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Pending
  • $659,000

    33 Chestnut St, Milford, MA 01757

    9beds
    2,392sqft
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    Multi Family
    Built in 1890
    -- sqft lot
    $638,900 Zestimate®
    $276/sqft
    $-- HOA

    What's special

    Family roomEat in kitchenHardwood floorsLow maintenance lotGood natural light
    Welcome to 33 Chestnut St, a large two family right in the heart of Milford. This property offers 2,392 sq ft of living area, 14 total rooms and 9 bedrooms, giving you the size and flexibility you don’t usually find at this price point.Unit 1 is a spacious first floor 4 bedroom with hardwood floors, good natural light and an eat in kitchen. Unit 2 is spread across two levels with 5 bedrooms, a family room, an eat in kitchen and extra flex rooms that work well for office or storage. Perfect setup for an investor or an owner occupant who needs more space.The home sits on a low maintenance lot with parking for 4 cars, vinyl siding, town water and town sewer. Unit 1 is rented at $2,000 per month and Unit 2 will be delivered vacant, so the next owner can move in or bring rents to market.Close to downtown, shops and public transportation. Strong rental potential and a lot of upside in a growing area of Milford.
    223 days
    |
    266
    |
    13
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Mauricio Florian 617-515-8720,

    MIG 617-651-5406

    Source: MLS PIN,MLS#: 73455160

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 9
      • Bathrooms: 2
      • Full bathrooms: 2
      Features
      • Flooring: Hardwood
      • Basement: Crawl Space,Unfinished
      • Has fireplace: No
      Interior area
      • Total structure area: 2,392
      • Total interior livable area: 2,392 sqft
      • Finished area above ground: 2,392

      Property

      Parking
      • Total spaces: 4
      • Parking features: Paved Drive, Off Street
      • Uncovered spaces: 4
      Lot
      • Size: 3,798 Square Feet
      Details
      • Parcel number: M:48 B:000 L:156,1617570
      • Zoning: RA

      Construction

      Type & style
      • Home type: MultiFamily
      • Property subtype: Multi Family
      Materials
      • Foundation: Stone
      Condition
      • Year built: 1890

      Utilities & green energy

      • Electric: 100 Amp Service
      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: for Electric Oven

      Community & HOA

      Community
      • Features: Public Transportation
      Location
      • Region: Milford

      Financial & listing details

      • Price per square foot: $276/sqft
      • Tax assessed value: $456,900
      • Annual tax amount: $5,848
      • Date on market: 11/14/2025
      • Total actual rent: 3950

        Estimated market value

        $638,900

        $607,000 - $671,000

        $2,673/mo

        Price history

        DateEventPrice
        6/15/2026Pending sale$659,000$276/sqft
        Source: MLS PIN #73455160 Report a problem
        6/5/2026Contingent$659,000$276/sqft
        Source: MLS PIN #73455160 Report a problem
        2/20/2026Price change$659,000-3.1%$276/sqft
        Source: MLS PIN #73455160 Report a problem
        11/14/2025Listed for sale$680,000+525.3%$284/sqft
        Source: MLS PIN #73455160 Report a problem
        7/1/2010Sold$108,750-12.9%$45/sqft
        Source: Public Record Report a problem
        5/12/2010Price change$124,900-10.7%$52/sqft
        Source: Fatima Afonso #71040861 Report a problem
        4/3/2010Price change$139,900-6.7%$58/sqft
        Source: Fatima Afonso #71040861 Report a problem
        3/4/2010Listed for sale$149,900+66.6%$63/sqft
        Source: Fatima Afonso #71040861 Report a problem
        12/10/1990Sold$90,000$38/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$5,848 +2.7%$456,900 +6.7%
        2024$5,693 +8.7%$428,400 +18.2%
        2023$5,235 +2.5%$362,300 +9.2%
        2022$5,106 +6.6%$331,800 +10.6%
        2021$4,792 +2.4%$299,900 +2.3%
        2020$4,679 +10.1%$293,200 +14.1%
        2019$4,249 +10.5%$256,900 +10.6%
        2018$3,845 +2.9%$232,200 +4.4%
        2017$3,736 +2.5%$222,500 +4.9%
        2016$3,646 +3.1%$212,200 +5.3%
        2015$3,536 +3.2%$201,500 +4%
        2014$3,428 +2.5%$193,800 -1.7%
        2013$3,343 +2.7%$197,200 -2%
        2012$3,255 -1%$201,300 -6.8%
        2011$3,289 +2.4%$216,100 -5.3%
        2010$3,213 -9.5%$228,200 -19.5%
        2009$3,551 +0.2%$283,400 -5.6%
        2008$3,544 +4.8%$300,300 -3.3%
        2007$3,383 +11.8%$310,400 +16.4%
        2006$3,026 +2.5%$266,600 +6.9%
        2005$2,952 +2.6%$249,500 +3.5%
        2004$2,878 +40.9%$241,000 +57.6%
        2003$2,043 +1.3%$152,900 +8.3%
        2002$2,016 +19.8%$141,200 +36.7%
        1998$1,683 $103,300

        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: 01757

          Getting around

          82 / 100
          Very Walkable
          40 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating

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