146 Homes for Sale in Winthrop
$2,100,000
5
Beds
5/1
Baths
6,224
Sqft
174 Bartlett Road
Winthrop, MA 02152
Year Built:
1900
HOA:
None
$1,995,000
5
Beds
3/1
Baths
3,686
Sqft
119 Washington Ave
Winthrop, MA 02152
Year Built:
1900
HOA:
None
$1,275,000
4
Beds
3
Baths
2,599
Sqft
129 Strandway Way
Winthrop, MA 02152
Year Built:
1900
HOA:
None
$1,250,000
6
Beds
5/1
Baths
5,278
Sqft
100 Sargent Street
Winthrop, MA 02152
Year Built:
1910
HOA:
None
$1,230,000
3
Beds
3
Baths
1,913
Sqft
3 Seal Harbor Rd #PH33
Winthrop, MA 02152
Year Built:
1987
HOA:
None
$1,199,999
4
Beds
3/1
Baths
1,904
Sqft
70 Edgehill Rd
Winthrop, MA 02152
Year Built:
1930
HOA:
None
$1,095,000
2
Beds
3
Baths
2,649
Sqft
94 Winthrop Shore Dr
Winthrop, MA 02152
Year Built:
1900
HOA:
None
$989,000
3
Beds
3/1
Baths
2,180
Sqft
44 Bowdoin Street
Winthrop, MA 02152
Year Built:
1860
HOA:
None
$979,000
4
Beds
2/1
Baths
2,666
Sqft
316 Bowdoin St
Winthrop, MA 02152
Year Built:
1929
HOA:
None
$975,000
3
Beds
2/1
Baths
2,100
Sqft
200 Main St #1
Winthrop, MA 02152
Year Built:
2026
HOA:
None
$965,000
2
Beds
2/1
Baths
1,978
Sqft
1001 Shirley St #1
Winthrop, MA 02152
Year Built:
1955
HOA:
None
$939,000
6
Beds
2/1
Baths
2,650
Sqft
217 Pleasant Street
Winthrop, MA 02152
Year Built:
1896
HOA:
None
$919,900
3
Beds
1/1
Bath
2,371
Sqft
43 Loring Rd
Winthrop, MA 02152
Year Built:
1920
HOA:
None
$900,000
3
Beds
1/1
Bath
1,334
Sqft
93 1/2 Winthrop Shore Drive
Winthrop, MA 02152
Year Built:
1880
HOA:
None
$889,000
3
Beds
2
Baths
2,916
Sqft
115 Read St #2
Winthrop, MA 02152
Year Built:
2026
HOA:
None
$869,000
3
Beds
2
Baths
1,925
Sqft
115 Read St #1
Winthrop, MA 02152
Year Built:
2026
HOA:
None
$865,000
2
Beds
2/1
Baths
1,806
Sqft
1001 Shirley St #2
Winthrop, MA 02152
Year Built:
1955
HOA:
None
$865,000
2
Beds
2/1
Baths
1,806
Sqft
1001 Shirley St #2
Winthrop, MA 02152
Year Built:
1955
HOA:
None
$849,000
3
Beds
2
Baths
1,770
Sqft
25 Locust St #2
Winthrop, MA 02152
Year Built:
1920
HOA:
None
$840,000
3
Beds
2/1
Baths
1,837
Sqft
27 Billows St
Winthrop, MA 02152
Year Built:
1900
HOA:
None
$839,000
4
Beds
3
Baths
2,204
Sqft
23 Sagamore Ave
Winthrop, MA 02152
Year Built:
1895
HOA:
None
$829,900
5
Beds
2/1
Baths
2,437
Sqft
43 Dolphin Ave
Winthrop, MA 02152
Year Built:
1946
HOA:
None
$825,000
3
Beds
3
Baths
1,780
Sqft
194 Washington Ave #3
Winthrop, MA 02152
Year Built:
1900
HOA:
None
$815,000
2
Beds
2/1
Baths
1,665
Sqft
1001 Shirley St #4
Winthrop, MA 02152
Year Built:
1955
HOA:
None
$799,900
3
Beds
2
Baths
1,782
Sqft
35 Triton Ave
Winthrop, MA 02152
Year Built:
1910
HOA:
None
$795,999
4
Beds
1/1
Bath
2,000
Sqft
876 Shirley Street #1
Winthrop, MA 02152
Year Built:
1910
HOA:
None
$789,900
2
Beds
1/1
Bath
1,674
Sqft
3 Seal Harbor #336
Winthrop, MA 02152
Year Built:
1987
HOA:
None
$765,000
4
Beds
2/1
Baths
1,933
Sqft
546 Shirley St
Winthrop, MA 02152
Year Built:
1900
HOA:
None
$723,999
3
Beds
2/1
Baths
1,800
Sqft
189 Shirley St #1
Winthrop, MA 02152
Year Built:
1890
HOA:
None
$710,000
4
Beds
2
Baths
1,193
Sqft
542 Shirley St
Winthrop, MA 02152
Year Built:
1890
HOA:
None
$699,999
2
Beds
2
Baths
1,417
Sqft
1 Seal Harbor #916
Winthrop, MA 02152
Year Built:
1983
HOA:
None
$699,900
2
Beds
2
Baths
1,113
Sqft
130 Shirley Street #250
Winthrop, MA 02152
Year Built:
2026
HOA:
None
$690,000
3
Beds
2/1
Baths
1,500
Sqft
5 Oceanview St
Winthrop, MA 02152
Year Built:
1890
HOA:
None
$679,900
2
Beds
1
Bath
1,144
Sqft
7 Enfield Road
Winthrop, MA 02152
Year Built:
1930
HOA:
None
$665,000
3
Beds
1/1
Bath
1,413
Sqft
14 Irwin St
Winthrop, MA 02152
Year Built:
1900
HOA:
None
$660,000
2
Beds
2
Baths
1,192
Sqft
550 Pleasant St #201
Winthrop, MA 02152
Year Built:
2006
HOA:
None
$659,799
3
Beds
1
Bath
1,250
Sqft
51 Undine Ave
Winthrop, MA 02152
Year Built:
1900
HOA:
None
$649,900
3
Beds
2
Baths
1,515
Sqft
19 Beal St
Winthrop, MA 02152
Year Built:
1890
HOA:
None
$639,000
1
Bed
2
Baths
1,263
Sqft
3 Seal Harbor Rd #632
Winthrop, MA 02152
Year Built:
1987
HOA:
None
$637,900
2
Beds
2
Baths
1,233
Sqft
10 Somerset Ave #307
Winthrop, MA 02152
Year Built:
2022
HOA:
None
$635,000
3
Beds
2
Baths
800
Sqft
496 Winthrop St
Winthrop, MA 02152
Year Built:
1960
HOA:
None
$629,900
2
Beds
1
Bath
1,166
Sqft
96 Marshall Street
Winthrop, MA 02152
Year Built:
1875
HOA:
None
$629,000
2
Beds
2/1
Baths
1,463
Sqft
21 Hutchinson St #2
Winthrop, MA 02152
Year Built:
1900
HOA:
None
$624,995
3
Beds
2
Baths
1,690
Sqft
62 Pleasant St #2
Winthrop, MA 02152
Year Built:
1900
HOA:
None
$619,000
3
Beds
1/1
Bath
1,200
Sqft
84 Tafts Ave
Winthrop, MA 02152
Year Built:
1920
HOA:
None
$606,900
2
Beds
2
Baths
1,024
Sqft
10 Somerset Ave #402U
Winthrop, MA 02152
Year Built:
2022
HOA:
None
$603,000
3
Beds
2/1
Baths
1,510
Sqft
189 Shirley St #2
Winthrop, MA 02152
Year Built:
1890
HOA:
None
$599,000
2
Beds
2
Baths
1,203
Sqft
1 Seal Harbor Rd #815
Winthrop, MA 02152
Year Built:
1983
HOA:
None
$580,000
3
Beds
1
Bath
931
Sqft
33 Bay View Ave
Winthrop, MA 02152
Year Built:
1900
HOA:
None
$575,000
2
Beds
2
Baths
912
Sqft
194 Washington Ave #2
Winthrop, MA 02152
Year Built:
1900
HOA:
None
$569,000
3
Beds
1
Bath
1,377
Sqft
10 Beach Rd #1
Winthrop, MA 02152
Year Built:
1881
HOA:
None
$555,900
1
Bed
1
Bath
848
Sqft
10 Somerset Ave #210
Winthrop, MA 02152
Year Built:
2022
HOA:
None
$549,999
2
Beds
2
Baths
1,203
Sqft
1 Seal Harbor Rd #615
Winthrop, MA 02152
Year Built:
1983
HOA:
None
$549,995
2
Beds
1
Bath
1,614
Sqft
54 Trident Ave #54
Winthrop, MA 02152
Year Built:
1920
HOA:
None
$549,900
2
Beds
1
Bath
782
Sqft
130 Shirley Street #220
Winthrop, MA 02152
Year Built:
2025
HOA:
None
$549,000
2
Beds
2
Baths
874
Sqft
12 Sewall Ave #2B
Winthrop, MA 02152
Year Built:
1925
HOA:
None
$540,000
2
Beds
2
Baths
1,295
Sqft
15 Ocean Ave #206
Winthrop, MA 02152
Year Built:
1920
HOA:
None
$540,000
2
Beds
2
Baths
756
Sqft
194 Washington Ave #4
Winthrop, MA 02152
Year Built:
1900
HOA:
None
$529,999
2
Beds
2
Baths
1,205
Sqft
1 Seal Harbor Rd #413
Winthrop, MA 02152
Year Built:
1983
HOA:
None
$529,900
2
Beds
2
Baths
969
Sqft
35 Somerset Ave #3A
Winthrop, MA 02152
Year Built:
1900
HOA:
None
$529,900
3
Beds
1
Bath
1,788
Sqft
283 Revere Street ##2
Winthrop, MA 02152
Year Built:
1920
HOA:
None
$529,900
3
Beds
1
Bath
1,788
Sqft
283 Revere St #2
Winthrop, MA 02152
Year Built:
1920
HOA:
None
$525,000
3
Beds
1
Bath
1,270
Sqft
111 Locust St #2
Winthrop, MA 02152
Year Built:
1925
HOA:
None
$519,900
1
Bed
1
Bath
1,368
Sqft
60 Hermon St #3
Winthrop, MA 02152
Year Built:
1900
HOA:
None
$519,000
3
Beds
2
Baths
1,256
Sqft
173-175 Shirley St #6
Winthrop, MA 02152
Year Built:
1900
HOA:
None
$519,000
3
Beds
1
Bath
1,374
Sqft
23 Trident Ave #1
Winthrop, MA 02152
Year Built:
1900
HOA:
None
$508,900
1
Bed
1
Bath
729
Sqft
10 Somerset Ave #309U
Winthrop, MA 02152
Year Built:
2022
HOA:
None
$499,900
1
Bed
1
Bath
623
Sqft
130 Shirley Street #330
Winthrop, MA 02152
Year Built:
2026
HOA:
None
$499,900
2
Beds
2/1
Baths
1,210
Sqft
15 Ocean Ave #203
Winthrop, MA 02152
Year Built:
1920
HOA:
None
$499,000
2
Beds
1
Bath
928
Sqft
16 Billows Street #B
Winthrop, MA 02152
Year Built:
1890
HOA:
None
$498,500
2
Beds
1/1
Bath
1,002
Sqft
1020 Shirley St #1020
Winthrop, MA 02152
Year Built:
1922
HOA:
None
$491,900
1
Bed
1
Bath
691
Sqft
10 Somerset Ave #205
Winthrop, MA 02152
Year Built:
2022
HOA:
None
$485,000
1
Bed
1/1
Bath
591
Sqft
600 Shirley St #7
Winthrop, MA 02152
Year Built:
1900
HOA:
None
$485,000
1
Bed
1
Bath
974
Sqft
1 Seal Harbor Rd #812
Winthrop, MA 02152
Year Built:
1983
HOA:
None
$473,900
1
Bed
1
Bath
693
Sqft
10 Somerset Ave #U.305
Winthrop, MA 02152
Year Built:
2022
HOA:
None
$465,000
2
Beds
2
Baths
903
Sqft
34 Underhill Street ##4
Winthrop, MA 02152
Year Built:
2020
HOA:
None
$449,900
2
Beds
1
Bath
805
Sqft
43 Sagamore Ave #1
Winthrop, MA 02152
Year Built:
1950
HOA:
None
$449,900
1
Bed
1
Bath
623
Sqft
130 Shirley Street #8
Winthrop, MA 02152
Year Built:
2026
HOA:
None
$425,000
2
Beds
1
Bath
861
Sqft
29 Seafoam Ave #1
Winthrop, MA 02152
Year Built:
1890
HOA:
None
$419,900
1
Bed
1
Bath
525
Sqft
22 Pauline St #5
Winthrop, MA 02152
Year Built:
2026
HOA:
None
$399,900
1
Bed
1
Bath
500
Sqft
22 Pauline St #3
Winthrop, MA 02152
Year Built:
2026
HOA:
None
$397,900
1
Bed
1
Bath
546
Sqft
10 Somerset Ave #U304
Winthrop, MA 02152
Year Built:
2022
HOA:
None
$379,000
0
Beds
0
Baths
0
Sqft
Lot 190 Otis Street
Winthrop, MA 02152
Year Built:
2026
HOA:
None
$365,000
2
Beds
1
Bath
782
Sqft
200 Governors Dr #19
Winthrop, MA 02152
Year Built:
1971
HOA:
None
$340,000
2
Beds
1
Bath
772
Sqft
800 Governors Dr #6
Winthrop, MA 02152
Year Built:
1971
HOA:
None
$339,999
2
Beds
1
Bath
772
Sqft
800 Governors Dr #6
Winthrop, MA 02152
Year Built:
1971
HOA:
None
$339,900
2
Beds
1
Bath
811
Sqft
900 Governors Dr #37
Winthrop, MA 02152
Year Built:
1971
HOA:
None
$335,000
2
Beds
1
Bath
649
Sqft
175 Shirley Street #5
Winthrop, MA 02152
Year Built:
1900
HOA:
None
$219,999
1
Bed
1
Bath
350
Sqft
229 Washington Ave #3A
Winthrop, MA 02152
Year Built:
1900
HOA:
None
$6,000/mo
4
Beds
2/1
Baths
2,910
Sqft
61 Read Street
Winthrop, MA 02152
Year Built:
1930
HOA:
None
$4,800/mo
3
Beds
2
Baths
2,100
Sqft
876 Shirley St #2
Winthrop, MA 02152
Year Built:
1910
HOA:
None
$4,550/mo
2
Beds
2/1
Baths
1,978
Sqft
1001 Shirley St #1
Winthrop, MA 02152
Year Built:
1955
HOA:
None
$4,200/mo
2
Beds
2/1
Baths
1,978
Sqft
1001 Shirley St #2
Winthrop, MA 02152
Year Built:
1955
HOA:
None
$3,900/mo
3
Beds
1/1
Bath
1,300
Sqft
85 Beach Rd
Winthrop, MA 02152
Year Built:
1900
HOA:
None
$3,800/mo
3
Beds
2/1
Baths
1,700
Sqft
189 Shirley St #1a
Winthrop, MA 02152
Year Built:
--
HOA:
None
$3,800/mo
2
Beds
2/1
Baths
1,665
Sqft
1001 Shirley St #4
Winthrop, MA 02152
Year Built:
1955
HOA:
None
$3,600/mo
4
Beds
1
Bath
2,454
Sqft
441 Winthrop Street #1
Winthrop, MA 02152
Year Built:
--
HOA:
None
$3,600/mo
4
Beds
1
Bath
2,454
Sqft
441 Winthrop Street #2
Winthrop, MA 02152
Year Built:
--
HOA:
None
$3,500/mo
4
Beds
1
Bath
999
Sqft
11 Pearl Ave #3
Winthrop, MA 02152
Year Built:
1890
HOA:
None
$3,500/mo
3
Beds
2
Baths
1,100
Sqft
44 Locust Street ##2
Winthrop, MA 02152
Year Built:
--
HOA:
None
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