Condo/Villa for Sale in 02152 MA - Classic Homes Realty

Photo of 1001 Shirley #2 Winthrop MA 02152

Open: Saturday 11 am - 12:30 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: 16

Open: 5/23/26 11 AM - 12:30 PM, 5/24/26 10 AM - 11:30 AM

Updated 12 Minutes Ago

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Photo of 1001 Shirley #3 Winthrop MA 02152

Open: Saturday 11 am - 12:30 pm

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1001 Shirley #3 Winthrop MA 02152

$849,900

Beds: 2

Baths: 2.5

Sq Ft: 1,551

Days on Market: 9

Open: 5/23/26 11 AM - 12:30 PM, 5/24/26 10 AM - 11:30 AM

Updated 12 Minutes Ago

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Photo of 876 Shirley Street #1 Winthrop MA 02152

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876 Shirley Street #1 Winthrop MA 02152

$829,999

Beds: 4

Baths: 1.5

Sq Ft: 2,000

Days on Market: 10

Updated 12 Minutes Ago

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Photo of 1 Seal Harbor #PH16 Winthrop MA 02152

Open: Sunday 11 am - 1 pm

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1 Seal Harbor #PH16 Winthrop MA 02152

$799,999

Beds: 2

Baths: 2

Sq Ft: 1,417

Days on Market: 22

Open: 5/24/26 11 AM - 1 PM

Updated 12 Minutes Ago

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Photo of 26 Shirley St #B Winthrop MA 02152

Under Contract

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26 Shirley St #B Winthrop MA 02152

$774,995

Beds: 4

Baths: 2

Sq Ft: 1,833

Days on Market: 23

Updated 12 Minutes Ago

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Photo of 73 Bartlett Rd #1 Winthrop MA 02152

Under Contract

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73 Bartlett Rd #1 Winthrop MA 02152

$675,000

Beds: 3

Baths: 2

Sq Ft: 1,690

Days on Market: 9

Updated 12 Minutes Ago

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Photo of 51 Harbor View Ave #PH3 Winthrop MA 02152

Under Contract

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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: 18

Updated 12 Minutes Ago

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Photo of 3 Seal Harbor Rd #632 Winthrop MA 02152

New Listing

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3 Seal Harbor Rd #632 Winthrop MA 02152

$654,000

Beds: 1

Baths: 2

Sq Ft: 1,263

Days on Market: 5

Updated 12 Minutes Ago

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Photo of 3 Seal Harbor Road #342 Winthrop MA 02152

Price Reduced

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3 Seal Harbor Road #342 Winthrop MA 02152

$649,000

-$30,000

Beds: 2

Baths: 2

Sq Ft: 1,302

Days on Market: 29

Updated 12 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: 85

Updated 12 Minutes Ago

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Photo of 10 Somerset #406 Winthrop MA 02152

Open: Saturday 10 am - 11:45 am

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10 Somerset #406 Winthrop MA 02152

$629,000

Beds: 2

Baths: 2

Sq Ft: 985

Days on Market: 15

Open: 5/23/26 10 AM - 11:45 AM

Updated 12 Minutes Ago

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Photo of 142 Pleasant Street #12 Winthrop MA 02152

Open: Sunday 12 pm - 1 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: 19

Open: 5/24/26 12 PM - 1 PM

Updated 12 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: 36

Updated 12 Minutes Ago

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Photo of 1 Seal Harbor Rd #401 Winthrop MA 02152

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1 Seal Harbor Rd #401 Winthrop MA 02152

$575,000

Beds: 1

Baths: 1

Sq Ft: 1,005

Days on Market: 37

Updated 12 Minutes Ago

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Photo of 10 Somerset #207 Winthrop MA 02152

Open: Saturday 10 am - 11:45 am

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10 Somerset #207 Winthrop MA 02152

$569,000

Beds: 2

Baths: 1

Sq Ft: 898

Days on Market: 93

Open: 5/23/26 10 AM - 11:45 AM

Updated 12 Minutes Ago

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Photo of 10 Beach Rd #1 Winthrop MA 02152

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10 Beach Rd #1 Winthrop MA 02152

$569,000

Beds: 3

Baths: 1

Sq Ft: 1,377

Days on Market: 45

Updated 12 Minutes Ago

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Photo of 16 Billows St #2 Winthrop MA 02152

Open: Saturday 11 am - 1 pm

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16 Billows St #2 Winthrop MA 02152

$565,000

Beds: 2

Baths: 1

Sq Ft: 928

Days on Market: 1

Open: 5/23/26 11 AM - 1 PM, 5/24/26 11 AM - 1 PM

Updated 12 Minutes Ago

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Photo of 1 Seal Harbor Rd #300 Winthrop MA 02152

Price Reduced

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1 Seal Harbor Rd #300 Winthrop MA 02152

$560,000

-$10,000

Beds: 1

Baths: 1

Sq Ft: 994

Days on Market: 10

Updated 12 Minutes Ago

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Photo of 35 Somerset Ave. #3 Winthrop MA 02152

Open: Saturday 11:15 am - 12:30 pm

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35 Somerset Ave. #3 Winthrop MA 02152

$559,900

Beds: 2

Baths: 2

Sq Ft: 969

Days on Market: 31

Open: 5/23/26 11:15 AM - 12:30 PM

Updated 12 Minutes Ago

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Photo of 3 Seal Harbor Rd. #434 Winthrop MA 02152

Open: Sunday 11 am - 12:30 pm

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3 Seal Harbor Rd. #434 Winthrop MA 02152

$529,900

Beds: 1

Baths: 1

Sq Ft: 840

Days on Market: 11

Open: 5/24/26 11 AM - 12:30 PM

Updated 12 Minutes Ago

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Photo of 10 Somerset #309 Winthrop MA 02152

Open: Saturday 10 am - 11:45 am

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10 Somerset #309 Winthrop MA 02152

$519,900

Beds: 1

Baths: 1

Sq Ft: 729

Days on Market: 23

Open: 5/23/26 10 AM - 11:45 AM

Updated 12 Minutes Ago

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Photo of 26 Forrest #1 Winthrop MA 02152

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26 Forrest #1 Winthrop MA 02152

$515,000

Beds: 3

Baths: 1

Sq Ft: 1,325

Days on Market: 65

Updated 12 Minutes Ago

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Photo of 43 Sagamore Ave #1A Winthrop MA 02152

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43 Sagamore Ave #1A Winthrop MA 02152

$499,000

Beds: 2

Baths: 1

Sq Ft: 913

Days on Market: 14

Updated 12 Minutes Ago

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Photo of 34 Underhill St #3 Winthrop MA 02152

Open: Saturday 11 am - 1 pm

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34 Underhill St #3 Winthrop MA 02152

$495,000

Beds: 2

Baths: 2

Sq Ft: 879

Days on Market: 1

Open: 5/23/26 11 AM - 1 PM, 5/24/26 11 AM - 1 PM

Updated 12 Minutes Ago

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Photo of 140 Shirley Street #230 Winthrop MA 02152

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140 Shirley Street #230 Winthrop MA 02152

$475,000

Beds: 1

Baths: 1

Sq Ft: 623

Days on Market: 15

Updated 12 Minutes Ago

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Photo of 48 Crystal Cove Ave. #2 Winthrop MA 02152

Under Contract

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48 Crystal Cove Ave. #2 Winthrop MA 02152

$449,000

Beds: 2

Baths: 1

Sq Ft: 1,083

Days on Market: 10

Updated 12 Minutes Ago

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Photo of 10 Somerset #304 Winthrop MA 02152

Open: Saturday 10 am - 11:45 am

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10 Somerset #304 Winthrop MA 02152

$399,000

Beds: 1

Baths: 1

Sq Ft: 546

Days on Market: 8

Open: 5/23/26 10 AM - 11:45 AM

Updated 12 Minutes Ago

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Photo of 600 Shirley #4 Winthrop MA 02152

Open: Saturday 11 am - 12:30 pm

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600 Shirley #4 Winthrop MA 02152

$389,900

Beds: 1

Baths: 2

Sq Ft: 585

Days on Market: 137

Open: 5/23/26 11 AM - 12:30 PM

Updated 12 Minutes Ago

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Photo of 1000 Governors Dr #4 Winthrop MA 02152

Price Reduced

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1000 Governors Dr #4 Winthrop MA 02152

$365,000

-$14,000

Beds: 2

Baths: 1

Sq Ft: 977

Days on Market: 22

Updated 12 Minutes Ago

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Photo of 300 Governors Dr #21 Winthrop MA 02152

Price Reduced

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300 Governors Dr #21 Winthrop MA 02152

$360,000

-$5,000

Beds: 2

Baths: 1

Sq Ft: 723

Days on Market: 44

Updated 12 Minutes Ago

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