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144 Properties
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144 Properties Available

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  • Beds (Most)
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  • 33 Bay View Ave, Winthrop, MA 02152
    3 Beds1 Bath931 SqFt
    1/31 31
    Open Wed 5PM-6:30PM

    $650,000

    33 Bay View Ave, Winthrop, MA 02152

    Listed by Michael Cimmino of Real Broker MA, LLC

  • 175 Shirley Street #5, Winthrop, MA 02152
    2 Beds1 Bath649 SqFt
    3D
    Open Tue 5:30PM-7PM

    $374,999

    175 Shirley Street #5, Winthrop, MA 02152

    Listed by Tammy Merk of Real Broker MA, LLC

  • 50 Main St, Winthrop, MA 02152
    6 Beds2 Baths2,560 SqFt
    3D
    Open Fri 5PM-6PM

    $799,986

    50 Main St, Winthrop, MA 02152

    Listed by Matt Tasgin of United Brokers

  • 50 Trident Ave #C, Winthrop, MA 02152
    3 Beds1 Bath1,400 SqFt
    1/12 12
    New

    $3,200

    50 Trident Ave #C, Winthrop, MA 02152

    Listed by Kristel Stavri of Douglas Elliman Real Estate - The Sarkis Team

  • 566 Shirley St #4, Winthrop, MA 02152
    3 Beds1 Bath900 SqFt
    1/18 18
    New

    $3,100

    566 Shirley St #4, Winthrop, MA 02152

    Listed by Sebastian Taborda of Broad Sound Real Estate, LLC

  • 37 Dolphin Ave #2, Winthrop, MA 02152
    2 Beds1 Bath1,100 SqFt
    1/19 19
    New

    $2,400

    37 Dolphin Ave #2, Winthrop, MA 02152

    Listed by Sebastian Taborda of Broad Sound Real Estate, LLC

  • 60 Hermon St #3, Winthrop, MA 02152
    1 Bed1 Bath1,368 SqFt
    1/12 12
    New

    $539,000

    60 Hermon St #3, Winthrop, MA 02152

    Listed by Reserve Team of Reference Real Estate

  • 8 Siren St, Winthrop, MA 02152
    3 Beds2 Baths1,428 SqFt
    1/38 38
    New

    $739,000

    8 Siren St, Winthrop, MA 02152

    Listed by Nicole Bettano of Real Broker MA, LLC

  • 542 Shirley St, Winthrop, MA 02152
    4 Beds2 Baths1,193 SqFt
    1/27 27
    New

    $710,000

    542 Shirley St, Winthrop, MA 02152

    Listed by Christine D'Ambrosio of Bowdoin Real Estate Partners

  • 22 Pauline St. #5, Winthrop, MA 02152
    1 Bed1 Bath525 SqFt
    1/20 20
    New

    $419,900

    22 Pauline St. #5, Winthrop, MA 02152

    Listed by Jonathan Polino of Compass

  • 22 Pauline St. #3, Winthrop, MA 02152
    1 Bed1 Bath500 SqFt
    1/19 19
    New

    $399,900

    22 Pauline St. #3, Winthrop, MA 02152

    Listed by Jonathan Polino of Compass

  • 170 Cliff Ave #170, Winthrop, MA 02152
    4 Beds3.5 Baths2,780 SqFt
    1/34 34
    New

    $6,500

    170 Cliff Ave #170, Winthrop, MA 02152

    Listed by Herman Davis of Metro North Realty, LLC

  • 84 Tafts Ave., Winthrop, MA 02152
    3 Beds1.5 Baths1,200 SqFt
    1/41 41
    New

    $649,000

    84 Tafts Ave., Winthrop, MA 02152

    Listed by Patricia Nemes of Century 21 Tassinari & Assoc.

  • 393 Main St. #house, Winthrop, MA 02152
    3 Beds1.5 Baths1,300 SqFt
    1/18 18
    New

    $4,000

    393 Main St. #house, Winthrop, MA 02152

    Listed by Highland Group of Compass

  • 1001 Shirley St #2, Winthrop, MA 02152
    2 Beds2.5 Baths1,806 SqFt
    1/22 22
    New

    $865,000

    1001 Shirley St #2, Winthrop, MA 02152

    Listed by Vincenzo Caraglia of Sciaraffa Real Estate, LLC

  • 217 Pleasant Street, Winthrop, MA 02152
    6 Beds2.5 Baths3,263 SqFt
    1/39 39
    New

    $998,900

    217 Pleasant Street, Winthrop, MA 02152

    Listed by Louis Bonavita of Benton Real Estate Company

  • 2 Edgar Terrace #3, Winthrop, MA 02152
    2 Beds1 Bath1,056 SqFt
    1/36 36
    New

    $479,900

    2 Edgar Terrace #3, Winthrop, MA 02152

    Listed by Edward Deveau of Century 21 Mario Real Estate

  • 427 Winthrop St #1, Winthrop, MA 02152
    3 Beds1 Bath1,150 SqFt
    1/14 14
    New

    $2,600

    427 Winthrop St #1, Winthrop, MA 02152

    Listed by Tammy Merk of Real Broker MA, LLC

  • 262 Shirley St #3, Winthrop, MA 02152
    2 Beds1 Bath1,200 SqFt
    1/8 8
    New

    $2,800

    262 Shirley St #3, Winthrop, MA 02152

    Listed by Kimberly Hodson of Century 21 Seaport

  • 189 Shirley St #1, Winthrop, MA 02152
    3 Beds2.5 Baths1,800 SqFt
    1/35 35
    Price Dropped by $5K

    $758,000

    189 Shirley St #1, Winthrop, MA 02152

    Listed by Tammy Merk of Real Broker MA, LLC

  • 566 Shirley #5, Winthrop, MA 02152
    3 Beds1 Bath900 SqFt
    1/14 14
    Active Under Contract

    $3,100

    566 Shirley #5, Winthrop, MA 02152

    Listed by Sebastian Taborda of Broad Sound Real Estate, LLC

  • 26 George St, Winthrop, MA 02152
    4 Beds4 Baths2,910 SqFt
    1/40 40
    Active

    $799,000

    26 George St, Winthrop, MA 02152

    Listed by Elizabeth Ferrara of Cottage Hill Real Estate

  • 25 Woodside #2, Winthrop, MA 02152
    2 Beds1 Bath1,050 SqFt
    1/10 10
    Active

    $2,500

    25 Woodside #2, Winthrop, MA 02152

    Listed by John LaPlaca of Benoit Real Estate Group ,LLC

  • 283 Revere St #2, Winthrop, MA 02152
    3 Beds1 Bath1,788 SqFt
    1/21 21
    Active

    $549,000

    283 Revere St #2, Winthrop, MA 02152

    Listed by Reserve Team of Reference Real Estate

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Becca Matos License ID: 9584748

+1(413) 402-6471 beccamatosrealtor@gmail.com

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      Home
      Home Valuation
      Blogs
      Buy
      1. All Listings
      2. Featured Listings
      Sell
      1. Sell My Home
      2. Sold Listings
      Connect
      1. Contact Us
      Market Snapshot

Becca Matos License ID: 9584748

+1(413) 402-6471 beccamatosrealtor@gmail.com

TREC Consumer Protection Notice

TREC Information About Brokerage Services

Get My App

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.