View 16 & 16A Glenwood Ave Winchester, MA MLS# 73507137
$2,099,000
6

Beds

4.1

Baths

6,900

Sq.Ft.

16 & 16A Glenwood Ave

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 37 Mayflower Road Winchester, MA MLS# 73502853
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1 of 40
$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 200 Swanton St # 717 Winchester, MA MLS# 73500952
$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
The time to sell is now! THE TIME TO SELL IS NOW!
View 14 Nassau Drive Winchester, MA MLS# 73500890
$2,799,000
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 380 Cross Street Winchester, MA MLS# 73498603
$929,900
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
$3,299,000
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 83 Church Street # 15 Winchester, MA MLS# 73497739
$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 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 276 High Street Winchester, MA MLS# 73496396
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1 of 38
$2,195,000
5

Beds

3.1

Baths

5,006

Sq.Ft.

276 High Street

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 2 Everett Ave Winchester, MA MLS# 73488991
  • Virtual Tour
1 of 41
$3,475,000
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 9 Albamont Road Winchester, MA MLS# 73482275
$3,200,000
6

Beds

5.1

Baths

6,100

Sq.Ft.

9 Albamont Road

Winchester, MA

Listed By: Kim Covino & Co. Team Courtesy of COMPASS
View 63 Shore Road # 14 Winchester, MA MLS# 73471078
$400,000
1.0

Baths

621

Sq.Ft.

63 Shore Road # 14

Winchester, MA

Listed By: Aldo Masciave Courtesy of LEADING EDGE REAL ESTATE
View 1 Town Way Winchester, MA MLS# 73466233
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1 of 40
$1,799,000
3

Beds

3.1

Baths

3,010

Sq.Ft.

1 Town Way

Winchester, MA

Listed By: Vita Realty Group Courtesy of COMPASS
View 200 Swanton St # 228 Winchester, MA MLS# 73459781
$375,000
1

Beds

1.0

Baths

606

Sq.Ft.

200 Swanton St # 228

Winchester, MA

Listed By: Joan Powell Courtesy of REMAX ANDREW REALTY SERVICES

About Winchester

Listings in Winchester, MA

56

Estimated median home price

$1,799,000
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

PriceCount
$0 - 100K0
$100K - 200K0
$200K - 300K0
$300K - 400K5
$400K - 500K1
$500K - 600K1
$600K - 700K3
$700K - 800K1
$800K - 900K0
$900K - 1M3
$1M - Max42

Homes for Sale by Type in Winchester, MA

Property TypeCount
Single Family38
Townhouse0
Condo12
Commercial2
Rental33
Lots and Land0
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 6/23/2026)

Information deemed reliable but not guaranteed.

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Data is updated as of 6/24/2026.

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