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Winchester, MA - single-family homes for sale
22 of 22 results displayed
- Open Sat, 12 to 2pmNew
$1,000,000Active3 beds 2 baths1,749 sq. ft.320 Washington St, Winchester, MA 01890
MLS# 73476114Listed by: East Coast Realty, Inc. - Open Sat, 11:30am to 1pmNew
Listed by BHGRE$1,399,000Active3 beds 3 baths2,370 sq. ft.2 Canterbury Rd, Winchester, MA 01890
MLS# 73475677Listed by: Better Homes and Gardens Real Estate - The Shanahan Group - Open Sat, 12 to 1:30pmNew
$3,537,000Active7 beds 8 baths8,540 sq. ft.37 Mayflower Road, Winchester, MA 01890
MLS# 73475646Listed by: Compass - Open Sat, 12 to 1:30pmNew
$3,425,000Active7 beds 8 baths7,226 sq. ft.15 Mayflower Rd, Winchester, MA 01890
MLS# 73474189Listed by: Douglas Elliman Real Estate - The Sarkis Team 
$3,470,000Active5 beds 6 baths6,127 sq. ft.10 Sheffield West, Winchester, MA 01890
MLS# 73472359Listed by: Lamacchia Realty, Inc.
$999,900Active3 beds 2 baths1,608 sq. ft.136 Sylvester Ave, Winchester, MA 01890
MLS# 73472376Listed by: Barrett Sotheby's International Realty
$1,899,000Active6 beds 4 baths4,696 sq. ft.5 Squire Rd, Winchester, MA 01890
MLS# 73471882Listed by: Keller Williams Realty Boston Northwest
$3,390,000Active4 beds 4 baths4,847 sq. ft.25 Myopia Road, Winchester, MA 01890
MLS# 73471735Listed by: Engel & Volkers Boston- Open Sat, 12 to 2pm
$2,199,000Active5 beds 5 baths4,798 sq. ft.61 Grove Street, Winchester, MA 01890
MLS# 73470986Listed by: Churchill Properties 
$2,595,000Active4 beds 4 baths5,674 sq. ft.10 Viking Rd, Winchester, MA 01890
MLS# 73467030Listed by: Barrett Sotheby's International Realty
$1,899,000Active3 beds 4 baths3,010 sq. ft.1 Town Way, Winchester, MA 01890
MLS# 73466233Listed by: Compass
$1,649,000Active4 beds 4 baths3,343 sq. ft.263 Highland Ave, Winchester, MA 01890
MLS# 73461480Listed by: Coldwell Banker Realty - Lexington
$1,995,000Active5 beds 4 baths4,334 sq. ft.237 Swanton Street, Winchester, MA 01890
MLS# 73459838Listed by: Compass
$2,899,000Active5 beds 6 baths5,257 sq. ft.19 Town Way, Winchester, MA 01890
MLS# 73455886Listed by: Compass- New
$1,350,000Active3 beds 3 baths2,153 sq. ft.6 Marchant Road, Winchester, MA 01890
MLS# 73473803Listed by: Compass 
$2,250,000Active6 beds 5 baths3,728 sq. ft.6 Ivy Cir, Winchester, MA 01890
MLS# 73440674Listed by: Blue Ocean Realty, LLC- Open Sun, 12:30 to 2pm
$3,600,000Active6 beds 7 baths8,866 sq. ft.20 Amberwood Dr, Winchester, MA 01890
MLS# 73423693Listed by: WW Real Estate LLC 
$3,599,000Active6 beds 6 baths7,431 sq. ft.27 Everett Ave, Winchester, MA 01890
MLS# 73468691Listed by: Gibson Sotheby's International Realty- New
$3,499,000Active5 beds 8 baths6,899 sq. ft.54 Johnson Rd, Winchester, MA 01890
MLS# 73474290Listed by: Compass 
$949,900Active4 beds 3 baths1,880 sq. ft.116 Forest St, Winchester, MA 01890
MLS# 73179157Listed by: Berkshire Hathaway HomeServices Commonwealth Real Estate
$2,799,000Active5 beds 6 baths6,067 sq. ft.10 North Gateway, Winchester, MA 01890
MLS# 73158946Listed by: Compass
$2,799,000Active5 beds 5 baths5,000 sq. ft.1 Alice Lane, Winchester, MA 01890
MLS# 73107072Listed by: Compass
Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
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© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.
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 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.