View 200 Swanton St # T28 Winchester, MA MLS# 73450853
$380,000
1

Beds

1.0

Baths

634

Sq.Ft.

200 Swanton St # T28

Winchester, MA

Listed By: Joan Powell Courtesy of RE/MAX ANDREW REALTY SERVICES
View 200 Swanton St # 228 Winchester, MA MLS# 73459781
$399,000
1

Beds

1.0

Baths

606

Sq.Ft.

200 Swanton St # 228

Winchester, MA

Listed By: Joan Powell Courtesy of RE/MAX ANDREW REALTY SERVICES
View 63 Shore Road # 14 Winchester, MA MLS# 73471078
  • Recently Listed
1 of 33
$400,000
1.0

Baths

621

Sq.Ft.

63 Shore Road # 14

Winchester, MA

Listed By: Aldo Masciave Courtesy of LEADING EDGE REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 13 Nelson St # 13 Winchester, MA MLS# 73458027
$449,000
3

Beds

2.1

Baths

1,783

Sq.Ft.

13 Nelson St # 13

Winchester, MA

Listed By: Karen Morand Courtesy of MCO REALTY SERVICE, LLC
View 22 Oak St # 22 Winchester, MA MLS# 73468681
$452,500
3

Beds

1.0

Baths

1,573

Sq.Ft.

22 Oak St # 22

Winchester, MA

Listed By: Rameel Rana Courtesy of ADVISE REALTY
View 666 Main St # 315 Winchester, MA MLS# 73459671
$699,000
2

Beds

2.0

Baths

1,025

Sq.Ft.

666 Main St # 315

Winchester, MA

Listed By: Jing Chen Courtesy of PEACE OF MIND REALTY
View 7 Conant Rd # 33 Winchester, MA MLS# 73467438
  • Recently Listed
1 of 33
$699,000
2

Beds

2.0

Baths

1,532

Sq.Ft.

7 Conant Rd # 33

Winchester, MA

Listed By: Pirani & Wile Group Courtesy of GIBSON SOTHEBY'S INTERNATIONAL REALTY
View 171 Swanton St # 73 Winchester, MA MLS# 73420948
  • Virtual Tour
1 of 32
$722,500
2

Beds

2.1

Baths

1,596

Sq.Ft.

171 Swanton St # 73

Winchester, MA

Listed By: John and Maria Reilly Courtesy of JMR REAL ESTATE GROUP LLC
View 49 Spruce St Winchester, MA MLS# 73468847
  • Recently Listed with Virtual Tour
1 of 41
$815,000
3

Beds

1.1

Baths

1,710

Sq.Ft.

49 Spruce St

Winchester, MA

Listed By: Andersen Group Realty Courtesy of KELLER WILLIAMS REALTY BOSTON NORTHWEST
View 136 Sylvester Ave Winchester, MA MLS# 73472376
  • Recently Listed with Virtual Tour
1 of 36
$999,900
3

Beds

1.1

Baths

1,608

Sq.Ft.

136 Sylvester Ave

Winchester, MA

Listed By: Anne Spry Courtesy of BARRETT SOTHEBY'S INTERNATIONAL REALTY
View 36 Middlesex St # 36 Winchester, MA MLS# 73470827
$1,299,000
4

Beds

3.1

Baths

2,259

Sq.Ft.

36 Middlesex St # 36

Winchester, MA

Listed By: Pirani & Wile Group Courtesy of GIBSON SOTHEBY'S INTERNATIONAL REALTY
View 95 Irving Street # 95 Winchester, MA MLS# 73459193
$1,399,000
4

Beds

3.1

Baths

2,490

Sq.Ft.

95 Irving Street # 95

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 95 Irving Street # 95 Winchester, MA MLS# 73459194
$1,399,000
4

Beds

3.1

Baths

2,490

Sq.Ft.

95 Irving Street # 95

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 10 Trinity Rd Winchester, MA MLS# 73471034
  • Virtual Tour
1 of 42
$1,425,000
3

Beds

2.1

Baths

2,112

Sq.Ft.

10 Trinity Rd

Winchester, MA

Listed By: Andersen Group Realty Courtesy of KELLER WILLIAMS REALTY BOSTON NORTHWEST
View 26 Berkshire Dr Winchester, MA MLS# 73451080
$1,460,000
3

Beds

2.1

Baths

2,316

Sq.Ft.

26 Berkshire Dr

Winchester, MA

Listed By: Daniel Beirne Courtesy of OPENDOOR BROKERAGE LLC
View 263 Highland Ave Winchester, MA MLS# 73461480
  • Virtual Tour
1 of 42
$1,649,000
4

Beds

2.2

Baths

3,343

Sq.Ft.

263 Highland Ave

Winchester, MA

Listed By: Seeme Moreira Courtesy of COLDWELL BANKER REALTY - LEXINGTON
View 1 Town Way Winchester, MA MLS# 73466233
  • Virtual Tour
1 of 40
$1,899,000
3

Beds

3.1

Baths

3,010

Sq.Ft.

1 Town Way

Winchester, MA

Listed By: Vita Realty Group Courtesy of COMPASS
View 5 Squire Rd Winchester, MA MLS# 73471882
  • Recently Listed with Virtual Tour
1 of 42
$1,899,000
6

Beds

3.1

Baths

4,696

Sq.Ft.

5 Squire Rd

Winchester, MA

Listed By: Andersen Group Realty Courtesy of KELLER WILLIAMS REALTY BOSTON NORTHWEST
View 237 Swanton Street Winchester, MA MLS# 73459838
  • Virtual Tour
1 of 35
$1,995,000
5

Beds

4.0

Baths

4,334

Sq.Ft.

237 Swanton Street

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS

About Winchester

Listings in Winchester, MA

28

Estimated median home price

$1,442,500
Winchester MA Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winchester, Massachusetts real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winchester, MA.

Homes for Sale by Price in Winchester, MA

Price Count
$0 - 100K 0
$100K - 200K 0
$200K - 300K 0
$300K - 400K 3
$400K - 500K 2
$500K - 600K 0
$600K - 700K 2
$700K - 800K 1
$800K - 900K 1
$900K - 1M 1
$1M - Max 18

Homes for Sale by Type in Winchester, MA

Property Type Count
Single Family 18
Townhouse 0
Condo 9
Commercial 1
Rental 15
Lots and Land 0
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 1/29/2026)

Information deemed reliable but not guaranteed.

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Data is updated as of 1/30/2026.

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