Downtown Winthrop, MA homes for sale & real estate

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OPEN SUN, 11:30AM TO 1PM

89-91 Sagamore Ave, Winthrop, MA 02152
89-91 Sagamore Ave, Winthrop, MA 02152
89-91 Sagamore Ave, Winthrop, MA 02152

$850,000

4 beds2.5 baths2,000 sq ft

89-91 Sagamore Ave, Winthrop, MA 02152

Finished family room • Large front deck • 5,000 sq ft lot

10 Somerset #309, Winthrop, MA 02152
10 Somerset #309, Winthrop, MA 02152
10 Somerset #309, Winthrop, MA 02152

$569,160

1 bed1 bath729 sq ft

10 Somerset #309, Winthrop, MA 02152

Quartz countertops • Central a/c • Fitness room

174 Winthrop St #2, Winthrop, MA 02152
174 Winthrop St #2, Winthrop, MA 02152
174 Winthrop St #2, Winthrop, MA 02152

$739,900

3 beds2.5 baths1,973 sq ft

174 Winthrop St #2, Winthrop, MA 02152

$285 HOA • 2 parking spots • Built 1880

550 Pleasant St #307, Winthrop, MA 02152
550 Pleasant St #307, Winthrop, MA 02152
550 Pleasant St #307, Winthrop, MA 02152

$549,900

1 bed1 bath1,153 sq ft

550 Pleasant St #307, Winthrop, MA 02152

Private balcony • Waterfront living • Marina views

800 Governors Dr #6, Winthrop, MA 02152
800 Governors Dr #6, Winthrop, MA 02152
800 Governors Dr #6, Winthrop, MA 02152

$340,000

2 beds1 bath772 sq ft

800 Governors Dr #6, Winthrop, MA 02152

Stone countertops • Shaker cabinets • First floor

Property at 54 Villa Ave #2, Winthrop, MA 02152, 3 beds, 2.5 baths

$861,000

3 beds2.5 baths2,115 sq ft

54 Villa Ave #2, Winthrop, MA 02152

Property at 50-52 Wilshire St, Winthrop, MA 02152, 5 beds, 2 baths

$1,300,000

5 beds2 baths2,212 sq ft

50-52 Wilshire St, Winthrop, MA 02152

Property at 10 Somerset #308, Winthrop, MA 02152, 1 bed, 1 bath

$602,436

1 bed1 bath774 sq ft

10 Somerset #308, Winthrop, MA 02152

Property at 308 Bowdoin St, Winthrop, MA 02152, 7 beds, 3 baths

$995,000

7 beds3 baths3,628 sq ft

308 Bowdoin St, Winthrop, MA 02152

Property at 3 Buckthorn Ter #2, Winthrop, MA 02152, 4 beds, 2 baths

$750,000

4 beds2 baths1,870 sq ft

3 Buckthorn Ter #2, Winthrop, MA 02152

Property at 10 Somerset Unit U201, Winthrop, MA 02152, 2 beds, 2 baths

$629,000

2 beds2 baths1,036 sq ft

10 Somerset Unit U201, Winthrop, MA 02152

Property at 136 Pauline St, Winthrop, MA 02152, 4 beds, 3.5 baths

$870,000

4 beds3.5 baths2,350 sq ft

136 Pauline St, Winthrop, MA 02152

Property at 60 Waldemar Ave, Winthrop, MA 02152, 3 beds, 1 bath

$699,900

3 beds1 bath1,548 sq ft

60 Waldemar Ave, Winthrop, MA 02152

Property at 35 Somerset Ave #6, Winthrop, MA 02152, 2 beds, 2 baths

$540,000

2 beds2 baths823 sq ft

35 Somerset Ave #6, Winthrop, MA 02152

Property at 80 Shirley St, Winthrop, MA 02152, 4 beds, 2 baths

$1,100,000

4 beds2 baths2,366 sq ft

80 Shirley St, Winthrop, MA 02152

Property at 80 Shirley St #1, Winthrop, MA 02152, 1 bed, 1 bath

$449,900

1 bed1 bath836 sq ft

80 Shirley St #1, Winthrop, MA 02152

Property at 80 Shirley St #2, Winthrop, MA 02152, 3 beds, 2 baths

$649,900

3 beds2 baths1,252 sq ft

80 Shirley St #2, Winthrop, MA 02152

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Nearby homes that match your criteria

OPEN SAT, 11AM TO 1PM

26 Forrest St #3, Winthrop, MA 02152
26 Forrest St #3, Winthrop, MA 02152
26 Forrest St #3, Winthrop, MA 02152

$449,900

3 beds1 bath1,325 sq ft

26 Forrest St #3, Winthrop, MA 02152

$570 HOA • Very walkable

OPEN SAT, 12:30PM TO 2PM

66 Lowell Rd, Winthrop, MA 02152
66 Lowell Rd, Winthrop, MA 02152
66 Lowell Rd, Winthrop, MA 02152

$1,175,000

5 beds2.5 baths3,458 sq ft

66 Lowell Rd, Winthrop, MA 02152

4,846 sq ft lot • Very walkable

191 Cottage Park Rd, Winthrop, MA 02152
191 Cottage Park Rd, Winthrop, MA 02152
191 Cottage Park Rd, Winthrop, MA 02152

$1,799,000

6 beds3.5 baths4,455 sq ft

191 Cottage Park Rd, Winthrop, MA 02152

0.34 acre lot • 2 garage spots • Very walkable

212 Winthrop Shore Dr #1, Winthrop, MA 02152
212 Winthrop Shore Dr #1, Winthrop, MA 02152
212 Winthrop Shore Dr #1, Winthrop, MA 02152

$549,000

3 beds1.5 baths1,290 sq ft

212 Winthrop Shore Dr #1, Winthrop, MA 02152

$418 HOA • Very walkable

10 Somerset #405, Winthrop, MA 02152
10 Somerset #405, Winthrop, MA 02152
10 Somerset #405, Winthrop, MA 02152

$551,633

1 bed1 bath683 sq ft

10 Somerset #405, Winthrop, MA 02152

$387 HOA • Garage • Somewhat walkable

181 Grovers Ave, Winthrop, MA 02152
181 Grovers Ave, Winthrop, MA 02152
181 Grovers Ave, Winthrop, MA 02152

$749,999

3 beds1.5 baths1,454 sq ft

181 Grovers Ave, Winthrop, MA 02152

5,228 sq ft lot • Garage • Somewhat walkable

Property at 600 Shirley St #15, Winthrop, MA 02152, 1 bath

$340,000

0 beds1 bath338 sq ft

600 Shirley St #15, Winthrop, MA 02152

Property at 191 Court Rd #3, Winthrop, MA 02152, 4 beds, 3.5 baths

$1,200,000

4 beds3.5 baths2,575 sq ft

191 Court Rd #3, Winthrop, MA 02152

Property at 10 Somerset #304, Winthrop, MA 02152, 1 bed, 1 bath

$414,000

1 bed1 bath546 sq ft

10 Somerset #304, Winthrop, MA 02152

Property at 10 Somerset #406, Winthrop, MA 02152, 2 beds, 2 baths

$655,000

2 beds2 baths985 sq ft

10 Somerset #406, Winthrop, MA 02152

Property at 100 Cottage Ave, Winthrop, MA 02152, 3 beds, 2.5 baths

$854,900

3 beds2.5 baths2,293 sq ft

100 Cottage Ave, Winthrop, MA 02152

Property at 230 Crescent Ave, Revere, MA 02151, 5 beds, 2 baths

$915,000

5 beds2 baths2,154 sq ft

230 Crescent Ave, Revere, MA 02151

Property at 148 Winthrop Shore Dr #5, Winthrop, MA 02152, 2 beds, 2 baths

$679,000

2 beds2 baths971 sq ft

148 Winthrop Shore Dr #5, Winthrop, MA 02152

Property at 328-330 Revere St, Winthrop, MA 02152, 5 beds, 2 baths

$1,170,000

5 beds2 baths2,151 sq ft

328-330 Revere St, Winthrop, MA 02152

Property at 247 Washington Ave #9, Winthrop, MA 02152, 2 beds, 2 baths

$520,000

2 beds2 baths1,116 sq ft

247 Washington Ave #9, Winthrop, MA 02152

Property at 600 Shirley St #3, Winthrop, MA 02152, 2 beds, 2 baths

$549,900

2 beds2 baths773 sq ft

600 Shirley St #3, Winthrop, MA 02152

Property at 600 Shirley St #1, Winthrop, MA 02152, 1 bed, 2 baths

$415,000

1 bed2 baths604 sq ft

600 Shirley St #1, Winthrop, MA 02152

Average home prices near Downtown Winthrop, MA

Cities

Neighborhoods

Logan Airport / Jeffries Point homes for sale
$725,000
Oak Island homes for sale
$534,900
Admirals Hill homes for sale
East Boston homes for sale
$689,000
Beachmont homes for sale
$799,900
Maverick Square homes for sale
$679,000
West Revere homes for sale
$649,900
Orient Heights homes for sale
$632,000
Jeffries Point homes for sale
$725,000
Crescent Beach homes for sale
$689,000

Downtown Winthrop, MA real estate trends

All Home Types trends in Downtown Winthrop, MA

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$738,000

+3.9% YoY | Jul 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Jul 2025

Growth

% YoY

Downtown Winthrop, MA

$738,000

+3.9%

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