View 10 Graystone Cir # 10 Winchester, MA MLS# 73508184
  • Recently Listed
1 of 32
$1,800,000
2

Beds

3.1

Baths

3,874

Sq.Ft.

10 Graystone Cir # 10

Winchester, MA

Listed By: The Pallotta Group Courtesy of GIBSON SOTHEBY'S INTERNATIONAL REALTY
View 10 Graystone Cir # 10 Winchester, MA MLS# 73508182
  • Recently Listed
1 of 32
$1,800,000
2

Beds

3.1

Baths

3,874

Sq.Ft.

10 Graystone Cir # 10

Winchester, MA

Listed By: The Pallotta Group Courtesy of GIBSON SOTHEBY'S INTERNATIONAL REALTY
View 955 Main St # 305 Winchester, MA MLS# 73507899
  • Recently Listed
1 of 33
$1,150,000
2,054

Sq.Ft.

955 Main St # 305

Winchester, MA

Listed By: Zuby Singh Courtesy of COLDWELL BANKER REALTY - LEXINGTON
The time to sell is now! THE TIME TO SELL IS NOW!
View 7 Conant Road # 53 Winchester, MA MLS# 73507003
$725,000
2

Beds

2.0

Baths

1,588

Sq.Ft.

7 Conant Road # 53

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 6 Oakland Circle Winchester, MA MLS# 73505351
  • Recently Listed with Virtual Tour
1 of 40
$1,549,000
4

Beds

2.1

Baths

3,298

Sq.Ft.

6 Oakland Circle

Winchester, MA

Listed By: Seeme Moreira Courtesy of COLDWELL BANKER REALTY - LEXINGTON
View 205 Washington St. Winchester, MA MLS# 73503540
  • Recently Listed
1 of 37
$1,349,000
3

Beds

2.0

Baths

2,355

Sq.Ft.

205 Washington St.

Winchester, MA

Listed By: Jayne Zeamer Courtesy of COLDWELL BANKER REALTY - BOSTON
View 104 Wendell Street Winchester, MA MLS# 73502604
$979,000
3

Beds

1.1

Baths

1,675

Sq.Ft.

104 Wendell Street

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 200 Swanton St # 717 Winchester, MA MLS# 73500952
  • Recently Listed
1 of 30
$364,900
1

Beds

1.0

Baths

613

Sq.Ft.

200 Swanton St # 717

Winchester, MA

Listed By: Cameron Moniz Courtesy of COLDWELL BANKER REALTY - LEXINGTON
View 87 Wendell Street Winchester, MA MLS# 73500869
$1,299,000
4

Beds

2.0

Baths

2,046

Sq.Ft.

87 Wendell Street

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 31 Mystic Ave # 31 Winchester, MA MLS# 73499537
  • Recently Listed
1 of 28
$1,199,000
4

Beds

2.0

Baths

2,129

Sq.Ft.

31 Mystic Ave # 31

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 31 Mystic Ave # 31 Winchester, MA MLS# 73499525
  • Recently Listed
1 of 28
$1,199,000
4

Beds

2.0

Baths

2,129

Sq.Ft.

31 Mystic Ave # 31

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 65 High Street Winchester, MA MLS# 73498871
$1,399,800
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 380 Cross Street Winchester, MA MLS# 73498603
  • Recently Listed
1 of 41
$939,900
4

Beds

2.0

Baths

1,938

Sq.Ft.

380 Cross Street

Winchester, MA

Listed By: Rajive Dogra Courtesy of COLDWELL BANKER REALTY - LEXINGTON
View 94 Johnson Road Winchester, MA MLS# 73497889
  • Recently Listed with Virtual Tour
1 of 37
$1,899,999
4

Beds

3.0

Baths

3,512

Sq.Ft.

94 Johnson Road

Winchester, MA

Listed By: Vita Realty Group Courtesy of COMPASS
View 83 Church Street # 15 Winchester, MA MLS# 73497739
  • Recently Listed with Virtual Tour
1 of 34
$1,100,000
2

Beds

1.1

Baths

1,365

Sq.Ft.

83 Church Street # 15

Winchester, MA

Listed By: Paula R. Sughrue Courtesy of BETTER HOMES AND GARDENS REAL ESTATE - THE SHANAHAN GROUP
View 2 Gershon Way Winchester, MA MLS# 73496897
  • Virtual Tour
1 of 34
$1,899,000
3

Beds

2.1

Baths

2,306

Sq.Ft.

2 Gershon Way

Winchester, MA

Listed By: The Marrocco Group Courtesy of COLDWELL BANKER REALTY - LEXINGTON
View 2 Gershon Way # 2 Winchester, MA MLS# 73496895
  • Virtual Tour
1 of 33
$1,899,000
3

Beds

2.1

Baths

2,306

Sq.Ft.

2 Gershon Way # 2

Winchester, MA

Listed By: The Marrocco Group Courtesy of COLDWELL BANKER REALTY - LEXINGTON
View 200 Swanton Street # T35 Winchester, MA MLS# 73496844
$400,000
2

Beds

1.0

Baths

810

Sq.Ft.

200 Swanton Street # T35

Winchester, MA

Listed By: Nuri Tirana Courtesy of TIRANA REAL ESTATE GROUP
View 237 Swanton Street Winchester, MA MLS# 73496811
  • Virtual Tour
1 of 34
$1,799,000
5

Beds

4.0

Baths

4,334

Sq.Ft.

237 Swanton Street

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 115 Washington Street # 2A Winchester, MA MLS# 73496388
$727,000
2

Beds

1.0

Baths

1,029

Sq.Ft.

115 Washington Street # 2A

Winchester, MA

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

About Winchester

Listings in Winchester, MA

48

Estimated median home price

$1,886,500
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 1
$300K - 400K 4
$400K - 500K 0
$500K - 600K 0
$600K - 700K 1
$700K - 800K 2
$800K - 900K 0
$900K - 1M 2
$1M - Max 38

Homes for Sale by Type in Winchester, MA

Property Type Count
Single Family 33
Townhouse 0
Condo 12
Commercial 2
Rental 21
Lots and Land 0
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 0
Farms 0

(Data as of 4/28/2026)

Information deemed reliable but not guaranteed.

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Data is updated as of 4/28/2026.

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