View 16 Glenwood Ave Winchester, MA MLS# 73507145
  • Recently Listed
1 of 41
$2,200,000
6

Beds

4.1

Baths

6,900

Sq.Ft.

16 Glenwood Ave

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 16 Glenwood Ave Winchester, MA MLS# 73507137
  • Recently Listed
1 of 41
$2,200,000
6

Beds

4.1

Baths

6,900

Sq.Ft.

16 Glenwood Ave

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 7 Conant Road # 53 Winchester, MA MLS# 73507003
  • Recently Listed
1 of 26
$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
The time to sell is now! THE TIME TO SELL IS NOW!
View 21 Bellevue Avenue Winchester, MA MLS# 73506730
  • Recently Listed with Virtual Tour
1 of 42
$2,699,000
5

Beds

4.0

Baths

5,950

Sq.Ft.

21 Bellevue Avenue

Winchester, MA

Listed By: Giordana Fioravanti Smith Courtesy of BERKSHIRE HATHAWAY HOMESERVICES COMMONWEALTH REAL ESTATE
View 6 Oakland Circle Winchester, MA MLS# 73505351
  • Recently Listed
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 37 Mayflower Road Winchester, MA MLS# 73502853
  • Recently Listed with Virtual Tour
1 of 39
$3,379,000
7

Beds

7.1

Baths

8,540

Sq.Ft.

37 Mayflower Road

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 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 14 Nassau Drive Winchester, MA MLS# 73500890
  • Recently Listed
1 of 36
$2,850,000
6

Beds

5.2

Baths

6,968

Sq.Ft.

14 Nassau Drive

Winchester, MA

Listed By: Weidong Li Courtesy of WINN REAL ESTATE & CONSULTING
View 7 Wainwright Road # 107 Winchester, MA MLS# 73500873
$1,350,000
3

Beds

2.1

Baths

2,907

Sq.Ft.

7 Wainwright Road # 107

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
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 74 Wedgemere Avenue Winchester, MA MLS# 73499151
  • Recently Listed with Virtual Tour
1 of 42
$3,299,000
5

Beds

4.1

Baths

5,202

Sq.Ft.

74 Wedgemere Avenue

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 2 Edgewater Place Winchester, MA MLS# 73498843
  • Recently Listed
1 of 32
$2,800,000
4

Beds

4.1

Baths

3,945

Sq.Ft.

2 Edgewater Place

Winchester, MA

Listed By: The Pallotta Group Courtesy of GIBSON SOTHEBY'S INTERNATIONAL REALTY
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 1 Plymouth Rd Winchester, MA MLS# 73498293
  • Recently Listed
1 of 35
$3,399,000
7

Beds

7.1

Baths

7,226

Sq.Ft.

1 Plymouth Rd

Winchester, MA

Listed By: The Sarkis Team Courtesy of DOUGLAS ELLIMAN REAL ESTATE - THE SARKIS TEAM
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

About Winchester

Listings in Winchester, MA

49

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 2
$1M - Max 38

Homes for Sale by Type in Winchester, MA

Property Type Count
Single Family 34
Townhouse 0
Condo 13
Commercial 1
Rental 21
Lots and Land 0
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 0
Farms 0

(Data as of 4/25/2026)

Information deemed reliable but not guaranteed.

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Data is updated as of 4/25/2026.

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