View 23 Shepard Ct # U23 Winchester, MA MLS# 73530954
  • Recently Listed
1 of 42
$699,000
3

Beds

2.2

Baths

1,380

Sq.Ft.

23 Shepard Ct # U23

Winchester, MA

Listed By: Nancy Zhang Zhenning Courtesy of FAIRVIEW PARTNERS INTERNATIONAL LLC
View 23 Shepard Ct # U23 Winchester, MA MLS# 73530920
  • Recently Listed
1 of 41
$699,900
3

Beds

2.2

Baths

1,380

Sq.Ft.

23 Shepard Ct # U23

Winchester, MA

Listed By: Nancy Zhang Zhenning Courtesy of FAIRVIEW PARTNERS INTERNATIONAL LLC
View 7-9 Ridge St Winchester, MA MLS# 73527738
  • Recently Listed with Virtual Tour
1 of 39
$1,499,000
5

Beds

3.2

Baths

3,360

Sq.Ft.

7-9 Ridge St

Winchester, MA

Listed By: The Synergy Group Courtesy of THE SYNERGY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 78 Bacon Street Winchester, MA MLS# 73526460
$2,529,000
5

Beds

3.1

Baths

5,230

Sq.Ft.

78 Bacon Street

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 94 Johnson Road Winchester, MA MLS# 73525571
  • Virtual Tour
1 of 40
$1,799,000
4

Beds

3.0

Baths

3,366

Sq.Ft.

94 Johnson Road

Winchester, MA

Listed By: Paula R. Sughrue Courtesy of BETTER HOMES AND GARDENS REAL ESTATE - THE SHANAHAN GROUP
View 53 Winford Way Winchester, MA MLS# 73525195
  • Virtual Tour
1 of 12
$2,399,000
5

Beds

4.0

Baths

5,083

Sq.Ft.

53 Winford Way

Winchester, MA

Listed By: Andersen Group Realty Courtesy of KELLER WILLIAMS REALTY BOSTON NORTHWEST
View 200 Swanton St # 303 Winchester, MA MLS# 73524262
$505,000
2

Beds

1.0

Baths

822

Sq.Ft.

200 Swanton St # 303

Winchester, MA

Listed By: Joan Powell Courtesy of REMAX ANDREW REALTY SERVICES
View 8 Hawthorne Road Winchester, MA MLS# 73522773
$1,885,000
5

Beds

2.2

Baths

3,315

Sq.Ft.

8 Hawthorne Road

Winchester, MA

Listed By: H. Elaine Song Courtesy of COLDWELL BANKER REALTY - LEXINGTON
View 22 Arthur St # 22 Winchester, MA MLS# 73522504
$414,500
2

Beds

1.0

Baths

1,121

Sq.Ft.

22 Arthur St # 22

Winchester, MA

Listed By: Karen Morand Courtesy of MCO REALTY SERVICE, LLC
View 2 Atherton Rd Winchester, MA MLS# 73519229
$3,600,000
6

Beds

6.1

Baths

7,400

Sq.Ft.

2 Atherton Rd

Winchester, MA

Listed By: Brooke Zarbano Courtesy of REGATTA REALTY
View 53 Lake Street Winchester, MA MLS# 73519082
$1,199,000
3

Beds

2.1

Baths

2,235

Sq.Ft.

53 Lake Street

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 18 Middlesex St Winchester, MA MLS# 73518621
$2,795,000
4

Beds

4.1

Baths

5,233

Sq.Ft.

18 Middlesex St

Winchester, MA

Listed By: Tina Natale Courtesy of LUXURY LIVING REAL ESTATE
View 47 Yale Street Winchester, MA MLS# 73516849
$2,675,000
6

Beds

3.2

Baths

4,540

Sq.Ft.

47 Yale Street

Winchester, MA

Listed By: Molly Nolan Byrne Courtesy of COLDWELL BANKER REALTY - BELMONT
View 63-65 Harvard Street Winchester, MA MLS# 73515601
$1,150,000
5

Beds

3.0

Baths

2,186

Sq.Ft.

63-65 Harvard Street

Winchester, MA

Listed By: Beth Sager Group Courtesy of KELLER WILLIAMS REALTY BOSTON NORTHWEST
View 129 Washington St # 129 Winchester, MA MLS# 73513572
$1,199,000
3

Beds

3.1

Baths

2,420

Sq.Ft.

129 Washington St # 129

Winchester, MA

Listed By: The Mary Scimemi Team Courtesy of LEADING EDGE REAL ESTATE
View 8 Priscilla Ln Winchester, MA MLS# 73513501
  • Virtual Tour
1 of 35
$3,149,000
5

Beds

5.1

Baths

6,500

Sq.Ft.

8 Priscilla Ln

Winchester, MA

Listed By: The Pezzano Group Courtesy of RISE SIGNATURE HOMES
View 50 Brooks Street Winchester, MA MLS# 73510897
  • Virtual Tour
1 of 42
$2,450,000
4

Beds

3.1

Baths

4,403

Sq.Ft.

50 Brooks Street

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 6 Ivy Circle Winchester, MA MLS# 73510713
$2,000,000
6

Beds

3.2

Baths

3,403

Sq.Ft.

6 Ivy Circle

Winchester, MA

Listed By: Post Advisory Group Courtesy of ENGEL & VOLKERS BOSTON
View 955 Main St # 305 Winchester, MA MLS# 73507899
$1,150,000
2,054

Sq.Ft.

955 Main St # 305

Winchester, MA

Listed By: Zuby Singh Courtesy of COLDWELL BANKER REALTY - LEXINGTON
View 16 Glenwood Ave Winchester, MA MLS# 73507145
  • Virtual Tour
1 of 41
$2,099,000
6

Beds

4.1

Baths

6,900

Sq.Ft.

16 Glenwood Ave

Winchester, MA

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

About Winchester

Listings in Winchester, MA

56

Estimated median home price

$1,842,000
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

PriceCount
$0 - 100K0
$100K - 200K0
$200K - 300K0
$300K - 400K5
$400K - 500K1
$500K - 600K1
$600K - 700K3
$700K - 800K1
$800K - 900K0
$900K - 1M3
$1M - Max42

Homes for Sale by Type in Winchester, MA

Property TypeCount
Single Family38
Townhouse0
Condo12
Commercial2
Rental34
Lots and Land0
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 6/21/2026)

Information deemed reliable but not guaranteed.

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Data is updated as of 6/22/2026.

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