Winchester, MA Real Estate

Homes for Sale In Winchester, MA

30 Homes for sale

Property Type
Median Price
6 Condos
$999,000
View Condos
24 Single Families
$1,249,000
View Single Families
0 Multifamilies
$1,089,500
View Multi-Families

Winchester, MA Overview

Conveniently located just eight miles northwest of Boston, the Town of Winchester has developed from its seventeenth century colonial village beginnings into a thriving residential community noted for its fine public school system, beautiful homes and easy access to Boston. Settled in the early 1600's by citizens from Charlestown, the village was first known as Waterfield and became part of Woburn, the neighboring city to the North. Originally an agricultural community with upland farms on the western side of town near Lexington, the tiny village of 200 settlers evolved into a bustling mill town, with the advent of the Middlesex Canal and the Boston and Lowell Railroad

Local Info

Population
20,267
Average Salary
$143,317
Zip Codes
01890

Open Houses

Thursday 6/30/2022

4:15 PM

$1,099,000 Single Family
4 Bonad Rd, Winchester, MA 01890
Open house - 04:15 PM June 30, 2022

Thursday 6/30/2022

8:00 PM

$1,299,000 Single Family
21 Clearwater Rd, Winchester, MA 01890
Open house - 08:00 PM June 30, 2022
$1,199,000 Single Family
22 Glenwood Avenue, Winchester, MA 01890
Open house - 08:00 PM June 30, 2022

Thursday 6/30/2022

9:00 PM

$1,099,000 Single Family
4 Bonad Rd, Winchester, MA 01890
Open house - 09:00 PM June 30, 2022

Thursday 6/30/2022

9:30 PM

$1,790,000 Single Family
73 Sheridan Cir, Winchester, MA 01890
Open house - 09:30 PM June 30, 2022

Friday 7/1/2022

3:30 PM

$1,790,000 Single Family
73 Sheridan Cir, Winchester, MA 01890
Open house - 03:30 PM July 1, 2022

Saturday 7/2/2022

4:00 PM

$1,200,000 Condo
19 Cedar Street Unit 19, Winchester, MA 01890
Open house - 04:00 PM July 2, 2022
$1,950,000 Single Family
5 Squire Road, Winchester, MA 01890
Open house - 04:00 PM July 2, 2022
$2,599,000 Single Family
14 Nassau Drive, Winchester, MA 01890
Open house - 04:00 PM July 2, 2022
$529,000 Condo
7 Conant Road Unit 22, Winchester, MA 01890
Open house - 04:00 PM July 2, 2022

Sunday 7/3/2022

4:00 PM

$799,000 Single Family
13 Linden St, Winchester, MA 01890
Open house - 04:00 PM July 3, 2022

We Just Launched!

As a promotional special, we are offering
100 lifetime memberships for $100 (1K value)
as our holiday gift to you!

REDEEM NOW

Earn 2% by doing it yourself!

Watch a demo of how it works!

New Real Estate Listings

Condo For Sale
Main Photo: 15 Dix Street Unit 10, Winchester, MA 01890
1,749,000
  • 2 bed
  • 2 bath
  • 1,959 sq ft
15 Dix Street Unit 10, Winchester, MA 01890
Single Family For Sale
Main Photo: 27 Mount Pleasant St, Winchester, MA 01890
3,199,000
  • 5 bed
  • 4.5 bath
  • 5,284 sq ft
27 Mount Pleasant St, Winchester, MA 01890
Single Family For Sale
Main Photo: 4 Bonad Rd, Winchester, MA 01890
1,099,000
  • 3 bed
  • 2 bath
  • 2,240 sq ft
4 Bonad Rd, Winchester, MA 01890
Condo For Sale
Main Photo: 171 Swanton Street Unit 39, Winchester, MA 01890
669,000
  • 2 bed
  • 2.5 bath
  • 1,600 sq ft
171 Swanton Street Unit 39, Winchester, MA 01890
Condo For Sale
Main Photo: 115 Washington Street Unit 1B, Winchester, MA 01890
489,000
  • 1 bed
  • 1 bath
  • 842 sq ft
115 Washington Street Unit 1B, Winchester, MA 01890
Single Family For Sale
Main Photo: 41 Jefferson, Winchester, MA 01890
1,550,000
  • 4 bed
  • 2+ bath
  • 3,104 sq ft
41 Jefferson, Winchester, MA 01890
Single Family For Sale
Main Photo: 108 Arlington St, Winchester, MA 01890
1,125,000
  • 3 bed
  • 2 bath
  • 2,235 sq ft
108 Arlington St, Winchester, MA 01890
Single Family For Sale
Main Photo: 5 Partridge Ln, Winchester, MA 01890
1,990,000
  • 5 bed
  • 2+ bath
  • 4,620 sq ft
5 Partridge Ln, Winchester, MA 01890
Single Family For Sale
Main Photo: 25 Jefferson Road, Winchester, MA 01890
1,600,000
  • 3 bed
  • 3.5 bath
  • 3,839 sq ft
25 Jefferson Road, Winchester, MA 01890
Single Family For Sale
Main Photo: 102 Pond Street, Winchester, MA 01890
1,175,000
  • 4 bed
  • 1.5 bath
  • 2,573 sq ft
102 Pond Street, Winchester, MA 01890
Single Family For Sale
Main Photo: 241 Cross, Winchester, MA 01890
775,000
  • 2 bed
  • 1 bath
  • 828 sq ft
241 Cross, Winchester, MA 01890
Single Family For Sale
Main Photo: 43 Central St, Winchester, MA 01890
2,050,000
  • 5 bed
  • 4 bath
  • 3,800 sq ft
43 Central St, Winchester, MA 01890
Condo For Sale
Main Photo: 7 Conant Road Unit 22, Winchester, MA 01890
529,000
  • 2 bed
  • 2 bath
  • 1,236 sq ft
7 Conant Road Unit 22, Winchester, MA 01890
Single Family For Sale
Main Photo: 5 Squire Road, Winchester, MA 01890
1,950,000
  • 6 bed
  • 3.5 bath
  • 4,696 sq ft
5 Squire Road, Winchester, MA 01890
Single Family For Sale
Main Photo: 4 Norwood Street, Winchester, MA 01890
1,399,000
  • 3 bed
  • 2 bath
  • 2,847 sq ft
4 Norwood Street, Winchester, MA 01890
Condo For Sale
Main Photo: 19 Cedar Street Unit 19, Winchester, MA 01890
1,200,000
  • 4 bed
  • 3.5 bath
  • 2,460 sq ft
19 Cedar Street Unit 19, Winchester, MA 01890
Single Family For Sale
Main Photo: 53 Hutchinson Rd, Winchester, MA 01890
2,900,000
  • 6 bed
  • 5 bath
  • 4,805 sq ft
53 Hutchinson Rd, Winchester, MA 01890
Condo For Sale
Main Photo: 115 Washington St Unit 1A, Winchester, MA 01890
599,900
  • 2 bed
  • 1 bath
  • 1,037 sq ft
115 Washington St Unit 1A, Winchester, MA 01890
Single Family For Sale
Main Photo: 58 Bacon Street, Winchester, MA 01890
1,899,000
  • 6 bed
  • 5.5 bath
  • 5,791 sq ft
58 Bacon Street, Winchester, MA 01890
Single Family For Sale
Main Photo: 28 Henry St, Winchester, MA 01890
749,000
  • 2 bed
  • 1 bath
  • 1,279 sq ft
28 Henry St, Winchester, MA 01890
Single Family For Sale
Main Photo: 38 Farrow St, Winchester, MA 01890
1,050,000
  • 3 bed
  • 2.5 bath
  • 2,147 sq ft
38 Farrow St, Winchester, MA 01890
Single Family For Sale
Main Photo: 24 Border, Winchester, MA 01890
799,000
  • 3 bed
  • 1.5 bath
  • 1,172 sq ft
24 Border, Winchester, MA 01890
Single Family For Sale
Main Photo: 13 Linden St, Winchester, MA 01890
799,000
  • 3 bed
  • 2 bath
  • 1,790 sq ft
13 Linden St, Winchester, MA 01890
Single Family For Sale
Main Photo: 14 Nassau Drive, Winchester, MA 01890
2,599,000
  • 6 bed
  • 5+ bath
  • 6,968 sq ft
14 Nassau Drive, Winchester, MA 01890
Single Family For Sale
Main Photo: 45 Brooks Street, Winchester, MA 01890
2,499,000
  • 4 bed
  • 4 bath
  • 4,325 sq ft
45 Brooks Street, Winchester, MA 01890
Single Family For Sale
Main Photo: 73 Sheridan Cir, Winchester, MA 01890
1,799,000
  • 4 bed
  • 3.5 bath
  • 4,090 sq ft
73 Sheridan Cir, Winchester, MA 01890
Single Family For Sale
Main Photo: 43-A Chester Street, Winchester, MA 01890
1,050,000
  • 4 bed
  • 2 bath
  • 1,816 sq ft
43-A Chester Street, Winchester, MA 01890
Single Family For Sale
Main Photo: 3 Alice Lane, Winchester, MA 01890
2,699,000
  • 5 bed
  • 5 bath
  • 6,000 sq ft
3 Alice Lane, Winchester, MA 01890
Single Family For Sale
Main Photo: 54 Johnson Rd, Winchester, MA 01890
4,175,000
  • 7 bed
  • 7.5 bath
  • 7,982 sq ft
54 Johnson Rd, Winchester, MA 01890
Single Family For Sale
Main Photo: 22 Amberwood Drive, Winchester, MA 01890
2,000,000
  • 5 bed
  • 4.5 bath
  • 5,016 sq ft
22 Amberwood Drive, Winchester, MA 01890
Single Family For Sale
Main Photo: 22 Glenwood Avenue, Winchester, MA 01890
1,199,000
  • 4 bed
  • 2 bath
  • 2,226 sq ft
22 Glenwood Avenue, Winchester, MA 01890
Single Family For Sale
Main Photo: 11 Chesterford Road East, Winchester, MA 01890
1,799,000
  • 4 bed
  • 3.5 bath
  • 3,039 sq ft
11 Chesterford Road East, Winchester, MA 01890
Single Family For Sale
Main Photo: 10 Sheffield Rd, Winchester, MA 01890
3,550,000
  • 7 bed
  • 5.5 bath
  • 5,877 sq ft
10 Sheffield Rd, Winchester, MA 01890
Single Family For Sale
Main Photo: 25 George Rd Unit 25, Winchester, MA 01890
574,900
  • 2 bed
  • 2 bath
  • 1,368 sq ft
25 George Rd Unit 25, Winchester, MA 01890
Single Family For Sale
Main Photo: 44 Clark St, Winchester, MA 01890
1,499,000
  • 4 bed
  • 3 bath
  • 2,454 sq ft
44 Clark St, Winchester, MA 01890
Single Family For Sale
Main Photo: 46 Woodside Rd, Winchester, MA 01890
1,799,000
  • 5 bed
  • 3.5 bath
  • 3,735 sq ft
46 Woodside Rd, Winchester, MA 01890
Single Family For Sale
Main Photo: 29 Lloyd St, Winchester, MA 01890
1,599,000
  • 5 bed
  • 3.5 bath
  • 3,816 sq ft
29 Lloyd St, Winchester, MA 01890
Single Family For Sale
Main Photo: 11 Olde Lyme Rd, Winchester, MA 01890
1,399,900
  • 5 bed
  • 2+ bath
  • 3,256 sq ft
11 Olde Lyme Rd, Winchester, MA 01890
Condo For Sale
Main Photo: 40 Lake St Unit J, Winchester, MA 01890
849,999
  • 2 bed
  • 2 bath
  • 1,461 sq ft
40 Lake St Unit J, Winchester, MA 01890
Condo For Sale
Main Photo: 400 Cross St Unit 203, Winchester, MA 01890
599,000
  • 2 bed
  • 2.5 bath
  • 1,529 sq ft
400 Cross St Unit 203, Winchester, MA 01890
Single Family For Sale
Main Photo: 433 Main Street, Winchester, MA 01890
2,200,000
  • 6 bed
  • 3+ bath
  • 4,862 sq ft
433 Main Street, Winchester, MA 01890
Condo For Sale
Main Photo: 7 Conant Road Unit 54, Winchester, MA 01890
699,000
  • 2 bed
  • 2 bath
  • 1,724 sq ft
7 Conant Road Unit 54, Winchester, MA 01890
Condo For Sale
Main Photo: 7 Conant Rd Unit 12, Winchester, MA 01890
699,000
  • 3 bed
  • 2.5 bath
  • 1,623 sq ft
7 Conant Rd Unit 12, Winchester, MA 01890
Condo For Sale
Main Photo: 7 Conant Rd Unit 58, Winchester, MA 01890
599,000
  • 2 bed
  • 2.5 bath
  • 1,409 sq ft
7 Conant Rd Unit 58, Winchester, MA 01890
Single Family For Sale
Main Photo: 11 Atherton Road, Winchester, MA 01890
2,199,000
  • 4 bed
  • 3.5 bath
  • 4,474 sq ft
11 Atherton Road, Winchester, MA 01890
Condo For Sale
Main Photo: 200 Swanton Street Unit 330, Winchester, MA 01890
329,900
  • 1 bed
  • 1 bath
  • 606 sq ft
200 Swanton Street Unit 330, Winchester, MA 01890
Single Family For Sale
Main Photo: 6 Lantern Lane, Winchester, MA 01890
995,000
  • 3 bed
  • 1.5 bath
  • 2,030 sq ft
6 Lantern Lane, Winchester, MA 01890
Single Family For Sale
Main Photo: 14 Dartmouth Street, Winchester, MA 01890
2,195,000
  • 4 bed
  • 2 bath
  • 3,449 sq ft
14 Dartmouth Street, Winchester, MA 01890
Single Family For Sale
Main Photo: 180 Mystic Valley Pkwy, Winchester, MA 01890
1,475,000
  • 5 bed
  • 3 bath
  • 2,766 sq ft
180 Mystic Valley Pkwy, Winchester, MA 01890
Single Family For Sale
Main Photo: 53 Salisbury St, Winchester, MA 01890
1,499,000
  • 3 bed
  • 2 bath
  • 2,952 sq ft
53 Salisbury St, Winchester, MA 01890
Condo For Sale
Main Photo: 23 Shepard Court Unit 23, Winchester, MA 01890
500,000
  • 2 bed
  • 1.5 bath
  • 990 sq ft
23 Shepard Court Unit 23, Winchester, MA 01890
Single Family For Sale
Main Photo: 10 Grayson Road, Winchester, MA 01890
1,399,000
  • 4 bed
  • 2.5 bath
  • 2,316 sq ft
10 Grayson Road, Winchester, MA 01890
Single Family For Sale
Main Photo: 74 Chester St, Winchester, MA 01890
929,000
  • 3 bed
  • 2.5 bath
  • 1,880 sq ft
74 Chester St, Winchester, MA 01890
Single Family For Sale
Main Photo: 32 Cambridge St, Winchester, MA 01890
1,149,000
  • 4 bed
  • 2 bath
  • 2,092 sq ft
32 Cambridge St, Winchester, MA 01890
Single Family For Sale
Main Photo: LOT 1 Alice Lane, Winchester, MA 01890
2,899,000
  • 5 bed
  • 5 bath
  • 6,000 sq ft
LOT 1 Alice Lane, Winchester, MA 01890
Single Family For Sale
Main Photo: 8 Hemingway Street Unit 8, Winchester, MA 01890
699,000
  • 3 bed
  • 1 bath
  • 1,286 sq ft
8 Hemingway Street Unit 8, Winchester, MA 01890
Single Family For Sale
Main Photo: 228 Ridge St, Winchester, MA 01890
799,000
  • 3 bed
  • 1 bath
  • 1,548 sq ft
228 Ridge St, Winchester, MA 01890
Single Family For Sale
Main Photo: 21 Clearwater Rd, Winchester, MA 01890
1,299,000
  • 4 bed
  • 2 bath
  • 1,597 sq ft
21 Clearwater Rd, Winchester, MA 01890
Single Family For Sale
Main Photo: 29 Wedgemere Ave, Winchester, MA 01890
3,725,000
  • 7 bed
  • 4+ bath
  • 6,681 sq ft
29 Wedgemere Ave, Winchester, MA 01890
Condo For Sale
Main Photo: 40 Elmwood Avenue Unit 1, Winchester, MA 01890
999,000
  • 2 bed
  • 2 bath
  • 1,326 sq ft
40 Elmwood Avenue Unit 1, Winchester, MA 01890
Single Family For Sale
Main Photo: 11 Niles Lane, Winchester, MA 01890
3,099,000
  • 5 bed
  • 5.5 bath
  • 7,103 sq ft
11 Niles Lane, Winchester, MA 01890
Single Family For Sale
Main Photo: 7 Brantwood Rd, Winchester, MA 01890
979,900
  • 3 bed
  • 1.5 bath
  • 1,630 sq ft
7 Brantwood Rd, Winchester, MA 01890
SAVE 2% ON
YOUR NEXT HOME
- Self Service -
JOIN NOW