View 40 Foxcroft Rd Winchester, MA MLS# 73485774
  • Recently Listed
1 of 42
$3,750,000
6

Beds

4.1

Baths

6,460

Sq.Ft.

40 Foxcroft Rd

Winchester, MA

Listed By: The Boston ONE Team Courtesy of SERHANT
View 2 Everett Ave Winchester, MA MLS# 73488991
  • Recently Listed with Virtual Tour
1 of 41
$3,747,000
7

Beds

3.3

Baths

7,043

Sq.Ft.

2 Everett Ave

Winchester, MA

Listed By: Joan Francis Sullivan Courtesy of BETTER HOMES AND GARDENS REAL ESTATE - THE SHANAHAN GROUP
View 20 Amberwood Dr Winchester, MA MLS# 73423693
$3,600,000
6

Beds

7.0

Baths

8,866

Sq.Ft.

20 Amberwood Dr

Winchester, MA

Listed By: Wei Wang Courtesy of WW REAL ESTATE LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 37 Mayflower Road Winchester, MA MLS# 73475646
  • Virtual Tour
1 of 42
$3,537,000
7

Beds

7.1

Baths

8,540

Sq.Ft.

37 Mayflower Road

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 54 Johnson Rd Winchester, MA MLS# 73474290
  • Virtual Tour
1 of 42
$3,499,000
5

Beds

7.1

Baths

6,899

Sq.Ft.

54 Johnson Rd

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 15 Mayflower Rd Winchester, MA MLS# 73474189
$3,425,000
7

Beds

7.1

Baths

7,226

Sq.Ft.

15 Mayflower Rd

Winchester, MA

Listed By: The Sarkis Team Courtesy of DOUGLAS ELLIMAN REAL ESTATE - THE SARKIS TEAM
View 9 Albamont Road Winchester, MA MLS# 73482275
  • Recently Listed
1 of 10
$3,400,000
6

Beds

5.1

Baths

6,100

Sq.Ft.

9 Albamont Road

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 25 Myopia Road Winchester, MA MLS# 73471735
  • Virtual Tour
1 of 31
$3,390,000
4

Beds

3.1

Baths

4,847

Sq.Ft.

25 Myopia Road

Winchester, MA

Listed By: Wenjun Cao Courtesy of ENGEL & VOLKERS BOSTON
View 10 Dartmouth Street Winchester, MA MLS# 73488384
  • Recently Listed with Virtual Tour
1 of 42
$3,299,000
5

Beds

2.2

Baths

4,028

Sq.Ft.

10 Dartmouth Street

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 27 Everett Ave Winchester, MA MLS# 73468691
$3,290,000
6

Beds

5.1

Baths

7,431

Sq.Ft.

27 Everett Ave

Winchester, MA

Listed By: The Pallotta Group Courtesy of GIBSON SOTHEBY'S INTERNATIONAL REALTY
View 45 Bacon Street Winchester, MA MLS# 73479961
  • Virtual Tour
1 of 42
$2,965,000
7

Beds

6.2

Baths

7,043

Sq.Ft.

45 Bacon Street

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
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 56 Yale Street Winchester, MA MLS# 73491616
  • Recently Listed
1 of 42
$2,795,000
5

Beds

3.1

Baths

4,792

Sq.Ft.

56 Yale Street

Winchester, MA

Listed By: Patricia Fitzgerald Courtesy of BRAD HUTCHINSON REAL ESTATE
View 2 Priscilla Lane Winchester, MA MLS# 73485423
$2,699,000
4

Beds

3.1

Baths

4,255

Sq.Ft.

2 Priscilla Lane

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 10 Viking Rd Winchester, MA MLS# 73467030
  • Virtual Tour
1 of 42
$2,499,000
4

Beds

4.0

Baths

5,674

Sq.Ft.

10 Viking Rd

Winchester, MA

Listed By: Anne Spry Courtesy of BARRETT SOTHEBY'S INTERNATIONAL REALTY
View 10 Edgehill Road Winchester, MA MLS# 73490604
  • Recently Listed with Virtual Tour
1 of 42
$2,250,000
7

Beds

3.1

Baths

3,926

Sq.Ft.

10 Edgehill Road

Winchester, MA

Listed By: Lynne Russo Courtesy of BETTER HOMES AND GARDENS REAL ESTATE - THE SHANAHAN GROUP
View 6 Ivy Cir Winchester, MA MLS# 73440674
  • Virtual Tour
1 of 40
$2,150,000
6

Beds

3.2

Baths

3,728

Sq.Ft.

6 Ivy Cir

Winchester, MA

Listed By: Rose Hall Courtesy of BLUE OCEAN REALTY, LLC
View 15 Wildwood Street Winchester, MA MLS# 73488105
  • Recently Listed with Virtual Tour
1 of 42
$2,100,000
6

Beds

2.1

Baths

4,104

Sq.Ft.

15 Wildwood Street

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 4 Leslie Road Winchester, MA MLS# 73481986
  • 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 237 Swanton Street Winchester, MA MLS# 73459838
  • Virtual Tour
1 of 35
$1,945,000
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

36

Estimated median home price

$2,049,950
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 2
$700K - 800K 1
$800K - 900K 0
$900K - 1M 1
$1M - Max 29

Homes for Sale by Type in Winchester, MA

Property Type Count
Single Family 29
Townhouse 0
Condo 6
Commercial 1
Rental 18
Lots and Land 0
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 3/24/2026)

Information deemed reliable but not guaranteed.

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Data is updated as of 3/25/2026.

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