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Pending
  • $988,888

    33 Winchester St, Medford, MA 02155

    6beds
    2,355sqft
    : 
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    Multi Family
    Built in 1910
    -- sqft lot
    $1,070,300 Zestimate®
    $420/sqft
    $-- HOA

    What's special

    Nice rear deckSeparate gas furnacesGutter and spoutsNew roofAddition roof
    LOCATION! LOCATION! Possibilities abound in this RARE side by side DUPLEX affording popular Townhouse style living in the city- a skip and a jump to the GREEN LINE train, Ball Sq, Davis Square and Tufts University. Long time family owned and occupied cared for home affording you POSSIBILITIES to build sweat equity modernizing. Two level 6/6 2 family home with good bones. Updates include a New roof, gutter & spouts (2025) Addition roof (2020) Both water mains from the street replaced in 2023. Separate Gas furnaces in 2010. Need a first floor bedroom? It's POSSIBLE! Enjoy a nice rear deck and the fenced yard is a perennial paradise. Great property for both investment income and multi generational living. Bakery, restaurants and conveniences at your door- WALK SCORE 97 and BIKERS PARADISE SCORE OF 99. Offers requested by 10am on Monday June 22
    22 days
    |
    919
    |
    28
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Catallo Team 339-221-5412,

    Realty ONE Group Cosmopolitan 781-219-3200,

    Kelly Anne Catallo 339-221-5412

    Source: MLS PIN,MLS#: 73537730

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 3
      • Full bathrooms: 3
      Heating
      • Forced Air, Natural Gas
      Appliances
      • Included: Range
      • Laundry: Washer Hookup, Dryer Hookup, Washer & Dryer Hookup, Electric Dryer Hookup
      Features
      • Bathroom With Tub & Shower, Bathroom with Shower Stall, Living Room, Dining Room, Kitchen
      • Flooring: Vinyl, Carpet, Varies, Laminate, Hardwood
      • Basement: Full,Interior Entry,Dirt Floor
      • Has fireplace: No
      Interior area
      • Total structure area: 2,355
      • Total interior livable area: 2,355 sqft
      • Finished area above ground: 2,355

      Property

      Parking
      • Total spaces: 4
      • Parking features: Paved Drive, Off Street, Tandem, Paved
      • Uncovered spaces: 4
      Accessibility
      • Accessibility features: Accessible Entrance
      Features
      • Patio & porch: Enclosed, Deck
      • Exterior features: Garden
      • Fencing: Fenced/Enclosed,Fenced
      Lot
      • Size: 5,054 Square Feet
      • Features: Level
      Details
      • Parcel number: M:W08 B:0009 L:0000,644982
      • Zoning: GR

      Construction

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

      Utilities & green energy

      • Electric: Circuit Breakers, Individually Metered
      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: for Gas Range, for Gas Oven, for Electric Dryer, Washer Hookup

      Community & HOA

      Community
      • Features: Public Transportation, Shopping, Pool, Park, Walk/Jog Trails, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, University
      Location
      • Region: Medford

      Financial & listing details

      • Price per square foot: $420/sqft
      • Tax assessed value: $954,000
      • Annual tax amount: $8,233
      • Date on market: 6/17/2026
      • Total actual rent: 0
      • Road surface type: Paved

        Estimated market value

        $1,070,300

        $963,000 - $1.18M

        $5,278/mo

        Price history

        DateEventPrice
        6/23/2026Pending sale$988,888$420/sqft
        Source: MLS PIN #73537730 Report a problem
        6/17/2026Listed for sale$988,888$420/sqft
        Source: MLS PIN #73537730 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$7,375 $865,600
        2024$7,375 +2.2%$865,600 +3.7%
        2023$7,219 -0.7%$834,600 +3.5%
        2022$7,267 +6.5%$806,500 +11.2%
        2021$6,826 +1.5%$725,400 -1%
        2020$6,728 +5%$732,900 +9.8%
        2019$6,406 +5.2%$667,300 +12.3%
        2018$6,087 +6.7%$594,400 +10%
        2017$5,707 +2.6%$540,400 +8.7%
        2016$5,565 +6%$497,300 +10.8%
        2015$5,251 +7.4%$448,800 +12.5%
        2014$4,887 +13.7%$398,900 +14.7%
        2013$4,299 +3.2%$347,800 +0.5%
        2012$4,165 +3.9%$346,200 +0.3%
        2011$4,007 +3.4%$345,100 -2.3%
        2010$3,877 -7.3%$353,100 -14.9%
        2009$4,183 -1.5%$415,000 -10.8%
        2008$4,245 +0.3%$465,500 -2.2%
        2007$4,231 +4.9%$475,900 +7.5%
        2006$4,032 +4.9%$442,600 +8.6%
        2005$3,845 +6.7%$407,700 +7.2%
        2004$3,604 +10.4%$380,200 +54.7%
        2003$3,264 $245,800

        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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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: 02155

        Getting around

        93 / 100
        Walker's Paradise
        81 / 100
        Excellent Transit
        88 / 100
        Very Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Columbus
        • Middle: Andrews Mcglynn
        • High: Medford High

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

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