View 20 Amberwood Dr Winchester, MA MLS# 73496587
  • Recently Listed
1 of 36
$15,000
6

Beds

7.0

Baths

8,866

Sq.Ft.

20 Amberwood Dr

Winchester, MA

Listed By: Wei Wang Courtesy of WW REAL ESTATE LLC
View 52 North Border Rd. Winchester, MA MLS# 73473111
$13,000
6

Beds

5.1

Baths

6,400

Sq.Ft.

52 North Border Rd.

Winchester, MA

Listed By: Dylan Archambault Courtesy of ARCHAMBAULT REAL ESTATE
View 34 Glen Road Winchester, MA MLS# 73501557
  • Recently Listed
1 of 39
$12,000
7

Beds

3.1

Baths

3,300

Sq.Ft.

34 Glen Road

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
The time to sell is now! THE TIME TO SELL IS NOW!
View 282 High Street Winchester, MA MLS# 73484748
$10,000
6

Beds

4.1

Baths

6,583

Sq.Ft.

282 High Street

Winchester, MA

Listed By: Anthony Marino Courtesy of THE MARINO GROUP COLLECTION
View 23 Jefferson Winchester, MA MLS# 73481047
$9,500
6

Beds

4.1

Baths

3,100

Sq.Ft.

23 Jefferson

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 10 Wedge Pond Rd # 10 Winchester, MA MLS# 73494891
  • Recently Listed
1 of 26
$8,500
6

Beds

5.0

Baths

5,408

Sq.Ft.

10 Wedge Pond Rd # 10

Winchester, MA

Listed By: Nancy Zhang Zhenning Courtesy of FAIRVIEW PARTNERS INTERNATIONAL LLC
View 54 Spruce Street Winchester, MA MLS# 73500087
  • Recently Listed
1 of 29
$8,500
5

Beds

3.1

Baths

3,369

Sq.Ft.

54 Spruce Street

Winchester, MA

Listed By: Dylan Archambault Courtesy of ARCHAMBAULT REAL ESTATE
View 31 Fells Road Winchester, MA MLS# 73479709
$8,000
3

Beds

2.0

Baths

3,500

Sq.Ft.

31 Fells Road

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 8 Richardson Street # 2 Winchester, MA MLS# 73488769
$4,500
2

Beds

2.0

Baths

1,811

Sq.Ft.

8 Richardson Street # 2

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 9 Mount Vernon Street # A Winchester, MA MLS# 73500245
  • Recently Listed
1 of 16
$3,800
3

Beds

2.0

Baths

1,100

Sq.Ft.

9 Mount Vernon Street # A

Winchester, MA

Listed By: Anna Mean Courtesy of AC REALTY
View 36 Cross St # 1 Winchester, MA MLS# 73478657
$3,000
2

Beds

1.0

Baths

1,200

Sq.Ft.

36 Cross St # 1

Winchester, MA

Listed By: Dawn Felicani Courtesy of GIBSON SOTHEBY'S INTERNATIONAL REALTY
View 200 Swanton Street # T35 Winchester, MA MLS# 73482823
$3,000
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 200 Swanton St # 635 Winchester, MA MLS# 73501079
  • Recently Listed
1 of 14
$2,800
2

Beds

1.0

Baths

800

Sq.Ft.

200 Swanton St # 635

Winchester, MA

Listed By: Joan Powell Courtesy of RE/MAX ANDREW REALTY SERVICES
View 200 Swanton Street # T-37 Winchester, MA MLS# 73489492
$2,675
2

Beds

1.0

Baths

850

Sq.Ft.

200 Swanton Street # T-37

Winchester, MA

Listed By: Mary Doyle Courtesy of BERKSHIRE HATHAWAY HOMESERVICES COMMONWEALTH REAL ESTATE
View 200 Swanton St # 237 Winchester, MA MLS# 73496773
  • Recently Listed
1 of 14
$2,650
2

Beds

1.0

Baths

822

Sq.Ft.

200 Swanton St # 237

Winchester, MA

Listed By: Wei Wang Courtesy of WW REAL ESTATE LLC
View 26 Lebanon # 26 Winchester, MA MLS# 73495776
  • Recently Listed
1 of 24
$2,600
2

Beds

1.0

Baths

1,195

Sq.Ft.

26 Lebanon # 26

Winchester, MA

Listed By: Anne Spry Courtesy of BARRETT SOTHEBY'S INTERNATIONAL REALTY
View 200 Swanton St # 621 Winchester, MA MLS# 73500492
  • Recently Listed with Virtual Tour
1 of 17
$2,250
1

Beds

1.0

Baths

613

Sq.Ft.

200 Swanton St # 621

Winchester, MA

Listed By: Robert Ellington Courtesy of BETTER HOMES AND GARDENS REAL ESTATE - THE SHANAHAN GROUP
View 200 Swanton Street # L12 Winchester, MA MLS# 73495648
  • Recently Listed
1 of 6
$2,200
1

Beds

1.0

Baths

602

Sq.Ft.

200 Swanton Street # L12

Winchester, MA

Listed By: Noha Soliman Courtesy of LEADING EDGE REAL ESTATE
View 200 Swanton St # 704 Winchester, MA MLS# 73499297
  • Recently Listed
1 of 16
$1,890
1

Beds

1.0

Baths

350

Sq.Ft.

200 Swanton St # 704

Winchester, MA

Listed By: Joan Powell Courtesy of RE/MAX ANDREW REALTY SERVICES
View 10-12 Park Street Winchester, MA MLS# 73489645
$23
3.0

Baths

5,000

Sq.Ft.

10-12 Park Street

Winchester, MA

Listed By: Mike Brasco Courtesy of CENTURY 21 SHAWMUT PROPERTIES

About Winchester

Listings in Winchester, MA

45

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 0
$600K - 700K 1
$700K - 800K 2
$800K - 900K 0
$900K - 1M 2
$1M - Max 35

Homes for Sale by Type in Winchester, MA

Property Type Count
Single Family 32
Townhouse 0
Condo 12
Commercial 1
Rental 20
Lots and Land 0
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 4/15/2026)

Information deemed reliable but not guaranteed.

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Data is updated as of 4/15/2026.

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