32 results in search
42 photos
516 Pleasant St Winthrop MA 02152
$1,499,000
Beds: 5
Baths: 3
Sq Ft: 2,889
Days on Market: 57
Updated 5 Minutes Ago
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42 photos
129 Strandway Winthrop MA 02152
$1,324,900
Beds: 4
Baths: 3
Sq Ft: 2,640
Days on Market: 287
Updated 5 Minutes Ago
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41 photos
3 Seal Harbor Rd #PH33 Winthrop MA 02152
$1,230,000
Beds: 3
Baths: 3
Sq Ft: 1,913
Days on Market: 14
Updated 5 Minutes Ago
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42 photos
66 Sunnyside Ave Winthrop MA 02152
$999,888
Beds: 5
Baths: 2
Sq Ft: 2,635
Days on Market: 78
Updated 5 Minutes Ago
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40 photos
118 Sunnyside Ave. Winthrop MA 02152
$895,000
-$55,000
Beds: 4
Baths: 2
Sq Ft: 1,755
Days on Market: 113
Updated 5 Minutes Ago
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42 photos
3 Seal Harbor #336 Winthrop MA 02152
$859,900
Beds: 2
Baths: 1.5
Sq Ft: 1,674
Days on Market: 28
Updated 5 Minutes Ago
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30 photos
876 Shirley Street #1 Winthrop MA 02152
$809,999
-$10,000
Beds: 4
Baths: 1.5
Sq Ft: 2,000
Days on Market: 100
Updated 5 Minutes Ago
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32 photos
1 Seal Harbor #PH16 Winthrop MA 02152
$775,000
Beds: 2
Baths: 2
Sq Ft: 1,417
Days on Market: 72
Updated 5 Minutes Ago
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32 photos
1 Seal Harbor #700 Winthrop MA 02152
$749,995
Beds: 2
Baths: 2
Sq Ft: 1,414
Days on Market: 30
Updated 5 Minutes Ago
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42 photos
3 Seal Harbor Road #342 Winthrop MA 02152
$639,000
Beds: 2
Baths: 2
Sq Ft: 1,302
Days on Market: 119
Updated 5 Minutes Ago
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24 photos
1 Seal Harbor Rd #815 Winthrop MA 02152
$615,000
Beds: 2
Baths: 2
Sq Ft: 1,203
Days on Market: 69
Updated 5 Minutes Ago
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36 photos
1 Seal Harbor Rd. #615 Winthrop MA 02152
$599,999
Beds: 2
Baths: 2
Sq Ft: 1,203
Days on Market: 9
Open: 8/22/26 10:30 AM - 12 PM,
8/23/26 10:30 AM - 12 PM
Updated 5 Minutes Ago
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18 photos
1 Seal Harbor Rd #413 Winthrop MA 02152
$578,000
Beds: 2
Baths: 2
Sq Ft: 1,205
Days on Market: 3
Updated 5 Minutes Ago
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19 photos
1 Seal Harbor Rd #812 Winthrop MA 02152
$519,000
Beds: 1
Baths: 1
Sq Ft: 974
Days on Market: 22
Updated 5 Minutes Ago
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28 photos
52 Trident Ave #52 Winthrop MA 02152
$499,000
Beds: 2
Baths: 1
Sq Ft: 1,006
Days on Market: 78
Updated 5 Minutes Ago
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39 photos
1 Seal Harbor #210 Winthrop MA 02152
$489,900
Beds: 1
Baths: 1
Sq Ft: 947
Days on Market: 34
Updated 5 Minutes Ago
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20 photos
600 Shirley St #7 Winthrop MA 02152
$485,000
Beds: 1
Baths: 1.5
Sq Ft: 591
Days on Market: 68
Updated 5 Minutes Ago
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26 photos
53 Trident Ave #301 Winthrop MA 02152
$385,000
Beds: 2
Baths: 1
Sq Ft: 677
Days on Market: 70
Updated 5 Minutes Ago
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17 photos
600 Shirley St #11 Winthrop MA 02152
$299,999
Beds: 1
Baths: 1
Sq Ft: 351
Days on Market: 99
Updated 5 Minutes Ago
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7 photos
229 Washington Ave #3A Winthrop MA 02152
$219,999
Beds: 1
Baths: 1
Sq Ft: 350
Days on Market: 14
Updated 5 Minutes Ago
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31 photos
876 Shirley St #2 Winthrop MA 02152
$5,000 / mo
Beds: 3
Baths: 2
Sq Ft: 2,100
Days on Market: 24
Updated 5 Minutes Ago
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23 photos
111 Winthrop Shore Drive Winthrop MA 02152
$4,000 / mo
Beds: 3
Baths: 2.5
Sq Ft: 2,100
Days on Market: 23
Updated 5 Minutes Ago
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14 photos
21 Seafoam Ave #3 Winthrop MA 02152
$3,400 / mo
Beds: 4
Baths: 2
Sq Ft: 1,400
Days on Market: 400
Updated 5 Minutes Ago
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12 photos
550 Pleassant Street #404 Winthrop MA 02152
$3,400 / mo
Beds: 2
Baths: 2
Sq Ft: 1,657
Days on Market: 14
Updated 5 Minutes Ago
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22 photos
1 Pond #4N Winthrop MA 02162
$3,400 / mo
Beds: 2
Baths: 2
Sq Ft: 1,120
Days on Market: 5
Updated 5 Minutes Ago
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18 photos
583-585 Shirley Street #1 Winthrop MA 02152
$3,200 / mo
Beds: 3
Baths: 2
Sq Ft: 1,100
Days on Market: 7
Updated 5 Minutes Ago
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21 photos
249 Winthrop Shore Drive #4 Winthrop MA 02152
$3,150 / mo
Beds: 2
Baths: 1
Sq Ft: 1,000
Days on Market: 30
Updated 5 Minutes Ago
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28 photos
6 Elmwood Court #2 Winthrop MA 02152
$3,000 / mo
Beds: 2
Baths: 1
Sq Ft: 850
Days on Market: 9
Updated 5 Minutes Ago
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13 photos
87 Winthrop Shore Drive #2 Winthrop MA 02152
$2,695 / mo
Beds: 2
Baths: 1
Sq Ft: 850
Days on Market: 36
Updated 5 Minutes Ago
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11 photos
152 Sewall Ave #1 Winthrop MA 02152
$2,450 / mo
-$50
Beds: 1
Baths: 1
Sq Ft: 600
Days on Market: 36
Updated 5 Minutes Ago
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