Listings in 01890 - Middlesex County, Massachusetts

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Displaying 1 – 200 of 317 Real estate listings


Picture of 7-9 Cleveland Rd
7-9 Cleveland Rd
Winchester, MA | Active
Listed: Jun, 05, 2024
Price: $1,149,000
Living Area: 2,578 Sq. Ft.
Picture of 5 Squire Rd
5 Squire Rd
Winchester, MA | Closed
Listed: Jan, 27, 2026
Price: $1,899,000
Living Area: 4,696 Sq. Ft.
Picture of 9 Tufts Rd
9 Tufts Rd
Winchester, MA | Closed
Listed: Nov, 01, 2010
Price: $545,000
Living Area: 2,160 Sq. Ft.
Picture of 11 Tufts 11
11 Tufts 11
Winchester, MA | Closed
Listed: Feb, 16, 2026
Price: $6,995
Living Area: 3,230 Sq. Ft.
Picture of 263 Highland Ave
263 Highland Ave
Winchester, MA | Closed
Listed: Dec, 10, 2025
Price: $1,599,000
Living Area: 3,343 Sq. Ft.
Picture of 10 Cabot Street
10 Cabot Street
Winchester, MA | Closed
Listed: Aug, 02, 2010
Price: $1,325,000
Living Area: 3,926 Sq. Ft.
Picture of 44 N Border Road
44 N Border Road
Winchester, MA | Closed
Listed: Apr, 08, 2010
Price: $699,900
Living Area: 2,014 Sq. Ft.
Picture of 75 Arlington Street
75 Arlington Street
Winchester, MA | Closed
Listed: Apr, 23, 2010
Price: $2,750,000
Living Area: 5,882 Sq. Ft.
Picture of 45 Edward Drive 45
45 Edward Drive 45
Winchester, MA | Closed
Listed: Oct, 18, 2010
Price: $474,900
Living Area: 1,780 Sq. Ft.
Picture of 59 Sheridan Circle 1
59 Sheridan Circle 1
Winchester, MA | Closed
Listed: Jan, 19, 2011
Price: $1,700
Living Area: 1,100 Sq. Ft.
Picture of 23 Henry St
23 Henry St
Winchester, MA | Closed
Listed: Jan, 24, 2011
Price: $510,000
Living Area: 1,849 Sq. Ft.
Picture of 69 Salisbury St
69 Salisbury St
Winchester, MA | Closed
Listed: Jan, 24, 2011
Price: $799,000
Living Area: 2,300 Sq. Ft.
Picture of 12 Bonad Rd
12 Bonad Rd
Winchester, MA | Closed
Listed: Feb, 24, 2011
Price: $649,900
Living Area: 1,853 Sq. Ft.
Picture of 15 Grassmere Ave
15 Grassmere Ave
Winchester, MA | Closed
Listed: Mar, 08, 2011
Price: $1,500,000
Living Area: 3,740 Sq. Ft.
Picture of 415 Washington 1
415 Washington 1
Winchester, MA | Closed
Listed: Mar, 21, 2026
Price: $2,600
Living Area: 0 Sq. Ft.
Picture of 32 Surrey
32 Surrey
Winchester, MA | Closed
Listed: Jun, 24, 2024
Price: $5,600
Living Area: 3,348 Sq. Ft.
Picture of 12 Olde Lyme Rd
12 Olde Lyme Rd
Winchester, MA | Closed
Listed: May, 20, 2025
Price: $2,400,000
Living Area: 4,215 Sq. Ft.
Picture of 89 Wildwood St
89 Wildwood St
Winchester, MA | Closed
Listed: Nov, 14, 2025
Price: $2,299,000
Living Area: 4,929 Sq. Ft.
Picture of 6 Marchant Road
6 Marchant Road
Winchester, MA | Closed
Listed: Feb, 03, 2026
Price: $1,350,000
Living Area: 2,153 Sq. Ft.
Picture of 17 Charles Rd 17
17 Charles Rd 17
Winchester, MA | Pending
Listed: Apr, 15, 2026
Price: $599,000
Living Area: 1,326 Sq. Ft.
Picture of 71 Sargent Road
71 Sargent Road
Winchester, MA | Pending
Listed: Apr, 29, 2026
Price: $1,399,000
Living Area: 2,936 Sq. Ft.
Picture of 50 Oxford Street
50 Oxford Street
Winchester, MA | Pending
Listed: May, 07, 2026
Price: $3,450,000
Living Area: 5,128 Sq. Ft.
Picture of 10 Viking Road
10 Viking Road
Winchester, MA | Pending
Listed: May, 13, 2026
Price: $2,599,000
Living Area: 5,674 Sq. Ft.
Picture of 25 Myopia Road
25 Myopia Road
Winchester, MA | Pending
Listed: Jan, 26, 2026
Price: $3,390,000
Living Area: 4,847 Sq. Ft.
Picture of 2 Everett Ave
2 Everett Ave
Winchester, MA | Active
Listed: Mar, 19, 2026
Price: $3,475,000
Living Area: 7,043 Sq. Ft.
Picture of 2 Atherton Rd
2 Atherton Rd
Winchester, MA | Active
Listed: May, 14, 2026
Price: $3,600,000
Living Area: 7,400 Sq. Ft.
Picture of 465 Washington St 465
465 Washington St 465
Winchester, MA | Active
Listed: May, 12, 2026
Price: $1,300,000
Living Area: 2,666 Sq. Ft.
Picture of 200 Swanton Street T35
200 Swanton Street T35
Winchester, MA | Active
Listed: Apr, 07, 2026
Price: $400,000
Living Area: 810 Sq. Ft.
Picture of 37 Emerson Rd
37 Emerson Rd
Winchester, MA | Active
Listed: May, 12, 2026
Price: $6,500
Living Area: 3,436 Sq. Ft.
Picture of 63-65 Harvard Street
63-65 Harvard Street
Winchester, MA | Active
Listed: May, 09, 2026
Price: $1,150,000
Living Area: 2,186 Sq. Ft.
Picture of 200 Swanton St 318
200 Swanton St 318
Winchester, MA | Active
Listed: May, 07, 2026
Price: $379,900
Living Area: 606 Sq. Ft.
Picture of 200 Swanton St 717
200 Swanton St 717
Winchester, MA | Active
Listed: Apr, 14, 2026
Price: $364,900
Living Area: 613 Sq. Ft.
Picture of 63 Holland St 63
63 Holland St 63
Winchester, MA | Active
Listed: May, 11, 2026
Price: $4,100
Living Area: 1,000 Sq. Ft.
Picture of 23 Shore Rd
23 Shore Rd
Winchester, MA | Active
Listed: May, 08, 2026
Price: $850
Living Area: 0 Sq. Ft.
Picture of 22 Arthur St 22
22 Arthur St 22
Winchester, MA | Active
Listed: May, 21, 2026
Price: $414,500
Living Area: 1,121 Sq. Ft.
Picture of 130 Cross St
130 Cross St
Winchester, MA | Active
Listed: May, 21, 2026
Price: $4,000
Living Area: 0 Sq. Ft.
Picture of 94 Johnson Road
94 Johnson Road
Winchester, MA | Active
Listed: May, 27, 2026
Price: $1,799,000
Living Area: 3,366 Sq. Ft.
Picture of 20 Arthur St 20
20 Arthur St 20
Winchester, MA | Pending
Listed: Sep, 04, 2025
Price: $359,900
Living Area: 1,084 Sq. Ft.
Picture of 63 Shore Road 14
63 Shore Road 14
Winchester, MA | Active
Listed: Jan, 22, 2026
Price: $400,000
Living Area: 621 Sq. Ft.
Picture of 186 Ridge Street
186 Ridge Street
Winchester, MA | Active
Listed: Apr, 30, 2026
Price: $15,000
Living Area: 5,820 Sq. Ft.
Picture of 8 Richardson Street 2
8 Richardson Street 2
Winchester, MA | Pending
Listed: Mar, 18, 2026
Price: $4,500
Living Area: 1,811 Sq. Ft.
Picture of 6 Norwood St
6 Norwood St
Winchester, MA | Closed
Listed: Apr, 01, 2011
Price: $1,299,000
Living Area: 3,907 Sq. Ft.
Picture of 35 Forest Circle
35 Forest Circle
Winchester, MA | Closed
Listed: Apr, 29, 2011
Price: $428,768
Living Area: 1,171 Sq. Ft.
Picture of 50 Brooks Street
50 Brooks Street
Winchester, MA | Closed
Listed: May, 05, 2011
Price: $999,000
Living Area: 3,422 Sq. Ft.
Picture of 73 Chester St 73
73 Chester St 73
Winchester, MA | Closed
Listed: Apr, 27, 2011
Price: $2,350
Living Area: 1,400 Sq. Ft.
Picture of 3 Sanborn Pl
3 Sanborn Pl
Winchester, MA | Closed
Listed: Mar, 17, 2011
Price: $1,249,000
Living Area: 3,462 Sq. Ft.
Picture of 33 Sargent Road
33 Sargent Road
Winchester, MA | Closed
Listed: Apr, 14, 2011
Price: $669,000
Living Area: 1,954 Sq. Ft.
Picture of 63 Westland Ave
63 Westland Ave
Winchester, MA | Closed
Listed: Apr, 08, 2011
Price: $569,900
Living Area: 1,344 Sq. Ft.
Picture of 10 Norwood St
10 Norwood St
Winchester, MA | Closed
Listed: Mar, 29, 2011
Price: $1,199,000
Living Area: 3,341 Sq. Ft.
Picture of 16 Belknap Ter 16
16 Belknap Ter 16
Winchester, MA | Closed
Listed: Apr, 22, 2011
Price: $2,300
Living Area: 1,600 Sq. Ft.
Picture of 44 Spruce St. 44
44 Spruce St. 44
Winchester, MA | Closed
Listed: Apr, 03, 2011
Price: $3,600
Living Area: 2,000 Sq. Ft.
Picture of 6 Winthrop Street
6 Winthrop Street
Winchester, MA | Closed
Listed: Aug, 02, 2010
Price: $580,000
Living Area: 2,244 Sq. Ft.
Picture of 34-36 Mystic Avenue
34-36 Mystic Avenue
Winchester, MA | Closed
Listed: Mar, 13, 2011
Price: $699,000
Living Area: 3,233 Sq. Ft.
Picture of 12 Maxwell Rd
12 Maxwell Rd
Winchester, MA | Closed
Listed: Jan, 09, 2011
Price: $759,900
Living Area: 2,623 Sq. Ft.
Picture of 303 Washington Street
303 Washington Street
Winchester, MA | Active
Listed: May, 28, 2026
Price: $1,375,000
Living Area: 5,047 Sq. Ft.
Picture of 87 Wendell Street
87 Wendell Street
Winchester, MA | Closed
Listed: Apr, 13, 2026
Price: $1,299,000
Living Area: 2,046 Sq. Ft.
Picture of 1 Plymouth Rd
1 Plymouth Rd
Winchester, MA | Active
Listed: Apr, 08, 2026
Price: $3,299,000
Living Area: 7,226 Sq. Ft.
Picture of 44 Spruce 2
44 Spruce 2
Winchester, MA | Pending
Listed: May, 05, 2026
Price: $5,500
Living Area: 2,800 Sq. Ft.
Picture of 41 Sunset Road
41 Sunset Road
Winchester, MA | Pending
Listed: May, 18, 2026
Price: $1,689,000
Living Area: 3,090 Sq. Ft.
Picture of 53 Winford Way
53 Winford Way
Winchester, MA | Active
Listed: May, 27, 2026
Price: $2,599,000
Living Area: 5,083 Sq. Ft.
Picture of 67 Church 67
67 Church 67
Winchester, MA | Active
Listed: May, 12, 2026
Price: $4,400
Living Area: 1,200 Sq. Ft.
Picture of 276 High Street
276 High Street
Winchester, MA | Active
Listed: Apr, 06, 2026
Price: $2,195,000
Living Area: 5,006 Sq. Ft.
Picture of 13 Nelson St 13
13 Nelson St 13
Winchester, MA | Closed
Listed: Nov, 27, 2025
Price: $449,000
Living Area: 1,783 Sq. Ft.
Picture of 200 Swanton St 306
200 Swanton St 306
Winchester, MA | Closed
Listed: Feb, 13, 2026
Price: $1,750
Living Area: 388 Sq. Ft.
Picture of 2 Canterbury Rd
2 Canterbury Rd
Winchester, MA | Closed
Listed: Feb, 09, 2026
Price: $1,399,000
Living Area: 2,370 Sq. Ft.
Picture of 113 Cambridge
113 Cambridge
Winchester, MA | Closed
Listed: Nov, 14, 2025
Price: $5,000
Living Area: 2,948 Sq. Ft.
Picture of 56 Yale Street
56 Yale Street
Winchester, MA | Pending
Listed: Mar, 25, 2026
Price: $2,795,000
Living Area: 4,792 Sq. Ft.
Picture of 330 Cambridge St
330 Cambridge St
Winchester, MA | Closed
Listed: Jan, 28, 2026
Price: $5,400
Living Area: 2,659 Sq. Ft.
Picture of 40 Pickering St
40 Pickering St
Winchester, MA | Closed
Listed: Mar, 10, 2026
Price: $1,249,900
Living Area: 2,454 Sq. Ft.
Picture of 6 Skillings 1
6 Skillings 1
Winchester, MA | Closed
Listed: Mar, 18, 2026
Price: $2,400
Living Area: 800 Sq. Ft.
Picture of 2 Rangeley Road 2
2 Rangeley Road 2
Winchester, MA | Closed
Listed: Oct, 18, 2025
Price: $5,350
Living Area: 1,575 Sq. Ft.
Picture of 27 Pilgrim Drive
27 Pilgrim Drive
Winchester, MA | Closed
Listed: Mar, 04, 2011
Price: $759,900
Living Area: 2,943 Sq. Ft.
Picture of 6 Cliff Street
6 Cliff Street
Winchester, MA | Closed
Listed: Feb, 28, 2011
Price: $1,500,000
Living Area: 3,003 Sq. Ft.
Picture of 29 Vine St 2
29 Vine St 2
Winchester, MA | Closed
Listed: Jan, 24, 2011
Price: $299,900
Living Area: 1,022 Sq. Ft.
Picture of 44 Wildwood Street
44 Wildwood Street
Winchester, MA | Closed
Listed: Feb, 09, 2011
Price: $859,900
Living Area: 2,712 Sq. Ft.
Picture of 17A Park Ave 17A
17A Park Ave 17A
Winchester, MA | Closed
Listed: Apr, 07, 2011
Price: $349,000
Living Area: 1,177 Sq. Ft.
Picture of 16 Robinhood Road
16 Robinhood Road
Winchester, MA | Closed
Listed: Mar, 22, 2011
Price: $699,000
Living Area: 3,401 Sq. Ft.
Picture of 30 Winthrop Street
30 Winthrop Street
Winchester, MA | Closed
Listed: Mar, 21, 2011
Price: $885,000
Living Area: 2,042 Sq. Ft.
Picture of 45 Robinhood Rd
45 Robinhood Rd
Winchester, MA | Closed
Listed: Apr, 04, 2011
Price: $799,000
Living Area: 3,080 Sq. Ft.
Picture of 28 Emerson Road
28 Emerson Road
Winchester, MA | Closed
Listed: Mar, 12, 2026
Price: $1,349,000
Living Area: 2,344 Sq. Ft.
Picture of 36 Central St
36 Central St
Winchester, MA | Closed
Listed: Sep, 09, 2010
Price: $950,000
Living Area: 3,211 Sq. Ft.
Picture of 10 Winchester Place 103
10 Winchester Place 103
Winchester, MA | Closed
Listed: Aug, 30, 2010
Price: $699,000
Living Area: 2,450 Sq. Ft.
Picture of 200 Swanton St 621
200 Swanton St 621
Winchester, MA | Closed
Listed: Feb, 21, 2011
Price: $1,150
Living Area: 613 Sq. Ft.
Picture of 529-531 Washington St
529-531 Washington St
Winchester, MA | Closed
Listed: Apr, 28, 2011
Price: $639,000
Living Area: 2,516 Sq. Ft.
Picture of 12 Thornberry Road
12 Thornberry Road
Winchester, MA | Closed
Listed: Feb, 24, 2026
Price: $1,200,000
Living Area: 2,087 Sq. Ft.
Picture of 20 Charles Road 20
20 Charles Road 20
Winchester, MA | Closed
Listed: Mar, 17, 2026
Price: $649,000
Living Area: 1,317 Sq. Ft.
Picture of 10 Wedge Pond Rd 10
10 Wedge Pond Rd 10
Winchester, MA | Closed
Listed: Apr, 01, 2026
Price: $8,500
Living Area: 5,408 Sq. Ft.
Picture of 35 Hollywood Rd
35 Hollywood Rd
Winchester, MA | Closed
Listed: Mar, 11, 2026
Price: $1,799,900
Living Area: 3,906 Sq. Ft.
Picture of 23 Jefferson
23 Jefferson
Winchester, MA | Closed
Listed: Feb, 28, 2026
Price: $9,500
Living Area: 3,100 Sq. Ft.
Picture of 11 Ridge Street
11 Ridge Street
Winchester, MA | Closed
Listed: Apr, 08, 2026
Price: $1,200,000
Living Area: 1,888 Sq. Ft.
Picture of 2 Gershon Way
2 Gershon Way
Winchester, MA | Pending
Listed: Apr, 07, 2026
Price: $1,899,000
Living Area: 2,306 Sq. Ft.
Picture of 61 Grove Street
61 Grove Street
Winchester, MA | Closed
Listed: Jan, 22, 2026
Price: $2,199,000
Living Area: 4,798 Sq. Ft.
Picture of 200 Swanton St 621
200 Swanton St 621
Winchester, MA | Closed
Listed: Apr, 13, 2026
Price: $2,250
Living Area: 613 Sq. Ft.
Picture of 9 Governors Avenue 2
9 Governors Avenue 2
Winchester, MA | Pending
Listed: Apr, 29, 2026
Price: $899,000
Living Area: 1,799 Sq. Ft.
Picture of 76 Woodside Road
76 Woodside Road
Winchester, MA | Closed
Listed: Mar, 26, 2026
Price: $999,000
Living Area: 1,552 Sq. Ft.
Picture of 26 Lebanon 26
26 Lebanon 26
Winchester, MA | Closed
Listed: Apr, 03, 2026
Price: $2,550
Living Area: 1,195 Sq. Ft.
Picture of 2 Abby Rd
2 Abby Rd
Winchester, MA | Closed
Listed: Mar, 26, 2026
Price: $2,649,000
Living Area: 5,614 Sq. Ft.
Picture of 216 Highland Avenue
216 Highland Avenue
Winchester, MA | Pending
Listed: May, 01, 2026
Price: $2,299,000
Living Area: 4,822 Sq. Ft.
Picture of 2 Eaton Ct
2 Eaton Ct
Winchester, MA | Active Under Contract
Listed: May, 21, 2026
Price: $1,250,000
Living Area: 2,192 Sq. Ft.
Picture of 8 Hawthorne
8 Hawthorne
Winchester, MA | Active
Listed: May, 22, 2026
Price: $1,925,000
Living Area: 3,315 Sq. Ft.
Picture of 31 Mystic Ave 31
31 Mystic Ave 31
Winchester, MA | Closed
Listed: Apr, 09, 2026
Price: $1,199,000
Living Area: 2,129 Sq. Ft.
Picture of 237 Swanton Street
237 Swanton Street
Winchester, MA | Closed
Listed: Apr, 06, 2026
Price: $1,799,000
Living Area: 4,334 Sq. Ft.
Picture of 257 High Street
257 High Street
Winchester, MA | Closed
Listed: Apr, 09, 2026
Price: $3,250,000
Living Area: 7,101 Sq. Ft.
Picture of 104 Wendell Street
104 Wendell Street
Winchester, MA | Closed
Listed: Apr, 15, 2026
Price: $979,000
Living Area: 1,675 Sq. Ft.
Picture of 1 Orient Street
1 Orient Street
Winchester, MA | Closed
Listed: Apr, 08, 2026
Price: $1,299,000
Living Area: 2,222 Sq. Ft.
Picture of 9 Albamont Road
9 Albamont Road
Winchester, MA | Active
Listed: Mar, 04, 2026
Price: $3,200,000
Living Area: 6,100 Sq. Ft.
Picture of 112 Highland Avenue
112 Highland Avenue
Winchester, MA | Pending
Listed: May, 07, 2026
Price: $2,495,000
Living Area: 5,121 Sq. Ft.
Picture of 9 Charles Road 9
9 Charles Road 9
Winchester, MA | Closed
Listed: Feb, 18, 2026
Price: $599,000
Living Area: 973 Sq. Ft.
Picture of 15 Wildwood Street
15 Wildwood Street
Winchester, MA | Pending
Listed: Mar, 18, 2026
Price: $2,100,000
Living Area: 4,104 Sq. Ft.
Picture of 8 Maxwell Road
8 Maxwell Road
Winchester, MA | Closed
Listed: Sep, 06, 2010
Price: $699,000
Living Area: 2,205 Sq. Ft.
Picture of 64 Highland Ave U15 15
64 Highland Ave U15 15
Winchester, MA | Closed
Listed: Jan, 05, 2011
Price: $269,900
Living Area: 840 Sq. Ft.
Picture of 28 Elm Street 28
28 Elm Street 28
Winchester, MA | Closed
Listed: Mar, 14, 2011
Price: $319,900
Living Area: 1,221 Sq. Ft.
Picture of 9 Main St
9 Main St
Winchester, MA | Closed
Listed: Jan, 03, 2011
Price: $599,000
Living Area: 2,154 Sq. Ft.
Picture of 22 Oak St 22
22 Oak St 22
Winchester, MA | Closed
Listed: Jan, 15, 2026
Price: $452,500
Living Area: 1,573 Sq. Ft.
Picture of 25 Myopia Rd na
25 Myopia Rd na
Winchester, MA | Closed
Listed: Sep, 06, 2024
Price: $12,500
Living Area: 4,847 Sq. Ft.
Picture of 32 Surrey Rd
32 Surrey Rd
Winchester, MA | Closed
Listed: Feb, 27, 2025
Price: $6,200
Living Area: 3,348 Sq. Ft.
Picture of 34 Robinhood Road
34 Robinhood Road
Winchester, MA | Pending
Listed: Mar, 15, 2026
Price: $1,524,000
Living Area: 3,380 Sq. Ft.
Picture of 200 Swanton St 636
200 Swanton St 636
Winchester, MA | Closed
Listed: Oct, 03, 2025
Price: $299,000
Living Area: 394 Sq. Ft.
Picture of 29 Harvard Street 1
29 Harvard Street 1
Winchester, MA | Closed
Listed: Nov, 24, 2025
Price: $2,450
Living Area: 800 Sq. Ft.
Picture of 7 Conant Rd 33
7 Conant Rd 33
Winchester, MA | Closed
Listed: Jan, 12, 2026
Price: $699,000
Living Area: 1,532 Sq. Ft.
Picture of 10 Sheffield West
10 Sheffield West
Winchester, MA | Closed
Listed: Jan, 28, 2026
Price: $3,470,000
Living Area: 6,127 Sq. Ft.
Picture of 10 Hawthorne Rd
10 Hawthorne Rd
Winchester, MA | Closed
Listed: Feb, 03, 2026
Price: $1,998,000
Living Area: 3,191 Sq. Ft.
Picture of 9 Lakeview Terrace
9 Lakeview Terrace
Winchester, MA | Pending
Listed: Jun, 13, 2025
Price: $3,750,000
Living Area: 4,484 Sq. Ft.
Picture of 259 Washington Street
259 Washington Street
Winchester, MA | Closed
Listed: Feb, 25, 2026
Price: $1,349,900
Living Area: 2,590 Sq. Ft.
Picture of 8-10 Russell Road
8-10 Russell Road
Winchester, MA | Closed
Listed: Feb, 06, 2026
Price: $995,000
Living Area: 1,800 Sq. Ft.
Picture of 45 Bacon Street
45 Bacon Street
Winchester, MA | Closed
Listed: Feb, 25, 2026
Price: $2,965,000
Living Area: 7,043 Sq. Ft.
Picture of 10 Graystone Cir 10
10 Graystone Cir 10
Winchester, MA | Pending
Listed: Apr, 28, 2026
Price: $1,800,000
Living Area: 3,874 Sq. Ft.
Picture of 12 Wincrest Drive
12 Wincrest Drive
Winchester, MA | Closed
Listed: Mar, 26, 2026
Price: $1,750,000
Living Area: 3,833 Sq. Ft.
Picture of 115 Washington Street 2A
115 Washington Street 2A
Winchester, MA | Pending
Listed: Apr, 06, 2026
Price: $727,000
Living Area: 1,029 Sq. Ft.
Picture of 34 Rangeley
34 Rangeley
Winchester, MA | Closed
Listed: Nov, 05, 2010
Price: $1,199,000
Living Area: 3,683 Sq. Ft.
Picture of 27 Loring Ave
27 Loring Ave
Winchester, MA | Closed
Listed: Nov, 24, 2010
Price: $749,900
Living Area: 2,900 Sq. Ft.
Picture of 200 Swanton St 228
200 Swanton St 228
Winchester, MA | Active
Listed: Dec, 04, 2025
Price: $375,000
Living Area: 606 Sq. Ft.
Picture of 38 Wedgemere Ave. 1
38 Wedgemere Ave. 1
Winchester, MA | Closed
Listed: May, 03, 2011
Price: $4,800
Living Area: 3,572 Sq. Ft.
Picture of 29 Vine St 7
29 Vine St 7
Winchester, MA | Closed
Listed: Apr, 14, 2011
Price: $269,000
Living Area: 1,300 Sq. Ft.
Picture of 83 Church Street 15
83 Church Street 15
Winchester, MA | Closed
Listed: Apr, 26, 2011
Price: $535,000
Living Area: 1,365 Sq. Ft.
Picture of 8 Yale St 8
8 Yale St 8
Winchester, MA | Closed
Listed: Apr, 25, 2011
Price: $4,800
Living Area: 3,776 Sq. Ft.
Picture of 11 Robinhood Rd
11 Robinhood Rd
Winchester, MA | Closed
Listed: May, 12, 2011
Price: $668,888
Living Area: 3,027 Sq. Ft.
Picture of 10 Robinson Park
10 Robinson Park
Winchester, MA | Closed
Listed: May, 06, 2011
Price: $1,039,500
Living Area: 4,724 Sq. Ft.
Picture of 29 Prince Ave
29 Prince Ave
Winchester, MA | Closed
Listed: May, 13, 2011
Price: $599,900
Living Area: 2,080 Sq. Ft.
Picture of 15 East Street
15 East Street
Winchester, MA | Closed
Listed: Mar, 30, 2026
Price: $1,099,000
Living Area: 1,973 Sq. Ft.
Picture of 129 Washington St 129
129 Washington St 129
Winchester, MA | Active
Listed: May, 06, 2026
Price: $1,260,000
Living Area: 2,420 Sq. Ft.
Picture of 7 Conant Road 67
7 Conant Road 67
Winchester, MA | Closed
Listed: Nov, 22, 2025
Price: $3,300
Living Area: 1,486 Sq. Ft.
Picture of 78 Bacon Street
78 Bacon Street
Winchester, MA | Active
Listed: May, 28, 2026
Price: $2,599,000
Living Area: 5,230 Sq. Ft.
Picture of 40 Lake Street I
40 Lake Street I
Winchester, MA | Pending
Listed: May, 16, 2026
Price: $699,900
Living Area: 1,315 Sq. Ft.
Picture of 11 Hawthorne Road
11 Hawthorne Road
Winchester, MA | Closed
Listed: Mar, 31, 2011
Price: $748,000
Living Area: 2,381 Sq. Ft.
Picture of 123 Church Street
123 Church Street
Winchester, MA | Closed
Listed: Mar, 10, 2011
Price: $1,025,000
Living Area: 3,389 Sq. Ft.
Picture of 241 Forest St
241 Forest St
Winchester, MA | Closed
Listed: Mar, 24, 2011
Price: $399,000
Living Area: 1,055 Sq. Ft.
Picture of 21 Nelson St
21 Nelson St
Winchester, MA | Closed
Listed: Mar, 10, 2011
Price: $449,900
Living Area: 1,294 Sq. Ft.
Picture of 7 Wainwright Rd 105
7 Wainwright Rd 105
Winchester, MA | Closed
Listed: Apr, 04, 2011
Price: $899,000
Living Area: 2,777 Sq. Ft.
Picture of 4 Leslie Road
4 Leslie Road
Winchester, MA | Closed
Listed: Mar, 11, 2026
Price: $1,999,900
Living Area: 2,860 Sq. Ft.
Picture of 36 Olive Street
36 Olive Street
Winchester, MA | Closed
Listed: Nov, 08, 2010
Price: $329,900
Living Area: 958 Sq. Ft.
Picture of 200 Swanton St 432
200 Swanton St 432
Winchester, MA | Closed
Listed: Mar, 29, 2011
Price: $900
Living Area: 606 Sq. Ft.
Picture of 114 Johnson Rd
114 Johnson Rd
Winchester, MA | Closed
Listed: Feb, 19, 2026
Price: $1,795,000
Living Area: 3,182 Sq. Ft.
Picture of 171 Swanton St 21
171 Swanton St 21
Winchester, MA | Closed
Listed: Mar, 25, 2026
Price: $749,900
Living Area: 1,834 Sq. Ft.
Picture of 52 Charles Road 52
52 Charles Road 52
Winchester, MA | Pending
Listed: Apr, 30, 2026
Price: $4,000
Living Area: 1,819 Sq. Ft.
Picture of 15 Englewood Road
15 Englewood Road
Winchester, MA | Closed
Listed: Feb, 26, 2026
Price: $1,399,900
Living Area: 1,903 Sq. Ft.
Picture of 200 Swanton St T28
200 Swanton St T28
Winchester, MA | Closed
Listed: Nov, 01, 2025
Price: $375,000
Living Area: 634 Sq. Ft.
Picture of 21 Bellevue Avenue
21 Bellevue Avenue
Winchester, MA | Pending
Listed: Apr, 23, 2026
Price: $2,699,000
Living Area: 5,950 Sq. Ft.
Picture of 2 George Road 2
2 George Road 2
Winchester, MA | Pending
Listed: Apr, 30, 2026
Price: $649,000
Living Area: 1,300 Sq. Ft.
Picture of 15 Gershon Way 15
15 Gershon Way 15
Winchester, MA | Pending
Listed: Apr, 02, 2026
Price: $2,395,000
Living Area: 4,087 Sq. Ft.
Picture of 17 Cranston Rd
17 Cranston Rd
Winchester, MA | Closed
Listed: Feb, 25, 2026
Price: $1,560,000
Living Area: 2,578 Sq. Ft.
Picture of 36 Cross St 1
36 Cross St 1
Winchester, MA | Closed
Listed: Feb, 19, 2026
Price: $3,000
Living Area: 1,200 Sq. Ft.
Picture of 15 York Road
15 York Road
Winchester, MA | Pending
Listed: Apr, 30, 2026
Price: $2,500,000
Living Area: 4,500 Sq. Ft.
Picture of 16 Nathaniel Rd
16 Nathaniel Rd
Winchester, MA | Active
Listed: May, 08, 2026
Price: $4,900
Living Area: 2,754 Sq. Ft.
Picture of 52 North Border Rd.
52 North Border Rd.
Winchester, MA | Active
Listed: Jan, 31, 2026
Price: $13,000
Living Area: 6,400 Sq. Ft.
Picture of 20 Amberwood Dr
20 Amberwood Dr
Winchester, MA | Active
Listed: Apr, 06, 2026
Price: $15,000
Living Area: 8,866 Sq. Ft.
Picture of 10-12 Webster St 1
10-12 Webster St 1
Winchester, MA | Active
Listed: Jan, 14, 2026
Price: $4,150
Living Area: 1,967 Sq. Ft.
Picture of 488 Washington Street
488 Washington Street
Winchester, MA | Active
Listed: May, 07, 2026
Price: $4,850
Living Area: 1,700 Sq. Ft.
Picture of 1 Town Way
1 Town Way
Winchester, MA | Active
Listed: Jan, 07, 2026
Price: $1,799,000
Living Area: 3,010 Sq. Ft.
Picture of 4 Dartmouth St
4 Dartmouth St
Winchester, MA | Active
Listed: Mar, 05, 2026
Price: $4,449,000
Living Area: 6,526 Sq. Ft.
Picture of 14 Nassau Drive
14 Nassau Drive
Winchester, MA | Active
Listed: Apr, 14, 2026
Price: $2,799,000
Living Area: 6,968 Sq. Ft.
Picture of 8 Priscilla Ln
8 Priscilla Ln
Winchester, MA | Active
Listed: May, 06, 2026
Price: $3,250,000
Living Area: 6,500 Sq. Ft.
Picture of 31 Irving St 1
31 Irving St 1
Winchester, MA | Active
Listed: May, 03, 2026
Price: $3,150
Living Area: 1,172 Sq. Ft.
Picture of 200 Swanton Street L12
200 Swanton Street L12
Winchester, MA | Closed
Listed: Apr, 03, 2026
Price: $2,200
Living Area: 602 Sq. Ft.
Picture of 7 Wainwright Road 107
7 Wainwright Road 107
Winchester, MA | Closed
Listed: Apr, 13, 2026
Price: $1,350,000
Living Area: 2,907 Sq. Ft.
Picture of 380 Cross Street
380 Cross Street
Winchester, MA | Active
Listed: Apr, 08, 2026
Price: $929,900
Living Area: 1,938 Sq. Ft.
Picture of 200 Swanton St 538
200 Swanton St 538
Winchester, MA | Pending
Listed: Apr, 06, 2026
Price: $259,000
Living Area: 394 Sq. Ft.
Picture of 6 Ivy Circle
6 Ivy Circle
Winchester, MA | Active
Listed: Apr, 30, 2026
Price: $2,000,000
Living Area: 3,403 Sq. Ft.
Picture of 666 Main St 315
666 Main St 315
Winchester, MA | Active
Listed: Mar, 11, 2026
Price: $688,000
Living Area: 1,025 Sq. Ft.
Picture of 12 Cox Rd
12 Cox Rd
Winchester, MA | Active Under Contract
Listed: May, 02, 2026
Price: $1,699,000
Living Area: 2,818 Sq. Ft.
Picture of 16 Richardson 16
16 Richardson 16
Winchester, MA | Active
Listed: May, 30, 2026
Price: $3,600
Living Area: 2,400 Sq. Ft.
Picture of 6 Alden Lane
6 Alden Lane
Winchester, MA | Pending
Listed: May, 19, 2026
Price: $1,300,000
Living Area: 1,511 Sq. Ft.
Picture of 6 Oakland Circle
6 Oakland Circle
Winchester, MA | Closed
Listed: Apr, 22, 2026
Price: $1,549,000
Living Area: 3,298 Sq. Ft.
Picture of 282 High Street
282 High Street
Winchester, MA | Active
Listed: Mar, 10, 2026
Price: $10,000
Living Area: 6,583 Sq. Ft.
Picture of 465 Washington St
465 Washington St
Winchester, MA | Active
Listed: May, 12, 2026
Price: $1,300,000
Living Area: 2,666 Sq. Ft.
Picture of 22 Hollywood Rd
22 Hollywood Rd
Winchester, MA | Active
Listed: Jun, 01, 2026
Price: $1,999,000
Living Area: 3,136 Sq. Ft.
Picture of 16 Glenwood Ave
16 Glenwood Ave
Winchester, MA | Active
Listed: Apr, 24, 2026
Price: $2,099,000
Living Area: 6,900 Sq. Ft.
Picture of 30 Rangeley Road
30 Rangeley Road
Winchester, MA | Active Under Contract
Listed: May, 28, 2026
Price: $2,200,000
Living Area: 4,744 Sq. Ft.
Picture of 48 Spruce 1
48 Spruce 1
Winchester, MA | Active
Listed: May, 31, 2026
Price: $5,500
Living Area: 1,928 Sq. Ft.
Picture of 50 Brooks Street
50 Brooks Street
Winchester, MA | Active
Listed: Apr, 30, 2026
Price: $2,549,000
Living Area: 4,403 Sq. Ft.
Picture of 15 Thornberry Rd
15 Thornberry Rd
Winchester, MA | Active
Listed: Jun, 03, 2026
Price: $1,350,000
Living Area: 4,062 Sq. Ft.
Picture of 4 Norwood St
4 Norwood St
Winchester, MA | Closed
Listed: Jun, 26, 2025
Price: $3,399,000
Living Area: 5,250 Sq. Ft.
Picture of 41 Cross St
41 Cross St
Winchester, MA | Active
Listed: Jun, 01, 2026
Price: $1,110,000
Living Area: 2,085 Sq. Ft.
Picture of 18 Grayson Rd
18 Grayson Rd
Winchester, MA | Active Under Contract
Listed: May, 29, 2026
Price: $1,699,000
Living Area: 2,992 Sq. Ft.
Picture of 4 Lawrence St
4 Lawrence St
Winchester, MA | Active Under Contract
Listed: May, 26, 2026
Price: $3,099,000
Living Area: 7,168 Sq. Ft.
Picture of 74 Wedgemere Avenue
74 Wedgemere Avenue
Winchester, MA | Active Under Contract
Listed: Apr, 09, 2026
Price: $2,950,000
Living Area: 5,202 Sq. Ft.
Picture of 23 Shepard Ct U23
23 Shepard Ct U23
Winchester, MA | Active
Listed: Jun, 05, 2026
Price: $749,000
Living Area: 1,380 Sq. Ft.
Picture of 7 Sherman Place 7
7 Sherman Place 7
Winchester, MA | Active
Listed: May, 07, 2026
Price: $1,495,000
Living Area: 2,605 Sq. Ft.
Picture of 55 Brookside Ave.
55 Brookside Ave.
Winchester, MA | Pending
Listed: May, 18, 2026
Price: $799,000
Living Area: 1,245 Sq. Ft.
Picture of 47 Yale Street
47 Yale Street
Winchester, MA | Active
Listed: May, 12, 2026
Price: $2,675,000
Living Area: 4,540 Sq. Ft.
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