View 465 Washington St Winchester, MA MLS# 73516539
  • Recently Listed
1 of 26
$1,300,000
4

Beds

2.1

Baths

2,666

Sq.Ft.

465 Washington St

Winchester, MA

Listed By: The Pallotta Group Courtesy of GIBSON SOTHEBY'S INTERNATIONAL REALTY
View 6 Alden Lane Winchester, MA MLS# 73520993
  • Recently Listed
1 of 24
$1,300,000
3

Beds

2.0

Baths

1,511

Sq.Ft.

6 Alden Lane

Winchester, MA

Listed By: The Pallotta Group Courtesy of GIBSON SOTHEBY'S INTERNATIONAL REALTY
View 7 Sherman Place # 7 Winchester, MA MLS# 73514887
  • Recently Listed with Virtual Tour
1 of 40
$1,495,000
4

Beds

2.1

Baths

2,605

Sq.Ft.

7 Sherman Place # 7

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
The time to sell is now! THE TIME TO SELL IS NOW!
View 7 Sherman Place # 7 Winchester, MA MLS# 73514945
  • Recently Listed with Virtual Tour
1 of 40
$1,495,000
4

Beds

2.1

Baths

2,605

Sq.Ft.

7 Sherman Place # 7

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 41 Sunset Road Winchester, MA MLS# 73520906
  • Recently Listed with Virtual Tour
1 of 42
$1,689,000
3

Beds

2.0

Baths

3,090

Sq.Ft.

41 Sunset Road

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 12 Cox Rd Winchester, MA MLS# 73511596
  • Recently Listed
1 of 41
$1,699,000
4

Beds

2.1

Baths

2,818

Sq.Ft.

12 Cox Rd

Winchester, MA

Listed By: Darryl E. Brian Courtesy of RE/MAX BENTLEY'S
View 1 Town Way Winchester, MA MLS# 73466233
  • Virtual Tour
1 of 40
$1,799,000
3

Beds

3.1

Baths

3,010

Sq.Ft.

1 Town Way

Winchester, MA

Listed By: Vita Realty Group Courtesy of COMPASS
View 8 Hawthorne Winchester, MA MLS# 73522773
  • Recently Listed
1 of 24
$1,925,000
5

Beds

2.2

Baths

3,315

Sq.Ft.

8 Hawthorne

Winchester, MA

Listed By: H. Elaine Song Courtesy of COLDWELL BANKER REALTY - LEXINGTON
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 276 High Street Winchester, MA MLS# 73496396
  • Virtual Tour
1 of 38
$2,195,000
5

Beds

3.1

Baths

5,006

Sq.Ft.

276 High Street

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 16 Glenwood Ave Winchester, MA MLS# 73507137
  • Virtual Tour
1 of 41
$2,200,000
6

Beds

4.1

Baths

6,900

Sq.Ft.

16 Glenwood Ave

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 16 Glenwood Ave Winchester, MA MLS# 73507145
  • Virtual Tour
1 of 41
$2,200,000
6

Beds

4.1

Baths

6,900

Sq.Ft.

16 Glenwood Ave

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 112 Highland Avenue Winchester, MA MLS# 73515135
  • Recently Listed
1 of 42
$2,495,000
6

Beds

3.1

Baths

5,121

Sq.Ft.

112 Highland Avenue

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 50 Brooks Street Winchester, MA MLS# 73510897
  • Virtual Tour
1 of 42
$2,595,000
4

Beds

3.1

Baths

4,403

Sq.Ft.

50 Brooks Street

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 2 Edgewater Place Winchester, MA MLS# 73498843
$2,700,000
4

Beds

4.1

Baths

3,945

Sq.Ft.

2 Edgewater Place

Winchester, MA

Listed By: The Pallotta Group Courtesy of GIBSON SOTHEBY'S INTERNATIONAL REALTY
View 47 Yale Street Winchester, MA MLS# 73516849
  • Recently Listed
1 of 35
$2,750,000
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 18 Middlesex St Winchester, MA MLS# 73518621
  • Recently Listed
1 of 29
$2,795,000
4

Beds

4.1

Baths

4,319

Sq.Ft.

18 Middlesex St

Winchester, MA

Listed By: Tina Natale Courtesy of LUXURY LIVING REAL ESTATE
View 53 Winford Way Winchester, MA MLS# 73481323
  • Virtual Tour
1 of 16
$2,799,000
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 14 Nassau Drive Winchester, MA MLS# 73500890
$2,799,000
6

Beds

5.2

Baths

6,968

Sq.Ft.

14 Nassau Drive

Winchester, MA

Listed By: Weidong Li Courtesy of WINN REAL ESTATE & CONSULTING
View 74 Wedgemere Avenue Winchester, MA MLS# 73499151
  • Virtual Tour
1 of 42
$2,950,000
5

Beds

4.1

Baths

5,202

Sq.Ft.

74 Wedgemere Avenue

Winchester, MA

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

About Winchester

Listings in Winchester, MA

52

Estimated median home price

$1,749,000
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

Price Count
$0 - 100K 0
$100K - 200K 0
$200K - 300K 1
$300K - 400K 5
$400K - 500K 1
$500K - 600K 0
$600K - 700K 2
$700K - 800K 1
$800K - 900K 0
$900K - 1M 2
$1M - Max 40

Homes for Sale by Type in Winchester, MA

Property Type Count
Single Family 36
Townhouse 0
Condo 12
Commercial 2
Rental 32
Lots and Land 0
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 5/22/2026)

Information deemed reliable but not guaranteed.

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Data is updated as of 5/22/2026.

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