
$1,499,000
Beds: 3
Baths: 1.5
Sq Ft: 2,351
Days on Market: 311
Updated 7 Minutes Ago
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41 photos
26 Berkshire Dr Winchester MA 01890
$1,460,000
Beds: 3
Baths: 2.5
Sq Ft: 2,316
Days on Market: 116
Updated 7 Minutes Ago
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29 photos
15 Englewood Road Winchester MA 01890
$1,399,900
Beds: 4
Baths: 3
Sq Ft: 1,903
Days on Market: 2
Open: 2/28/26 12 PM - 1:30 PM,
3/1/26 12 PM - 1:30 PM
Updated 7 Minutes Ago
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42 photos
95 Irving Street #95 Winchester MA 01890
$1,399,000
Beds: 4
Baths: 3.5
Sq Ft: 2,490
Days on Market: 88
Updated 7 Minutes Ago
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33 photos
2 Canterbury Rd Winchester MA 01890
$1,399,000
Beds: 3
Baths: 2.5
Sq Ft: 2,370
Days on Market: 19
Updated 7 Minutes Ago
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42 photos
6 Marchant Road Winchester MA 01890
$1,350,000
Beds: 3
Baths: 2.5
Sq Ft: 2,153
Days on Market: 25
Updated 7 Minutes Ago
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41 photos
259 Washington Street Winchester MA 01890
$1,349,900
Beds: 4
Baths: 3.5
Sq Ft: 2,590
Days on Market: 3
Open: 2/28/26 11:30 AM - 1 PM,
3/1/26 11:30 AM - 1 PM
Updated 7 Minutes Ago
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33 photos
149 Horn Pond Brook Road Winchester MA 01890
$1,289,900
Beds: 5
Baths: 2
Sq Ft: 2,331
Days on Market: 9
Open: 2/28/26 12 PM - 1:30 PM,
3/1/26 12 PM - 1:30 PM
Updated 7 Minutes Ago
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