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Winthrop, MA Homes for Sale — Page 2 | Realty.com
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49 listings
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Homes for Sale in Winthrop, MA

Homes for Sale in Winthrop, MA

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24 of 49 Listings
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Homes for Sale in Winthrop, MA

24 of 49 Listings

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Thomas O'Leary

Realty.com

Lic. #1000018

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  1. 35 Somerset #3a — photoOpen house Sun, Oct 4 · 1:00 PM18Active

    $549,900

    2 bd · 2 ba · 969 sqft

    35 Somerset #3a, Winthrop, MA

  2. 10 Somerset U.305 — photoOpen house Sat, Oct 3 · 11:30 AM18Active

    $473,900

    1 bd · 1 ba · 693 sqft

    10 Somerset U.305, Winthrop, MA

    Charlesgate New Development Team · Charlesgate Realty Group, llc

  3. 60 Hermon St #3 — photoPrice Reduced12Active

    $519,900

    1 bd · 1 ba · 1,368 sqft

    60 Hermon St #3, Winthrop, MA

  4. 22 Pauline St. #3 — photoOpen house Sun, Oct 4 · 12:00 PM19Active

    $399,900

    1 bd · 1 ba · 500 sqft

    22 Pauline St. #3, Winthrop, MA

    Highland Group · Compass

  5. 22 Pauline St. #5 — photoOpen house Sun, Oct 4 · 12:00 PM20Active

    $419,900

    1 bd · 1 ba · 525 sqft

    22 Pauline St. #5, Winthrop, MA

    Highland Group · Compass

  6. 1001 Shirley St #2 — photo22Active

    $865,000

    2 bd · 3 ba · 1,806 sqft

    1001 Shirley St #2, Winthrop, MA

  7. 189 Shirley St #1 — photoPrice ReducedOpen house Sun, Oct 4 · 12:00 PM35Active

    $724,999

    3 bd · 3 ba · 1,800 sqft

    189 Shirley St #1, Winthrop, MA

    Tammy Merk · Real Broker MA, LLC

  8. 1 Seal Harbor Rd #413 — photoPrice Reduced40Active

    $549,999

    2 bd · 2 ba · 1,205 sqft

    1 Seal Harbor Rd #413, Winthrop, MA

  9. 21 Hutchinson St #2 — photo25Active

    $629,000

    2 bd · 3 ba · 1,463 sqft

    21 Hutchinson St #2, Winthrop, MA

  10. 175 Shirley Street #5 — photo14Active

    $350,000

    2 bd · 1 ba · 649 sqft

    175 Shirley Street #5, Winthrop, MA

  11. 12 Sewall Ave #2B — photoPrice Reduced27Active

    $549,000

    2 bd · 2 ba · 874 sqft

    12 Sewall Ave #2B, Winthrop, MA

  12. 229 Washington Ave #3a — photo7Active

    $219,999

    1 bd · 1 ba · 350 sqft

    229 Washington Ave #3a, Winthrop, MA

  13. 3 Seal Harbor Rd Ph33 — photo41Active

    $1,230,000

    3 bd · 3 ba · 1,913 sqft

    3 Seal Harbor Rd Ph33, Winthrop, MA

  14. 10 Somerset #U304 — photoPrice ReducedOpen house Sat, Oct 3 · 11:30 AM10Active

    $397,900

    1 bd · 1 ba · 546 sqft

    10 Somerset #U304, Winthrop, MA

    Charlesgate New Development Team · Charlesgate Realty Group, llc

  15. 16 Billows Street #B — photo15Active

    $549,000

    2 bd · 1 ba · 928 sqft

    16 Billows Street #B, Winthrop, MA

  16. 1 Seal Harbor Rd #812 — photoPrice ReducedOpen house Sat, Oct 3 · 11:00 AM20Active

    $499,000

    1 bd · 1 ba · 974 sqft

    1 Seal Harbor Rd #812, Winthrop, MA

    Peggie Gilbert · Coldwell Banker Peggy Carter Team

  17. 189 Shirley #2 — photoPrice ReducedOpen house Sun, Oct 4 · 11:00 AM31Active

    $625,000

    3 bd · 3 ba · 1,510 sqft

    189 Shirley #2, Winthrop, MA

    Doyle & Waldron Team · Coldwell Banker Realty - Easton

  18. 3 Seal Harbor #336 — photo42Active

    $859,900

    2 bd · 2 ba · 1,674 sqft

    3 Seal Harbor #336, Winthrop, MA

  19. 1 Seal Harbor #210 — photoPrice ReducedOpen house Sat, Oct 3 · 2:00 PM39Active

    $479,900

    1 bd · 1 ba · 947 sqft

    1 Seal Harbor #210, Winthrop, MA

    Rita Angelesco · LAER Realty Partners

  20. 600 Shirley St #7 — photo20Active

    $485,000

    1 bd · 2 ba · 591 sqft

    600 Shirley St #7, Winthrop, MA

    Elizabeth Ferrara · Cottage Hill Real Estate

  21. 1 Seal Harbor Rd #815 — photoPrice Reduced25Active

    $615,000

    2 bd · 2 ba · 1,203 sqft

    1 Seal Harbor Rd #815, Winthrop, MA

    Peggie Gilbert · Coldwell Banker Peggy Carter Team

  22. 53 Trident Ave #301 — photoPrice Reduced26Active

    $365,000

    2 bd · 1 ba · 677 sqft

    53 Trident Ave #301, Winthrop, MA

    Amanda Woodward · Coldwell Banker Realty - Boston

  23. 800 Governors Dr #6 — photo3Active

    $340,000

    2 bd · 1 ba · 772 sqft

    800 Governors Dr #6, Winthrop, MA

  24. 876 Shirley Street #1 — photoPrice Reduced30Active

    $799,999

    4 bd · 2 ba · 2,000 sqft

    876 Shirley Street #1, Winthrop, MA

123
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Nearby areas

ZIP codes

  • 02116 (170)
  • 02127 (161)
  • 02118 (152)
  • 02128 (150)
  • 02135 (150)
  • 02155 (110)
  • 02169 (108)
  • 02130 (100)

Cities

  • Boston (1,846)
  • Newton (248)
  • Cambridge (213)
  • Brookline (184)
  • Somerville (174)
  • Quincy (163)
  • Brockton (132)
  • Lowell (127)

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: 2026-10-01 22:51:00 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 98.2% of asking price

Buyers here are paying below asking. MLS · 16 sales · as of Sep 25, 2026

Homes on the market · MLS, as of Sep 25, 2026–Sep 27, 2026

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

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.
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #1000018

    Call Thomas