Homes and Real Estate for Sale in Winthrop MA - Homes of New Hampshire Realty

Photo of 155-165 Shirley St Winthrop MA 02152

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155-165 Shirley St Winthrop MA 02152

$4,000,000

Beds:

Baths:

Sq Ft: 10,386

Days on Market: 96

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Photo of 63-69 Putnam St Winthrop MA 02152

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63-69 Putnam St Winthrop MA 02152

$2,460,000

Beds:

Baths:

Sq Ft:

Days on Market: 45

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Photo of 304 Shirley Street Winthrop MA 02152

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304 Shirley Street Winthrop MA 02152

$1,650,000

Beds: 6

Baths: 6

Sq Ft: 4,122

Days on Market: 49

Updated 4 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: 28

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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: 182

Updated 4 Minutes Ago

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Photo of 24 Fairview Street Winthrop MA 02152

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24 Fairview Street Winthrop MA 02152

$1,300,000

Beds: 4

Baths: 1.5

Sq Ft: 2,916

Days on Market: 20

Updated 4 Minutes Ago

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Photo of 250 Washington Ave Winthrop MA 02152

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250 Washington Ave Winthrop MA 02152

$1,299,000

-$100,000

Beds:

Baths:

Sq Ft: 1,152

Days on Market: 38

Updated 4 Minutes Ago

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22 Adams St Winthrop MA 02152

$1,299,000

Beds: 7

Baths: 3

Sq Ft: 3,989

Days on Market: 7

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Photo of 47 Bellevue Ave Winthrop MA 02152

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47 Bellevue Ave Winthrop MA 02152

$1,180,000

-$100,000

Beds: 6

Baths: 3.5

Sq Ft: 3,400

Days on Market: 151

Updated 4 Minutes Ago

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Photo of 118 Sunnyside Ave. Winthrop MA 02152

Open: Sunday 11:30 am - 1:30 pm

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118 Sunnyside Ave. Winthrop MA 02152

$1,100,000

Beds: 4

Baths: 2

Sq Ft: 1,755

Days on Market: 8

Open: 5/10/26 11:30 AM - 1:30 PM

Updated 4 Minutes Ago

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Photo of 21 Sewall Ave Winthrop MA 02152

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21 Sewall Ave Winthrop MA 02152

$1,100,000

Beds: 3

Baths: 2

Sq Ft: 2,200

Days on Market: 7

Updated 4 Minutes Ago

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308 Bowdoin Winthrop MA 02152

$999,900

Beds: 7

Baths: 3

Sq Ft: 3,628

Days on Market: 9

Updated 4 Minutes Ago

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Photo of 23 Sagamore Ave. Winthrop MA 02152

Open: Thursday 5:30 pm - 7 pm

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23 Sagamore Ave. Winthrop MA 02152

$980,000

Beds: 5

Baths: 3

Sq Ft: 2,204

Days on Market: 3

Open: 5/7/26 5:30 PM - 7 PM, 5/9/26 11 AM - 12:30 PM

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43 Loring Rd Winthrop MA 02152

$979,000

Beds: 3

Baths: 1.5

Sq Ft: 1,900

Days on Market: 2

Updated 4 Minutes Ago

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Photo of 1001 Shirley #2 Winthrop MA 02152

Open: Friday 11 am - 1 pm

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1001 Shirley #2 Winthrop MA 02152

$949,900

Beds: 2

Baths: 2.5

Sq Ft: 1,806

Days on Market: 1

Open: 5/8/26 11 AM - 1 PM, 5/9/26 11 AM - 1 PM, 5/10/26 11 AM - 1 PM

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Open: Saturday 12 pm - 1:30 pm

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7 Willis Ave Winthrop MA 02152

$849,900

-$100,000

Beds: 5

Baths: 3

Sq Ft: 2,843

Days on Market: 9

Open: 5/9/26 12 PM - 1:30 PM, 5/10/26 12 PM - 1:30 PM

Updated 4 Minutes Ago

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Photo of 1 Seal Harbor #PH16 Winthrop MA 02152

Open: Saturday 10 am - 11:30 am

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1 Seal Harbor #PH16 Winthrop MA 02152

$799,999

Beds: 2

Baths: 2

Sq Ft: 1,417

Days on Market: 7

Open: 5/9/26 10 AM - 11:30 AM

Updated 4 Minutes Ago

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Photo of 56 Main Street Winthrop MA 02152

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56 Main Street Winthrop MA 02152

$799,900

Beds: 4

Baths: 2

Sq Ft: 2,103

Days on Market: 153

Updated 4 Minutes Ago

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Photo of 26 Shirley St #B Winthrop MA 02152

Open: Saturday 1 pm - 2:30 pm

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26 Shirley St #B Winthrop MA 02152

$774,995

Beds: 4

Baths: 2

Sq Ft: 1,833

Days on Market: 8

Open: 5/9/26 1 PM - 2:30 PM

Updated 4 Minutes Ago

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Photo of 5 Oceanview St Winthrop MA 02152

Open House

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5 Oceanview St Winthrop MA 02152

$769,000

-$60,000

Beds: 3

Baths: 2.5

Sq Ft: 1,500

Days on Market: 20

Open: 5/16/26 12 PM - 1:30 PM

Updated 4 Minutes Ago

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Photo of 15 Wave Way Ave Winthrop MA 02152

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15 Wave Way Ave Winthrop MA 02152

$765,000

Beds: 3

Baths: 1.5

Sq Ft: 1,588

Days on Market: 7

Updated 4 Minutes Ago

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8 Siren St Winthrop MA 02152

$739,000

Beds: 3

Baths: 2

Sq Ft: 1,728

Days on Market: 8

Updated 4 Minutes Ago

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Photo of 51 Undine Ave Winthrop MA 02152

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51 Undine Ave Winthrop MA 02152

$700,000

Beds: 3

Baths: 1

Sq Ft: 1,250

Days on Market: 8

Updated 4 Minutes Ago

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Photo of 10 Somerset #402 Winthrop MA 02152

Open: Saturday 11:30 am - 1 pm

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10 Somerset #402 Winthrop MA 02152

$699,000

Beds: 1

Baths: 1

Sq Ft: 1,024

Days on Market: 28

Open: 5/9/26 11:30 AM - 1 PM

Updated 4 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

$679,000

Beds: 2

Baths: 2

Sq Ft: 1,302

Days on Market: 14

Updated 4 Minutes Ago

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Photo of 51 Harbor View Ave #PH3 Winthrop MA 02152

Open: Thursday 5:30 pm - 7 pm

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51 Harbor View Ave #PH3 Winthrop MA 02152

$665,000

Beds: 2

Baths: 1

Sq Ft: 1,304

Days on Market: 3

Open: 5/7/26 5:30 PM - 7 PM

Updated 4 Minutes Ago

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Photo of 47 Highland Ave Winthrop MA 02152

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47 Highland Ave Winthrop MA 02152

$650,000

Beds: 3

Baths: 1.5

Sq Ft: 1,728

Days on Market: 55

Updated 4 Minutes Ago

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Photo of 51 Harbor View Ave #1 Winthrop MA 02152

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51 Harbor View Ave #1 Winthrop MA 02152

$639,000

Beds: 2

Baths: 1

Sq Ft: 1,213

Days on Market: 70

Updated 4 Minutes Ago

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Photo of 142 Pleasant Street #12 Winthrop MA 02152

Open: Thursday 5:30 pm - 6:30 pm

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142 Pleasant Street #12 Winthrop MA 02152

$615,000

Beds: 2

Baths: 1.5

Sq Ft: 1,141

Days on Market: 4

Open: 5/7/26 5:30 PM - 6:30 PM

Updated 4 Minutes Ago

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Photo of 140 Shirley Street #210 Winthrop MA 02152

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140 Shirley Street #210 Winthrop MA 02152

$599,900

Beds: 2

Baths: 1

Sq Ft: 874

Days on Market: 21

Updated 4 Minutes Ago

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