Winchester, MA - homes for sale

31 of 31 results displayed

Open Sat, 1 to 2:30pmNew
$2,299,000Active
4 beds 3 baths3,283 sq. ft.
12 Yale St, Winchester, MA 01890
MLS# 73480345Listed by: Gibson Sotheby's International Realty
Open Sat, 12 to 1:30pmNew
$1,399,900Active
4 beds 3 baths1,903 sq. ft.
15 Englewood Road, Winchester, MA 01890
MLS# 73480343Listed by: Better Homes and Gardens Real Estate - The Shanahan Group
Open Sat, 11:30am to 1pmNew
$1,349,900Active
4 beds 4 baths2,590 sq. ft.
259 Washington Street, Winchester, MA 01890
MLS# 73480199Listed by: Classified Realty Group
Open Sat, 11am to 12:30pmNew
$1,560,000Active
4 beds 3 baths2,578 sq. ft.
17 Cranston Rd, Winchester, MA 01890
MLS# 73480220Listed by: Barrett Sotheby's International Realty
Open Sat, 11am to 12:30pmNew
$749,000Active
2 beds 1 baths1,029 sq. ft.
115 Washington Street #2A, Winchester, MA 01890
MLS# 73479959Listed by: Compass
Open Sat, 12 to 1:30pmNew
$2,965,000Active
7 beds 8 baths7,043 sq. ft.
45 Bacon Street, Winchester, MA 01890
MLS# 73479961Listed by: Compass
Open Sat, 1:30 to 3pmNew
$1,200,000Active
3 beds 2 baths2,087 sq. ft.
12 Thornberry Road, Winchester, MA 01890
MLS# 73479658Listed by: Compass
Open Sat, 2 to 4pmNew
$1,795,000Active
3 beds 3 baths3,182 sq. ft.
114 Johnson Rd, Winchester, MA 01890
MLS# 73478721Listed by: LAER Realty Partners
Open Sat, 12 to 1:30pmNew
$1,289,900Active
5 beds 2 baths2,331 sq. ft.
149 Horn Pond Brook Road, Winchester, MA 01890
MLS# 73478668Listed by: Redfin Corp.
New
$599,000Active
3 beds 2 baths973 sq. ft.
9 Charles Road #9, Winchester, MA 01890
MLS# 73478441Listed by: Compass
$1,000,000Active
3 beds 2 baths1,749 sq. ft.
320 Washington St, Winchester, MA 01890
MLS# 73476114Listed by: East Coast Realty, Inc.
Open Sat, 1 to 2pm
$3,537,000Active
7 beds 8 baths8,540 sq. ft.
37 Mayflower Road, Winchester, MA 01890
MLS# 73475646Listed by: Compass
$995,000Active
4 beds 2 baths1,800 sq. ft.
8-10 Russell Road, Winchester, MA 01890
MLS# 73475004Listed by: Coldwell Banker Realty - Lexington
Open Sat, 12 to 1:30pm
$3,425,000Active
7 beds 8 baths7,226 sq. ft.
15 Mayflower Rd, Winchester, MA 01890
MLS# 73474189Listed by: Douglas Elliman Real Estate - The Sarkis Team
Open Sat, 1:45 to 3:30pm
$3,390,000Active
4 beds 4 baths4,847 sq. ft.
25 Myopia Road, Winchester, MA 01890
MLS# 73471735Listed by: Engel & Volkers Boston
Open Sat, 12 to 2pm
$2,199,000Active
5 beds 5 baths4,798 sq. ft.
61 Grove Street, Winchester, MA 01890
MLS# 73470986Listed by: Churchill Properties
Open Sat, 1:30 to 3pm
$2,549,000Active
4 beds 4 baths5,674 sq. ft.
10 Viking Rd, Winchester, MA 01890
MLS# 73467030Listed by: Barrett Sotheby's International Realty
Open Sun, 1:30 to 3pm
$1,899,000Active
3 beds 4 baths3,010 sq. ft.
1 Town Way, Winchester, MA 01890
MLS# 73466233Listed by: Compass
$1,599,000Active
4 beds 4 baths3,343 sq. ft.
263 Highland Ave, Winchester, MA 01890
MLS# 73461480Listed by: Coldwell Banker Realty - Lexington
Open Sun, 12 to 1pm
$1,995,000Active
5 beds 4 baths4,334 sq. ft.
237 Swanton Street, Winchester, MA 01890
MLS# 73459838Listed by: Compass
Open Sun, 1 to 2pm
$379,000Active
1 beds 1 baths606 sq. ft.
200 Swanton St #228, Winchester, MA 01890
MLS# 73459781Listed by: RE/MAX Andrew Realty Services
Open Sun, 11:30am to 1pm
$2,899,000Active
5 beds 6 baths5,257 sq. ft.
19 Town Way, Winchester, MA 01890
MLS# 73455886Listed by: Compass
$1,350,000Active
3 beds 3 baths2,153 sq. ft.
6 Marchant Road, Winchester, MA 01890
MLS# 73473803Listed by: Compass
Open Sun, 12 to 1pm
$375,000Active
1 beds 1 baths634 sq. ft.
200 Swanton St #T28, Winchester, MA 01890
MLS# 73450853Listed by: RE/MAX Andrew Realty Services
$2,250,000Active
6 beds 5 baths3,728 sq. ft.
6 Ivy Cir, Winchester, MA 01890
MLS# 73440674Listed by: Blue Ocean Realty, LLC
$3,600,000Active
6 beds 7 baths8,866 sq. ft.
20 Amberwood Dr, Winchester, MA 01890
MLS# 73423693Listed by: WW Real Estate LLC
$3,599,000Active
6 beds 6 baths7,431 sq. ft.
27 Everett Ave, Winchester, MA 01890
MLS# 73468691Listed by: Gibson Sotheby's International Realty
$3,499,000Active
5 beds 8 baths6,899 sq. ft.
54 Johnson Rd, Winchester, MA 01890
MLS# 73474290Listed by: Compass
$949,900Active
4 beds 3 baths1,880 sq. ft.
116 Forest St, Winchester, MA 01890
MLS# 73179157Listed by: Berkshire Hathaway HomeServices Commonwealth Real Estate
$2,799,000Active
5 beds 6 baths6,067 sq. ft.
10 North Gateway, Winchester, MA 01890
MLS# 73158946Listed by: Compass
$2,799,000Active
5 beds 5 baths5,000 sq. ft.
1 Alice Lane, Winchester, MA 01890
MLS# 73107072Listed by: Compass

Local realty services provided by:CENTURY 21 The Real Estate Group

Neighborhoods near Winchester, MA

Zip codes near Winchester, MA

Popular searches near Winchester, MA

Terms of use Accessibility DMCA notice Fraud alert Privacy policy Fair housing Do not sell info NY reasonable accommodation Submit agent or broker complaint

Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.

©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.

Terms of use Accessibility DMCA notice Fraud alert Privacy policy Fair housing Do not sell info NY reasonable accommodation Submit agent or broker complaint

Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.

©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.