Waterview for Sale in 02152 MA - Classic Homes Realty

Photo of 1001 Shirley St Winthrop MA 02152

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1001 Shirley St Winthrop MA 02152

$4,724,900

Beds: 10

Baths: 12.5

Sq Ft: 9,156

Days on Market: 37

Updated 10 Minutes Ago

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Photo of 516 Pleasant St Winthrop MA 02152

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516 Pleasant St Winthrop MA 02152

$1,600,000

Beds: 5

Baths: 3

Sq Ft: 2,889

Days on Market: 17

Updated 10 Minutes Ago

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Open: Saturday 11 am - 12 pm

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33 photos

89R Upland Winthrop MA 02152

$1,480,000

-$45,000

Beds: 4

Baths: 2.5

Sq Ft: 2,475

Days on Market: 30

Open: 7/11/26 11 AM - 12 PM, 7/12/26 12 PM - 1 PM

Updated 10 Minutes Ago

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Photo of 100 Sargent Street Winthrop MA 02152

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100 Sargent Street Winthrop MA 02152

$1,450,000

Beds: 6

Baths: 5.5

Sq Ft: 5,278

Days on Market: 93

Updated 10 Minutes Ago

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Photo of 129 Strandway Winthrop MA 02152

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129 Strandway Winthrop MA 02152

$1,324,900

Beds: 4

Baths: 3

Sq Ft: 2,640

Days on Market: 247

Updated 10 Minutes Ago

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Photo of 193-195 Winthrop St Winthrop MA 02152

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193-195 Winthrop St Winthrop MA 02152

$1,300,000

Beds: 5

Baths: 3

Sq Ft: 2,799

Days on Market: 64

Updated 10 Minutes Ago

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Photo of 32 Faun Bar Avenue Winthrop MA 02152

Under Contract

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32 Faun Bar Avenue Winthrop MA 02152

$1,300,000

Beds: 3

Baths: 2

Sq Ft: 2,214

Days on Market: 38

Updated 10 Minutes Ago

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Open: Sunday 12 pm - 1:30 pm

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38 photos

32 Irwin St Winthrop MA 02152

$1,100,000

Beds: 5

Baths: 4

Sq Ft: 2,949

Days on Market: 30

Open: 7/12/26 12 PM - 1:30 PM

Updated 10 Minutes Ago

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Photo of 66 Sunnyside Ave Winthrop MA 02152

Open: Sunday 11 am - 1 pm

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66 Sunnyside Ave Winthrop MA 02152

$999,888

-$199,112

Beds: 5

Baths: 2

Sq Ft: 2,635

Days on Market: 38

Open: 7/12/26 11 AM - 1 PM

Updated 10 Minutes Ago

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Photo of 156 Locust St Winthrop MA 02152

Under Contract

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156 Locust St Winthrop MA 02152

$994,000

Beds: 5

Baths: 3

Sq Ft: 2,564

Days on Market: 17

Updated 10 Minutes Ago

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Open: Saturday 11 am - 12:30 pm

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30 photos

57 Loring Rd Winthrop MA 02152

$974,900

Beds: 5

Baths: 2

Sq Ft: 2,123

Days on Market: 59

Open: 7/11/26 11 AM - 12:30 PM, 7/12/26 1 PM - 2:30 PM

Updated 10 Minutes Ago

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Photo of 118 Sunnyside Ave. Winthrop MA 02152

Open: Saturday 11:30 am - 1 pm

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118 Sunnyside Ave. Winthrop MA 02152

$950,000

-$39,900

Beds: 4

Baths: 2

Sq Ft: 1,755

Days on Market: 73

Open: 7/11/26 11:30 AM - 1 PM

Updated 10 Minutes Ago

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Photo of 1001 Shirley #2 Winthrop MA 02152

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1001 Shirley #2 Winthrop MA 02152

$949,900

Beds: 2

Baths: 2.5

Sq Ft: 1,806

Days on Market: 66

Updated 10 Minutes Ago

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Photo of 27 Billows St Winthrop MA 02152

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27 Billows St Winthrop MA 02152

$855,000

Beds: 3

Baths: 2.5

Sq Ft: 1,837

Days on Market: 44

Updated 10 Minutes Ago

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Photo of 1001 Shirley #3 Winthrop MA 02152

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1001 Shirley #3 Winthrop MA 02152

$849,900

Beds: 2

Baths: 2.5

Sq Ft: 1,551

Days on Market: 59

Updated 10 Minutes Ago

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Photo of 876 Shirley Street #1 Winthrop MA 02152

Price Reduced

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876 Shirley Street #1 Winthrop MA 02152

$819,999

-$10,000

Beds: 4

Baths: 1.5

Sq Ft: 2,000

Days on Market: 60

Updated 10 Minutes Ago

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Photo of 546 Shirley St Winthrop MA 02152

Open: Saturday 10 am - 11:30 am

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546 Shirley St Winthrop MA 02152

$799,000

-$30,000

Beds: 4

Baths: 2.5

Sq Ft: 2,700

Days on Market: 30

Open: 7/11/26 10 AM - 11:30 AM, 7/12/26 11 AM - 12 PM

Updated 10 Minutes Ago

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Photo of 1 Seal Harbor #PH16 Winthrop MA 02152

Open: Sunday 1 pm - 2:30 pm

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1 Seal Harbor #PH16 Winthrop MA 02152

$775,000

-$24,000

Beds: 2

Baths: 2

Sq Ft: 1,417

Days on Market: 32

Open: 7/12/26 1 PM - 2:30 PM

Updated 10 Minutes Ago

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Photo of 153 Locust St. Winthrop MA 02152

Price Reduced

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153 Locust St. Winthrop MA 02152

$715,000

-$35,000

Beds: 4

Baths: 2

Sq Ft: 1,963

Days on Market: 21

Updated 10 Minutes Ago

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Photo of 550 Pleasant Street #411 Winthrop MA 02152

Under Contract

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550 Pleasant Street #411 Winthrop MA 02152

$689,000

Beds: 2

Baths: 2

Sq Ft: 1,183

Days on Market: 30

Updated 10 Minutes Ago

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Photo of 51 Undine Ave Winthrop MA 02152

Price Reduced

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51 Undine Ave Winthrop MA 02152

$680,000

-$10,000

Beds: 3

Baths: 1

Sq Ft: 1,250

Days on Market: 73

Updated 10 Minutes Ago

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Photo of 3 Seal Harbor Road #342 Winthrop MA 02152

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3 Seal Harbor Road #342 Winthrop MA 02152

$649,000

Beds: 2

Baths: 2

Sq Ft: 1,302

Days on Market: 79

Updated 10 Minutes Ago

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Photo of 1 Seal Harbor Rd #815 Winthrop MA 02152

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1 Seal Harbor Rd #815 Winthrop MA 02152

$625,000

Beds: 2

Baths: 2

Sq Ft: 1,203

Days on Market: 29

Updated 10 Minutes Ago

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Photo of 1 Seal Harbor Road #116 Winthrop MA 02152

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1 Seal Harbor Road #116 Winthrop MA 02152

$619,900

Beds: 2

Baths: 2

Sq Ft: 1,241

Days on Market: 18

Updated 10 Minutes Ago

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Photo of 142 Pleasant Street #12 Winthrop MA 02152

Open: Sunday 12:30 pm - 1:30 pm

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142 Pleasant Street #12 Winthrop MA 02152

$600,000

Beds: 2

Baths: 1.5

Sq Ft: 1,141

Days on Market: 69

Open: 7/12/26 12:30 PM - 1:30 PM

Updated 10 Minutes Ago

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Photo of 1 Seal Harbor Rd #413 Winthrop MA 02152

Open: Saturday 10:30 am - 12 pm

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1 Seal Harbor Rd #413 Winthrop MA 02152

$578,000

-$1,000

Beds: 2

Baths: 2

Sq Ft: 1,205

Days on Market: 31

Open: 7/11/26 10:30 AM - 12 PM

Updated 10 Minutes Ago

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Photo of 16 Billows St #2 Winthrop MA 02152

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16 Billows St #2 Winthrop MA 02152

$565,000

Beds: 2

Baths: 1

Sq Ft: 928

Days on Market: 51

Updated 10 Minutes Ago

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Photo of 1 Seal Harbor Rd #300 Winthrop MA 02152

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1 Seal Harbor Rd #300 Winthrop MA 02152

$550,000

Beds: 1

Baths: 1

Sq Ft: 994

Days on Market: 60

Updated 10 Minutes Ago

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Photo of 52 Trident Ave #52 Winthrop MA 02152

Open: Saturday 11 am - 12 pm

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52 Trident Ave #52 Winthrop MA 02152

$499,000

Beds: 2

Baths: 1

Sq Ft: 1,006

Days on Market: 38

Open: 7/11/26 11 AM - 12 PM, 7/12/26 10:30 AM - 11:30 AM

Updated 10 Minutes Ago

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Photo of 600 Shirley St #7 Winthrop MA 02152

Open: Saturday 11:30 am - 1 pm

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600 Shirley St #7 Winthrop MA 02152

$485,000

Beds: 1

Baths: 1.5

Sq Ft: 591

Days on Market: 28

Open: 7/11/26 11:30 AM - 1 PM

Updated 10 Minutes Ago

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