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Winthrop, MA Homes for Sale — Page 2 | Realty.com
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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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TO

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas
  1. 10 Somerset #309U — photoOpen house Sat, Oct 10 · 11:00 AM24Active

    $508,900

    1 bd · 1 ba · 729 sqft

    10 Somerset #309U, Winthrop, MA

    Charlesgate New Development Team · Charlesgate Realty Group, llc

  2. 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

  3. 25 Locust St #2 — photoPrice ReducedOpen house Sat, Oct 10 · 11:00 AM24Active

    $849,000

    3 bd · 2 ba · 1,770 sqft

    25 Locust St #2, Winthrop, MA

    Sarah Fillmann · Coldwell Banker Realty - Boston

  4. 15 Ocean Ave #203 — photoPrice ReducedOpen house Sat, Oct 10 · 1:00 PM32Active

    $499,900

    2 bd · 3 ba · 1,210 sqft

    15 Ocean Ave #203, Winthrop, MA

    Kenneth Celano · Turn Key Realty

  5. 35 Somerset Ave #3a — photoPrice ReducedOpen house Sat, Oct 10 · 11:00 AM18Active

    $529,900

    2 bd · 2 ba · 969 sqft

    35 Somerset Ave #3a, Winthrop, MA

    Mark Savage · Byrnes Real Estate Group LLC

  6. 10 Somerset U.305 — photoOpen house Sat, Oct 10 · 11:00 AM18Active

    $473,900

    1 bd · 1 ba · 693 sqft

    10 Somerset U.305, Winthrop, MA

    Charlesgate New Development Team · Charlesgate Realty Group, llc

  7. 22 Pauline St. #3 — photoOpen house Sun, Oct 11 · 12:00 PM19Active

    $399,900

    1 bd · 1 ba · 500 sqft

    22 Pauline St. #3, Winthrop, MA

    Highland Group · Compass

  8. 22 Pauline St. #5 — photoOpen house Sun, Oct 11 · 12:00 PM20Active

    $419,900

    1 bd · 1 ba · 525 sqft

    22 Pauline St. #5, Winthrop, MA

    Highland Group · Compass

  9. 1001 Shirley St #2 — photo22Active

    $865,000

    2 bd · 3 ba · 1,806 sqft

    1001 Shirley St #2, Winthrop, MA

    Vincenzo Caraglia · Sciaraffa Real Estate, LLC

  10. 189 Shirley St #1 — photoPrice Reduced35Active

    $724,000

    3 bd · 3 ba · 1,800 sqft

    189 Shirley St #1, Winthrop, MA

    Tammy Merk · Real Broker MA, LLC

  11. 1 Seal Harbor Rd #413 — photoPrice Reduced40Active

    $549,999

    2 bd · 2 ba · 1,205 sqft

    1 Seal Harbor Rd #413, Winthrop, MA

    Tammy Merk · Real Broker MA, LLC

  12. 21 Hutchinson St #2 — photoOpen house Sun, Oct 11 · 11:00 AM25Active

    $629,000

    2 bd · 3 ba · 1,463 sqft

    21 Hutchinson St #2, Winthrop, MA

    Atiyeh Cassidy · Blue Sky Realty

  13. 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

  14. 12 Sewall Ave #2B — photoPrice Reduced27Active

    $549,000

    2 bd · 2 ba · 874 sqft

    12 Sewall Ave #2B, Winthrop, MA

    Leighann Eruzione · Bowdoin Real Estate Partners

  15. 1 Seal Harbor Rd. #615 — photoPrice ReducedOpen house Sat, Oct 10 · 10:00 AM25Active

    $575,000

    2 bd · 2 ba · 1,203 sqft

    1 Seal Harbor Rd. #615, Winthrop, MA

    Kevin Chiles · Charlesgate Realty Group LLC

  16. 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

  17. 3 Seal Harbor Rd Unit Ph33 — photo41Active

    $1,230,000

    3 bd · 3 ba · 1,913 sqft

    3 Seal Harbor Rd Unit Ph33, Winthrop, MA

    Cathie Curran · Charlesgate Realty Group, llc

  18. 16 Billows Street #B — photoPrice ReducedOpen house Sun, Oct 11 · 11:00 AM15Active

    $499,000

    2 bd · 1 ba · 928 sqft

    16 Billows Street #B, Winthrop, MA

    Reserve Team · Reference Real Estate

  19. 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

  20. 189 Shirley #2 — photoPrice Reduced31Active

    $625,000

    3 bd · 3 ba · 1,510 sqft

    189 Shirley #2, Winthrop, MA

    Doyle & Waldron Team · Coldwell Banker Realty - Easton

  21. 3 Seal Harbor #336 — photoPrice Reduced42Active

    $789,900

    2 bd · 2 ba · 1,674 sqft

    3 Seal Harbor #336, Winthrop, MA

    Cathie Curran · Charlesgate Realty Group, llc

  22. 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

  23. 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

  24. 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

123

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  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #1000018

    Call Thomas

    Nearby areas

    ZIP codes

    • 02116 (179)
    • 02127 (161)
    • 02135 (159)
    • 02118 (154)
    • 02128 (149)
    • 02169 (111)
    • 02155 (110)
    • 02130 (92)

    Cities

    • Boston (1,878)
    • Newton (249)
    • Cambridge (209)
    • Somerville (176)
    • Brookline (174)
    • Quincy (161)
    • Brockton (136)
    • Lowell (123)

    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
    13.5%

    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.