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For sale
  • Price cut: $30K (6/3)
    $799,986

    50 Main St, Winthrop, MA 02152

    6beds
    2,560sqft
    : 
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    Multi Family
    Built in 1850
    -- sqft lot
    $787,800 Zestimate®
    $312/sqft
    $-- HOA

    What's special

    Paved drivewayHardwood floorsPrivate outdoor areaBonus office roomPlenty off-street parking
    Excellent opportunity to own a well-maintained 2-family property in the highly desirable seaside community of Winthrop! Perfect for investors, owner-occupants or multi-generational living, this spacious property offers two large units featuring 3 bedrooms,1 full bathroom, hardwood floors, generous living areas and a bonus office room! Separate utilities and washer/dryer hookups add convenience and value for both owners and tenants. The property also offers plenty off-street parking, a paved driveway, and a private outdoor area. Conveniently located near restaurants, shopping, public transportation, beaches, Logan Airport, and major highways, making commuting into Boston quick and easy. Strong rental demand in the area creates excellent income potential and long-term upside. Whether you are looking to expand your investment portfolio, generate steady rental income or occupy one unit while collecting rent from the other, this property checks all the boxes.
    34 days
    |
    861
    |
    40
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Matt Tasgin 857-361-8584,

    United Brokers 781-629-2258,

    Melissa Mejia 857-284-2279

    Source: MLS PIN,MLS#: 73523937

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 2
      • Full bathrooms: 2
      Heating
      • Hot Water, Natural Gas, Baseboard, Electric
      Appliances
      • Included: Range, Refrigerator, Range Hood, Dishwasher
      • Laundry: Gas Dryer Hookup, Washer Hookup
      Features
      • Ceiling Fan(s), Walk-In Closet(s), Bathroom With Tub, Bathroom with Shower Stall, Living Room, Kitchen, Mudroom
      • Flooring: Tile, Vinyl, Laminate, Hardwood
      • Basement: Unfinished
      • Has fireplace: No
      Interior area
      • Total structure area: 2,560
      • Total interior livable area: 2,560 sqft
      • Finished area above ground: 2,560

      Property

      Parking
      • Total spaces: 8
      • Parking features: Paved Drive, Off Street, Driveway, Paved
      • Uncovered spaces: 8
      Features
      • Patio & porch: Deck - Wood
      • Exterior features: Rain Gutters
      • Fencing: Fenced
      • Waterfront features: Ocean, 0 to 1/10 Mile To Beach, Beach Ownership(Public)
      Lot
      • Size: 5,671 Square Feet
      Details
      • Parcel number: M:0053 B:0009 L:0000,1423661
      • Zoning: R

      Construction

      Type & style
      • Home type: MultiFamily
      • Property subtype: Multi Family
      Materials
      • Frame
      • Foundation: Block, Stone
      • Roof: Shingle
      Condition
      • Year built: 1850

      Utilities & green energy

      • Electric: 200+ Amp Service
      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: for Gas Range, for Gas Oven, for Gas Dryer, Washer Hookup

      Community & HOA

      Community
      • Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Laundromat, Highway Access, House of Worship, Public School
      Location
      • Region: Winthrop

      Financial & listing details

      • Price per square foot: $312/sqft
      • Tax assessed value: $630,900
      • Annual tax amount: $7,028
      • Date on market: 5/26/2026
      • Total actual rent: 4800
      • Road surface type: Paved

        Estimated market value

        $787,800

        $748,000 - $827,000

        $2,304/mo

        Price history

        DateEventPrice
        6/3/2026Price change$799,986-3.6%$312/sqft
        Source: MLS PIN #73523937 Report a problem
        5/26/2026Listed for sale$829,986+10.7%$324/sqft
        Source: MLS PIN #73523937 Report a problem
        6/8/2022Listing removed$750,000$293/sqft
        Source: MLS PIN #72956211 Report a problem
        3/23/2022Listed for sale$750,000+897.3%$293/sqft
        Source: MLS PIN #72956211 Report a problem
        6/25/1997Sold$75,200$29/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$6,211 +7.8%$601,800 +8.8%
        2024$5,761 -3.8%$552,900 -1.2%
        2023$5,989 +1.7%$559,700 +11.8%
        2022$5,888 +2.5%$500,700 +10.6%
        2021$5,743 +2.3%$452,900 +1.8%
        2020$5,615 +2%$444,900 +6.5%
        2019$5,505 +3.5%$417,700 +11.2%
        2018$5,318 +8.8%$375,600 +10.7%
        2017$4,889 +6.8%$339,300 +13.9%
        2016$4,577 +12.3%$297,800 +4.7%
        2015$4,077 +0.2%$284,300 +4.2%
        2013$4,069 +2.9%$272,900
        2012$3,954 +0.1%$272,900 -4.7%
        2011$3,951 -1.1%$286,300 -9%
        2010$3,994 +12.3%$314,500 -11.9%
        2009$3,558 +0.5%$356,900 -6.2%
        2008$3,539 +2.4%$380,500 -2.9%
        2007$3,456 +4.5%$391,800 +2.4%
        2006$3,307 +3%$382,700 +7.5%
        2005$3,212 +1.3%$356,100 +17.5%
        2004$3,170 +2%$303,100
        2003$3,107 +8.3%$303,100 +66.9%
        2002$2,869 +28.1%$181,600
        2000$2,239 $181,600

        Find assessor info on the county website

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          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.
          Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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          Climate risks

          Neighborhood: 02152

          Getting around

          66 / 100
          Somewhat Walkable
          46 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating

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