Winchester, MA Properties for Sale with Local Expertise | ERA

49 of 49 results displayed

Open Sat, 12 to 1:30pmNew
$2,399,000Active
6 beds 5 baths4,594 sq. ft.
29 Shepard Ct, Winchester, MA 01890
MLS# 73456410Listed by: Gibson Sotheby's International Realty
Open Sat, 11am to 12:30pmNew
$2,275,000Active
6 beds 4 baths4,122 sq. ft.
7-7A Brooks St, Winchester, MA 01890
MLS# 73456356Listed by: Barrett Sotheby's International Realty
Open Sat, 12 to 1:30pmNew
$2,999,000Active
5 beds 6 baths5,257 sq. ft.
19 Town Way, Winchester, MA 01890
MLS# 73455886Listed by: Compass
New
$269,000Active
-- beds 1 baths388 sq. ft.
200 Swanton Street #234, Winchester, MA 01890
MLS# 73455836Listed by: All County Select Property Management
New
$2,099,000Active
4 beds 3 baths2,519 sq. ft.
30 Prospect St, Winchester, MA 01890
MLS# 73455307Listed by: Compass
Open Sat, 12 to 1:30pmNew
$999,000Active
3 beds 2 baths1,302 sq. ft.
139 High Street, Winchester, MA 01890
MLS# 73453920Listed by: Better Homes and Gardens Real Estate - The Shanahan Group
New
$989,000Active
4 beds 2 baths2,162 sq. ft.
41 Squire Road, Winchester, MA 01890
MLS# 73454629Listed by: Charlesgate Realty Group, llc
Open Sat, 12 to 1:30pmNew
$2,299,000Active
7 beds 6 baths4,929 sq. ft.
89 Wildwood St, Winchester, MA 01890
MLS# 73455053Listed by: Douglas Elliman Real Estate - The Sarkis Team
Open Sat, 11am to 12pmNew
$1,399,000Active
4 beds 5 baths2,500 sq. ft.
4 Wyman Court #4, Winchester, MA 01890
MLS# 73454901Listed by: Coldwell Banker Realty - Lexington
Open Sun, 11:30am to 1pm
$2,299,000Active
3 beds 3 baths3,953 sq. ft.
19 Gershon Way, Winchester, MA 01890
MLS# 73452677Listed by: Compass
Open Sat, 1:30 to 3pm
$2,075,000Active
4 beds 3 baths3,658 sq. ft.
8 Felsdale Close, Winchester, MA 01890
MLS# 73452706Listed by: Barrett Sotheby's International Realty
Open Sun, 11:30am to 1pm
$2,299,000Active
3 beds 3 baths3,953 sq. ft.
19 Gershon Way #1, Winchester, MA 01890
MLS# 73452553Listed by: Compass
$799,999Active
2 beds 2 baths1,240 sq. ft.
666 Main St #312, Winchester, MA 01890
MLS# 73452485Listed by: Fellsway Realty, LLC
$1,150,000Active
4 beds 3 baths2,126 sq. ft.
189 High Street, Winchester, MA 01890
MLS# 73451954Listed by: Better Homes and Gardens Real Estate - The Shanahan Group
$1,350,000Active
3 beds 3 baths2,153 sq. ft.
6 Marchant Road, Winchester, MA 01890
MLS# 73451603Listed by: Compass
Open Sat, 11am to 12:30pm
$2,149,000Active
5 beds 4 baths4,334 sq. ft.
237 Swanton Street, Winchester, MA 01890
MLS# 73451061Listed by: Compass
$1,475,000Active
3 beds 3 baths2,316 sq. ft.
26 Berkshire Dr, Winchester, MA 01890
MLS# 73451080Listed by: OpenDoor Brokerage LLC
$899,900Active
0.23 Acres
18 Raymond Place, Winchester, MA 01890
MLS# 73450608Listed by: Compass
$1,950,000Active
1.05 Acres
5A Wood Lane, Winchester, MA 01890
MLS# 73450219Listed by: Compass
$999,000Active
2 beds 2 baths2,033 sq. ft.
446 Highland Ave, Winchester, MA 01890
MLS# 73449918Listed by: Keller Williams Realty Boston Northwest
$1,950,000Active
3 beds 3 baths2,443 sq. ft.
5 Wood Lane, Winchester, MA 01890
MLS# 73449729Listed by: Compass
$1,499,000Active
5 beds 4 baths3,141 sq. ft.
209 Washington St #209, Winchester, MA 01890
MLS# 73449686Listed by: Compass
$1,499,000Active
5 beds 4 baths3,141 sq. ft.
209 Washington St, Winchester, MA 01890
MLS# 73449645Listed by: Compass
Open Sat, 1:30 to 3pm
$2,695,000Active
4 beds 4 baths5,674 sq. ft.
10 Viking Rd, Winchester, MA 01890
MLS# 73449343Listed by: Barrett Sotheby's International Realty
$3,250,000Active
5 beds 6 baths6,500 sq. ft.
8 Priscilla Ln, Winchester, MA 01890
MLS# 73445475Listed by: Rise Signature Homes
Open Sat, 1:30 to 3pm
$385,000Active
1 beds 1 baths634 sq. ft.
200 Swanton St #T28, Winchester, MA 01890
MLS# 73450853Listed by: RE/MAX Andrew Realty Services
$2,799,000Active
5 beds 4 baths5,083 sq. ft.
53 Winford Way, Winchester, MA 01890
MLS# 73444348Listed by: Keller Williams Realty Boston Northwest
$1,499,000Active
3 beds 3 baths2,865 sq. ft.
53 Bacon Street, Winchester, MA 01890
MLS# 73444073Listed by: Leading Edge Real Estate
Open Sat, 11:30am to 1pm
$2,275,000Active
6 beds 3 baths4,104 sq. ft.
15 Wildwood Street, Winchester, MA 01890
MLS# 73443803Listed by: Compass
$1,999,000Active
5 beds 4 baths6,232 sq. ft.
5 Azalea Road, Winchester, MA 01890
MLS# 73442291Listed by: The Marino Group Collection
Open Sat, 12:30 to 1:30pm
$3,799,000Active
6 beds 5 baths6,367 sq. ft.
40 Foxcroft Road, Winchester, MA 01890
MLS# 73441255Listed by: Coldwell Banker Realty - Lexington
Open Sat, 1:30 to 2:30pm
$1,149,000Active
3 beds 3 baths1,844 sq. ft.
16 Ridge Street, Winchester, MA 01890
MLS# 73442463Listed by: Compass
$949,000Active
4 beds 2 baths1,938 sq. ft.
380 Cross St, Winchester, MA 01890
MLS# 73429179Listed by: Realty ONE Group Nest
$4,174,000Active
7 beds 6 baths7,043 sq. ft.
2 Everett Ave, Winchester, MA 01890
MLS# 73427282Listed by: Better Homes and Gardens Real Estate - The Shanahan Group
$3,299,000Active
5 beds 7 baths7,101 sq. ft.
257 High Street, Winchester, MA 01890
MLS# 73426449Listed by: Compass
$389,900Active
2 beds 1 baths1,084 sq. ft.
20 Arthur St #20, Winchester, MA 01890
MLS# 73425853Listed by: LAER Realty Partners
Open Sun, 12 to 1:30pm
$3,600,000Active
6 beds 7 baths8,866 sq. ft.
20 Amberwood Dr, Winchester, MA 01890
MLS# 73423693Listed by: WW Real Estate LLC
$662,500Active
3 beds 2 baths1,232 sq. ft.
2 George Road #2, Winchester, MA 01890
MLS# 73420808Listed by: Coldwell Banker Realty - Lexington
$2,299,000Active
5 beds 4 baths5,006 sq. ft.
276 High Street, Winchester, MA 01890
MLS# 73404344Listed by: Compass
Open Sat, 1 to 2pmNew
$1,869,000Active
5 beds 4 baths3,294 sq. ft.
20 Grove Pl, Winchester, MA 01890
MLS# 73455673Listed by: Keller Williams Realty Boston Northwest
Open Sat, 12 to 1pm
$3,099,000Active
6 beds 7 baths6,028 sq. ft.
44 Cabot Street, Winchester, MA 01890
MLS# 73436302Listed by: Keller Williams Realty Boston Northwest
Open Sat, 10 to 11am
$898,000Active
3 beds 1 baths1,425 sq. ft.
571 Washington St, Winchester, MA 01890
MLS# 73428179Listed by: Keller Williams Realty
Open Sat, 12 to 1:30pm
$3,099,000Active
5 beds 4 baths5,632 sq. ft.
80 Arlington St, Winchester, MA 01890
MLS# 73438221Listed by: Better Homes and Gardens Real Estate - The Shanahan Group
$2,850,000Active
6 beds 7 baths6,968 sq. ft.
14 Nassau Drive, Winchester, MA 01890
MLS# 73434748Listed by: WINN Real Estate & Consulting
Open Sat, 12 to 1pm
$2,000,000Active
6 beds 4 baths4,696 sq. ft.
5 Squire Rd, Winchester, MA 01890
MLS# 73356942Listed by: Coldwell Banker Realty - Lexington
Open Sat, 1:30 to 2:30pm
$3,499,000Active
7 beds 8 baths7,982 sq. ft.
54 Johnson Road, Winchester, MA 01890
MLS# 73335471Listed 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

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About ERA real estate blog Franchise ERA global Contact us

Buy and sell

Sell information ERA Distinctive Properties All homes for sale All real estate agents All real estate offices

Resources

Find an agent Join ERA Offices

Terms of use Accessibility statement DMCA notice Fraud alert Privacy notice Fair housing Do not sell or share my personal information Submit agent or broker complaint

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.