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Downtown Winthrop, Winthrop, MA Homes for Sale | Realty.com
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21 listings
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Homes for Sale in Downtown Winthrop, Winthrop, MA

Homes for Sale in Downtown Winthrop, Winthrop, MA

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21 Listings
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Homes for Sale in Downtown Winthrop, Winthrop, MA

21 Listings

  1. 15 Ocean #206 — photoOpen house Sat, Oct 17 · 12:00 PM28Active

    $540,000

    2 bd · 2 ba · 1,295 sqft

    15 Ocean #206, Winthrop, MA

    Renee Spaulding · Better Homes and Gardens Real Estate - The Shanahan Group

  2. 900 Governors Dr #37 — photo30Active

    $349,900

    2 bd · 1 ba · 811 sqft

    900 Governors Dr #37, Winthrop, MA

    Brandon Dervishian · Lyv Realty

  3. 32 Elmwood Avenue — photoPrice ReducedOpen house Sun, Oct 18 · 11:00 AM40Active

    $839,900

    4 bd · 2 ba · 1,942 sqft

    32 Elmwood Avenue, Winthrop, MA

    Edward Deveau · Century 21 Mario Real Estate

  4. 100 Governors Drive #2 — photoPrice ReducedOpen house Sun, Oct 18 · 11:00 AM15Active

    $249,000

    1 bd · 1 ba · 664 sqft

    100 Governors Drive #2, Winthrop, MA

    Pat Sullivan · Century 21 Seaport

  5. 7 Enfield Road — photo30Active

    $679,900

    2 bd · 1 ba · 1,144 sqft

    7 Enfield Road, Winthrop, MA

    Nicholas Martino · Noddle Island Real Estate

  6. 43 Sagamore Ave #1 — photoPrice ReducedOpen house Sat, Oct 17 · 11:00 AM25Active

    $449,900

    2 bd · 1 ba · 805 sqft

    43 Sagamore Ave #1, Winthrop, MA

    Katelyn E. Sullivan · Coldwell Banker Realty - Boston

  7. 62 Pleasant St #2 — photoPrice Reduced37Active

    $624,995

    3 bd · 2 ba · 1,690 sqft

    62 Pleasant St #2, Winthrop, MA

    Candice Pagliarulo Hodgson · Lyv Realty

  8. 194 Washington Ave #2 — photoPrice ReducedOpen house Sun, Oct 18 · 1:00 PM21Active

    $575,000

    2 bd · 2 ba · 912 sqft

    194 Washington Ave #2, Winthrop, MA

    Ella Goren · Sunrise Realty & Investment LLC

  9. 550 Pleasant St #201 — photoPrice Reduced29Active

    $660,000

    2 bd · 2 ba · 1,192 sqft

    550 Pleasant St #201, Winthrop, MA

    John Young · Ledge & Young Real Estate

  10. 194 Washington Ave #3 — photoPrice ReducedOpen house Sun, Oct 18 · 1:00 PM27Active

    $825,000

    3 bd · 3 ba · 1,780 sqft

    194 Washington Ave #3, Winthrop, MA

    Ella Goren · Sunrise Realty & Investment LLC

  11. 194 Washington Ave #4 — photoPrice ReducedOpen house Sun, Oct 18 · 1:00 PM18Active

    $540,000

    2 bd · 2 ba · 756 sqft

    194 Washington Ave #4, Winthrop, MA

    Ella Goren · Sunrise Realty & Investment LLC

  12. 111 Locust St #2 — photo19Active

    $525,000

    3 bd · 1 ba · 1,270 sqft

    111 Locust St #2, Winthrop, MA

    Max Dublin Team · Gibson Sotheby's International Realty

  13. 25 Locust St #2 — photoPrice ReducedOpen house Sat, Oct 17 · 11:30 AM24Active

    $849,000

    3 bd · 2 ba · 1,770 sqft

    25 Locust St #2, Winthrop, MA

    Sarah Fillmann · Coldwell Banker Realty - Boston

  14. 35 Somerset Ave #3a — photoPrice Reduced18Active

    $529,900

    2 bd · 2 ba · 969 sqft

    35 Somerset Ave #3a, Winthrop, MA

    Mark Savage · Byrnes Real Estate Group LLC

  15. 22 Pauline St. #3 — photo19Active

    $399,900

    1 bd · 1 ba · 500 sqft

    22 Pauline St. #3, Winthrop, MA

    Highland Group · Compass

  16. 22 Pauline St. #5 — photo20Active

    $419,900

    1 bd · 1 ba · 525 sqft

    22 Pauline St. #5, Winthrop, MA

    Highland Group · Compass

  17. 217 Pleasant Street — photoPrice Reduced20Active

    $947,900

    6 bd · 3 ba · 2,650 sqft

    217 Pleasant Street, Winthrop, MA

    Louis Bonavita · Benton Real Estate Company

  18. 21 Hutchinson St #2 — photoOpen house Sun, Oct 18 · 11:30 AM25Active

    $629,000

    2 bd · 3 ba · 1,463 sqft

    21 Hutchinson St #2, Winthrop, MA

    Atiyeh Cassidy · Blue Sky Realty

  19. 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

  20. 200 Main St #1 — photo23Active

    $975,000

    3 bd · 3 ba · 2,100 sqft

    200 Main St #1, Winthrop, MA

    Reserve Team · Reference Real Estate

  21. 496 Winthrop St — photoPrice Reduced29Active

    $635,000

    3 bd · 2 ba · 800 sqft

    496 Winthrop St, Winthrop, MA

    Angela Dello Russo · United Brokers

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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: 2026-10-16 12:19:00 UTC