84 results in search
42 photos
4 Dartmouth St Winchester MA 01890
$4,449,000
Beds: 5
Baths: 5.5
Sq Ft: 6,526
Days on Market: 73
Updated 10 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: 258
Updated 10 Minutes Ago
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34 photos
2 Atherton Rd Winchester MA 01890
$3,600,000
Beds: 6
Baths: 6.5
Sq Ft: 7,400
Days on Market: 3
Updated 10 Minutes Ago
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42 photos
40 Foxcroft Rd Winchester MA 01890
$3,549,000
-$101,000
Beds: 6
Baths: 4.5
Sq Ft: 6,460
Days on Market: 66
Updated 10 Minutes Ago
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41 photos
2 Everett Ave Winchester MA 01890
$3,475,000
-$272,000
Beds: 7
Baths: 4.5
Sq Ft: 7,043
Days on Market: 59
Updated 10 Minutes Ago
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42 photos
50 Oxford Street Winchester MA 01890
$3,450,000
Beds: 5
Baths: 3.5
Sq Ft: 5,128
Days on Market: 10
Updated 10 Minutes Ago
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10 photos
9 Albamont Road Winchester MA 01890
$3,400,000
Beds: 6
Baths: 5.5
Sq Ft: 6,100
Days on Market: 74
Updated 10 Minutes Ago
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35 photos
1 Plymouth Rd Winchester MA 01890
$3,399,000
Beds: 7
Baths: 7.5
Sq Ft: 7,226
Days on Market: 39
Updated 10 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: 111
Updated 10 Minutes Ago
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40 photos
37 Mayflower Road Winchester MA 01890
$3,379,000
Beds: 7
Baths: 7.5
Sq Ft: 8,540
Days on Market: 31
Updated 10 Minutes Ago
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39 photos
27 Everett Ave Winchester MA 01890
$3,290,000
Beds: 6
Baths: 5.5
Sq Ft: 7,431
Days on Market: 122
Updated 10 Minutes Ago
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35 photos
8 Priscilla Ln Winchester MA 01890
$3,250,000
Beds: 5
Baths: 5.5
Sq Ft: 6,500
Days on Market: 11
Open: 5/17/26 12 PM - 1 PM
Updated 10 Minutes Ago
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42 photos
10 Rangeley Road Winchester MA 01890
$3,099,000
Beds: 5
Baths: 4.5
Sq Ft: 5,406
Days on Market: 16
Updated 10 Minutes Ago
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35 photos
115 Church St Winchester MA 01890
$2,975,000
Beds: 7
Baths: 5
Sq Ft: 5,888
Days on Market: 13
Updated 10 Minutes Ago
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42 photos
74 Wedgemere Avenue Winchester MA 01890
$2,950,000
-$349,000
Beds: 5
Baths: 4.5
Sq Ft: 5,202
Days on Market: 38
Open: 5/17/26 1 PM - 2:30 PM
Updated 10 Minutes Ago
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16 photos
53 Winford Way Winchester MA 01890
$2,799,000
Beds: 5
Baths: 4
Sq Ft: 5,083
Days on Market: 76
Open: 5/17/26 1:30 PM - 2:30 PM
Updated 10 Minutes Ago
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36 photos
14 Nassau Drive Winchester MA 01890
$2,799,000
-$51,000
Beds: 6
Baths: 6
Sq Ft: 6,968
Days on Market: 33
Updated 10 Minutes Ago
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29 photos
18 Middlesex St Winchester MA 01890
$2,795,000
Beds: 4
Baths: 4.5
Sq Ft: 4,319
Days on Market: 4
Open: 5/17/26 1 PM - 2:30 PM
Updated 10 Minutes Ago
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35 photos
47 Yale Street Winchester MA 01890
$2,750,000
Beds: 6
Baths: 4
Sq Ft: 4,540
Days on Market: 5
Open: 5/17/26 1 PM - 2:30 PM
Updated 10 Minutes Ago
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32 photos
2 Edgewater Place Winchester MA 01890
$2,700,000
-$100,000
Beds: 4
Baths: 4.5
Sq Ft: 3,945
Days on Market: 38
Updated 10 Minutes Ago
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41 photos
10 Viking Road Winchester MA 01890
$2,599,000
Beds: 4
Baths: 4
Sq Ft: 5,674
Days on Market: 4
Updated 10 Minutes Ago
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42 photos
50 Brooks Street Winchester MA 01890
$2,595,000
Beds: 4
Baths: 3.5
Sq Ft: 4,403
Days on Market: 17
Open: 5/17/26 11 AM - 12:30 PM
Updated 10 Minutes Ago
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42 photos
112 Highland Avenue Winchester MA 01890
$2,495,000
Beds: 6
Baths: 3.5
Sq Ft: 5,121
Days on Market: 10
Updated 10 Minutes Ago
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41 photos
16 Glenwood Ave Winchester MA 01890
$2,200,000
Beds: 6
Baths: 4.5
Sq Ft: 6,900
Days on Market: 23
Updated 10 Minutes Ago
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41 photos
16 Glenwood Ave Winchester MA 01890
$2,200,000
Beds: 6
Baths: 4.5
Sq Ft: 6,900
Days on Market: 23
Updated 10 Minutes Ago
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38 photos
276 High Street Winchester MA 01890
$2,195,000
-$104,000
Beds: 5
Baths: 3.5
Sq Ft: 5,006
Days on Market: 41
Updated 10 Minutes Ago
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36 photos
6 Ivy Circle Winchester MA 01890
$2,000,000
Beds: 6
Baths: 4
Sq Ft: 3,403
Days on Market: 17
Open: 5/17/26 1:30 PM - 2:30 PM
Updated 10 Minutes Ago
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38 photos
94 Johnson Road Winchester MA 01890
$1,849,999
-$50,000
Beds: 4
Baths: 3
Sq Ft: 3,512
Days on Market: 39
Updated 10 Minutes Ago
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40 photos
1 Town Way Winchester MA 01890
$1,799,000
-$75,000
Beds: 3
Baths: 3.5
Sq Ft: 3,010
Days on Market: 130
Open: 5/17/26 12 PM - 1:30 PM
Updated 10 Minutes Ago
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41 photos
12 Cox Rd Winchester MA 01890
$1,799,000
Beds: 4
Baths: 2.5
Sq Ft: 2,818
Days on Market: 15
Open: 5/17/26 2 PM - 3 PM
Updated 10 Minutes Ago
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Style
- Cape
- Colonial
- Colonial Revival
- Contemporary
- Cottage
- Craftsman
- Other (See Remarks)
- Raised Ranch
- Ranch
- Shingle
- Split Entry
- Tudor
- Victorian
- Villa
Subdivision
- Cox Road / High St Extension neighborhood
- Flats
- Flats neighborhood
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Macdonald field neighborhood
- Middlesex / downtown
- Near town/ Pine St neighborhood
- Old Village/ West Side
- Rangeley Historical Estate
- The Flats
- Vinson-Owen School District.
- West Side
- West Side on a Cut de sac
- Winning Farm