View 115 Washington Street # 2A Winchester, MA MLS# 73496388
  • Recently Listed with Virtual Tour
1 of 24
$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
View 200 Swanton St # 538 Winchester, MA MLS# 73496212
  • Recently Listed
1 of 13
$289,000
Studio

Beds

1.0

Baths

394

Sq.Ft.

200 Swanton St # 538

Winchester, MA

Listed By: Michael Masci Courtesy of NORTH ATLANTIC REALTY GROUP
View 198 Pond St Winchester, MA MLS# 73499450
$999,000
4

Beds

1.1

Baths

1,917

Sq.Ft.

198 Pond St

Winchester, MA

Listed By: The Murphy Group Lexington Courtesy of WILLIAM RAVEIS R.E. & HOME SERVICES
The time to sell is now! THE TIME TO SELL IS NOW!
View 257 High Street Winchester, MA MLS# 73499287
  • Virtual Tour
1 of 40
$3,250,000
5

Beds

5.2

Baths

7,101

Sq.Ft.

257 High Street

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 40 Englewood Rd Winchester, MA MLS# 73497917
  • Virtual Tour
1 of 42
$1,099,000
4

Beds

2.0

Baths

1,841

Sq.Ft.

40 Englewood Rd

Winchester, MA

Listed By: Andersen Group Realty Courtesy of KELLER WILLIAMS REALTY BOSTON NORTHWEST
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 171 Swanton Street # 39 Winchester, MA MLS# 73496879
$769,000
2

Beds

2.1

Baths

1,600

Sq.Ft.

171 Swanton Street # 39

Winchester, MA

Listed By: Carolyn Walsh Courtesy of BETTER HOMES AND GARDENS REAL ESTATE - THE SHANAHAN GROUP
View 12 Salisbury Street Winchester, MA MLS# 73496654
  • Virtual Tour
1 of 42
$3,200,000
6

Beds

4.1

Baths

5,107

Sq.Ft.

12 Salisbury Street

Winchester, MA

Listed By: Karen S. Garrett Courtesy of BETTER HOMES AND GARDENS REAL ESTATE - THE SHANAHAN GROUP
View 15 Gershon Way # 15 Winchester, MA MLS# 73495350
$2,395,000
3

Beds

3.1

Baths

4,087

Sq.Ft.

15 Gershon Way # 15

Winchester, MA

Listed By: Moira Lown Courtesy of COLDWELL BANKER REALTY - WELLESLEY
View 15 Gershon Way # 15 Winchester, MA MLS# 73495315
$2,395,000
3

Beds

3.1

Baths

4,087

Sq.Ft.

15 Gershon Way # 15

Winchester, MA

Listed By: Moira Lown Courtesy of COLDWELL BANKER REALTY - WELLESLEY
View 15 East Street Winchester, MA MLS# 73493684
$1,199,000
3

Beds

1.1

Baths

1,973

Sq.Ft.

15 East Street

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 29 Pilgrim Dr Winchester, MA MLS# 73491480
  • Virtual Tour
1 of 42
$1,749,000
5

Beds

3.0

Baths

3,271

Sq.Ft.

29 Pilgrim Dr

Winchester, MA

Listed By: Anne Spry Courtesy of BARRETT SOTHEBY'S INTERNATIONAL REALTY
View 2 Everett Ave Winchester, MA MLS# 73488991
  • 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 149 Horn Pond Brook Road Winchester, MA MLS# 73478668
$1,095,000
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 40 Foxcroft Rd Winchester, MA MLS# 73485774
$3,650,000
6

Beds

4.1

Baths

6,460

Sq.Ft.

40 Foxcroft Rd

Winchester, MA

Listed By: The Boston ONE Team Courtesy of SERHANT
View 666 Main St # 315 Winchester, MA MLS# 73485732
$688,000
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 4 Dartmouth St Winchester, MA MLS# 73482952
$4,699,000
5

Beds

5.1

Baths

6,526

Sq.Ft.

4 Dartmouth St

Winchester, MA

Listed By: The Pallotta Group Courtesy of GIBSON SOTHEBY'S INTERNATIONAL REALTY
View 9 Albamont Road Winchester, MA MLS# 73482275
$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

About Winchester

Listings in Winchester, MA

48

Estimated median home price

$1,899,000
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 4
$400K - 500K 0
$500K - 600K 1
$600K - 700K 1
$700K - 800K 2
$800K - 900K 0
$900K - 1M 3
$1M - Max 36

Homes for Sale by Type in Winchester, MA

Property Type Count
Single Family 34
Townhouse 0
Condo 13
Commercial 1
Rental 22
Lots and Land 0
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 4/21/2026)

Information deemed reliable but not guaranteed.

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Data is updated as of 4/21/2026.

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