47 total properties
View 155-165 Shirley St Winthrop, MA MLS# 73443394
$4,000,000
10,386

Sq.Ft.

155-165 Shirley St

Winthrop, MA

Listed By: Joshua Seadia Courtesy of JMJ COMMERCIAL REALTY, INC.
View 191 Cottage Park Road Winthrop, MA MLS# 73424484
$1,799,000
6

Beds

3.1

Baths

4,455

Sq.Ft.

191 Cottage Park Road

Winthrop, MA

Listed By: Anthony Giacalone Jr. Courtesy of TONY'S REALTY
View 144 Quincy Ave Winthrop, MA MLS# 73458915
  • Recently Listed with Virtual Tour
1 of 39
$1,699,900
5

Beds

4.0

Baths

3,866

Sq.Ft.

144 Quincy Ave

Winthrop, MA

Listed By: Leighann Eruzione Courtesy of LANTERN RESIDENTIAL
The time to sell is now! THE TIME TO SELL IS NOW!
View 144 Quincy Ave Winthrop, MA MLS# 73458947
  • Recently Listed with Virtual Tour
1 of 41
$1,699,900
5

Beds

4.0

Baths

3,866

Sq.Ft.

144 Quincy Ave

Winthrop, MA

Listed By: Leighann Eruzione Courtesy of LANTERN RESIDENTIAL
View 86N Undine Ave Winthrop, MA MLS# 73462992
  • Recently Listed
1 of 11
$1,350,000
3

Beds

2.1

Baths

2,250

Sq.Ft.

86N Undine Ave

Winthrop, MA

Listed By: The Reference Group Courtesy of REFERENCE REAL ESTATE
View 129 Strandway Winthrop, MA MLS# 73452093
$1,324,900
4

Beds

3.0

Baths

2,640

Sq.Ft.

129 Strandway

Winthrop, MA

Listed By: Kovacs Savage Team Courtesy of BYRNES REAL ESTATE GROUP LLC
View 37 Trident Ave Winthrop, MA MLS# 73457896
$1,300,000
8

Beds

3.0

Baths

3,708

Sq.Ft.

37 Trident Ave

Winthrop, MA

Listed By: David Parish Courtesy of CONNOR REAL ESTATE
View 47 Bellevue Ave Winthrop, MA MLS# 73460507
  • Recently Listed
1 of 24
$1,280,000
6

Beds

3.1

Baths

3,093

Sq.Ft.

47 Bellevue Ave

Winthrop, MA

Listed By: Jessica Pumphret Courtesy of BLUE SKY REALTY
View 1001 Shirley # 1 Winthrop, MA MLS# 73441435
$1,200,000
2

Beds

2.1

Baths

1,868

Sq.Ft.

1001 Shirley # 1

Winthrop, MA

Listed By: The Reference Group Courtesy of REFERENCE REAL ESTATE
View 66 Lowell Road Winthrop, MA MLS# 73427022
$1,150,000
6

Beds

2.1

Baths

3,458

Sq.Ft.

66 Lowell Road

Winthrop, MA

Listed By: Stacey Steck Courtesy of GIBSON SOTHEBY'S INTERNATIONAL REALTY
View 169 Grovers Ave Winthrop, MA MLS# 73461827
  • Recently Listed
1 of 31
$1,125,000
4

Beds

2.0

Baths

2,908

Sq.Ft.

169 Grovers Ave

Winthrop, MA

Listed By: John R. Bethoney Courtesy of DISCOVER PROPERTIES
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 1001 Shirley # 3 Winthrop, MA MLS# 73441432
$979,000
2

Beds

2.1

Baths

1,561

Sq.Ft.

1001 Shirley # 3

Winthrop, MA

Listed By: The Reference Group Courtesy of REFERENCE REAL ESTATE
View 5 Quincy Avenue Winthrop, MA MLS# 73447236
$950,000
3

Beds

2.0

Baths

2,820

Sq.Ft.

5 Quincy Avenue

Winthrop, MA

Listed By: William R. Raye Courtesy of WILLIAM RAVEIS R.E. & HOME SERVICES
View 28 Thornton Park Winthrop, MA MLS# 73461231
$859,000
5

Beds

2.1

Baths

3,769

Sq.Ft.

28 Thornton Park

Winthrop, MA

Listed By: Carlisle Group Courtesy of COMPASS
View 56 Main Street Winthrop, MA MLS# 73460239
  • Recently Listed
1 of 27
$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

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Data is updated as of 12/19/2025.

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