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Single-Family Homes in Winthrop, MA
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3 beds
17 listings
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New construction
With a pool

Single-Family Homes in Winthrop, MA

Single-Family Homes in Winthrop, MA

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17 Listings
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Single-Family Homes in Winthrop, MA

17 Listings

Your local brokerage

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Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas
  1. 94 Winthrop Shore Dr — photoNew42Active

    $1,095,000

    2 bd · 3 ba · 2,649 sqft

    94 Winthrop Shore Dr, Winthrop, MA

  2. 41 Emerson Rd — photo42Active

    $979,000

    4 bd · 2 ba · 2,126 sqft

    41 Emerson Rd, Winthrop, MA

  3. 33 Bay View Ave — photoPrice Reduced31Active

    $600,000

    3 bd · 1 ba · 931 sqft

    33 Bay View Ave, Winthrop, MA

  4. 542 Shirley St — photo27Active

    $710,000

    4 bd · 2 ba · 1,193 sqft

    542 Shirley St, Winthrop, MA

  5. 84 Tafts Ave. — photo40Active

    $649,000

    3 bd · 2 ba · 1,200 sqft

    84 Tafts Ave., Winthrop, MA

  6. 217 Pleasant Street — photoPrice Reduced39Active

    $979,900

    6 bd · 3 ba · 3,263 sqft

    217 Pleasant Street, Winthrop, MA

  7. 546 Shirley St — photo42Active

    $765,000

    4 bd · 3 ba · 1,933 sqft

    546 Shirley St, Winthrop, MA

  8. 200 Main St #1 — photo23Active

    $975,000

    3 bd · 3 ba · 2,100 sqft

    200 Main St #1, Winthrop, MA

  9. 43 Dolphin Ave — photoPrice Reduced37Active

    $829,900

    5 bd · 3 ba · 2,437 sqft

    43 Dolphin Ave, Winthrop, MA

  10. 174 Bartlett Road — photoPrice Reduced42Active

    $2,100,000

    5 bd · 6 ba · 6,224 sqft

    174 Bartlett Road, Winthrop, MA

  11. 52 Pebble Ave — photoPrice Reduced21Active

    $715,000

    4 bd · 2 ba · 1,586 sqft

    52 Pebble Ave, Winthrop, MA

  12. 496 Winthrop St — photoPrice Reduced29Active

    $635,000

    3 bd · 2 ba · 800 sqft

    496 Winthrop St, Winthrop, MA

  13. 27 Billows St — photoPrice Reduced25Active

    $840,000

    3 bd · 3 ba · 1,837 sqft

    27 Billows St, Winthrop, MA

  14. 70 Edgehill Rd — photoPrice Reduced40Active

    $1,199,999

    4 bd · 4 ba · 1,904 sqft

    70 Edgehill Rd, Winthrop, MA

  15. 43 Loring Rd — photoPrice Reduced21Active

    $939,900

    3 bd · 2 ba · 2,371 sqft

    43 Loring Rd, Winthrop, MA

  16. 51 Undine Ave — photoPrice Reduced36Active

    $659,900

    3 bd · 1 ba · 1,250 sqft

    51 Undine Ave, Winthrop, MA

  17. 100 Sargent Street — photo38Active

    $1,450,000

    6 bd · 6 ba · 5,278 sqft

    100 Sargent Street, Winthrop, MA

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The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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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: 2026-09-15 20:34:00 UTC
    • New construction
    • With a pool

    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.