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Winchester, MA - condos for sale
50 of 50 results displayed
- New
$1,599,000Active3 beds 2 baths2,368 sq. ft.4 Oakland Cir, Winchester, MA 01890
MLS# 73426639Listed by: Redfin Corp. - New
$3,499,000Active5 beds 7 baths7,101 sq. ft.257 High Street, Winchester, MA 01890
MLS# 73426449Listed by: Compass - New
$2,079,000Active5 beds 5 baths5,000 sq. ft.1 Fox Hunt Lane, Winchester, MA 01890
MLS# 73426371Listed by: Compass - New
$399,900Active2 beds 1 baths1,084 sq. ft.20 Arthur St #20, Winchester, MA 01890
MLS# 73425853Listed by: LAER Realty Partners - New
$1,399,000Active4 beds 5 baths2,500 sq. ft.4 Wyman Court #4, Winchester, MA 01890
MLS# 73424793Listed by: Coldwell Banker Realty - Lexington - New
$519,000Active1 beds 2 baths769 sq. ft.115 Washington St #3D, Winchester, MA 01890
MLS# 73424752Listed by: Berkshire Hathaway HomeServices Commonwealth Real Estate - New
$2,999,999Active5 beds 5 baths5,716 sq. ft.6 Abby Road, Winchester, MA 01890
MLS# 73424449Listed by: Compass - New
$799,900Active2 beds 2 baths1,545 sq. ft.62 Vine Street #62, Winchester, MA 01890
MLS# 73423434Listed by: Real Broker MA, LLC - New
$1,049,000Active2 beds 2 baths1,296 sq. ft.36 Elmwood Ave #4, Winchester, MA 01890
MLS# 73423932Listed by: Better Homes and Gardens Real Estate - The Shanahan Group - New
$3,600,000Active6 beds 7 baths8,866 sq. ft.20 Amberwood Dr, Winchester, MA 01890
MLS# 73423693Listed by: WW Real Estate LLC - New
$2,199,000Active5 beds 4 baths6,232 sq. ft.5 Azalea Rd, Winchester, MA 01890
MLS# 73423036Listed by: Berkshire Hathaway HomeServices Commonwealth Real Estate 
$650,000Active3 beds 3 baths1,824 sq. ft.171 Swanton St #60, Winchester, MA 01890
MLS# 73422508Listed by: Redfin Corp.
$662,500Active3 beds 2 baths1,232 sq. ft.2 George Road #2, Winchester, MA 01890
MLS# 73420808Listed by: Coldwell Banker Realty - Lexington
$2,750,000Active5 beds 4 baths4,779 sq. ft.48 Salisbury Street, Winchester, MA 01890
MLS# 73419963Listed by: Better Homes and Gardens Real Estate - The Shanahan Group
$2,849,000Active5 beds 6 baths4,627 sq. ft.11 Taft Ln, Winchester, MA 01890
MLS# 73419844Listed by: Blue Ocean Realty, LLC
$1,149,000Active5 beds 4 baths2,918 sq. ft.67-69 Hemingway St, Winchester, MA 01890
MLS# 73419759Listed by: Advisors Living - Winchester
$2,099,000Active6 beds 4 baths3,521 sq. ft.19 Glengarry Road, Winchester, MA 01890
MLS# 73418086Listed by: Compass
$1,379,000Active5 beds 2 baths3,033 sq. ft.7 Thornberry Road, Winchester, MA 01890
MLS# 73417760Listed by: Compass
$1,399,000Active3 beds 5 baths2,722 sq. ft.6 Wyman Court #6, Winchester, MA 01890
MLS# 73416687Listed by: Coldwell Banker Realty - Lexington
$1,999,000Active4 beds 4 baths4,731 sq. ft.6 Samoset Rd, Winchester, MA 01890
MLS# 73416647Listed by: Barrett Sotheby's International Realty
$3,989,000Active6 beds 8 baths7,330 sq. ft.6 Ledgewood Road, Winchester, MA 01890
MLS# 73416456Listed by: Compass
$1,249,900Active3 beds 3 baths2,458 sq. ft.59 Johnson Rd, Winchester, MA 01890
MLS# 73415423Listed by: Greatland Real Estate LLC
$2,689,000Active6 beds 6 baths4,563 sq. ft.382 S. Border Road, Winchester, MA 01890
MLS# 73412566Listed by: Advisors Living - Winchester
$2,245,000Active6 beds 4 baths4,385 sq. ft.5 Bacon St, Winchester, MA 01890
MLS# 73412059Listed by: Barrett Sotheby's International Realty
$1,275,000Active3 beds 4 baths2,459 sq. ft.162 Swanton Street #162, Winchester, MA 01890
MLS# 73415197Listed by: Compass
$1,275,000Active3 beds 4 baths2,459 sq. ft.162 Swanton Street #162, Winchester, MA 01890
MLS# 73415198Listed by: Compass
$2,245,000Active6 beds 4 baths4,385 sq. ft.5 Bacon St, Winchester, MA 01890
MLS# 73411839Listed by: Barrett Sotheby's International Realty
$1,600,000Active4 beds 4 baths3,842 sq. ft.5 Sawmill Brook Lane, Upton, MA 01568
MLS# 73393721Listed by: Berkshire Hathaway HomeServices Commonwealth Real Estate
$3,199,000Active6 beds 7 baths8,463 sq. ft.26 Swan Road, Winchester, MA 01890
MLS# 73404870Listed by: Compass
$2,350,000Active5 beds 4 baths5,006 sq. ft.276 High Street, Winchester, MA 01890
MLS# 73404344Listed by: Compass
$1,075,000Active4 beds 3 baths1,860 sq. ft.60 Harvard, Winchester, MA 01890
MLS# 73404303Listed by: eXp Realty
$1,879,000Active5 beds 4 baths3,294 sq. ft.20 Grove Pl, Winchester, MA 01890
MLS# 73404144Listed by: Keller Williams Realty Boston Northwest
$2,239,000Active5 beds 5 baths4,798 sq. ft.61 Grove Street, Winchester, MA 01890
MLS# 73399772Listed by: Coldwell Banker Realty - Lexington- New
$2,399,000Active6 beds 5 baths4,200 sq. ft.14 Grant Rd, Winchester, MA 01890
MLS# 73424510Listed by: Coldwell Banker Realty - Lexington 
$1,900,000Active4 beds 5 baths5,361 sq. ft.4 Aricia Ln, Winchester, MA 01890
MLS# 73397190Listed by: Compass
$1,990,000Active4 beds 5 baths4,474 sq. ft.4 Chestnut St, Winchester, MA 01890
MLS# 73396909Listed by: The Proper Nest Real Estate
$2,195,000Active6 beds 6 baths5,791 sq. ft.58 Bacon Street, Winchester, MA 01890
MLS# 73392581Listed by: Coldwell Banker Realty - Belmont
$1,349,900Active5 beds 2 baths1,706 sq. ft.35 Harvard Street, Winchester, MA 01890
MLS# 73387036Listed by: J. Mulkerin Realty
$3,599,000Active6 beds 5 baths5,876 sq. ft.5 Stratford Road, Winchester, MA 01890
MLS# 73420138Listed by: Compass
$2,550,000Active5 beds 5 baths3,800 sq. ft.19 Laurel Hill Ln, Winchester, MA 01890
MLS# 73385211Listed by: Advisors Living - Winchester
$2,799,000Active7 beds 6 baths5,864 sq. ft.10 Sheffield Road, Winchester, MA 01890
MLS# 73383662Listed by: Keller Williams Realty Boston Northwest
$3,249,000Active6 beds 7 baths6,028 sq. ft.44 Cabot Street, Winchester, MA 01890
MLS# 73376266Listed by: Keller Williams Realty Boston Northwest
$3,999,000Active6 beds 5 baths6,367 sq. ft.40 Foxcroft Road, Winchester, MA 01890
MLS# 73411026Listed by: Coldwell Banker Realty - Lexington
$2,000,000Active6 beds 4 baths4,696 sq. ft.5 Squire Rd, Winchester, MA 01890
MLS# 73356942Listed by: Coldwell Banker Realty - Lexington
$3,799,900Active7 beds 8 baths7,429 sq. ft.11 Viking Rd, Winchester, MA 01890
MLS# 73355068Listed by: Compass
$2,399,000Active7 beds 6 baths4,829 sq. ft.89 Wildwood St, Winchester, MA 01890
MLS# 73416902Listed by: Coldwell Banker Realty - Lexington
$3,699,000Active7 beds 8 baths7,982 sq. ft.54 Johnson Road, Winchester, MA 01890
MLS# 73335471Listed 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 Shanahan Group
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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 with an American Home Shield© home warranty. Learn more© 2025 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.