Listings in 01890 - Middlesex County, Massachusetts
Displaying 201 – 400 of 279 Real estate listings
12 Canterbury Road
Winchester, MA | Closed
Listed: Nov, 03, 2025
Price: $1,200,000
Living Area: 1,942 Sq. Ft.
Winchester, MA | Closed
Listed: Nov, 03, 2025
Price: $1,200,000
Living Area: 1,942 Sq. Ft.
171 Swanton St 73
Winchester, MA | Active Under Contract
Listed: Aug, 21, 2025
Price: $722,500
Living Area: 1,596 Sq. Ft.
Winchester, MA | Active Under Contract
Listed: Aug, 21, 2025
Price: $722,500
Living Area: 1,596 Sq. Ft.
27 Everett Ave
Winchester, MA | Active
Listed: Jan, 15, 2026
Price: $3,599,000
Living Area: 7,431 Sq. Ft.
Winchester, MA | Active
Listed: Jan, 15, 2026
Price: $3,599,000
Living Area: 7,431 Sq. Ft.
20 Amberwood Dr
Winchester, MA | Active
Listed: Sep, 01, 2025
Price: $3,600,000
Living Area: 8,866 Sq. Ft.
Winchester, MA | Active
Listed: Sep, 01, 2025
Price: $3,600,000
Living Area: 8,866 Sq. Ft.
7 Wainwright Rd. 13
Winchester, MA | Closed
Listed: Oct, 14, 2025
Price: $2,150,000
Living Area: 3,186 Sq. Ft.
Winchester, MA | Closed
Listed: Oct, 14, 2025
Price: $2,150,000
Living Area: 3,186 Sq. Ft.
7 Conant Rd. 16
Winchester, MA | Closed
Listed: Oct, 31, 2025
Price: $4,700
Living Area: 1,482 Sq. Ft.
Winchester, MA | Closed
Listed: Oct, 31, 2025
Price: $4,700
Living Area: 1,482 Sq. Ft.
39 Town Way
Winchester, MA | Pending
Listed: Oct, 10, 2025
Price: $3,199,000
Living Area: 5,709 Sq. Ft.
Winchester, MA | Pending
Listed: Oct, 10, 2025
Price: $3,199,000
Living Area: 5,709 Sq. Ft.
4 Aricia Ln
Winchester, MA | Closed
Listed: Jun, 26, 2025
Price: $1,729,000
Living Area: 5,361 Sq. Ft.
Winchester, MA | Closed
Listed: Jun, 26, 2025
Price: $1,729,000
Living Area: 5,361 Sq. Ft.
10 Hillcrest Parkway
Winchester, MA | Closed
Listed: Aug, 22, 2025
Price: $8,000
Living Area: 2,666 Sq. Ft.
Winchester, MA | Closed
Listed: Aug, 22, 2025
Price: $8,000
Living Area: 2,666 Sq. Ft.
666 Main St 206
Winchester, MA | Closed
Listed: May, 28, 2025
Price: $709,999
Living Area: 1,170 Sq. Ft.
Winchester, MA | Closed
Listed: May, 28, 2025
Price: $709,999
Living Area: 1,170 Sq. Ft.
62 Richardson St
Winchester, MA | Pending
Listed: May, 31, 2023
Price: $1,060,000
Living Area: 2,849 Sq. Ft.
Winchester, MA | Pending
Listed: May, 31, 2023
Price: $1,060,000
Living Area: 2,849 Sq. Ft.
415-417 Washington Street
Winchester, MA | Closed
Listed: Oct, 06, 2025
Price: $1,150,000
Living Area: 2,610 Sq. Ft.
Winchester, MA | Closed
Listed: Oct, 06, 2025
Price: $1,150,000
Living Area: 2,610 Sq. Ft.
162 Swanton Street 162
Winchester, MA | Closed
Listed: Aug, 07, 2025
Price: $1,199,000
Living Area: 2,459 Sq. Ft.
Winchester, MA | Closed
Listed: Aug, 07, 2025
Price: $1,199,000
Living Area: 2,459 Sq. Ft.
16 Park Ave 2
Winchester, MA | Closed
Listed: Oct, 13, 2025
Price: $949,000
Living Area: 1,756 Sq. Ft.
Winchester, MA | Closed
Listed: Oct, 13, 2025
Price: $949,000
Living Area: 1,756 Sq. Ft.
200 Swanton St T28
Winchester, MA | Active
Listed: Nov, 05, 2025
Price: $2,200
Living Area: 634 Sq. Ft.
Winchester, MA | Active
Listed: Nov, 05, 2025
Price: $2,200
Living Area: 634 Sq. Ft.
269-271 Cross St
Winchester, MA | Closed
Listed: Mar, 13, 2024
Price: $1,090,000
Living Area: 2,016 Sq. Ft.
Winchester, MA | Closed
Listed: Mar, 13, 2024
Price: $1,090,000
Living Area: 2,016 Sq. Ft.
36 Elmwood Ave 2
Winchester, MA | Closed
Listed: Nov, 07, 2025
Price: $1,230,000
Living Area: 1,342 Sq. Ft.
Winchester, MA | Closed
Listed: Nov, 07, 2025
Price: $1,230,000
Living Area: 1,342 Sq. Ft.
31 Coolidge Street 31
Winchester, MA | Closed
Listed: Oct, 08, 2025
Price: $6,500
Living Area: 4,650 Sq. Ft.
Winchester, MA | Closed
Listed: Oct, 08, 2025
Price: $6,500
Living Area: 4,650 Sq. Ft.
9 Norfolk Rd
Winchester, MA | Closed
Listed: Nov, 12, 2025
Price: $2,399,000
Living Area: 4,320 Sq. Ft.
Winchester, MA | Closed
Listed: Nov, 12, 2025
Price: $2,399,000
Living Area: 4,320 Sq. Ft.
1 Copley Street
Winchester, MA | Closed
Listed: Nov, 21, 2025
Price: $1,725,000
Living Area: 2,998 Sq. Ft.
Winchester, MA | Closed
Listed: Nov, 21, 2025
Price: $1,725,000
Living Area: 2,998 Sq. Ft.
6 Wyman Court 6
Winchester, MA | Closed
Listed: Dec, 01, 2025
Price: $1,399,000
Living Area: 2,722 Sq. Ft.
Winchester, MA | Closed
Listed: Dec, 01, 2025
Price: $1,399,000
Living Area: 2,722 Sq. Ft.
32 Oak St.
Winchester, MA | Closed
Listed: Dec, 03, 2025
Price: $1,350,000
Living Area: 2,652 Sq. Ft.
Winchester, MA | Closed
Listed: Dec, 03, 2025
Price: $1,350,000
Living Area: 2,652 Sq. Ft.
353-355 Washington Street
Winchester, MA | Pending
Listed: Jan, 21, 2026
Price: $1,025,000
Living Area: 2,605 Sq. Ft.
Winchester, MA | Pending
Listed: Jan, 21, 2026
Price: $1,025,000
Living Area: 2,605 Sq. Ft.
15 Wickham Road
Winchester, MA | Closed
Listed: Aug, 09, 2010
Price: $1,349,000
Living Area: 4,207 Sq. Ft.
Winchester, MA | Closed
Listed: Aug, 09, 2010
Price: $1,349,000
Living Area: 4,207 Sq. Ft.
19 Town Way
Winchester, MA | Active
Listed: Nov, 18, 2025
Price: $2,899,000
Living Area: 5,257 Sq. Ft.
Winchester, MA | Active
Listed: Nov, 18, 2025
Price: $2,899,000
Living Area: 5,257 Sq. Ft.
29 Shepard Ct
Winchester, MA | Closed
Listed: Nov, 19, 2025
Price: $2,399,000
Living Area: 4,594 Sq. Ft.
Winchester, MA | Closed
Listed: Nov, 19, 2025
Price: $2,399,000
Living Area: 4,594 Sq. Ft.
154 Highland Ave
Winchester, MA | Closed
Listed: Sep, 17, 2010
Price: $779,000
Living Area: 3,219 Sq. Ft.
Winchester, MA | Closed
Listed: Sep, 17, 2010
Price: $779,000
Living Area: 3,219 Sq. Ft.
7 Conant Rd 14
Winchester, MA | Closed
Listed: Nov, 02, 2010
Price: $2,600
Living Area: 2,035 Sq. Ft.
Winchester, MA | Closed
Listed: Nov, 02, 2010
Price: $2,600
Living Area: 2,035 Sq. Ft.
400 Cross St 403
Winchester, MA | Closed
Listed: Dec, 01, 2010
Price: $1,950
Living Area: 1,346 Sq. Ft.
Winchester, MA | Closed
Listed: Dec, 01, 2010
Price: $1,950
Living Area: 1,346 Sq. Ft.
8 Marchant Road
Winchester, MA | Closed
Listed: Oct, 25, 2010
Price: $569,000
Living Area: 2,460 Sq. Ft.
Winchester, MA | Closed
Listed: Oct, 25, 2010
Price: $569,000
Living Area: 2,460 Sq. Ft.
73 Arlington Street
Winchester, MA | Closed
Listed: Apr, 30, 2010
Price: $1,300,000
Living Area: 4,441 Sq. Ft.
Winchester, MA | Closed
Listed: Apr, 30, 2010
Price: $1,300,000
Living Area: 4,441 Sq. Ft.
45 Cross St
Winchester, MA | Closed
Listed: Sep, 17, 2010
Price: $399,900
Living Area: 1,370 Sq. Ft.
Winchester, MA | Closed
Listed: Sep, 17, 2010
Price: $399,900
Living Area: 1,370 Sq. Ft.
40 White St
Winchester, MA | Closed
Listed: Sep, 01, 2010
Price: $284,900
Living Area: 1,595 Sq. Ft.
Winchester, MA | Closed
Listed: Sep, 01, 2010
Price: $284,900
Living Area: 1,595 Sq. Ft.
409 Main St
Winchester, MA | Closed
Listed: Sep, 15, 2010
Price: $1,149,000
Living Area: 4,500 Sq. Ft.
Winchester, MA | Closed
Listed: Sep, 15, 2010
Price: $1,149,000
Living Area: 4,500 Sq. Ft.
666 Main St 312
Winchester, MA | Pending
Listed: Jan, 08, 2026
Price: $799,999
Living Area: 1,240 Sq. Ft.
Winchester, MA | Pending
Listed: Jan, 08, 2026
Price: $799,999
Living Area: 1,240 Sq. Ft.
3 Azalea Road 3
Winchester, MA | Closed
Listed: Oct, 14, 2010
Price: $5,000
Living Area: 4,660 Sq. Ft.
Winchester, MA | Closed
Listed: Oct, 14, 2010
Price: $5,000
Living Area: 4,660 Sq. Ft.
2 Palmer St 2
Winchester, MA | Closed
Listed: Oct, 11, 2010
Price: $529,000
Living Area: 2,238 Sq. Ft.
Winchester, MA | Closed
Listed: Oct, 11, 2010
Price: $529,000
Living Area: 2,238 Sq. Ft.
150 Cross Street
Winchester, MA | Closed
Listed: Sep, 09, 2010
Price: $549,000
Living Area: 7,000 Sq. Ft.
Winchester, MA | Closed
Listed: Sep, 09, 2010
Price: $549,000
Living Area: 7,000 Sq. Ft.
41 Fells Road
Winchester, MA | Closed
Listed: Jul, 20, 2010
Price: $1,399,000
Living Area: 4,300 Sq. Ft.
Winchester, MA | Closed
Listed: Jul, 20, 2010
Price: $1,399,000
Living Area: 4,300 Sq. Ft.
200 Swanton St 513
Winchester, MA | Closed
Listed: Aug, 02, 2010
Price: $159,000
Living Area: 613 Sq. Ft.
Winchester, MA | Closed
Listed: Aug, 02, 2010
Price: $159,000
Living Area: 613 Sq. Ft.
37 Middlesex Street 37
Winchester, MA | Closed
Listed: Sep, 30, 2010
Price: $1,650
Living Area: 1,200 Sq. Ft.
Winchester, MA | Closed
Listed: Sep, 30, 2010
Price: $1,650
Living Area: 1,200 Sq. Ft.
17 Canal St 17
Winchester, MA | Closed
Listed: Aug, 09, 2010
Price: $429,000
Living Area: 2,237 Sq. Ft.
Winchester, MA | Closed
Listed: Aug, 09, 2010
Price: $429,000
Living Area: 2,237 Sq. Ft.
4 Orient St
Winchester, MA | Closed
Listed: Sep, 13, 2010
Price: $619,000
Living Area: 2,314 Sq. Ft.
Winchester, MA | Closed
Listed: Sep, 13, 2010
Price: $619,000
Living Area: 2,314 Sq. Ft.
20 Eaton St
Winchester, MA | Closed
Listed: Oct, 04, 2010
Price: $759,000
Living Area: 3,053 Sq. Ft.
Winchester, MA | Closed
Listed: Oct, 04, 2010
Price: $759,000
Living Area: 3,053 Sq. Ft.
8 Willowdale Rd.
Winchester, MA | Closed
Listed: Oct, 08, 2010
Price: $769,900
Living Area: 2,206 Sq. Ft.
Winchester, MA | Closed
Listed: Oct, 08, 2010
Price: $769,900
Living Area: 2,206 Sq. Ft.
33 Canal Street
Winchester, MA | Closed
Listed: May, 21, 2010
Price: $539,000
Living Area: 1,663 Sq. Ft.
Winchester, MA | Closed
Listed: May, 21, 2010
Price: $539,000
Living Area: 1,663 Sq. Ft.
28 Graystone Circle 28
Winchester, MA | Closed
Listed: Nov, 17, 2010
Price: $819,000
Living Area: 2,108 Sq. Ft.
Winchester, MA | Closed
Listed: Nov, 17, 2010
Price: $819,000
Living Area: 2,108 Sq. Ft.
50 Charles Road 50
Winchester, MA | Closed
Listed: Sep, 24, 2010
Price: $1,700
Living Area: 1,350 Sq. Ft.
Winchester, MA | Closed
Listed: Sep, 24, 2010
Price: $1,700
Living Area: 1,350 Sq. Ft.
35 Nathaniel Rd
Winchester, MA | Closed
Listed: Jul, 09, 2010
Price: $499,000
Living Area: 2,602 Sq. Ft.
Winchester, MA | Closed
Listed: Jul, 09, 2010
Price: $499,000
Living Area: 2,602 Sq. Ft.
22 Grove Pl 4
Winchester, MA | Closed
Listed: Oct, 11, 2010
Price: $399,000
Living Area: 1,100 Sq. Ft.
Winchester, MA | Closed
Listed: Oct, 11, 2010
Price: $399,000
Living Area: 1,100 Sq. Ft.
20 Grove Pl
Winchester, MA | Pending
Listed: Nov, 17, 2025
Price: $1,869,000
Living Area: 3,294 Sq. Ft.
Winchester, MA | Pending
Listed: Nov, 17, 2025
Price: $1,869,000
Living Area: 3,294 Sq. Ft.
61 Westland Ave
Winchester, MA | Pending
Listed: Jan, 07, 2026
Price: $1,750,000
Living Area: 2,785 Sq. Ft.
Winchester, MA | Pending
Listed: Jan, 07, 2026
Price: $1,750,000
Living Area: 2,785 Sq. Ft.
317 Cross Street 317
Winchester, MA | Closed
Listed: Nov, 09, 2025
Price: $3,250
Living Area: 1,350 Sq. Ft.
Winchester, MA | Closed
Listed: Nov, 09, 2025
Price: $3,250
Living Area: 1,350 Sq. Ft.
7-7A Brooks St
Winchester, MA | Closed
Listed: Nov, 21, 2025
Price: $2,100,000
Living Area: 4,122 Sq. Ft.
Winchester, MA | Closed
Listed: Nov, 21, 2025
Price: $2,100,000
Living Area: 4,122 Sq. Ft.
10 Trinity Rd
Winchester, MA | Active Under Contract
Listed: Jan, 22, 2026
Price: $1,425,000
Living Area: 2,112 Sq. Ft.
Winchester, MA | Active Under Contract
Listed: Jan, 22, 2026
Price: $1,425,000
Living Area: 2,112 Sq. Ft.
19 Cox Road
Winchester, MA | Pending
Listed: Apr, 23, 2025
Price: $1,499,000
Living Area: 2,351 Sq. Ft.
Winchester, MA | Pending
Listed: Apr, 23, 2025
Price: $1,499,000
Living Area: 2,351 Sq. Ft.
49 Spruce St
Winchester, MA | Active Under Contract
Listed: Jan, 15, 2026
Price: $815,000
Living Area: 1,710 Sq. Ft.
Winchester, MA | Active Under Contract
Listed: Jan, 15, 2026
Price: $815,000
Living Area: 1,710 Sq. Ft.
95 Irving Street 95
Winchester, MA | Active Under Contract
Listed: Dec, 02, 2025
Price: $1,399,000
Living Area: 2,490 Sq. Ft.
Winchester, MA | Active Under Contract
Listed: Dec, 02, 2025
Price: $1,399,000
Living Area: 2,490 Sq. Ft.
46 Church St
Winchester, MA | Closed
Listed: Dec, 01, 2025
Price: $1,999,000
Living Area: 3,475 Sq. Ft.
Winchester, MA | Closed
Listed: Dec, 01, 2025
Price: $1,999,000
Living Area: 3,475 Sq. Ft.
41 Squire Road
Winchester, MA | Closed
Listed: Nov, 13, 2025
Price: $949,000
Living Area: 2,162 Sq. Ft.
Winchester, MA | Closed
Listed: Nov, 13, 2025
Price: $949,000
Living Area: 2,162 Sq. Ft.
112 Wendell St
Winchester, MA | Pending
Listed: Jan, 07, 2026
Price: $1,359,000
Living Area: 2,854 Sq. Ft.
Winchester, MA | Pending
Listed: Jan, 07, 2026
Price: $1,359,000
Living Area: 2,854 Sq. Ft.
43 Harvard St 1
Winchester, MA | Active
Listed: Jan, 30, 2026
Price: $2,400
Living Area: 825 Sq. Ft.
Winchester, MA | Active
Listed: Jan, 30, 2026
Price: $2,400
Living Area: 825 Sq. Ft.
29 Wainwright Rd
Winchester, MA | Closed
Listed: Sep, 04, 2025
Price: $7,000
Living Area: 3,218 Sq. Ft.
Winchester, MA | Closed
Listed: Sep, 04, 2025
Price: $7,000
Living Area: 3,218 Sq. Ft.
846 Main Street 3
Winchester, MA | Closed
Listed: Nov, 26, 2025
Price: $6,900
Living Area: 2,900 Sq. Ft.
Winchester, MA | Closed
Listed: Nov, 26, 2025
Price: $6,900
Living Area: 2,900 Sq. Ft.
171 Swanton St 68
Winchester, MA | Closed
Listed: Dec, 16, 2010
Price: $2,200
Living Area: 1,442 Sq. Ft.
Winchester, MA | Closed
Listed: Dec, 16, 2010
Price: $2,200
Living Area: 1,442 Sq. Ft.
134 Washington Street
Winchester, MA | Closed
Listed: Oct, 04, 2010
Price: $619,900
Living Area: 2,212 Sq. Ft.
Winchester, MA | Closed
Listed: Oct, 04, 2010
Price: $619,900
Living Area: 2,212 Sq. Ft.
907 Main St 4
Winchester, MA | Closed
Listed: Dec, 11, 2010
Price: $2,600
Living Area: 2,686 Sq. Ft.
Winchester, MA | Closed
Listed: Dec, 11, 2010
Price: $2,600
Living Area: 2,686 Sq. Ft.
14 Skillings Rd
Winchester, MA | Closed
Listed: Oct, 22, 2010
Price: $399,900
Living Area: 1,600 Sq. Ft.
Winchester, MA | Closed
Listed: Oct, 22, 2010
Price: $399,900
Living Area: 1,600 Sq. Ft.
7 Warren Street 0
Winchester, MA | Closed
Listed: Oct, 22, 2010
Price: $4,500
Living Area: 5,623 Sq. Ft.
Winchester, MA | Closed
Listed: Oct, 22, 2010
Price: $4,500
Living Area: 5,623 Sq. Ft.
188 Mystic Valley Parkway
Winchester, MA | Closed
Listed: Jan, 13, 2011
Price: $869,000
Living Area: 2,480 Sq. Ft.
Winchester, MA | Closed
Listed: Jan, 13, 2011
Price: $869,000
Living Area: 2,480 Sq. Ft.
34 Franklin Road
Winchester, MA | Closed
Listed: Nov, 01, 2010
Price: $589,000
Living Area: 1,824 Sq. Ft.
Winchester, MA | Closed
Listed: Nov, 01, 2010
Price: $589,000
Living Area: 1,824 Sq. Ft.
136 Sylvester Ave
Winchester, MA | Active
Listed: Jan, 28, 2026
Price: $999,900
Living Area: 1,608 Sq. Ft.
Winchester, MA | Active
Listed: Jan, 28, 2026
Price: $999,900
Living Area: 1,608 Sq. Ft.
200 Swanton St 630
Winchester, MA | Closed
Listed: Dec, 22, 2025
Price: $345,000
Living Area: 613 Sq. Ft.
Winchester, MA | Closed
Listed: Dec, 22, 2025
Price: $345,000
Living Area: 613 Sq. Ft.
26 Berkshire Dr
Winchester, MA | Active Under Contract
Listed: Nov, 04, 2025
Price: $1,460,000
Living Area: 2,316 Sq. Ft.
Winchester, MA | Active Under Contract
Listed: Nov, 04, 2025
Price: $1,460,000
Living Area: 2,316 Sq. Ft.














































































