29 results in search
42 photos
516 Pleasant St Winthrop MA 02152
$1,600,000
Beds: 5
Baths: 3
Sq Ft: 2,889
Days on Market: 25
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: 255
Updated 5 Minutes Ago
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41 photos
32 Faun Bar Avenue Winthrop MA 02152
$1,300,000
Beds: 3
Baths: 2
Sq Ft: 2,214
Days on Market: 46
Updated 5 Minutes Ago
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42 photos
66 Sunnyside Ave Winthrop MA 02152
$999,888
-$199,112
Beds: 5
Baths: 2
Sq Ft: 2,635
Days on Market: 46
Updated 5 Minutes Ago
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40 photos
118 Sunnyside Ave. Winthrop MA 02152
$950,000
-$39,900
Beds: 4
Baths: 2
Sq Ft: 1,755
Days on Market: 81
Updated 5 Minutes Ago
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30 photos
876 Shirley Street #1 Winthrop MA 02152
$819,999
-$10,000
Beds: 4
Baths: 1.5
Sq Ft: 2,000
Days on Market: 68
Updated 5 Minutes Ago
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39 photos
546 Shirley St Winthrop MA 02152
$799,000
-$30,000
Beds: 4
Baths: 2.5
Sq Ft: 2,700
Days on Market: 38
Open: 7/19/26 11 AM - 12:30 PM
Updated 5 Minutes Ago
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32 photos
1 Seal Harbor #PH16 Winthrop MA 02152
$775,000
-$24,000
Beds: 2
Baths: 2
Sq Ft: 1,417
Days on Market: 40
Updated 5 Minutes Ago
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42 photos
3 Seal Harbor Road #342 Winthrop MA 02152
$649,000
Beds: 2
Baths: 2
Sq Ft: 1,302
Days on Market: 87
Updated 5 Minutes Ago
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38 photos
1 Seal Harbor Road #116 Winthrop MA 02152
$619,900
Beds: 2
Baths: 2
Sq Ft: 1,241
Days on Market: 26
Updated 5 Minutes Ago
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22 photos
1 Seal Harbor Rd #815 Winthrop MA 02152
$615,000
-$10,000
Beds: 2
Baths: 2
Sq Ft: 1,203
Days on Market: 37
Open: 7/19/26 12 PM - 1:30 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: 39
Updated 5 Minutes Ago
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39 photos
1 Seal Harbor Rd #300 Winthrop MA 02152
$550,000
Beds: 1
Baths: 1
Sq Ft: 994
Days on Market: 68
Open: 7/19/26 11 AM - 12 PM
Updated 5 Minutes Ago
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40 photos
1 Seal Harbor #210 Winthrop MA 02152
$499,900
Beds: 1
Baths: 1
Sq Ft: 947
Days on Market: 2
Open: 7/19/26 11 AM - 12:30 PM
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: 46
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: 36
Updated 5 Minutes Ago
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26 photos
53 Trident Ave #301 Winthrop MA 02152
$385,000
-$15,000
Beds: 2
Baths: 1
Sq Ft: 677
Days on Market: 38
Open: 7/19/26 11 AM - 12 PM
Updated 5 Minutes Ago
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17 photos
600 Shirley St #11 Winthrop MA 02152
$299,999
-$20,000
Beds: 1
Baths: 1
Sq Ft: 351
Days on Market: 67
Updated 5 Minutes Ago
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13 photos
229 Washington Ave #3A Winthrop MA 02152
$219,999
Beds: 1
Baths: 1
Sq Ft: 350
Days on Market: 89
Updated 5 Minutes Ago
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20 photos
170 Cliff Ave #170 Winthrop MA 02152
$6,000 / mo
Beds: 3
Baths: 3.5
Sq Ft: 2,780
Days on Market: 66
Updated 5 Minutes Ago
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31 photos
876 Shirley St #2 Winthrop MA 02152
$5,250 / mo
-$250
Beds: 3
Baths: 2
Sq Ft: 2,100
Days on Market: 25
Updated 5 Minutes Ago
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25 photos
47 Prospect Ave #47 Winthrop MA 02152
$4,000 / mo
Beds: 4
Baths: 2.5
Sq Ft: 1,950
Days on Market: 1
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: 368
Updated 5 Minutes Ago
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16 photos
585 Shirley St #1 Winthrop MA 02152
$3,200 / mo
-$300
Beds: 3
Baths: 2
Sq Ft: 1,100
Days on Market: 41
Updated 5 Minutes Ago
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24 photos
1080 Shirley St #1 Winthrop MA 02152
$3,000 / mo
-$200
Beds: 2
Baths: 1.5
Sq Ft: 1,050
Days on Market: 6
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: 4
Updated 5 Minutes Ago
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20 photos
235 Washington Ave #3 Winthrop MA 02152
$2,650 / mo
Beds: 2
Baths: 1
Sq Ft: 900
Days on Market: 24
Updated 5 Minutes Ago
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12 photos
152 Sewall Ave #1 Winthrop MA 02152
$2,500 / mo
Beds: 1
Baths: 1
Sq Ft: 600
Days on Market: 4
Updated 5 Minutes Ago
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24 photos
789 Shirley St. #3 Winthrop MA 02152
$2,300 / mo
Beds: 1
Baths: 1
Sq Ft: 700
Days on Market: 44
Updated 5 Minutes Ago
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