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Homes Under $500K in Winthrop, MA
17 listings

Homes Under $500K in Winthrop, MA

Homes Under $500K in Winthrop, MA

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17 Listings
Map

Homes Under $500K in Winthrop, MA

17 Listings

  1. 130 Shirley Street #8 — photo17

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas
Active

$449,900

1 bd · 1 ba · 623 sqft

130 Shirley Street #8, Winthrop, MA

Kovacs Team · Compass

  • 10 Somerset #205 — photo32Active

    $491,900

    1 bd · 1 ba · 691 sqft

    10 Somerset #205, Winthrop, MA

    Charlesgate New Development Team · Charlesgate Realty Group, llc

  • 900 Governors Dr #37 — photo30Active

    $349,900

    2 bd · 1 ba · 811 sqft

    900 Governors Dr #37, Winthrop, MA

    Brandon Dervishian · Lyv Realty

  • 100 Governors Drive #2 — photo15Active

    $260,000

    1 bd · 1 ba · 667 sqft

    100 Governors Drive #2, Winthrop, MA

    Pat Sullivan · Century 21 Seaport

  • 43 Sagamore Ave #1 — photo25Active

    $459,900

    2 bd · 1 ba · 805 sqft

    43 Sagamore Ave #1, Winthrop, MA

    Katelyn E. Sullivan · Coldwell Banker Realty - Boston

  • 483 Shirley St. #6a — photo10Active

    $309,900

    1 bd · 1 ba · 720 sqft

    483 Shirley St. #6a, Winthrop, MA

    Sharon Tallent · Compass

  • 34 Underhill Street #4 — photo17Active

    $475,000

    2 bd · 2 ba · 903 sqft

    34 Underhill Street #4, Winthrop, MA

    Reserve Team · Reference Real Estate

  • 15 Ocean Ave #203 — photoPrice Reduced32Active

    $499,900

    2 bd · 3 ba · 1,210 sqft

    15 Ocean Ave #203, Winthrop, MA

    Kenneth Celano · Turn Key Realty

  • 10 Somerset U.305 — photo18Active

    $473,900

    1 bd · 1 ba · 693 sqft

    10 Somerset U.305, Winthrop, MA

    Charlesgate New Development Team · Charlesgate Realty Group, llc

  • 22 Pauline St. #3 — photo19Active

    $399,900

    1 bd · 1 ba · 500 sqft

    22 Pauline St. #3, Winthrop, MA

    Highland Group · Compass

  • 22 Pauline St. #5 — photo20Active

    $419,900

    1 bd · 1 ba · 525 sqft

    22 Pauline St. #5, Winthrop, MA

    Highland Group · Compass

  • 175 Shirley Street #5 — photo14Active

    $350,000

    2 bd · 1 ba · 649 sqft

    175 Shirley Street #5, Winthrop, MA

    Tammy Merk · Real Broker MA, LLC

  • 229 Washington Ave #3a — photo7Active

    $219,999

    1 bd · 1 ba · 350 sqft

    229 Washington Ave #3a, Winthrop, MA

    Marcia De Paula · REMAX Executive Realty

  • 16 Billows Street #B — photoPrice Reduced15Active

    $499,000

    2 bd · 1 ba · 928 sqft

    16 Billows Street #B, Winthrop, MA

    Reserve Team · Reference Real Estate

  • 1 Seal Harbor Rd #812 — photoPrice Reduced20Active

    $499,000

    1 bd · 1 ba · 974 sqft

    1 Seal Harbor Rd #812, Winthrop, MA

    Peggie Gilbert · Coldwell Banker Peggy Carter Team

  • 1 Seal Harbor #210 — photoPrice Reduced39Active

    $479,900

    1 bd · 1 ba · 947 sqft

    1 Seal Harbor #210, Winthrop, MA

    Rita Angelesco · LAER Realty Partners

  • 53 Trident Ave #301 — photoPrice Reduced26Active

    $349,000

    2 bd · 1 ba · 677 sqft

    53 Trident Ave #301, Winthrop, MA

    Amanda Woodward · Coldwell Banker Realty - Boston

  • Explore Winthrop homes

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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #1000018

    Call Thomas

    Listing data & MLS disclosures

    MLS Property Information Network (MLS PIN)
    The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
    Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-10-11 07:09:00 UTC

    Winthrop, MA community profile

    Area
    3.2 sq. mi.

    Source: HJN community data

    Winthrop housing market

    September 2026 · This period is still settling

    Selling at 98.3% of asking price

    Buyers here are paying below asking. MLS · 17 sales · as of Sep 30, 2026

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $620,000
    Homes for sale
    68
    Median days on market
    42 days

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    5.4%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 10, 2026

    Median home size
    1,880 sq. ft.