Winchester
Map
Current listings (46)
For Sale
$2,199,000
211 Forest St
Winchester
5 bds | 3.5 ba | 3,474 sqft | Built 1890
MLS ID #73532996, Stuart St James, Inc.
For Sale
$2,599,000
53 Winford Way
Winchester
5 bds | 4 ba | 5,083 sqft | Built 2025
MLS ID #73525195, Keller Williams Realty Boston Northwest
For Sale
$3,149,000
8 Priscilla Ln
Winchester
5 bds | 5.5 ba | 6,500 sqft | Built 2025
MLS ID #73513501, Rise Signature Homes
For Sale
$3,475,000
2 Everett Ave
Winchester
7 bds | 4.5 ba | 7,043 sqft | Built 1916
MLS ID #73488991, Better Homes and Gardens Real Estate - The Shanahan Group
For Sale
$2,450,000
50 Brooks Street
Winchester
4 bds | 3.5 ba | 4,403 sqft | Built 1988
MLS ID #73510897, Compass
For Sale
$699,000
23 Shepard Ct
Winchester
3 bds | 2 ba | 1,380 sqft | Built 1890
MLS ID #73530954, Fairview Partners International LLC
For Sale
$1,885,000
8 Hawthorne
Winchester
5 bds | 2 ba | 3,315 sqft | Built 1959
MLS ID #73522773, Coldwell Banker Realty - Lexington
For Sale
$2,400,000
21 Willowdale Road
Winchester
5 bds | 3.5 ba | 4,591 sqft | Built 2019
MLS ID #73534988, Compass
For Sale
$3,799,000
29 Ginn Rd
Winchester
6 bds | 7.5 ba | 6,000 sqft | Built 2026
MLS ID #73534577, Serhant
For Sale
$1,899,000
9 Brookside Place
Winchester
4 bds | 2.5 ba | 3,091 sqft | Built 1920
MLS ID #73534969, Compass
For Sale
$2,529,000
78 Bacon Street
Winchester
5 bds | 3.5 ba | 5,230 sqft | Built 1910
MLS ID #73526460, Compass
For Sale
$3,199,000
10 Rangeley Road
Winchester
5 bds | 4.5 ba | 5,406 sqft | Built 1911
MLS ID #73535697, Compass
Under Contract
$2,399,000
49 Sheridan Circle
Winchester
5 bds | 4.5 ba | 5,881 sqft | Built 2014
MLS ID #73534811, Compass
Under Contract
$1,499,000
10 Bonad Road
Winchester
4 bds | 2.5 ba | 2,233 sqft | Built 1930
MLS ID #73530345, Compass
Under Contract
$1,350,000
15 Thornberry Rd
Winchester
4 bds | 3 ba | 4,062 sqft | Built 1957
MLS ID #73529811, Better Homes and Gardens Real Estate - The Shanahan Group
Under Contract
$1,799,000
24 Hinds Road
Winchester
4 bds | 3 ba | 2,814 sqft | Built 1955
MLS ID #73529658, Compass
For Sale
$805,000
63 Dunster Lane
Winchester
2 bds | 1 ba | 1,208 sqft | Built 1910
MLS ID #73532111, Keller Williams Realty
Under Contract
$1,999,000
22 Hollywood Rd
Winchester
5 bds | 2 ba | 3,136 sqft | Built 1962
MLS ID #73527768, Keller Williams Realty Boston Northwest
Under Contract
$2,200,000
30 Rangeley Road
Winchester
5 bds | 3.5 ba | 4,744 sqft | Built 1929
MLS ID #73526416, Compass
For Sale
$999,000
41 Cross St
Winchester
4 bds | 2 ba | 2,085 sqft | Built 1860
MLS ID #73527486, Keller Williams Realty Boston Northwest
For Sale
$1,799,000
94 Johnson Road
Winchester
4 bds | 3 ba | 3,366 sqft | Built 1971
MLS ID #73525571, Better Homes and Gardens Real Estate - The Shanahan Group
Under Contract
$1,899,000
105 Thornberry Rd
Winchester
5 bds | 2.5 ba | 3,278 sqft | Built 1971
MLS ID #73523785, Coldwell Banker Realty - Lexington
For Sale
$2,795,000
18 Middlesex St
Winchester
4 bds | 4.5 ba | 5,233 sqft | Built 2004
MLS ID #73518621, Luxury Living Real Estate
For Sale
$3,600,000
2 Atherton Rd
Winchester
6 bds | 6.5 ba | 7,400 sqft | Built 2025
MLS ID #73519229, Regatta Realty
Under Contract
$999,000
41 Cross St
Winchester
4 bds | 2 ba | 2,085 sqft | Built 1860
MLS ID #73520534, Keller Williams Realty Boston Northwest
For Sale
$1,225,000
53 Lake Street
Winchester
3 bds | 2.5 ba | 2,235 sqft | Built 1864
MLS ID #73519082, Compass
For Sale
$1,300,000
465 Washington St
Winchester
4 bds | 2.5 ba | 2,666 sqft | Built 2017
MLS ID #73516539, Gibson Sotheby's International Realty
Under Contract
$2,675,000
47 Yale Street
Winchester
6 bds | 3 ba | 4,540 sqft | Built 1920
MLS ID #73516849, Coldwell Banker Realty - Belmont
For Sale
$1,495,000
7 Sherman Place
Winchester
4 bds | 2.5 ba | 2,605 sqft | Built 2005
MLS ID #73514945, Compass
Under Contract
$3,099,000
10 Rangeley Road
Winchester
5 bds | 4.5 ba | 5,406 sqft | Built 1911
MLS ID #73511033, Compass
For Sale
$2,099,000
16 & 16A Glenwood Ave
Winchester
6 bds | 4.5 ba | 6,900 sqft | Built 1966
MLS ID #73507137, Compass
Under Contract
$1,199,000
6 Hancock St
Winchester
5 bds | 1.5 ba | 2,688 sqft | Built 1890
MLS ID #73510153, Gibson Sotheby's International Realty
For Sale
$2,000,000
6 Ivy Circle
Winchester
6 bds | 3 ba | 3,403 sqft | Built 1966
MLS ID #73510713, Engel & Volkers Boston
For Sale
$3,299,000
1 Plymouth Rd
Winchester
7 bds | 7.5 ba | 7,226 sqft | Built 2025
MLS ID #73498293, Douglas Elliman Real Estate - The Sarkis Team
For Sale
$2,999,000
10 Dartmouth Street
Winchester
5 bds | 2 ba | 4,028 sqft | Built 1964
MLS ID #73496399, Compass
For Sale
$2,799,000
14 Nassau Drive
Winchester
6 bds | 5 ba | 6,968 sqft | Built 2002
MLS ID #73500890, WINN Real Estate & Consulting
For Sale
$2,195,000
276 High Street
Winchester
5 bds | 3.5 ba | 5,006 sqft | Built 1992
MLS ID #73496396, Compass
For Sale
$3,379,000
37 Mayflower Road
Winchester
7 bds | 7.5 ba | 8,540 sqft | Built 2009
MLS ID #73502853, Compass
For Sale
$929,900
380 Cross Street
Winchester
4 bds | 2 ba | 1,938 sqft | Built 1939
MLS ID #73498603, Coldwell Banker Realty - Lexington
Under Contract
$2,950,000
74 Wedgemere Avenue
Winchester
5 bds | 4.5 ba | 5,202 sqft | Built 1938
MLS ID #73499151, Compass
For Sale
$1,849,999
94 Johnson Road
Winchester
4 bds | 3 ba | 3,512 sqft | Built 1971
MLS ID #73497889, Compass
For Sale
$4,449,000
4 Dartmouth St
Winchester
5 bds | 5.5 ba | 6,526 sqft | Built 1935
MLS ID #73482952, Gibson Sotheby's International Realty
For Sale
$2,799,000
53 Winford Way
Winchester
5 bds | 4 ba | 5,083 sqft | Built 2025
MLS ID #73481323, Keller Williams Realty Boston Northwest
For Sale
$3,200,000
9 Albamont Road
Winchester
6 bds | 5.5 ba | 6,100 sqft | Built 2026
MLS ID #73482275, Compass
For Sale
$1,799,000
1 Town Way
Winchester
3 bds | 3.5 ba | 3,010 sqft | Built 2026
MLS ID #73466233, Compass
For Sale
$3,600,000
20 Amberwood Dr
Winchester
6 bds | 7 ba | 8,866 sqft | Built 2024
MLS ID #73423693, WW Real Estate LLC
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