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Winchester, MA - homes for sale
28 of 28 results displayed
- Open Fri, 10:30 to 11:30amNew
$1,199,000Active3 beds 3 baths2,235 sq. ft.53 Lake Street, Winchester, MA 01890
MLS# 73487603Listed by: Compass - New
$1,599,000Active4 beds 3 baths3,380 sq. ft.34 Robinhood Road, Winchester, MA 01890
MLS# 73486878Listed by: RE/MAX Real Estate Center - New
$3,750,000Active6 beds 5 baths6,460 sq. ft.40 Foxcroft Rd, Winchester, MA 01890
MLS# 73485774Listed by: Serhant - New
$1,349,000Active3 beds 2 baths2,344 sq. ft.28 Emerson Road, Winchester, MA 01890
MLS# 73485803Listed by: Gibson Sotheby's International Realty - New
$1,799,900Active4 beds 5 baths3,906 sq. ft.35 Hollywood Rd, Winchester, MA 01890
MLS# 73485418Listed by: Barrett Sotheby's International Realty - New
$2,699,000Active4 beds 4 baths4,255 sq. ft.2 Priscilla Lane, Winchester, MA 01890
MLS# 73485423Listed by: Compass - New
$1,999,900Active5 beds 4 baths2,860 sq. ft.4 Leslie Road, Winchester, MA 01890
MLS# 73481986Listed by: Barrett Sotheby's International Realty - New
$1,499,999Active6 beds 3 baths2,658 sq. ft.65 High Street, Winchester, MA 01890
MLS# 73485189Listed by: K Stadium Realty INC 
$4,699,000Active5 beds 6 baths6,526 sq. ft.4 Dartmouth St, Winchester, MA 01890
MLS# 73482952Listed by: Gibson Sotheby's International Realty
$3,400,000Active6 beds 6 baths6,100 sq. ft.9 Albamont Road, Winchester, MA 01890
MLS# 73482275Listed by: Compass
$2,965,000Active7 beds 8 baths7,043 sq. ft.45 Bacon Street, Winchester, MA 01890
MLS# 73479961Listed by: Compass
$1,795,000Active3 beds 3 baths3,182 sq. ft.114 Johnson Rd, Winchester, MA 01890
MLS# 73478721Listed by: LAER Realty Partners
$1,195,000Active5 beds 2 baths2,331 sq. ft.149 Horn Pond Brook Road, Winchester, MA 01890
MLS# 73478668Listed by: Redfin Corp.
$3,537,000Active7 beds 8 baths8,540 sq. ft.37 Mayflower Road, Winchester, MA 01890
MLS# 73475646Listed by: Compass
$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
$3,390,000Active4 beds 4 baths4,847 sq. ft.25 Myopia Road, Winchester, MA 01890
MLS# 73471735Listed by: Engel & Volkers Boston
$2,199,000Active5 beds 5 baths4,798 sq. ft.61 Grove Street, Winchester, MA 01890
MLS# 73470986Listed by: Churchill Properties
$2,499,000Active4 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
$1,995,000Active5 beds 4 baths4,334 sq. ft.237 Swanton Street, Winchester, MA 01890
MLS# 73459838Listed by: Compass- Open Sun, 1:30 to 2:30pm
$2,799,000Active5 beds 4 baths5,083 sq. ft.53 Winford Way, Winchester, MA 01890
MLS# 73481323Listed by: Keller Williams Realty Boston Northwest - Open Sun, 12 to 1:30pm
$2,250,000Active6 beds 5 baths3,728 sq. ft.6 Ivy Cir, Winchester, MA 01890
MLS# 73440674Listed by: Blue Ocean Realty, LLC 
$3,600,000Active6 beds 7 baths8,866 sq. ft.20 Amberwood Dr, Winchester, MA 01890
MLS# 73423693Listed by: WW Real Estate LLC
$3,290,000Active6 beds 6 baths7,431 sq. ft.27 Everett Ave, Winchester, MA 01890
MLS# 73468691Listed by: Gibson Sotheby's International Realty
$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:CENTURY 21 Signature Properties
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©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.
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.