88 results in search
36 photos
11 Viking Road Winchester MA 01890
$3,600,000
Beds: 7
Baths: 7.5
Sq Ft: 7,429
Days on Market: 20
Updated 13 Minutes Ago
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42 photos
7 Hutchinson Road Winchester MA 01890
$3,450,000
Beds: 6
Baths: 4.5
Sq Ft: 5,735
Days on Market: 8
Updated 13 Minutes Ago
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37 photos
1 Plymouth Rd Winchester MA 01890
$3,299,000
Beds: 7
Baths: 7.5
Sq Ft: 7,226
Days on Market: 132
Updated 13 Minutes Ago
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42 photos
2 Atherton Rd Winchester MA 01890
$3,295,000
Beds: 6
Baths: 6.5
Sq Ft: 6,100
Days on Market: 5
Updated 13 Minutes Ago
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10 photos
9 Albamont Road Winchester MA 01890
$3,200,000
Beds: 6
Baths: 5.5
Sq Ft: 6,100
Days on Market: 167
Updated 13 Minutes Ago
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4 photos
18 Ridge St Winchester MA 01890
$3,200,000
Beds: 5
Baths: 5.5
Sq Ft: 5,295
Days on Market: 8
Updated 13 Minutes Ago
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42 photos
10 Rangeley Road Winchester MA 01890
$3,199,000
Beds: 5
Baths: 4.5
Sq Ft: 5,406
Days on Market: 1
Updated 13 Minutes Ago
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40 photos
37 Mayflower Road Winchester MA 01890
$3,179,000
Beds: 7
Baths: 7.5
Sq Ft: 8,540
Days on Market: 124
Updated 13 Minutes Ago
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36 photos
8 Priscilla Ln Winchester MA 01890
$3,149,000
Beds: 5
Baths: 5.5
Sq Ft: 6,500
Days on Market: 104
Updated 13 Minutes Ago
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42 photos
10 Dartmouth Street Winchester MA 01890
$2,999,000
Beds: 5
Baths: 3
Sq Ft: 4,028
Days on Market: 39
Updated 13 Minutes Ago
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10 photos
5 Forest Cir Winchester MA 01890
$2,999,000
Beds: 4
Baths: 3.5
Sq Ft: 4,500
Days on Market: 12
Updated 13 Minutes Ago
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30 photos
14 Nassau Drive Winchester MA 01890
$2,799,000
Beds: 6
Baths: 6
Sq Ft: 6,968
Days on Market: 126
Updated 13 Minutes Ago
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32 photos
18 Middlesex St Winchester MA 01890
$2,695,000
-$100,000
Beds: 4
Baths: 4.5
Sq Ft: 5,233
Days on Market: 97
Updated 13 Minutes Ago
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37 photos
9 Plymouth Rd Winchester MA 01890
$2,500,000
Beds: 5
Baths: 3
Sq Ft: 4,071
Days on Market: 43
Updated 13 Minutes Ago
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42 photos
54 Squire Road Winchester MA 01890
$2,499,000
Beds: 4
Baths: 4.5
Sq Ft: 4,450
Days on Market: 7
Updated 13 Minutes Ago
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24 photos
53 Winford Way Winchester MA 01890
$2,399,000
Beds: 5
Baths: 4
Sq Ft: 5,083
Days on Market: 83
Updated 13 Minutes Ago
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42 photos
42 Wildwood Street Winchester MA 01890
$2,299,000
Beds: 7
Baths: 4.5
Sq Ft: 4,930
Days on Market: 21
Open: 8/20/26 5:30 PM - 6:30 PM,
8/23/26 12:30 PM - 2 PM
Updated 13 Minutes Ago
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38 photos
276 High Street Winchester MA 01890
$2,195,000
Beds: 5
Baths: 3.5
Sq Ft: 5,006
Days on Market: 134
Updated 13 Minutes Ago
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36 photos
6 Ivy Circle Winchester MA 01890
$2,100,000
$100,000
Beds: 6
Baths: 4
Sq Ft: 3,403
Days on Market: 110
Updated 13 Minutes Ago
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42 photos
7 Wainwright Road #113 Winchester MA 01890
$2,100,000
Beds: 4
Baths: 3.5
Sq Ft: 3,640
Days on Market: 20
Updated 13 Minutes Ago
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42 photos
15 Fieldstone Dr Winchester MA 01890
$1,925,000
Beds: 4
Baths: 3.5
Sq Ft: 3,286
Days on Market: 62
Updated 13 Minutes Ago
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41 photos
79 Grove St Winchester MA 01890
$1,899,000
Beds: 5
Baths: 3.5
Sq Ft: 3,210
Days on Market: 42
Updated 13 Minutes Ago
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42 photos
1 Town Way Winchester MA 01890
$1,794,000
-$5,000
Beds: 3
Baths: 3.5
Sq Ft: 3,010
Days on Market: 21
Updated 13 Minutes Ago
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40 photos
117 Highland Ave Winchester MA 01890
$1,675,000
Beds: 5
Baths: 3.5
Sq Ft: 3,722
Days on Market: 61
Updated 13 Minutes Ago
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37 photos
241 Ridge St Winchester MA 01890
$1,599,000
Beds: 4
Baths: 3
Sq Ft: 2,480
Days on Market: 26
Updated 13 Minutes Ago
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42 photos
50 Holland Street Winchester MA 01890
$1,549,000
Beds: 3
Baths: 2.5
Sq Ft: 2,640
Days on Market: 20
Updated 13 Minutes Ago
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39 photos
20 Sargent Rd Winchester MA 01890
$1,529,000
Beds: 3
Baths: 2.5
Sq Ft: 1,956
Days on Market: 6
Updated 13 Minutes Ago
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35 photos
110 Thornberry Road Winchester MA 01890
$1,499,995
Beds: 3
Baths: 2.5
Sq Ft: 2,459
Days on Market: 6
Updated 13 Minutes Ago
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42 photos
423 Washington St Winchester MA 01890
$1,350,000
Beds: 4
Baths: 3
Sq Ft: 2,690
Days on Market: 54
Updated 13 Minutes Ago
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33 photos
955 Main St #305 Winchester MA 01890
$1,150,000
Beds:
Baths:
Sq Ft: 2,054
Days on Market: 113
Updated 13 Minutes Ago
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Style
- Bungalow
- Cape
- Colonial
- Colonial Revival
- Contemporary
- Craftsman
- Farmhouse
- Greek Revival
- Raised Ranch
- Ranch
- Split Entry
- Victorian
- Villa
Subdivision
- Cox Road / High St Extension neighborhood
- East Hill
- Flats
- Flats area
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Middlesex / downtown
- Rangeley Estate Park
- The Flats
- West Side
- West side, on a cul de sac