52 results in search
42 photos
174 Bartlett Road Winthrop MA 02152
$2,380,000
Beds: 5
Baths: 5.5
Sq Ft: 6,224
Days on Market: 38
Updated 4 Minutes Ago
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20 photos
566 Shirley St Winthrop MA 02152
$2,250,000
Beds: 16
Baths: 6
Sq Ft: 5,553
Days on Market: 31
Updated 4 Minutes Ago
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38 photos
100 Sargent Street Winthrop MA 02152
$1,450,000
Beds: 6
Baths: 5.5
Sq Ft: 5,278
Days on Market: 136
Updated 4 Minutes Ago
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33 photos
89R Upland Winthrop MA 02152
$1,399,000
Beds: 4
Baths: 2.5
Sq Ft: 2,475
Days on Market: 73
Updated 4 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: 290
Updated 4 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: 17
Updated 4 Minutes Ago
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42 photos
193-195 Winthrop St Winthrop MA 02152
$1,199,900
Beds: 5
Baths: 3
Sq Ft: 2,799
Days on Market: 107
Updated 4 Minutes Ago
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37 photos
32 Irwin St Winthrop MA 02152
$1,100,000
Beds: 6
Baths: 4
Sq Ft: 2,949
Days on Market: 73
Updated 4 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: 81
Updated 4 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: 116
Updated 4 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: 31
Updated 4 Minutes Ago
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37 photos
43 Dolphin Ave Winthrop MA 02152
$849,900
Beds: 5
Baths: 2.5
Sq Ft: 2,437
Days on Market: 25
Updated 4 Minutes Ago
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25 photos
27 Billows St Winthrop MA 02152
$840,000
-$15,000
Beds: 3
Baths: 2.5
Sq Ft: 1,837
Days on Market: 87
Open: 8/23/26 11 AM - 12:30 PM
Updated 4 Minutes Ago
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30 photos
876 Shirley Street #1 Winthrop MA 02152
$809,999
Beds: 4
Baths: 1.5
Sq Ft: 2,000
Days on Market: 103
Updated 4 Minutes Ago
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28 photos
1 Seal Harbor #PH16 Winthrop MA 02152
$775,000
Beds: 2
Baths: 2
Sq Ft: 1,417
Days on Market: 75
Updated 4 Minutes Ago
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32 photos
153 Locust St. Winthrop MA 02152
$715,000
Beds: 4
Baths: 2
Sq Ft: 1,963
Days on Market: 64
Updated 4 Minutes Ago
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21 photos
52 Pebble Ave Winthrop MA 02152
$715,000
Beds: 4
Baths: 1.5
Sq Ft: 1,586
Days on Market: 41
Open: 8/23/26 1 PM - 2:30 PM
Updated 4 Minutes Ago
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36 photos
51 Undine Ave Winthrop MA 02152
$669,999
Beds: 3
Baths: 1
Sq Ft: 1,250
Days on Market: 116
Updated 4 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: 122
Updated 4 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: 72
Open: 8/23/26 12 PM - 1:30 PM
Updated 4 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: 12
Open: 8/23/26 10:30 AM - 12 PM
Updated 4 Minutes Ago
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33 photos
142 Pleasant Street #12 Winthrop MA 02152
$595,000
-$5,000
Beds: 2
Baths: 1.5
Sq Ft: 1,141
Days on Market: 112
Updated 4 Minutes Ago
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27 photos
12 Sewall Ave #2B Winthrop MA 02152
$555,000
Beds: 2
Baths: 2
Sq Ft: 874
Days on Market: 10
Open: 8/23/26 11 AM - 12:30 PM
Updated 4 Minutes Ago
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18 photos
1 Seal Harbor Rd #413 Winthrop MA 02152
$549,999
-$28,001
Beds: 2
Baths: 2
Sq Ft: 1,205
Days on Market: 6
Updated 4 Minutes Ago
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15 photos
16 Billows Street #B Winthrop MA 02152
$549,000
Beds: 2
Baths: 1
Sq Ft: 928
Days on Market: 24
Open: 8/23/26 11 AM - 12 PM
Updated 4 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: 25
Open: 8/23/26 12 PM - 1:30 PM,
8/23/26 12 PM - 1:30 PM
Updated 4 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: 81
Updated 4 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: 37
Updated 4 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: 71
Updated 4 Minutes Ago
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29 photos
600 Shirley #4 Winthrop MA 02152
$388,888
Beds: 1
Baths: 2
Sq Ft: 585
Days on Market: 230
Updated 4 Minutes Ago
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