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Winthrop, MA Homes for Sale — Page 3 | Realty.com
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3 bedsNew constructionWith a pool

Homes for Sale in Winthrop, MA

Homes for Sale in Winthrop, MA

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18 of 66 Listings
Map

Homes for Sale in Winthrop, MA

18 of 66 Listings

Your local brokerage

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Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas
  1. 1 Seal Harbor #210 — photoPrice Reduced39Active

    $479,900

    1 bd · 1 ba · 947 sqft

    1 Seal Harbor #210, Winthrop, MA

  2. 174 Bartlett Road — photoPrice Reduced42Active

    $2,100,000

    5 bd · 6 ba · 6,224 sqft

    174 Bartlett Road, Winthrop, MA

  3. 52 Pebble Ave — photoPrice Reduced21Active

    $715,000

    4 bd · 2 ba · 1,586 sqft

    52 Pebble Ave, Winthrop, MA

  4. 496 Winthrop St — photoPrice Reduced29Active

    $635,000

    3 bd · 2 ba · 800 sqft

    496 Winthrop St, Winthrop, MA

  5. 600 Shirley St # 7 — photo20Active

    $485,000

    1 bd · 2 ba · 591 sqft

    600 Shirley St # 7, Winthrop, MA

  6. 1 Seal Harbor Rd #815 — photoPrice Reduced24Active

    $615,000

    2 bd · 2 ba · 1,203 sqft

    1 Seal Harbor Rd #815, Winthrop, MA

  7. 53 Trident Ave #301 — photoPrice Reduced26Active

    $379,000

    2 bd · 1 ba · 677 sqft

    53 Trident Ave #301, Winthrop, MA

  8. 27 Billows St — photoPrice Reduced25Active

    $840,000

    3 bd · 3 ba · 1,837 sqft

    27 Billows St, Winthrop, MA

  9. 800 Governors Dr #6 — photo3Active

    $340,000

    2 bd · 1 ba · 772 sqft

    800 Governors Dr #6, Winthrop, MA

  10. 53 Trident #303 — photoPrice Reduced17Active

    $399,900

    2 bd · 1 ba · 664 sqft

    53 Trident #303, Winthrop, MA

  11. 70 Edgehill Rd — photoPrice Reduced40Active

    $1,199,999

    4 bd · 4 ba · 1,904 sqft

    70 Edgehill Rd, Winthrop, MA

  12. 876 Shirley Street #1 — photoPrice Reduced30Active

    $799,999

    4 bd · 2 ba · 2,000 sqft

    876 Shirley Street #1, Winthrop, MA

  13. 43 Loring Rd — photoPrice Reduced21Active

    $939,900

    3 bd · 2 ba · 2,371 sqft

    43 Loring Rd, Winthrop, MA

  14. 142 Pleasant Street #12 — photoPrice Reduced31Active

    $585,000

    2 bd · 2 ba · 1,141 sqft

    142 Pleasant Street #12, Winthrop, MA

  15. 51 Undine Ave — photoPrice Reduced36Active

    $659,900

    3 bd · 1 ba · 1,250 sqft

    51 Undine Ave, Winthrop, MA

  16. 100 Sargent Street — photo38Active

    $1,450,000

    6 bd · 6 ba · 5,278 sqft

    100 Sargent Street, Winthrop, MA

  17. 10 Beach Rd # 1 — photo19Active

    $569,000

    3 bd · 1 ba · 1,377 sqft

    10 Beach Rd # 1, Winthrop, MA

  18. 600 Shirley #4 — photoPrice Reduced29Active

    $384,888

    1 bd · 2 ba · 585 sqft

    600 Shirley #4, 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

    August 2026 · This period is still settling

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 11 sales · as of Aug 31, 2026

    Homes on the market · MLS, as of Aug 31, 2026

    Median list price
    $607,500
    Homes for sale
    64
    Median days on market
    30 days

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 13, 2026

    Median home size
    1,880 sq. ft.

    Nearby areas

    ZIP codes

    • 02127 (166)
    • 02116 (151)
    • 02118 (147)
    • 02128 (144)
    • 02135 (144)
    • 02169 (117)
    • 02155 (114)
    • 02445 (88)

    Cities

    • Boston (1,748)
    • Newton (243)
    • Brookline (184)
    • Cambridge (183)
    • Quincy (169)
    • Somerville (161)
    • Brockton (130)
    • Lowell (124)