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For sale
  • Price cut: $250K (5/13)
    $3,900,000

    142 Chestnut St #4-5, Boston, MA 02108

    3beds
    2,985sqft
    : 
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    Condominium
    Built in 1915
    -- sqft lot
    $-- Zestimate®
    $1,307/sqft
    $1,391/mo HOA

    What's special

    Direct elevator accessAll on one levelItalian-renaissance inspired brick courtyardLavish marble bathLush green plantingsWater fountain
    Reminiscent of a classic Venetian palazzo, 142 Chestnut is the former Mansion of famed Boston architect Henry Forbes Bigelow and is located on one of the most desirable streets on the Flat of Beacon Hill. A stunning, Italian-Renaissance inspired brick courtyard graces the center of the building and is complete with a water fountain and lush, green plantings. Residence 4-5 is a spectacular 3-bedroom, 3.5-bathroom residence offering just under 3,000 square feet of living space all on one level and featuring direct elevator access. Outstanding features include a gracious formal living room overlooking gaslit Chestnut Street, eat-in kitchen with high-end appliances, butler’s pantry, spacious dining room with courtyard views and a library/home office. The primary suite is complete with a large walk-in closet and lavish marble bath. Steps from the Charles River Esplanade, the Public Garden, Boston Common and Charles Street, this magnificent property is not to be missed.
    181 days
    |
    251
    |
    7
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Tracy Campion,

    Campion & Company Back Bay

    Source: LINK,MLS#: 240484

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Kitchen
      • Features: F
      Features
      • A, D/D, Det, E, FP, HW, NewKit, R/C Use, Renov, Study, W/D
      • Has fireplace: No
      Interior area
      • Total structure area: 2,985
      • Total interior livable area: 2,985 sqft

      Property

      Parking
      • Total spaces: 1
      Details
      • Parcel number: 4781447

      Construction

      Type & style
      • Home type: Condo
      • Property subtype: Condominium
      Condition
      • Year built: 1915

      Community & HOA

      HOA
      • Services included: Water, Sewer, Master Insurance, Elevator, Exterior Maintenance, Snow Removal
      • HOA fee: $1,391 monthly
      Location
      • Region: Boston

      Financial & listing details

      • Price per square foot: $1,307/sqft
      • Tax assessed value: $3,417,300
      • Annual tax amount: $39,905
      • Date on market: 9/4/2025
      • Listing agreement: E

        Estimated market value

        Not available

        Estimated sales range

        Not available

        $7,609/mo

        Price history

        DateEventPrice
        5/13/2026Price change$3,900,000-6%$1,307/sqft
        Source: MLS PIN #73490273 Report a problem
        3/23/2026Listed for sale$4,150,000-2.4%$1,390/sqft
        Source: MLS PIN #73490273 Report a problem
        11/24/2025Listing removed$4,250,000$1,424/sqft
        Source: LINK #240484 Report a problem
        9/2/2025Listed for sale$4,250,000$1,424/sqft
        Source: MLS PIN #73424234 Report a problem
        7/2/2025Listing removed$4,250,000$1,424/sqft
        Source: MLS PIN #73343320 Report a problem
        3/10/2025Listed for sale$4,250,000$1,424/sqft
        Source: MLS PIN #73343320 Report a problem

        Public tax history

        Tax history is unavailable.

        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: Beacon Hill

        Getting around

        95 / 100
        Walker's Paradise
        99 / 100
        Rider's Paradise
        86 / 100
        Very Bikeable

        Nearby schools

        GreatSchools rating

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