View 28 Emerson Road Winchester, MA MLS# 73485803
  • Recently Listed
1 of 32
$1,349,000
3

Beds

2.0

Baths

2,344

Sq.Ft.

28 Emerson Road

Winchester, MA

Listed By: The Pallotta Group Courtesy of GIBSON SOTHEBY'S INTERNATIONAL REALTY
View 666 Main St # 315 Winchester, MA MLS# 73485732
  • Recently Listed
1 of 23
$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 35 Hollywood Rd Winchester, MA MLS# 73485418
  • Recently Listed with Virtual Tour
1 of 40
$1,888,000
4

Beds

4.1

Baths

3,906

Sq.Ft.

35 Hollywood Rd

Winchester, MA

Listed By: Anne Spry Courtesy of BARRETT SOTHEBY'S INTERNATIONAL REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 65 High Street Winchester, MA MLS# 73485189
  • Recently Listed
1 of 26
$1,499,999
6

Beds

3.0

Baths

2,658

Sq.Ft.

65 High Street

Winchester, MA

Listed By: Anna Jung Courtesy of K STADIUM REALTY INC
View 4 Leslie Road Winchester, MA MLS# 73481986
  • Recently Listed with Virtual Tour
1 of 42
$1,999,900
5

Beds

3.1

Baths

2,860

Sq.Ft.

4 Leslie Road

Winchester, MA

Listed By: Anne Spry Courtesy of BARRETT SOTHEBY'S INTERNATIONAL REALTY
View 40 Pickering St Winchester, MA MLS# 73484617
  • Virtual Tour
1 of 42
$1,249,900
4

Beds

2.1

Baths

2,454

Sq.Ft.

40 Pickering St

Winchester, MA

Listed By: Timothy Haynes Courtesy of KELLER WILLIAMS REALTY SIGNATURE PROPERTIES
View 114 Johnson Rd Winchester, MA MLS# 73478721
$1,795,000
3

Beds

3.0

Baths

3,182

Sq.Ft.

114 Johnson Rd

Winchester, MA

Listed By: Rosemary Kelleher Courtesy of LAER REALTY PARTNERS
View 115 Washington Street # 2A Winchester, MA MLS# 73479959
  • Recently Listed with Virtual Tour
1 of 24
$749,000
2

Beds

1.0

Baths

1,029

Sq.Ft.

115 Washington Street # 2A

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 12 Thornberry Road Winchester, MA MLS# 73479658
$1,200,000
3

Beds

2.0

Baths

2,087

Sq.Ft.

12 Thornberry Road

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 149 Horn Pond Brook Road Winchester, MA MLS# 73478668
$1,195,000
5

Beds

2.0

Baths

2,331

Sq.Ft.

149 Horn Pond Brook Road

Winchester, MA

Listed By: Nancy Ciampa McLaughlin Courtesy of REDFIN CORP.
View 63 Shore Road # 14 Winchester, MA MLS# 73471078
$400,000
1.0

Baths

621

Sq.Ft.

63 Shore Road # 14

Winchester, MA

Listed By: Aldo Masciave Courtesy of LEADING EDGE REAL ESTATE
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 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
View 200 Swanton St # 228 Winchester, MA MLS# 73459781
$379,000
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 200 Swanton St # T28 Winchester, MA MLS# 73450853
$375,000
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

About Winchester

Listings in Winchester, MA

31

Estimated median home price

$1,999,900
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 0
$500K - 600K 0
$600K - 700K 1
$700K - 800K 1
$800K - 900K 0
$900K - 1M 0
$1M - Max 26

Homes for Sale by Type in Winchester, MA

Property Type Count
Single Family 26
Townhouse 0
Condo 4
Commercial 1
Rental 17
Lots and Land 0
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 3/13/2026)

Information deemed reliable but not guaranteed.

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Data is updated as of 3/14/2026.

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