View 550 Pleasant St # 506 Winthrop, MA MLS# 73456380
$1,087,000
2

Beds

2.0

Baths

1,975

Sq.Ft.

550 Pleasant St # 506

Winthrop, MA

Listed By: Jessica Pumphret Courtesy of BLUE SKY REALTY
View 50-52 Wilshire Street Winthrop, MA MLS# 73420462
$1,075,000
5

Beds

2.0

Baths

2,212

Sq.Ft.

50-52 Wilshire Street

Winthrop, MA

Listed By: Bin Yan Courtesy of ARK REAL ESTATE INC.
View 30A Sumner Somerville, MA MLS# 73464644
  • Recently Listed
1 of 10
$859,000
6

Beds

2.0

Baths

2,264

Sq.Ft.

30A Sumner

Somerville, MA

Listed By: Rosemary Galindo Courtesy of MP REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 45 Read Street Winthrop, MA MLS# 73464677
  • Recently Listed
1 of 30
$849,900
4

Beds

2.0

Baths

2,317

Sq.Ft.

45 Read Street

Winthrop, MA

Listed By: William Stewart Courtesy of SGARZI & STEWART REAL ESTATE, LLC
View 56 Main Street Winthrop, MA MLS# 73460239
$799,900
4

Beds

2.0

Baths

2,103

Sq.Ft.

56 Main Street

Winthrop, MA

Listed By: Sharon Tallent Courtesy of COMPASS
View 441 Winthrop St. Winthrop, MA MLS# 73448443
$749,900
6

Beds

2.0

Baths

2,454

Sq.Ft.

441 Winthrop St.

Winthrop, MA

Listed By: Highland Group Courtesy of COMPASS
View 174 Winthrop St # 2 Winthrop, MA MLS# 73425030
$729,900
3

Beds

2.1

Baths

1,973

Sq.Ft.

174 Winthrop St # 2

Winthrop, MA

Listed By: Leighann Eruzione Courtesy of LANTERN RESIDENTIAL
View 14 Pleasant Park Road Winthrop, MA MLS# 73436090
$724,900
4

Beds

1.0

Baths

1,964

Sq.Ft.

14 Pleasant Park Road

Winthrop, MA

Listed By: Regina Paratore Courtesy of RE/MAX 360
View 11-13 Pauline St Winthrop, MA MLS# 73458974
$550,000
2.0

Baths

1,900

Sq.Ft.

11-13 Pauline St

Winthrop, MA

Listed By: Lisa Leonard Courtesy of CENTURY 21 MARIO REAL ESTATE
View 35 Somerset Ave. # 6 Winthrop, MA MLS# 73433674
$509,900
2

Beds

2.0

Baths

800

Sq.Ft.

35 Somerset Ave. # 6

Winthrop, MA

Listed By: Sharon Tallent Courtesy of COMPASS
View 9 Atlantic St # 2 Winthrop, MA MLS# 73454898
  • Virtual Tour
1 of 28
$399,000
2

Beds

1.0

Baths

1,092

Sq.Ft.

9 Atlantic St # 2

Winthrop, MA

Listed By: Mark Anderson Courtesy of REDFIN CORP.
View 1000 Governors Drive # 25 Winthrop, MA MLS# 73445447
$389,900
2

Beds

1.0

Baths

782

Sq.Ft.

1000 Governors Drive # 25

Winthrop, MA

Listed By: Lindita Murrizi Courtesy of RETURN REALTY GROUP, INC.
View 800 Governors Drive # 30 Winthrop, MA MLS# 73445405
$369,900
2

Beds

1.0

Baths

782

Sq.Ft.

800 Governors Drive # 30

Winthrop, MA

Listed By: Linda Calla Courtesy of COTTAGE HILL REAL ESTATE
View 800 Governors Dr # 6 Winthrop, MA MLS# 73423451
$340,000
2

Beds

1.0

Baths

772

Sq.Ft.

800 Governors Dr # 6

Winthrop, MA

Listed By: Fiorella Marte Courtesy of EXP REALTY

About Downtown Winthrop

Listings in Downtown Winthrop, Winthrop, MA

14

Estimated median home price

$727,400
Downtown Winthrop, Winthrop Real Estate

Search Downtown Winthrop, Massachusetts Real Estate Listings & New Homes for Sale in Downtown Winthrop, MA. Find Downtown Winthrop Houses, Townhouses, Condos, & Properties for Sale at Weichert.com

Homes for Sale by Price in Downtown Winthrop, Winthrop, MA

PriceCount
$0 - 100K0
$100K - 200K0
$200K - 300K0
$300K - 400K4
$400K - 500K0
$500K - 600K2
$600K - 700K0
$700K - 800K4
$800K - 900K2
$900K - 1M0
$1M - Max2

Homes for Sale by Type in Downtown Winthrop, Winthrop, MA

Property TypeCount
Single Family2
Townhouse0
Condo7
Commercial1
Rental17
Lots and Land0
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 1/3/2026)

Information deemed reliable but not guaranteed.

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Data is updated as of 1/3/2026.

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