Skip main navigation
For sale
  • $749,974

    104-106 Shirley St, Winthrop, MA 02152

    5beds
    2,520sqft
    : 
    $5,041/mo
    Get pre-qualified
    Multi Family
    Built in 1910
    -- sqft lot
    $742,900 Zestimate®
    $298/sqft
    $-- HOA

    What's special

    Attention investors, builders, and contractors! A truly rare opportunity awaits at 104-106 Shirley Street, Winthrop. Situated on an impressive double lot spanning over 10,000 square feet, this property offers incredible upside and potential. The existing home features some fire damage, allowing buyers the flexibility to perform selective renovations, execute a partial demo, or complete a full renovation to suit their vision. Double lots of this footprint are nearly impossible to find in Winthrop, making it an ideal project for tradespeople, savvy investors and whoever looking to add substantial value. Located just minutes from beaches, shops, dining, transit, and a short commute into Boston and Logan Airport, the site and scale are exceptional. Property is being sold strictly in AS-IS, WHERE-IS condition with all faults. Seller or broker make no representations or warranties, express or implied. Buyer to perform all due diligence regarding condition, zoning, permits to able to build , and scope of work
    2 days
    267
    22

    Zillow last checked:

    Listing updated:

    Listed by:

    Mission Impossible Team 781-629-2258,

    United Brokers 781-629-2258

    Source: MLS PIN,MLS#: 73592145

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 2
      • Full bathrooms: 2
      Features
      • Flooring: Hardwood
      • Basement: Full,Unfinished
      • Has fireplace: No
      Interior area
      • Total structure area: 2,520
      • Total interior livable area: 2,520 sqft
      • Finished area above ground: 2,520

      Property

      Parking
      • Total spaces: 6
      • Parking features: Garage
      • Garage spaces: 2
      • Uncovered spaces: 4
      Features
      • Patio & porch: Porch
      • Waterfront features: Beach Ownership(Public)
      Lot
      • Size: 10,436 Square Feet
      • Features: Other
      Details
      • Parcel number: M:0056 B:0053 L:000A,1424454
      • Zoning: res

      Construction

      Type & style
      • Home type: MultiFamily
      • Property subtype: Multi Family
      Materials
      • Frame
      • Foundation: Other
      • Roof: Shingle
      Condition
      • Year built: 1910

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Laundromat, Marina, Public School
      Location
      • Region: Winthrop

      Financial & listing details

      • Price per square foot: $298/sqft
      • Tax assessed value: $502,500
      • Annual tax amount: $5,598
      • Date on market: 10/17/2026
      • Total actual rent: 0

        Estimated market value

        $742,900

        $706,000 - $780,000

        $3,677/mo

        Price history

        DateEventPrice
        10/17/2026Listed for sale$749,974+377.7%$298/sqft
        Source: MLS PIN #73592145 Report a problem
        3/31/1995Sold$157,000$62/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$7,811 +6.6%$756,900 +7.6%
        2024$7,328 -3.3%$703,300 -0.7%
        2023$7,580 +1.6%$708,400 +11.6%
        2022$7,464 +15.6%$634,700 +24.6%
        2021$6,457 +2.1%$509,200 +1.6%
        2020$6,323 +2%$501,000 +6.5%
        2019$6,199 +3.6%$470,300 +11.3%
        2018$5,985 +9.6%$422,700 +11.6%
        2017$5,459 +5.5%$378,800 +12.6%
        2016$5,172 +12%$336,500 +4.5%
        2015$4,616 +4%$321,900 +8.1%
        2013$4,439 +2.9%$297,700
        2012$4,314 -3%$297,700 -7.7%
        2011$4,449 -0.1%$322,400 -8.1%
        2010$4,455 +25.4%$350,800 -1.6%
        2009$3,553 +1.8%$356,400 -5%
        2008$3,490 +2.2%$375,300 -3.1%
        2007$3,416 +4.1%$387,300 +2%
        2006$3,281 +2.9%$379,700 +7.4%
        2005$3,189 +0.9%$353,500 +17%
        2004$3,161 +4.3%$302,200 +2.2%
        2003$3,032 +1.4%$295,800 +56.3%
        2002$2,989 +28.1%$189,200
        2000$2,333 $189,200
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 02152

        Getting around

        82 / 100
        Very Walkable
        42 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Williamp.Gorman/Fort Banks
        • Middle: Winthrop Middle School
        • High: Winthrop High School

        Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts