Listings in 02152 - Suffolk County, Massachusetts
Displaying 1 – 200 of 237 Real estate listings
139 Bayview Ave. 2
Winthrop, MA | Closed
Listed: Aug, 13, 2025
Price: $2,500
Living Area: 885 Sq. Ft.
Winthrop, MA | Closed
Listed: Aug, 13, 2025
Price: $2,500
Living Area: 885 Sq. Ft.
60 Waldemar Ave.
Winthrop, MA | Closed
Listed: Jun, 09, 2025
Price: $699,900
Living Area: 1,548 Sq. Ft.
Winthrop, MA | Closed
Listed: Jun, 09, 2025
Price: $699,900
Living Area: 1,548 Sq. Ft.
380 Pleasant St
Winthrop, MA | Closed
Listed: Oct, 01, 2025
Price: $799,000
Living Area: 1,980 Sq. Ft.
Winthrop, MA | Closed
Listed: Oct, 01, 2025
Price: $799,000
Living Area: 1,980 Sq. Ft.
19 Jefferson St 3
Winthrop, MA | Closed
Listed: Oct, 01, 2025
Price: $3,125
Living Area: 1,500 Sq. Ft.
Winthrop, MA | Closed
Listed: Oct, 01, 2025
Price: $3,125
Living Area: 1,500 Sq. Ft.
800 Governors Dr 7
Winthrop, MA | Active
Listed: Oct, 22, 2025
Price: $2,800
Living Area: 909 Sq. Ft.
Winthrop, MA | Active
Listed: Oct, 22, 2025
Price: $2,800
Living Area: 909 Sq. Ft.
220 Woodside Ave 1
Winthrop, MA | Closed
Listed: Nov, 04, 2025
Price: $435,000
Living Area: 779 Sq. Ft.
Winthrop, MA | Closed
Listed: Nov, 04, 2025
Price: $435,000
Living Area: 779 Sq. Ft.
1000 Governors Drive 20
Winthrop, MA | Closed
Listed: Nov, 14, 2025
Price: $2,600
Living Area: 826 Sq. Ft.
Winthrop, MA | Closed
Listed: Nov, 14, 2025
Price: $2,600
Living Area: 826 Sq. Ft.
200 Governors Drive 3
Winthrop, MA | Closed
Listed: Dec, 08, 2010
Price: $1,150
Living Area: 761 Sq. Ft.
Winthrop, MA | Closed
Listed: Dec, 08, 2010
Price: $1,150
Living Area: 761 Sq. Ft.
33 Court Road
Winthrop, MA | Closed
Listed: Aug, 17, 2010
Price: $599,900
Living Area: 4,095 Sq. Ft.
Winthrop, MA | Closed
Listed: Aug, 17, 2010
Price: $599,900
Living Area: 4,095 Sq. Ft.
308-310 Shirley St 3
Winthrop, MA | Closed
Listed: Mar, 12, 2010
Price: $209,900
Living Area: 1,199 Sq. Ft.
Winthrop, MA | Closed
Listed: Mar, 12, 2010
Price: $209,900
Living Area: 1,199 Sq. Ft.
63 Temple Ave. 2
Winthrop, MA | Closed
Listed: Aug, 10, 2010
Price: $1,300
Living Area: 1,300 Sq. Ft.
Winthrop, MA | Closed
Listed: Aug, 10, 2010
Price: $1,300
Living Area: 1,300 Sq. Ft.
64 Undine Ave
Winthrop, MA | Closed
Listed: Oct, 04, 2010
Price: $259,000
Living Area: 2,456 Sq. Ft.
Winthrop, MA | Closed
Listed: Oct, 04, 2010
Price: $259,000
Living Area: 2,456 Sq. Ft.
1100 Governors Dr 27
Winthrop, MA | Closed
Listed: Oct, 07, 2010
Price: $139,900
Living Area: 830 Sq. Ft.
Winthrop, MA | Closed
Listed: Oct, 07, 2010
Price: $139,900
Living Area: 830 Sq. Ft.
3 Seal Harbor Road 345
Winthrop, MA | Closed
Listed: Oct, 21, 2010
Price: $1,775
Living Area: 1,307 Sq. Ft.
Winthrop, MA | Closed
Listed: Oct, 21, 2010
Price: $1,775
Living Area: 1,307 Sq. Ft.
17 Pleasant Street
Winthrop, MA | Closed
Listed: May, 17, 2010
Price: $269,900
Living Area: 3,134 Sq. Ft.
Winthrop, MA | Closed
Listed: May, 17, 2010
Price: $269,900
Living Area: 3,134 Sq. Ft.
50 Edgehill Rd. 1
Winthrop, MA | Closed
Listed: Oct, 05, 2010
Price: $1,100
Living Area: 1,000 Sq. Ft.
Winthrop, MA | Closed
Listed: Oct, 05, 2010
Price: $1,100
Living Area: 1,000 Sq. Ft.
100 Cottage Ave
Winthrop, MA | Closed
Listed: Jul, 17, 2025
Price: $790,000
Living Area: 2,293 Sq. Ft.
Winthrop, MA | Closed
Listed: Jul, 17, 2025
Price: $790,000
Living Area: 2,293 Sq. Ft.
116 Grand View Avenue
Winthrop, MA | Closed
Listed: Sep, 15, 2010
Price: $255,000
Living Area: 1,680 Sq. Ft.
Winthrop, MA | Closed
Listed: Sep, 15, 2010
Price: $255,000
Living Area: 1,680 Sq. Ft.
35 Lincoln St 1
Winthrop, MA | Closed
Listed: Jul, 02, 2025
Price: $3,150
Living Area: 1,300 Sq. Ft.
Winthrop, MA | Closed
Listed: Jul, 02, 2025
Price: $3,150
Living Area: 1,300 Sq. Ft.
124 Pleasant St 2
Winthrop, MA | Closed
Listed: Jul, 19, 2023
Price: $559,000
Living Area: 1,743 Sq. Ft.
Winthrop, MA | Closed
Listed: Jul, 19, 2023
Price: $559,000
Living Area: 1,743 Sq. Ft.
62 Locust Street 1
Winthrop, MA | Active
Listed: Dec, 15, 2025
Price: $3,200
Living Area: 1,300 Sq. Ft.
Winthrop, MA | Active
Listed: Dec, 15, 2025
Price: $3,200
Living Area: 1,300 Sq. Ft.
279-283 Shirley Street 2
Winthrop, MA | Active
Listed: Feb, 18, 2026
Price: $529,000
Living Area: 1,105 Sq. Ft.
Winthrop, MA | Active
Listed: Feb, 18, 2026
Price: $529,000
Living Area: 1,105 Sq. Ft.
300 Governors Dr 23
Winthrop, MA | Active
Listed: Feb, 18, 2026
Price: $2,500
Living Area: 984 Sq. Ft.
Winthrop, MA | Active
Listed: Feb, 18, 2026
Price: $2,500
Living Area: 984 Sq. Ft.
10 Somerset 304S
Winthrop, MA | Active
Listed: Dec, 16, 2025
Price: $399,000
Living Area: 546 Sq. Ft.
Winthrop, MA | Active
Listed: Dec, 16, 2025
Price: $399,000
Living Area: 546 Sq. Ft.
72 Fremont St
Winthrop, MA | Pending
Listed: Jan, 21, 2026
Price: $985,000
Living Area: 2,604 Sq. Ft.
Winthrop, MA | Pending
Listed: Jan, 21, 2026
Price: $985,000
Living Area: 2,604 Sq. Ft.
22 Upland Road
Winthrop, MA | Active
Listed: Feb, 01, 2026
Price: $1,250,000
Living Area: 4,062 Sq. Ft.
Winthrop, MA | Active
Listed: Feb, 01, 2026
Price: $1,250,000
Living Area: 4,062 Sq. Ft.
1001 Shirley 5
Winthrop, MA | Active
Listed: Jan, 08, 2026
Price: $1,050,000
Living Area: 1,785 Sq. Ft.
Winthrop, MA | Active
Listed: Jan, 08, 2026
Price: $1,050,000
Living Area: 1,785 Sq. Ft.
1001 Shirley 1
Winthrop, MA | Active
Listed: Oct, 08, 2025
Price: $1,125,000
Living Area: 1,978 Sq. Ft.
Winthrop, MA | Active
Listed: Oct, 08, 2025
Price: $1,125,000
Living Area: 1,978 Sq. Ft.
66 Lowell Road
Winthrop, MA | Pending
Listed: Sep, 06, 2025
Price: $1,150,000
Living Area: 3,458 Sq. Ft.
Winthrop, MA | Pending
Listed: Sep, 06, 2025
Price: $1,150,000
Living Area: 3,458 Sq. Ft.
14 Pleasant Park Road
Winthrop, MA | Pending
Listed: Sep, 25, 2025
Price: $719,900
Living Area: 1,964 Sq. Ft.
Winthrop, MA | Pending
Listed: Sep, 25, 2025
Price: $719,900
Living Area: 1,964 Sq. Ft.
35 Somerset Ave. 6
Winthrop, MA | Active
Listed: Sep, 20, 2025
Price: $499,900
Living Area: 800 Sq. Ft.
Winthrop, MA | Active
Listed: Sep, 20, 2025
Price: $499,900
Living Area: 800 Sq. Ft.
37 Trident Ave
Winthrop, MA | Active Under Contract
Listed: Nov, 26, 2025
Price: $1,300,000
Living Area: 3,708 Sq. Ft.
Winthrop, MA | Active Under Contract
Listed: Nov, 26, 2025
Price: $1,300,000
Living Area: 3,708 Sq. Ft.
47 Bellevue Ave
Winthrop, MA | Active
Listed: Dec, 07, 2025
Price: $1,280,000
Living Area: 3,093 Sq. Ft.
Winthrop, MA | Active
Listed: Dec, 07, 2025
Price: $1,280,000
Living Area: 3,093 Sq. Ft.
800 Governors Dr 6
Winthrop, MA | Active
Listed: Aug, 29, 2025
Price: $340,000
Living Area: 772 Sq. Ft.
Winthrop, MA | Active
Listed: Aug, 29, 2025
Price: $340,000
Living Area: 772 Sq. Ft.
426 Winthrop St
Winthrop, MA | Pending
Listed: Feb, 11, 2021
Price: $749,900
Living Area: 2,394 Sq. Ft.
Winthrop, MA | Pending
Listed: Feb, 11, 2021
Price: $749,900
Living Area: 2,394 Sq. Ft.
32 Hale Avenue
Winthrop, MA | Closed
Listed: Jun, 13, 2025
Price: $725,000
Living Area: 1,418 Sq. Ft.
Winthrop, MA | Closed
Listed: Jun, 13, 2025
Price: $725,000
Living Area: 1,418 Sq. Ft.
116 Summit Ave 2
Winthrop, MA | Closed
Listed: Sep, 04, 2025
Price: $2,600
Living Area: 1,300 Sq. Ft.
Winthrop, MA | Closed
Listed: Sep, 04, 2025
Price: $2,600
Living Area: 1,300 Sq. Ft.
89-91 Sagamore Ave
Winthrop, MA | Closed
Listed: Sep, 04, 2025
Price: $850,000
Living Area: 2,000 Sq. Ft.
Winthrop, MA | Closed
Listed: Sep, 04, 2025
Price: $850,000
Living Area: 2,000 Sq. Ft.
41 Sargent St
Winthrop, MA | Closed
Listed: Sep, 19, 2025
Price: $559,900
Living Area: 1,724 Sq. Ft.
Winthrop, MA | Closed
Listed: Sep, 19, 2025
Price: $559,900
Living Area: 1,724 Sq. Ft.
19 Maryland Ave
Winthrop, MA | Closed
Listed: Sep, 23, 2025
Price: $599,000
Living Area: 1,151 Sq. Ft.
Winthrop, MA | Closed
Listed: Sep, 23, 2025
Price: $599,000
Living Area: 1,151 Sq. Ft.
55 Johnson Ave 1
Winthrop, MA | Closed
Listed: Sep, 30, 2025
Price: $635,000
Living Area: 1,614 Sq. Ft.
Winthrop, MA | Closed
Listed: Sep, 30, 2025
Price: $635,000
Living Area: 1,614 Sq. Ft.
62 Lowell Road
Winthrop, MA | Closed
Listed: Sep, 18, 2025
Price: $780,000
Living Area: 1,923 Sq. Ft.
Winthrop, MA | Closed
Listed: Sep, 18, 2025
Price: $780,000
Living Area: 1,923 Sq. Ft.
21 Nevada Street 3
Winthrop, MA | Closed
Listed: Dec, 16, 2025
Price: $3,000
Living Area: 1,498 Sq. Ft.
Winthrop, MA | Closed
Listed: Dec, 16, 2025
Price: $3,000
Living Area: 1,498 Sq. Ft.
34 Fremont St
Winthrop, MA | Closed
Listed: Dec, 05, 2025
Price: $665,000
Living Area: 1,864 Sq. Ft.
Winthrop, MA | Closed
Listed: Dec, 05, 2025
Price: $665,000
Living Area: 1,864 Sq. Ft.
28 Thornton Park
Winthrop, MA | Closed
Listed: Dec, 10, 2025
Price: $859,000
Living Area: 3,769 Sq. Ft.
Winthrop, MA | Closed
Listed: Dec, 10, 2025
Price: $859,000
Living Area: 3,769 Sq. Ft.
10 Somerset 403
Winthrop, MA | Pending
Listed: May, 22, 2025
Price: $383,000
Living Area: 475 Sq. Ft.
Winthrop, MA | Pending
Listed: May, 22, 2025
Price: $383,000
Living Area: 475 Sq. Ft.
220 Winthrop 304
Winthrop, MA | Active
Listed: Oct, 30, 2025
Price: $2,500
Living Area: 9,999 Sq. Ft.
Winthrop, MA | Active
Listed: Oct, 30, 2025
Price: $2,500
Living Area: 9,999 Sq. Ft.
1000 Governors Drive 7
Winthrop, MA | Closed
Listed: Aug, 02, 2023
Price: $319,900
Living Area: 909 Sq. Ft.
Winthrop, MA | Closed
Listed: Aug, 02, 2023
Price: $319,900
Living Area: 909 Sq. Ft.
9 Bellevue Ave #2
Winthrop, MA | Closed
Listed: Feb, 02, 2026
Price: $3,200
Living Area: 1,500 Sq. Ft.
Winthrop, MA | Closed
Listed: Feb, 02, 2026
Price: $3,200
Living Area: 1,500 Sq. Ft.
117 Winthrop Shore Drive 6
Winthrop, MA | Active
Listed: Nov, 17, 2025
Price: $2,500
Living Area: 850 Sq. Ft.
Winthrop, MA | Active
Listed: Nov, 17, 2025
Price: $2,500
Living Area: 850 Sq. Ft.
1 Seal Harbor Rd 215
Winthrop, MA | Active
Listed: Feb, 04, 2026
Price: $3,000
Living Area: 1,203 Sq. Ft.
Winthrop, MA | Active
Listed: Feb, 04, 2026
Price: $3,000
Living Area: 1,203 Sq. Ft.
550 Pleasant St 506
Winthrop, MA | Active
Listed: Nov, 19, 2025
Price: $1,030,000
Living Area: 1,975 Sq. Ft.
Winthrop, MA | Active
Listed: Nov, 19, 2025
Price: $1,030,000
Living Area: 1,975 Sq. Ft.
993 Shirley St
Winthrop, MA | Closed
Listed: Jan, 08, 2026
Price: $785,000
Living Area: 2,550 Sq. Ft.
Winthrop, MA | Closed
Listed: Jan, 08, 2026
Price: $785,000
Living Area: 2,550 Sq. Ft.
3 Seal Harbor Road 447
Winthrop, MA | Closed
Listed: Dec, 09, 2010
Price: $1,950
Living Area: 1,390 Sq. Ft.
Winthrop, MA | Closed
Listed: Dec, 09, 2010
Price: $1,950
Living Area: 1,390 Sq. Ft.
1 Seal Harbor Road 415
Winthrop, MA | Closed
Listed: Jan, 09, 2026
Price: $550,000
Living Area: 1,203 Sq. Ft.
Winthrop, MA | Closed
Listed: Jan, 09, 2026
Price: $550,000
Living Area: 1,203 Sq. Ft.
51 Harbor View Ave 2
Winthrop, MA | Active
Listed: Feb, 25, 2026
Price: $675,000
Living Area: 1,419 Sq. Ft.
Winthrop, MA | Active
Listed: Feb, 25, 2026
Price: $675,000
Living Area: 1,419 Sq. Ft.
142 Washington Ave
Winthrop, MA | Active
Listed: Feb, 25, 2026
Price: $1,599,999
Living Area: 4,754 Sq. Ft.
Winthrop, MA | Active
Listed: Feb, 25, 2026
Price: $1,599,999
Living Area: 4,754 Sq. Ft.
29 Wilshire St 1
Winthrop, MA | Closed
Listed: Nov, 02, 2010
Price: $274,888
Living Area: 1,300 Sq. Ft.
Winthrop, MA | Closed
Listed: Nov, 02, 2010
Price: $274,888
Living Area: 1,300 Sq. Ft.
201 Cliff Avenue
Winthrop, MA | Pending
Listed: Jan, 05, 2026
Price: $1,785,000
Living Area: 5,362 Sq. Ft.
Winthrop, MA | Pending
Listed: Jan, 05, 2026
Price: $1,785,000
Living Area: 5,362 Sq. Ft.
130 Shirley Street 202
Winthrop, MA | Active
Listed: Mar, 05, 2026
Price: $549,900
Living Area: 782 Sq. Ft.
Winthrop, MA | Active
Listed: Mar, 05, 2026
Price: $549,900
Living Area: 782 Sq. Ft.
10 Somerset 308
Winthrop, MA | Active
Listed: Feb, 18, 2026
Price: $559,000
Living Area: 774 Sq. Ft.
Winthrop, MA | Active
Listed: Feb, 18, 2026
Price: $559,000
Living Area: 774 Sq. Ft.
35 Lincoln St 2
Winthrop, MA | Active
Listed: Mar, 03, 2026
Price: $3,350
Living Area: 1,300 Sq. Ft.
Winthrop, MA | Active
Listed: Mar, 03, 2026
Price: $3,350
Living Area: 1,300 Sq. Ft.
600 Shirley St 1
Winthrop, MA | Active
Listed: Mar, 01, 2026
Price: $410,000
Living Area: 604 Sq. Ft.
Winthrop, MA | Active
Listed: Mar, 01, 2026
Price: $410,000
Living Area: 604 Sq. Ft.
32 Marshall St 2
Winthrop, MA | Closed
Listed: Sep, 13, 2025
Price: $3,000
Living Area: 1,006 Sq. Ft.
Winthrop, MA | Closed
Listed: Sep, 13, 2025
Price: $3,000
Living Area: 1,006 Sq. Ft.
25 Faun Bar Ave
Winthrop, MA | Closed
Listed: Oct, 08, 2025
Price: $599,900
Living Area: 961 Sq. Ft.
Winthrop, MA | Closed
Listed: Oct, 08, 2025
Price: $599,900
Living Area: 961 Sq. Ft.
123 Hermon St
Winthrop, MA | Closed
Listed: Oct, 10, 2025
Price: $875,000
Living Area: 2,972 Sq. Ft.
Winthrop, MA | Closed
Listed: Oct, 10, 2025
Price: $875,000
Living Area: 2,972 Sq. Ft.
40 Cottage Park Rd
Winthrop, MA | Closed
Listed: Oct, 08, 2025
Price: $949,900
Living Area: 2,550 Sq. Ft.
Winthrop, MA | Closed
Listed: Oct, 08, 2025
Price: $949,900
Living Area: 2,550 Sq. Ft.
15 Ocean Drive 105
Winthrop, MA | Closed
Listed: Sep, 19, 2025
Price: $449,900
Living Area: 1,460 Sq. Ft.
Winthrop, MA | Closed
Listed: Sep, 19, 2025
Price: $449,900
Living Area: 1,460 Sq. Ft.
95-97 Summit Ave 1
Winthrop, MA | Closed
Listed: Sep, 29, 2025
Price: $599,900
Living Area: 1,314 Sq. Ft.
Winthrop, MA | Closed
Listed: Sep, 29, 2025
Price: $599,900
Living Area: 1,314 Sq. Ft.
47 Prospect Ave 47
Winthrop, MA | Closed
Listed: Oct, 22, 2025
Price: $349,000
Living Area: 1,953 Sq. Ft.
Winthrop, MA | Closed
Listed: Oct, 22, 2025
Price: $349,000
Living Area: 1,953 Sq. Ft.
110 Grovers Ave 2F
Winthrop, MA | Closed
Listed: Dec, 10, 2025
Price: $1,750
Living Area: 9,999 Sq. Ft.
Winthrop, MA | Closed
Listed: Dec, 10, 2025
Price: $1,750
Living Area: 9,999 Sq. Ft.
249 Winthrop Shore Dr 6
Winthrop, MA | Closed
Listed: Sep, 29, 2025
Price: $479,000
Living Area: 1,415 Sq. Ft.
Winthrop, MA | Closed
Listed: Sep, 29, 2025
Price: $479,000
Living Area: 1,415 Sq. Ft.
11-13 Pauline St
Winthrop, MA | Active
Listed: Dec, 02, 2025
Price: $550,000
Living Area: 1,900 Sq. Ft.
Winthrop, MA | Active
Listed: Dec, 02, 2025
Price: $550,000
Living Area: 1,900 Sq. Ft.
11 Forrest Street 2
Winthrop, MA | Active
Listed: Dec, 01, 2025
Price: $3,800
Living Area: 1,450 Sq. Ft.
Winthrop, MA | Active
Listed: Dec, 01, 2025
Price: $3,800
Living Area: 1,450 Sq. Ft.
170 Cottage Park Rd
Winthrop, MA | Pending
Listed: Aug, 08, 2020
Price: $989,000
Living Area: 3,800 Sq. Ft.
Winthrop, MA | Pending
Listed: Aug, 08, 2020
Price: $989,000
Living Area: 3,800 Sq. Ft.
56 Main Street
Winthrop, MA | Active
Listed: Dec, 05, 2025
Price: $799,900
Living Area: 2,103 Sq. Ft.
Winthrop, MA | Active
Listed: Dec, 05, 2025
Price: $799,900
Living Area: 2,103 Sq. Ft.
960 Shirley St
Winthrop, MA | Active
Listed: Nov, 10, 2025
Price: $705,000
Living Area: 1,764 Sq. Ft.
Winthrop, MA | Active
Listed: Nov, 10, 2025
Price: $705,000
Living Area: 1,764 Sq. Ft.
600 Shirley Street 3
Winthrop, MA | Pending
Listed: Jun, 02, 2025
Price: $549,900
Living Area: 773 Sq. Ft.
Winthrop, MA | Pending
Listed: Jun, 02, 2025
Price: $549,900
Living Area: 773 Sq. Ft.
80 Shirley St
Winthrop, MA | Pending
Listed: May, 18, 2025
Price: $899,900
Living Area: 2,366 Sq. Ft.
Winthrop, MA | Pending
Listed: May, 18, 2025
Price: $899,900
Living Area: 2,366 Sq. Ft.
270 Winthrop 2
Winthrop, MA | Closed
Listed: Jan, 13, 2026
Price: $540,000
Living Area: 1,421 Sq. Ft.
Winthrop, MA | Closed
Listed: Jan, 13, 2026
Price: $540,000
Living Area: 1,421 Sq. Ft.
100 Governors Drive 118
Winthrop, MA | Pending
Listed: Jan, 20, 2026
Price: $349,900
Living Area: 780 Sq. Ft.
Winthrop, MA | Pending
Listed: Jan, 20, 2026
Price: $349,900
Living Area: 780 Sq. Ft.
12 Sewall Ave 3
Winthrop, MA | Pending
Listed: Jan, 19, 2026
Price: $389,999
Living Area: 824 Sq. Ft.
Winthrop, MA | Pending
Listed: Jan, 19, 2026
Price: $389,999
Living Area: 824 Sq. Ft.
66 Plummer Ave 3
Winthrop, MA | Active
Listed: Jan, 23, 2026
Price: $469,000
Living Area: 955 Sq. Ft.
Winthrop, MA | Active
Listed: Jan, 23, 2026
Price: $469,000
Living Area: 955 Sq. Ft.
45 Read Street
Winthrop, MA | Pending
Listed: Jan, 02, 2026
Price: $849,900
Living Area: 2,317 Sq. Ft.
Winthrop, MA | Pending
Listed: Jan, 02, 2026
Price: $849,900
Living Area: 2,317 Sq. Ft.
142 Pleasant St 2
Winthrop, MA | Closed
Listed: Sep, 17, 2025
Price: $480,000
Living Area: 1,039 Sq. Ft.
Winthrop, MA | Closed
Listed: Sep, 17, 2025
Price: $480,000
Living Area: 1,039 Sq. Ft.
125 Pleasant St 3
Winthrop, MA | Closed
Listed: Nov, 23, 2025
Price: $3,000
Living Area: 945 Sq. Ft.
Winthrop, MA | Closed
Listed: Nov, 23, 2025
Price: $3,000
Living Area: 945 Sq. Ft.
184 Woodside Ave 1
Winthrop, MA | Closed
Listed: Oct, 01, 2025
Price: $629,000
Living Area: 1,138 Sq. Ft.
Winthrop, MA | Closed
Listed: Oct, 01, 2025
Price: $629,000
Living Area: 1,138 Sq. Ft.
339 Winthrop St
Winthrop, MA | Closed
Listed: Oct, 09, 2025
Price: $900,000
Living Area: 3,776 Sq. Ft.
Winthrop, MA | Closed
Listed: Oct, 09, 2025
Price: $900,000
Living Area: 3,776 Sq. Ft.
143 Grovers Ave 143
Winthrop, MA | Closed
Listed: Oct, 31, 2025
Price: $5,000
Living Area: 2,400 Sq. Ft.
Winthrop, MA | Closed
Listed: Oct, 31, 2025
Price: $5,000
Living Area: 2,400 Sq. Ft.
41 Summit Ave
Winthrop, MA | Closed
Listed: Nov, 04, 2025
Price: $899,000
Living Area: 2,386 Sq. Ft.
Winthrop, MA | Closed
Listed: Nov, 04, 2025
Price: $899,000
Living Area: 2,386 Sq. Ft.
105 Grovers Ave 7
Winthrop, MA | Closed
Listed: Nov, 06, 2025
Price: $2,600
Living Area: 1,000 Sq. Ft.
Winthrop, MA | Closed
Listed: Nov, 06, 2025
Price: $2,600
Living Area: 1,000 Sq. Ft.
88 Grand View Ave
Winthrop, MA | Closed
Listed: Jun, 13, 2025
Price: $625,000
Living Area: 1,262 Sq. Ft.
Winthrop, MA | Closed
Listed: Jun, 13, 2025
Price: $625,000
Living Area: 1,262 Sq. Ft.
600 Governors Dr 9
Winthrop, MA | Closed
Listed: Nov, 10, 2010
Price: $99,900
Living Area: 772 Sq. Ft.
Winthrop, MA | Closed
Listed: Nov, 10, 2010
Price: $99,900
Living Area: 772 Sq. Ft.
19 Jefferson St 1
Winthrop, MA | Closed
Listed: Oct, 01, 2025
Price: $3,150
Living Area: 1,100 Sq. Ft.
Winthrop, MA | Closed
Listed: Oct, 01, 2025
Price: $3,150
Living Area: 1,100 Sq. Ft.
149 River Road
Winthrop, MA | Closed
Listed: Aug, 25, 2010
Price: $399,000
Living Area: 2,928 Sq. Ft.
Winthrop, MA | Closed
Listed: Aug, 25, 2010
Price: $399,000
Living Area: 2,928 Sq. Ft.
191 Court Rd 3
Winthrop, MA | Closed
Listed: Nov, 13, 2025
Price: $1,075,000
Living Area: 2,575 Sq. Ft.
Winthrop, MA | Closed
Listed: Nov, 13, 2025
Price: $1,075,000
Living Area: 2,575 Sq. Ft.
23 Trident Ave 2
Winthrop, MA | Closed
Listed: Sep, 10, 2025
Price: $499,900
Living Area: 1,369 Sq. Ft.
Winthrop, MA | Closed
Listed: Sep, 10, 2025
Price: $499,900
Living Area: 1,369 Sq. Ft.
136 Pauline St
Winthrop, MA | Pending
Listed: Oct, 09, 2025
Price: $3,900
Living Area: 2,300 Sq. Ft.
Winthrop, MA | Pending
Listed: Oct, 09, 2025
Price: $3,900
Living Area: 2,300 Sq. Ft.
116 Sunnyside Avenue
Winthrop, MA | Closed
Listed: Apr, 18, 2010
Price: $260,000
Living Area: 1,042 Sq. Ft.
Winthrop, MA | Closed
Listed: Apr, 18, 2010
Price: $260,000
Living Area: 1,042 Sq. Ft.
7 Elmwood Court
Winthrop, MA | Closed
Listed: Aug, 06, 2010
Price: $499,900
Living Area: 2,232 Sq. Ft.
Winthrop, MA | Closed
Listed: Aug, 06, 2010
Price: $499,900
Living Area: 2,232 Sq. Ft.
1100 Governors Dr 6
Winthrop, MA | Closed
Listed: Nov, 12, 2025
Price: $319,000
Living Area: 772 Sq. Ft.
Winthrop, MA | Closed
Listed: Nov, 12, 2025
Price: $319,000
Living Area: 772 Sq. Ft.
87 Hermon St.
Winthrop, MA | Closed
Listed: Dec, 03, 2025
Price: $550,000
Living Area: 1,182 Sq. Ft.
Winthrop, MA | Closed
Listed: Dec, 03, 2025
Price: $550,000
Living Area: 1,182 Sq. Ft.
142 Pleasant Street 12
Winthrop, MA | Pending
Listed: Dec, 01, 2025
Price: $599,000
Living Area: 1,141 Sq. Ft.
Winthrop, MA | Pending
Listed: Dec, 01, 2025
Price: $599,000
Living Area: 1,141 Sq. Ft.
10 Somerset 201
Winthrop, MA | Pending
Listed: Dec, 01, 2025
Price: $629,000
Living Area: 1,036 Sq. Ft.
Winthrop, MA | Pending
Listed: Dec, 01, 2025
Price: $629,000
Living Area: 1,036 Sq. Ft.
220 Winthrop 206
Winthrop, MA | Closed
Listed: Oct, 30, 2025
Price: $2,650
Living Area: 9,999 Sq. Ft.
Winthrop, MA | Closed
Listed: Oct, 30, 2025
Price: $2,650
Living Area: 9,999 Sq. Ft.
28 Pearl Ave 3
Winthrop, MA | Closed
Listed: Nov, 07, 2025
Price: $545,000
Living Area: 1,280 Sq. Ft.
Winthrop, MA | Closed
Listed: Nov, 07, 2025
Price: $545,000
Living Area: 1,280 Sq. Ft.
174 Winthrop St 2
Winthrop, MA | Closed
Listed: Sep, 03, 2025
Price: $729,900
Living Area: 1,973 Sq. Ft.
Winthrop, MA | Closed
Listed: Sep, 03, 2025
Price: $729,900
Living Area: 1,973 Sq. Ft.
31-33 Triton Ave
Winthrop, MA | Closed
Listed: Aug, 30, 2021
Price: $499,900
Living Area: 1,069 Sq. Ft.
Winthrop, MA | Closed
Listed: Aug, 30, 2021
Price: $499,900
Living Area: 1,069 Sq. Ft.
155-165 Shirley St
Winthrop, MA | Active
Listed: Jan, 31, 2026
Price: $4,000,000
Living Area: 10,386 Sq. Ft.
Winthrop, MA | Active
Listed: Jan, 31, 2026
Price: $4,000,000
Living Area: 10,386 Sq. Ft.
900 Governors Dr. 22
Winthrop, MA | Active
Listed: Dec, 11, 2025
Price: $2,400
Living Area: 821 Sq. Ft.
Winthrop, MA | Active
Listed: Dec, 11, 2025
Price: $2,400
Living Area: 821 Sq. Ft.
220 Winthrop 302
Winthrop, MA | Active
Listed: Oct, 31, 2025
Price: $2,400
Living Area: 9,999 Sq. Ft.
Winthrop, MA | Active
Listed: Oct, 31, 2025
Price: $2,400
Living Area: 9,999 Sq. Ft.
295 Shirley St 1
Winthrop, MA | Active
Listed: Feb, 05, 2026
Price: $2,900
Living Area: 1,100 Sq. Ft.
Winthrop, MA | Active
Listed: Feb, 05, 2026
Price: $2,900
Living Area: 1,100 Sq. Ft.
148 Winthrop Shore Dr 5
Winthrop, MA | Closed
Listed: Jan, 13, 2026
Price: $669,000
Living Area: 971 Sq. Ft.
Winthrop, MA | Closed
Listed: Jan, 13, 2026
Price: $669,000
Living Area: 971 Sq. Ft.
53 Trident Ave 303
Winthrop, MA | Closed
Listed: May, 05, 2025
Price: $399,999
Living Area: 664 Sq. Ft.
Winthrop, MA | Closed
Listed: May, 05, 2025
Price: $399,999
Living Area: 664 Sq. Ft.
10 Somerset 404
Winthrop, MA | Pending
Listed: Nov, 20, 2025
Price: $408,450
Living Area: 546 Sq. Ft.
Winthrop, MA | Pending
Listed: Nov, 20, 2025
Price: $408,450
Living Area: 546 Sq. Ft.
14 Perkins St #1
Winthrop, MA | Closed
Listed: Dec, 17, 2025
Price: $2,700
Living Area: 1,108 Sq. Ft.
Winthrop, MA | Closed
Listed: Dec, 17, 2025
Price: $2,700
Living Area: 1,108 Sq. Ft.
62 Floyd Street 2
Winthrop, MA | Closed
Listed: Dec, 03, 2010
Price: $2,000
Living Area: 1,500 Sq. Ft.
Winthrop, MA | Closed
Listed: Dec, 03, 2010
Price: $2,000
Living Area: 1,500 Sq. Ft.
68 Read Street 1
Winthrop, MA | Pending
Listed: Feb, 13, 2026
Price: $2,350
Living Area: 1,300 Sq. Ft.
Winthrop, MA | Pending
Listed: Feb, 13, 2026
Price: $2,350
Living Area: 1,300 Sq. Ft.
287 Main Street
Winthrop, MA | Closed
Listed: Aug, 31, 2010
Price: $327,420
Living Area: 2,761 Sq. Ft.
Winthrop, MA | Closed
Listed: Aug, 31, 2010
Price: $327,420
Living Area: 2,761 Sq. Ft.
229 Washington Avenue 6
Winthrop, MA | Closed
Listed: Dec, 28, 2010
Price: $229,900
Living Area: 860 Sq. Ft.
Winthrop, MA | Closed
Listed: Dec, 28, 2010
Price: $229,900
Living Area: 860 Sq. Ft.
149 River Road 1st Floor
Winthrop, MA | Closed
Listed: Feb, 09, 2011
Price: $1,450
Living Area: 950 Sq. Ft.
Winthrop, MA | Closed
Listed: Feb, 09, 2011
Price: $1,450
Living Area: 950 Sq. Ft.
51 Harbor View Ave 3
Winthrop, MA | Active
Listed: Feb, 25, 2026
Price: $700,000
Living Area: 1,619 Sq. Ft.
Winthrop, MA | Active
Listed: Feb, 25, 2026
Price: $700,000
Living Area: 1,619 Sq. Ft.
3 Seal Harbor 344
Winthrop, MA | Active
Listed: Feb, 26, 2026
Price: $649,000
Living Area: 1,302 Sq. Ft.
Winthrop, MA | Active
Listed: Feb, 26, 2026
Price: $649,000
Living Area: 1,302 Sq. Ft.
3 Seal Harbor Rd 137
Winthrop, MA | Closed
Listed: Oct, 22, 2025
Price: $685,995
Living Area: 1,327 Sq. Ft.
Winthrop, MA | Closed
Listed: Oct, 22, 2025
Price: $685,995
Living Area: 1,327 Sq. Ft.
191 Cottage Park Road
Winthrop, MA | Pending
Listed: Sep, 02, 2025
Price: $1,799,000
Living Area: 4,455 Sq. Ft.
Winthrop, MA | Pending
Listed: Sep, 02, 2025
Price: $1,799,000
Living Area: 4,455 Sq. Ft.
140 Shirley Street 204
Winthrop, MA | Pending
Listed: Jan, 20, 2026
Price: $449,900
Living Area: 611 Sq. Ft.
Winthrop, MA | Pending
Listed: Jan, 20, 2026
Price: $449,900
Living Area: 611 Sq. Ft.
220 Winthrop 301
Winthrop, MA | Active
Listed: Oct, 31, 2025
Price: $2,200
Living Area: 9,999 Sq. Ft.
Winthrop, MA | Active
Listed: Oct, 31, 2025
Price: $2,200
Living Area: 9,999 Sq. Ft.
222 Winthrop Shore Drive 7
Winthrop, MA | Active
Listed: Feb, 27, 2026
Price: $2,600
Living Area: 750 Sq. Ft.
Winthrop, MA | Active
Listed: Feb, 27, 2026
Price: $2,600
Living Area: 750 Sq. Ft.
59 Crescent St
Winthrop, MA | Closed
Listed: Sep, 17, 2025
Price: $729,900
Living Area: 1,716 Sq. Ft.
Winthrop, MA | Closed
Listed: Sep, 17, 2025
Price: $729,900
Living Area: 1,716 Sq. Ft.
3 Buckthorn Terrace 2
Winthrop, MA | Closed
Listed: Jul, 18, 2025
Price: $750,000
Living Area: 1,870 Sq. Ft.
Winthrop, MA | Closed
Listed: Jul, 18, 2025
Price: $750,000
Living Area: 1,870 Sq. Ft.
9 Marshall St
Winthrop, MA | Closed
Listed: Oct, 07, 2025
Price: $735,000
Living Area: 2,475 Sq. Ft.
Winthrop, MA | Closed
Listed: Oct, 07, 2025
Price: $735,000
Living Area: 2,475 Sq. Ft.
16 Woodside Park
Winthrop, MA | Closed
Listed: Nov, 03, 2025
Price: $719,900
Living Area: 1,654 Sq. Ft.
Winthrop, MA | Closed
Listed: Nov, 03, 2025
Price: $719,900
Living Area: 1,654 Sq. Ft.
105 Circuit Road
Winthrop, MA | Closed
Listed: Oct, 02, 2025
Price: $849,900
Living Area: 2,065 Sq. Ft.
Winthrop, MA | Closed
Listed: Oct, 02, 2025
Price: $849,900
Living Area: 2,065 Sq. Ft.
900 Shirley Street
Winthrop, MA | Closed
Listed: Sep, 13, 2025
Price: $425,000
Living Area: 1,015 Sq. Ft.
Winthrop, MA | Closed
Listed: Sep, 13, 2025
Price: $425,000
Living Area: 1,015 Sq. Ft.
118 Brookfield 2
Winthrop, MA | Closed
Listed: Aug, 20, 2025
Price: $3,300
Living Area: 2,400 Sq. Ft.
Winthrop, MA | Closed
Listed: Aug, 20, 2025
Price: $3,300
Living Area: 2,400 Sq. Ft.
176 Wintrhop Shore Drive 2
Winthrop, MA | Closed
Listed: Oct, 13, 2010
Price: $1,200
Living Area: 1,100 Sq. Ft.
Winthrop, MA | Closed
Listed: Oct, 13, 2010
Price: $1,200
Living Area: 1,100 Sq. Ft.
33 Perkins Street 2
Winthrop, MA | Closed
Listed: Sep, 10, 2010
Price: $309,900
Living Area: 1,792 Sq. Ft.
Winthrop, MA | Closed
Listed: Sep, 10, 2010
Price: $309,900
Living Area: 1,792 Sq. Ft.
15 Ocean Ave 206
Winthrop, MA | Closed
Listed: Jul, 22, 2010
Price: $210,000
Living Area: 1,295 Sq. Ft.
Winthrop, MA | Closed
Listed: Jul, 22, 2010
Price: $210,000
Living Area: 1,295 Sq. Ft.
550 Pleasant St 109
Winthrop, MA | Active
Listed: Oct, 07, 2025
Price: $2,800
Living Area: 1,250 Sq. Ft.
Winthrop, MA | Active
Listed: Oct, 07, 2025
Price: $2,800
Living Area: 1,250 Sq. Ft.
21 Prescott Street 1
Winthrop, MA | Active
Listed: Jan, 15, 2026
Price: $2,500
Living Area: 1,150 Sq. Ft.
Winthrop, MA | Active
Listed: Jan, 15, 2026
Price: $2,500
Living Area: 1,150 Sq. Ft.
10 Somerset 211
Winthrop, MA | Pending
Listed: May, 16, 2025
Price: $500,000
Living Area: 633 Sq. Ft.
Winthrop, MA | Pending
Listed: May, 16, 2025
Price: $500,000
Living Area: 633 Sq. Ft.
41 Harbor View Ave
Winthrop, MA | Closed
Listed: Oct, 14, 2025
Price: $1,055,000
Living Area: 2,028 Sq. Ft.
Winthrop, MA | Closed
Listed: Oct, 14, 2025
Price: $1,055,000
Living Area: 2,028 Sq. Ft.
5 Quincy Avenue
Winthrop, MA | Closed
Listed: Oct, 23, 2025
Price: $950,000
Living Area: 2,820 Sq. Ft.
Winthrop, MA | Closed
Listed: Oct, 23, 2025
Price: $950,000
Living Area: 2,820 Sq. Ft.
10 Somerset 206
Winthrop, MA | Pending
Listed: Jul, 09, 2025
Price: $594,900
Living Area: 985 Sq. Ft.
Winthrop, MA | Pending
Listed: Jul, 09, 2025
Price: $594,900
Living Area: 985 Sq. Ft.
10 Somerset 408
Winthrop, MA | Pending
Listed: Jul, 09, 2025
Price: $539,900
Living Area: 767 Sq. Ft.
Winthrop, MA | Pending
Listed: Jul, 09, 2025
Price: $539,900
Living Area: 767 Sq. Ft.
439 Winthrop St 1
Winthrop, MA | Closed
Listed: Dec, 11, 2025
Price: $2,450
Living Area: 1,227 Sq. Ft.
Winthrop, MA | Closed
Listed: Dec, 11, 2025
Price: $2,450
Living Area: 1,227 Sq. Ft.
8 Amelia Avenue
Winthrop, MA | Closed
Listed: Apr, 16, 2010
Price: $289,900
Living Area: 1,275 Sq. Ft.
Winthrop, MA | Closed
Listed: Apr, 16, 2010
Price: $289,900
Living Area: 1,275 Sq. Ft.
1000 Governors Drive 25
Winthrop, MA | Closed
Listed: Oct, 20, 2025
Price: $389,900
Living Area: 782 Sq. Ft.
Winthrop, MA | Closed
Listed: Oct, 20, 2025
Price: $389,900
Living Area: 782 Sq. Ft.
73 Grovers Ave 1
Winthrop, MA | Closed
Listed: Dec, 22, 2025
Price: $2,600
Living Area: 1,100 Sq. Ft.
Winthrop, MA | Closed
Listed: Dec, 22, 2025
Price: $2,600
Living Area: 1,100 Sq. Ft.
31-33 Triton Ave
Winthrop, MA | Closed
Listed: Aug, 07, 2020
Price: $300,000
Living Area: 1,069 Sq. Ft.
Winthrop, MA | Closed
Listed: Aug, 07, 2020
Price: $300,000
Living Area: 1,069 Sq. Ft.
993 Shirley Street
Winthrop, MA | Closed
Listed: Jul, 30, 2021
Price: $550,000
Living Area: 2,184 Sq. Ft.
Winthrop, MA | Closed
Listed: Jul, 30, 2021
Price: $550,000
Living Area: 2,184 Sq. Ft.
21 Seafoam Ave 3
Winthrop, MA | Closed
Listed: Jan, 03, 2026
Price: $3,400
Living Area: 1,450 Sq. Ft.
Winthrop, MA | Closed
Listed: Jan, 03, 2026
Price: $3,400
Living Area: 1,450 Sq. Ft.
1001 Shirley 3
Winthrop, MA | Active
Listed: Oct, 08, 2025
Price: $939,900
Living Area: 1,551 Sq. Ft.
Winthrop, MA | Active
Listed: Oct, 08, 2025
Price: $939,900
Living Area: 1,551 Sq. Ft.
43-45 Ocean Avenue
Winthrop, MA | Pending
Listed: Feb, 01, 2026
Price: $1,300,000
Living Area: 5,124 Sq. Ft.
Winthrop, MA | Pending
Listed: Feb, 01, 2026
Price: $1,300,000
Living Area: 5,124 Sq. Ft.
210 Woodside Ave
Winthrop, MA | Pending
Listed: Jan, 21, 2026
Price: $719,000
Living Area: 2,254 Sq. Ft.
Winthrop, MA | Pending
Listed: Jan, 21, 2026
Price: $719,000
Living Area: 2,254 Sq. Ft.
86N Undine Ave
Winthrop, MA | Active
Listed: Dec, 18, 2025
Price: $1,350,000
Living Area: 2,250 Sq. Ft.
Winthrop, MA | Active
Listed: Dec, 18, 2025
Price: $1,350,000
Living Area: 2,250 Sq. Ft.
1 Seal Harbor 210
Winthrop, MA | Active
Listed: Feb, 11, 2026
Price: $539,000
Living Area: 947 Sq. Ft.
Winthrop, MA | Active
Listed: Feb, 11, 2026
Price: $539,000
Living Area: 947 Sq. Ft.
181 Winthrop Shore 2
Winthrop, MA | Active
Listed: Feb, 06, 2026
Price: $2,995
Living Area: 800 Sq. Ft.
Winthrop, MA | Active
Listed: Feb, 06, 2026
Price: $2,995
Living Area: 800 Sq. Ft.
129 Strandway
Winthrop, MA | Active
Listed: Nov, 06, 2025
Price: $1,324,900
Living Area: 2,640 Sq. Ft.
Winthrop, MA | Active
Listed: Nov, 06, 2025
Price: $1,324,900
Living Area: 2,640 Sq. Ft.
33-35 Seaview Ave
Winthrop, MA | Active
Listed: May, 30, 2024
Price: $849,900
Living Area: 2,384 Sq. Ft.
Winthrop, MA | Active
Listed: May, 30, 2024
Price: $849,900
Living Area: 2,384 Sq. Ft.
144 Quincy Ave
Winthrop, MA | Active Under Contract
Listed: Dec, 02, 2025
Price: $1,699,900
Living Area: 3,866 Sq. Ft.
Winthrop, MA | Active Under Contract
Listed: Dec, 02, 2025
Price: $1,699,900
Living Area: 3,866 Sq. Ft.
144 Quincy Ave
Winthrop, MA | Active Under Contract
Listed: Dec, 02, 2025
Price: $1,699,900
Living Area: 3,866 Sq. Ft.
Winthrop, MA | Active Under Contract
Listed: Dec, 02, 2025
Price: $1,699,900
Living Area: 3,866 Sq. Ft.
441 Winthrop St.
Winthrop, MA | Pending
Listed: Oct, 28, 2025
Price: $749,900
Living Area: 2,454 Sq. Ft.
Winthrop, MA | Pending
Listed: Oct, 28, 2025
Price: $749,900
Living Area: 2,454 Sq. Ft.
203 Winthrop Shore Drive 6
Winthrop, MA | Closed
Listed: Feb, 14, 2011
Price: $1,050
Living Area: 0 Sq. Ft.
Winthrop, MA | Closed
Listed: Feb, 14, 2011
Price: $1,050
Living Area: 0 Sq. Ft.
100 Upland Road
Winthrop, MA | Closed
Listed: Sep, 14, 2010
Price: $269,900
Living Area: 1,424 Sq. Ft.
Winthrop, MA | Closed
Listed: Sep, 14, 2010
Price: $269,900
Living Area: 1,424 Sq. Ft.
64 Enfield Road
Winthrop, MA | Closed
Listed: Oct, 13, 2010
Price: $449,900
Living Area: 2,097 Sq. Ft.
Winthrop, MA | Closed
Listed: Oct, 13, 2010
Price: $449,900
Living Area: 2,097 Sq. Ft.
1 Seal Harbor 611
Winthrop, MA | Closed
Listed: Oct, 30, 2010
Price: $1,800
Living Area: 1,159 Sq. Ft.
Winthrop, MA | Closed
Listed: Oct, 30, 2010
Price: $1,800
Living Area: 1,159 Sq. Ft.
53 Nahant Ave 1
Winthrop, MA | Closed
Listed: Nov, 04, 2010
Price: $1,675
Living Area: 1,221 Sq. Ft.
Winthrop, MA | Closed
Listed: Nov, 04, 2010
Price: $1,675
Living Area: 1,221 Sq. Ft.







































































































































































































