Century 21 Cityside
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150 Properties

150 Properties Available

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  • 53 Winthrop Shore Drive #1, Winthrop, MA 02152
    1/17 17
    New

    $ 2,500

    2 Beds1 Bath950 SqFt

    53 Winthrop Shore Drive #1, Winthrop, MA 02152

    Condo

    Listed by Kenny Kelleher of Compass

  • 200 Governor's Dr #13, Winthrop, MA 02152
    1/10 10
    New

    $ 2,200

    2 Beds1 Bath975 SqFt

    200 Governor's Dr #13, Winthrop, MA 02152

    Condo

    Listed by Kenny Kelleher of Compass

  • 37 Loring Rd., Winthrop, MA 02152
    1/42 42
    Active

    $ 899,900

    3 Beds2.5 Baths2,125 SqFt

    37 Loring Rd., Winthrop, MA 02152

    Single Family Home

    Listed by Sharon Tallent of Compass

  • 140 Shirley Street #220, Winthrop, MA 02152
    1/24 24
    Active

    $ 589,900

    2 Beds1 Bath782 SqFt

    140 Shirley Street #220, Winthrop, MA 02152

    Condo

    Listed by The Kovacs Team of Compass

  • 140 Shirley Street #330, Winthrop, MA 02152
    1/18 18
    Active

    $ 499,900

    1 Bed1 Bath623 SqFt

    140 Shirley Street #330, Winthrop, MA 02152

    Condo

    Listed by The Kovacs Team of Compass

  • 140 Shirley Street #250, Winthrop, MA 02152
    1/24 24
    Active

    $ 725,000

    2 Beds2 Baths1,113 SqFt

    140 Shirley Street #250, Winthrop, MA 02152

    Condo

    Listed by The Kovacs Team of Compass

  • 373 Winthrop St. #2, Winthrop, MA 02152
    1/15 15
    Pending

    $ 2,800

    2 Beds1 Bath1,300 SqFt

    373 Winthrop St. #2, Winthrop, MA 02152

    Condo

    Listed by Highland Group of Compass

  • 900 Governors Dr #3, Winthrop, MA 02152
    1/9 9
    Active

    $ 2,200

    2 Beds1 Bath761 SqFt

    900 Governors Dr #3, Winthrop, MA 02152

    Condo

    Listed by Aranson Maguire Group of Compass

  • 789 Shirley St. #3, Winthrop, MA 02152
    1/24 24
    Active

    $ 2,300

    1 Bed1 Bath700 SqFt

    789 Shirley St. #3, Winthrop, MA 02152

    Condo

    Listed by Highland Group of Compass

  • 900 Governors Park #22, Winthrop, MA 02152
    1/12 12
    Active

    $ 2,100

    1 Bed1 Bath780 SqFt

    900 Governors Park #22, Winthrop, MA 02152

    Condo

    Listed by Highland Group of Compass

  • 70 Moore St #PH, Winthrop, MA 02152
    1/28 28
    Pending

    $ 839,000

    3 Beds2 Baths1,736 SqFt

    70 Moore St #PH, Winthrop, MA 02152

    Condo

    Listed by Cassie Comstock of Compass

  • 26 Forrest St. #2, Winthrop, MA 02152
    1/40 40
    Active

    $ 2,750

    2 Beds1 Bath1,300 SqFt

    26 Forrest St. #2, Winthrop, MA 02152

    Condo

    Listed by Highland Group of Compass

  • 20 Beacon St. #2, Winthrop, MA 02152
    1/10 10
    Pending

    $ 2,600

    2 Beds1 Bath1,100 SqFt

    20 Beacon St. #2, Winthrop, MA 02152

    Condo

    Listed by Sharon Tallent of Compass

  • 150 Locust St. #1, Winthrop, MA 02152
    1/11 11
    Active

    $ 2,000

    1 Bed1 Bath760 SqFt

    150 Locust St. #1, Winthrop, MA 02152

    Condo

    Listed by Sharon Tallent of Compass

  • 35 Somerset Ave. #3, Winthrop, MA 02152
    1/29 29
    Price Dropped by $4K

    $ 545,000

    2 Beds2 Baths969 SqFt

    35 Somerset Ave. #3, Winthrop, MA 02152

    Condo

    Listed by Sharon Tallent of Compass

  • 189 Shirley #2, Winthrop, MA 02152
    1/32 32
    Open Sat 10:30AM-12PM

    $ 700,000

    3 Beds2.5 Baths1,510 SqFt

    189 Shirley #2, Winthrop, MA 02152

    Condo

    Listed by Doyle & Waldron Team of Coldwell Banker Realty - Easton

  • 43 Dolphin Ave, Winthrop, MA 02152
    3D
    Open Sun 11AM-1PM

    $ 849,900

    5 Beds2.5 Baths2,437 SqFt

    43 Dolphin Ave, Winthrop, MA 02152

    Single Family Home

    Listed by Patricia Nunez of Redfin Corp.

  • 10 Somerset #305, Winthrop, MA 02152
    1/31 31
    Open Sat 1:30PM-3PM

    $ 505,000

    1 Bed1 Bath693 SqFt

    10 Somerset #305, Winthrop, MA 02152

    Condo

    Listed by Charlesgate New Development Team of Charlesgate Realty Group, llc

  • 25 Winthrop Shore Drive #1, Winthrop, MA 02152
    1/27 27
    Open Sat 10:30AM-12:30PM

    $ 410,000

    2 Beds1 Bath902 SqFt

    25 Winthrop Shore Drive #1, Winthrop, MA 02152

    Condo

    Listed by Jenny Golic of Bowdoin Real Estate Partners

  • 16 Underhill St #3, Winthrop, MA 02152
    3D
    Open Sun 11AM-1PM

    $ 489,900

    3 Beds1 Bath1,036 SqFt

    16 Underhill St #3, Winthrop, MA 02152

    Condo

    Listed by Goldpath Real Estate Group of United Brokers

  • 1 Seal Harbor #210, Winthrop, MA 02152
    1/39 39
    Open Sun 11AM-12:30PM

    $ 489,900

    1 Bed1 Bath947 SqFt

    1 Seal Harbor #210, Winthrop, MA 02152

    Condo

    Listed by Rita Angelesco of LAER Realty Partners

  • 34R Underhill St #3, Winthrop, MA 02152
    1/17 17
    Open Sat 11AM-1PM

    $ 495,000

    2 Beds2 Baths879 SqFt

    34R Underhill St #3, Winthrop, MA 02152

    Condo

    Listed by Reserve Team of Reference Real Estate

  • 174 Bartlett Road, Winthrop, MA 02152
    1/42 42
    Open 7/30 6PM-7:30PM

    $ 2,380,000

    5 Beds5.5 Baths6,224 SqFt

    174 Bartlett Road, Winthrop, MA 02152

    Single Family Home

    Listed by Atiyeh Cassidy of Blue Sky Realty

  • 21 Hutchinson Street, Winthrop, MA 02152
    1/41 41
    Open Fri 6PM-7:30PM

    $ 1,260,000

    4 Beds5 Baths3,150 SqFt

    21 Hutchinson Street, Winthrop, MA 02152

    Multi-Family

    Listed by Matthew Gallego of Gallego Realty

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craig
Century 21 Cityside

Craig Carpenter License ID: 9​5​7​4​3​2​4

+1(413) 454-2785 [email protected]

232 Clarendon St, Boston, Massachusetts, 02116, United States

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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.
craig
Century 21 Cityside

Craig Carpenter License ID: 9​5​7​4​3​2​4

+1(413) 454-2785 [email protected]

232 Clarendon St, Boston, Massachusetts, 02116, United States

    • Buyers
    • Sellers
    • Search

Get My App

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

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

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.