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Waterfront Homes in Winthrop, MA
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Waterfront Homes in Winthrop, MA

Waterfront Homes in Winthrop, MA

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16 Listings
Map

Waterfront Homes in Winthrop, MA

16 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas
  1. 129 Strandway — photoNew34Active

    $1,275,000

    4 bd · 3 ba · 2,599 sqft

    129 Strandway, Winthrop, MA

    Kyle MacNichol · Redfin Corp.

  2. 1 Seal Harbor #916 — photo28Active

    $699,999

    2 bd · 2 ba · 1,417 sqft

    1 Seal Harbor #916, Winthrop, MA

  3. 194 Washington Ave #2 — photoPrice Reduced21Active

    $575,000

    2 bd · 2 ba · 912 sqft

    194 Washington Ave #2, Winthrop, MA

    Ella Goren · Sunrise Realty & Investment LLC

  4. 550 Pleasant St #201 — photoPrice Reduced29Active

    $679,000

    2 bd · 2 ba · 1,192 sqft

    550 Pleasant St #201, Winthrop, MA

    John Young · Ledge & Young Real Estate

  5. 194 Washington Ave #3 — photoPrice Reduced27Active

    $825,000

    3 bd · 3 ba · 1,780 sqft

    194 Washington Ave #3, Winthrop, MA

    Ella Goren · Sunrise Realty & Investment LLC

  6. 194 Washington Ave #4 — photoPrice Reduced18Active

    $540,000

    2 bd · 2 ba · 756 sqft

    194 Washington Ave #4, Winthrop, MA

    Ella Goren · Sunrise Realty & Investment LLC

  7. 3 Seal Harbor Rd #632 — photo30Active

    $639,000

    1 bd · 2 ba · 1,263 sqft

    3 Seal Harbor Rd #632, Winthrop, MA

  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. 229 Washington Ave #3a — photo7Active

    $219,999

    1 bd · 1 ba · 350 sqft

    229 Washington Ave #3a, Winthrop, MA

  10. 3 Seal Harbor Rd Ph33 — photo41Active

    $1,230,000

    3 bd · 3 ba · 1,913 sqft

    3 Seal Harbor Rd Ph33, Winthrop, MA

  11. 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

  12. 3 Seal Harbor #336 — photo42Active

    $859,900

    2 bd · 2 ba · 1,674 sqft

    3 Seal Harbor #336, Winthrop, MA

  13. 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

  14. 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

  15. 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

  16. 876 Shirley Street #1 — photoPrice Reduced30Active

    $799,999

    4 bd · 2 ba · 2,000 sqft

    876 Shirley Street #1, Winthrop, MA

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  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #1000018

    Call Thomas

    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.