View 2 Gershon Way Winchester, MA MLS# 73496897
  • Recently Listed with 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
  • Recently Listed with 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
The time to sell is now! THE TIME TO SELL IS NOW!
View 200 Swanton Street # T35 Winchester, MA MLS# 73496844
  • Recently Listed
1 of 39
$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
  • Recently Listed with Virtual Tour
1 of 34
$1,995,000
5

Beds

4.0

Baths

4,334

Sq.Ft.

237 Swanton Street

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 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 10 Dartmouth Street Winchester, MA MLS# 73496399
  • Recently Listed
1 of 42
$2,999,000
5

Beds

2.2

Baths

4,028

Sq.Ft.

10 Dartmouth Street

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 276 High Street Winchester, MA MLS# 73496396
  • Recently Listed with Virtual Tour
1 of 38
$2,299,000
5

Beds

3.1

Baths

5,006

Sq.Ft.

276 High Street

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 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 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
  • Recently Listed
1 of 39
$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 34 Robinhood Road Winchester, MA MLS# 73486878
$1,524,000
4

Beds

2.1

Baths

3,380

Sq.Ft.

34 Robinhood Road

Winchester, MA

Listed By: Janet Halloran Courtesy of RE/MAX REAL ESTATE CENTER
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

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 4/18/2026)

Information deemed reliable but not guaranteed.

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Data is updated as of 4/19/2026.

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