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Winchester, MA - homes for sale
55 of 55 results displayed
- New
$3,250,000Active5 beds 6 baths6,500 sq. ft.8 Priscilla Ln, Winchester, MA 01890
MLS# 73445475Listed by: Rise Signature Homes - New
$385,000Active1 beds 1 baths634 sq. ft.200 Swanton St #T28, Winchester, MA 01890
MLS# 73445417Listed by: Gibson Sotheby's International Realty - New
$999,999Active4 beds 2 baths2,001 sq. ft.9 Sylvester Court, Winchester, MA 01890
MLS# 73444775Listed by: Compass - New
$1,425,000Active3 beds 4 baths3,350 sq. ft.7 Wainwright Rd #29, Winchester, MA 01890
MLS# 73444428Listed by: Coldwell Banker Realty - Lexington - New
$2,799,000Active5 beds 4 baths5,083 sq. ft.53 Winford Way, Winchester, MA 01890
MLS# 73444348Listed by: Keller Williams Realty Boston Northwest - New
$1,499,000Active3 beds 3 baths2,865 sq. ft.53 Bacon Street, Winchester, MA 01890
MLS# 73444073Listed by: Leading Edge Real Estate - New
$2,275,000Active6 beds 3 baths4,104 sq. ft.15 Wildwood Street, Winchester, MA 01890
MLS# 73443803Listed by: Compass - New
$949,000Active3 beds 2 baths1,756 sq. ft.16 Park Ave #2, Winchester, MA 01890
MLS# 73443017Listed by: Better Homes and Gardens Real Estate - The Shanahan Group - New
$2,100,000Active6 beds 6 baths5,791 sq. ft.58 Bacon St, Winchester, MA 01890
MLS# 73442841Listed by: Better Homes and Gardens Real Estate - The Shanahan Group - Open Thu, 5 to 6:30pmNew
$1,250,000Active4 beds 2 baths2,004 sq. ft.50 Lincoln Street, Winchester, MA 01890
MLS# 73442848Listed by: Better Homes and Gardens Real Estate - The Shanahan Group 
$3,199,000Active6 beds 7 baths5,709 sq. ft.39 Town Way, Winchester, MA 01890
MLS# 73442521Listed by: Compass
$2,125,000Active5 beds 4 baths6,232 sq. ft.5 Azalea Road, Winchester, MA 01890
MLS# 73442291Listed by: The Marino Group Collection
$2,795,000Active4 beds 5 baths5,233 sq. ft.18 Middlesex St, Winchester, MA 01890
MLS# 73442182Listed by: Luxury Living Real Estate
$1,399,000Active4 beds 3 baths2,865 sq. ft.4 Sargent Rd, Winchester, MA 01890
MLS# 73441705Listed by: Coldwell Banker Realty - Lexington- Open Sat, 12:30 to 1:30pm
$3,799,000Active6 beds 5 baths6,367 sq. ft.40 Foxcroft Road, Winchester, MA 01890
MLS# 73441255Listed by: Coldwell Banker Realty - Lexington 
$2,250,000Active6 beds 5 baths3,728 sq. ft.6 Ivy Cir, Winchester, MA 01890
MLS# 73440674Listed by: Blue Ocean Realty, LLC
$1,150,000Active5 beds 2 baths2,610 sq. ft.415-417 Washington Street, Winchester, MA 01890
MLS# 73440354Listed by: Better Homes and Gardens Real Estate - The Shanahan Group
$299,000Active1 beds 1 baths394 sq. ft.200 Swanton St #636, Winchester, MA 01890
MLS# 73439236Listed by: North Atlantic Realty Group- Open Sat, 11am to 12pm
$2,349,000Active6 beds 5 baths4,200 sq. ft.14 Grant Rd, Winchester, MA 01890
MLS# 73438521Listed by: Coldwell Banker Realty - Lexington 
$1,299,000Active3 beds 2 baths1,492 sq. ft.40 Sargent Road, Winchester, MA 01890
MLS# 73437800Listed by: Compass
$1,399,000Active3 beds 5 baths2,722 sq. ft.6 Wyman Court #6, Winchester, MA 01890
MLS# 73437228Listed by: Coldwell Banker Realty - Lexington
$2,299,000Active3 beds 3 baths3,959 sq. ft.19 Gershon Way #19, Winchester, MA 01890
MLS# 73436924Listed by: Barrett Sotheby's International Realty
$1,199,000Active3 beds 3 baths1,844 sq. ft.16 Ridge Street, Winchester, MA 01890
MLS# 73442463Listed by: Compass
$1,285,000Active4 beds 2 baths2,696 sq. ft.104 Church Street, Winchester, MA 01890
MLS# 73435935Listed by: Compass
$2,299,000Active5 beds 4 baths4,334 sq. ft.237 Swanton Street, Winchester, MA 01890
MLS# 73430959Listed by: Compass
$949,000Active4 beds 2 baths1,938 sq. ft.380 Cross St, Winchester, MA 01890
MLS# 73429179Listed by: Realty ONE Group Nest
$397,000Active1 beds 1 baths634 sq. ft.200 Swanton St #T11, Winchester, MA 01890
MLS# 73427774Listed by: RE/MAX Realty Experts
$4,174,000Active7 beds 6 baths7,043 sq. ft.2 Everett Ave, Winchester, MA 01890
MLS# 73427282Listed by: Better Homes and Gardens Real Estate - The Shanahan Group
$3,299,000Active5 beds 7 baths7,101 sq. ft.257 High Street, Winchester, MA 01890
MLS# 73426449Listed by: Compass
$399,900Active2 beds 1 baths1,084 sq. ft.20 Arthur St #20, Winchester, MA 01890
MLS# 73425853Listed by: LAER Realty Partners
$1,399,000Active4 beds 5 baths2,500 sq. ft.4 Wyman Court #4, Winchester, MA 01890
MLS# 73424793Listed by: Coldwell Banker Realty - Lexington- Open Sun, 12 to 2pm
$3,600,000Active6 beds 7 baths8,866 sq. ft.20 Amberwood Dr, Winchester, MA 01890
MLS# 73423693Listed by: WW Real Estate LLC 
$662,500Active3 beds 2 baths1,232 sq. ft.2 George Road #2, Winchester, MA 01890
MLS# 73420808Listed by: Coldwell Banker Realty - Lexington
$1,975,000Active6 beds 4 baths3,521 sq. ft.19 Glengarry Road, Winchester, MA 01890
MLS# 73418086Listed by: Compass
$1,359,000Active5 beds 2 baths3,033 sq. ft.7 Thornberry Road, Winchester, MA 01890
MLS# 73417760Listed by: Compass
$3,699,000Active6 beds 8 baths7,330 sq. ft.6 Ledgewood Road, Winchester, MA 01890
MLS# 73416456Listed by: Compass
$2,599,000Active6 beds 6 baths4,563 sq. ft.382 S. Border Road, Winchester, MA 01890
MLS# 73442428Listed by: Gibson Sotheby's International Realty
$2,190,000Active6 beds 4 baths4,385 sq. ft.5 Bacon St, Winchester, MA 01890
MLS# 73412059Listed by: Barrett Sotheby's International Realty
$1,199,000Active3 beds 4 baths2,459 sq. ft.162 Swanton Street #162, Winchester, MA 01890
MLS# 73415197Listed by: Compass
$1,199,000Active3 beds 4 baths2,459 sq. ft.162 Swanton Street #162, Winchester, MA 01890
MLS# 73415198Listed by: Compass
$2,190,000Active6 beds 4 baths4,385 sq. ft.5 Bacon St, Winchester, MA 01890
MLS# 73411839Listed by: Barrett Sotheby's International Realty
$2,299,000Active5 beds 4 baths5,006 sq. ft.276 High Street, Winchester, MA 01890
MLS# 73404344Listed by: Compass- Open Sat, 1 to 2pm
$1,869,000Active5 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
$1,990,000Active4 beds 5 baths4,474 sq. ft.4 Chestnut St, Winchester, MA 01890
MLS# 73396909Listed by: The Proper Nest Real Estate
$2,799,000Active7 beds 6 baths5,864 sq. ft.10 Sheffield Road, Winchester, MA 01890
MLS# 73383662Listed by: Keller Williams Realty Boston Northwest- Open Sun, 1 to 2pm
$3,099,000Active6 beds 7 baths6,028 sq. ft.44 Cabot Street, Winchester, MA 01890
MLS# 73436302Listed by: Keller Williams Realty Boston Northwest 
$898,000Active3 beds 1 baths1,425 sq. ft.571 Washington St, Winchester, MA 01890
MLS# 73428179Listed by: Keller Williams Realty
$3,099,000Active5 beds 4 baths5,632 sq. ft.80 Arlington St, Winchester, MA 01890
MLS# 73438221Listed by: Better Homes and Gardens Real Estate - The Shanahan Group
$2,850,000Active6 beds 7 baths6,968 sq. ft.14 Nassau Drive, Winchester, MA 01890
MLS# 73434748Listed by: WINN Real Estate & Consulting
$2,000,000Active6 beds 4 baths4,696 sq. ft.5 Squire Rd, Winchester, MA 01890
MLS# 73356942Listed by: Coldwell Banker Realty - Lexington
$3,499,000Active7 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
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Protect your home and budget with an American Home Shield© home warranty. Learn more© 2023 - 2025 ERA Franchise Systems LLC. All rights reserved. ERA Franchise Systems LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. ERA, ERA Real Estate powered, and their respective logos are registered service marks of ERA Franchise Systems LLC. Each office is independently owned and operated.