Winchester, MA - single-family homes for sale

45 of 45 results displayed

Open Sat, 12 to 1:30pmNew
$3,499,000Active
6 beds 6 baths6,327 sq. ft.
25 Canterbury Road, Winchester, MA 01890
MLS# 73600361Listed by: Compass
New
$1,449,000Active
4 beds 3 baths2,855 sq. ft.
15 Madison Ave W, Winchester, MA 01890
MLS# 73599772Listed by: Keller Williams Realty Boston Northwest
New
$1,599,000Active
3 beds 3 baths1,920 sq. ft.
9 Watson Pl, Winchester, MA 01890
MLS# 73599800Listed by: Gibson Sotheby's International Realty
$1,749,000Active
4 beds 3 baths3,757 sq. ft.
85 High Street, Winchester, MA 01890
MLS# 73596915Listed by: Better Homes and Gardens Real Estate - The Shanahan Group
$1,699,000Active
4 beds 3 baths2,736 sq. ft.
3 Sunset Road, Winchester, MA 01890
MLS# 73596720Listed by: Compass
Open Sat, 11am to 12:30pm
$1,049,900Active
3 beds 2 baths1,783 sq. ft.
28 Olive St, Winchester, MA 01890
MLS# 73595417Listed by: The Aland Realty Group LLC
$2,999,000Active
5 beds 5 baths4,900 sq. ft.
5 Forest Cir, Winchester, MA 01890
MLS# 73594545Listed by: Gibson Sotheby's International Realty
$2,650,000Active
4 beds 5 baths5,233 sq. ft.
18 Middlesex St, Winchester, MA 01890
MLS# 73593868Listed by: Coldwell Banker Realty - Boston
$3,799,000Active
8 beds 6 baths7,081 sq. ft.
15 Foxcroft Rd, Winchester, MA 01890
MLS# 73593484Listed by: Better Homes and Gardens Real Estate - The Shanahan Group
$2,950,000Active
6 beds 4 baths4,752 sq. ft.
18 Surrey Road, Winchester, MA 01890
MLS# 73592433Listed by: Century 21 Property Central Inc.
$815,000Active
2 beds 1 baths1,489 sq. ft.
80 Nelson St, Winchester, MA 01890
MLS# 73591108Listed by: Compass
$1,399,000Active
3 beds 3 baths1,975 sq. ft.
6 Aricia Ln, Winchester, MA 01890
MLS# 73590311Listed by: Gibson Sotheby's International Realty
$1,999,000Active
5 beds 4 baths4,063 sq. ft.
21 Amberwood Dr, Winchester, MA 01890
MLS# 73588059Listed by: Compass
$850,000Active
3 beds 1 baths1,313 sq. ft.
39 Henry Street, Winchester, MA 01890
MLS# 73585414Listed by: Coldwell Banker Realty - Belmont
$18,000,000Active
6 beds 7 baths10,000 sq. ft.
15 Vinson Circle, Winchester, MA 01890
MLS# 73585235Listed by: The Marino Group Collection
$3,299,000Active
7 beds 8 baths7,226 sq. ft.
1 Plymouth Rd., Winchester, MA 01890
MLS# 73585058Listed by: Gibson Sotheby's International Realty
$1,650,000Active
4 beds 3 baths3,604 sq. ft.
1 Overlook Way, Winchester, MA 01890
MLS# 73581571Listed by: Better Homes and Gardens Real Estate - The Shanahan Group
$1,325,000Active
4 beds 2 baths1,922 sq. ft.
9 Priscilla Ln, Winchester, MA 01890
MLS# 73579538Listed by: Compass
$2,400,000Active
6 beds 4 baths3,534 sq. ft.
7 Lakeview Terrace, Winchester, MA 01890
MLS# 73578443Listed by: Berkshire Hathaway HomeServices Commonwealth Real Estate
$3,200,000Active
8 beds 7 baths5,750 sq. ft.
30 Willowdale Rd, Winchester, MA 01890
MLS# 73577116Listed by: Gibson Sotheby's International Realty
$919,000Active
4 beds 3 baths1,719 sq. ft.
258 Cross St, Winchester, MA 01890
MLS# 73575764Listed by: Fiv Realty Co
$4,299,000Active
5 beds 6 baths6,526 sq. ft.
4 Dartmouth, Winchester, MA 01890
MLS# 73574948Listed by: Gibson Sotheby's International Realty
$3,149,000Active
7 beds 8 baths8,540 sq. ft.
37 Mayflower Road, Winchester, MA 01890
MLS# 73573670Listed by: Compass
$1,650,000Active
5 beds 4 baths3,722 sq. ft.
117 Highland, Winchester, MA 01890
MLS# 73573887Listed by: Better Homes and Gardens Real Estate - The Shanahan Group
$1,749,000Active
5 beds 4 baths3,508 sq. ft.
17 Churchill Rd, Winchester, MA 01890
MLS# 73572890Listed by: Coldwell Banker Realty - Lexington
Open Sun, 1:30 to 3pm
$2,149,000Active
4 beds 4 baths3,570 sq. ft.
19 Hancock Street, Winchester, MA 01890
MLS# 73572955Listed by: Compass
$1,499,000Active
4 beds 2 baths2,421 sq. ft.
4 Churchill Road, Winchester, MA 01890
MLS# 73572661Listed by: Compass
$1,049,000Active
4 beds 3 baths2,411 sq. ft.
24 Richardson St, Winchester, MA 01890
MLS# 73571480Listed by: Keller Williams Realty Boston Northwest
$1,098,000Active
3 beds 2 baths1,657 sq. ft.
17 Russell Rd, Winchester, MA 01890
MLS# 73566405Listed by: Kwan Realty Inc.
$2,299,000Active
4 beds 5 baths4,450 sq. ft.
54 Squire Road, Winchester, MA 01890
MLS# 73555666Listed by: The Marino Group Collection
$919,999Active
4 beds 2 baths2,326 sq. ft.
96 Loring Ave, Winchester, MA 01890
MLS# 73561829Listed by: StartPoint Realty
$3,295,000Active
6 beds 5 baths5,735 sq. ft.
7 Hutchinson Road, Winchester, MA 01890
MLS# 73561703Listed by: Compass
$1,549,000Active
3 beds 3 baths2,640 sq. ft.
50 Holland Street, Winchester, MA 01890
MLS# 73556633Listed by: Compass
$3,600,000Active
7 beds 8 baths7,429 sq. ft.
11 Viking Road, Winchester, MA 01890
MLS# 73556474Listed by: Engel & Volkers Boston
Open Sun, 11:30am to 1pm
$1,744,000Active
3 beds 4 baths3,010 sq. ft.
1 Town Way, Winchester, MA 01890
MLS# 73555777Listed by: Compass
$899,000Active
3 beds 2 baths1,356 sq. ft.
47 Water Street, Winchester, MA 01890
MLS# 73549935Listed by: Leading Edge Real Estate
$2,175,000Active
5 beds 3 baths4,071 sq. ft.
9 Plymouth Rd, Winchester, MA 01890
MLS# 73544924Listed by: Real Broker MA, LLC
$999,000Active
3 beds 3 baths2,235 sq. ft.
53 Lake Street, Winchester, MA 01890
MLS# 73519082Listed by: Compass
$2,100,000Active
6 beds 5 baths3,403 sq. ft.
6 Ivy Circle, Winchester, MA 01890
MLS# 73510713Listed by: Engel & Volkers Boston
$2,750,000Active
6 beds 7 baths6,968 sq. ft.
14 Nassau Drive, Winchester, MA 01890
MLS# 73500890Listed by: WINN Real Estate & Consulting
$2,195,000Active
5 beds 4 baths5,006 sq. ft.
276 High Street, Winchester, MA 01890
MLS# 73496396Listed by: Compass
$2,995,000Active
6 beds 6 baths6,100 sq. ft.
9 Albamont Road, Winchester, MA 01890
MLS# 73482275Listed 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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Company

About ERA real estate blog Franchise ERA global Contact us

Buy and sell

Buy information 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 from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.

© 2023 - 2026 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.