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For sale
  • $6,495,000

    20 Chestnut St #1, Boston, MA 02108

    4beds
    3,640sqft
    : 
    Condominium
    Built in 1880
    -- sqft lot
    $5,937,100 Zestimate®
    $1,784/sqft
    $1,790/mo HOA

    What's special

    Dedicated laundry roomGrand dining roomJuliet balconySpa-like en-suite bathExpansive primary suiteSpacious secondary bedroomsLarge center island
    Discover refined living in this stunning 2023 total renovated 4 bedroom, 3.5 bathroom Parlor Duplex in the heart of historic Beacon Hill. Thoughtfully re-imagined with attention to detail, this elegant home includes direct access to a Private Garage and a flexible carriage house space perfect for a home office or au pair suite. The chef's kitchen is a culinary dream, featuring a large center island, top-tier appliances, and a full butler's pantry with wine storage. Bright and airy, the grand dining room opens to a Juliet balcony and flows into a sophisticated grand living room featuring dual fireplaces--ideal for entertaining. The expansive primary suite offers a peaceful escape with its own fireplace and a spa-like en-suite bath. Additional features include spacious secondary bedrooms, a dedicated laundry room, a chic wet bar, and a serene private landscaped courtyard perfect for entertaining. Private Garage off back street. Architect: Pauli & Uribe
    185 days
    |
    993
    |
    28
    |

    Zillow last checked: 7 hours ago

    Listing updated: April 12, 2026 at 02:13am

    Listed by:

    Beth Dickerson,

    Gibson Sothebys Boston Back Bay

    Source: LINK,MLS#: 240893

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Kitchen
      • Features: F
      Features
      • A, AC, D/D, EIK, HiCeils, HW, NewKit, PetsOK, Strg, Sunny, TR, W/D
      • Has fireplace: No
      Interior area
      • Total structure area: 3,640
      • Total interior livable area: 3,640 sqft

      Property

      Parking
      • Total spaces: 1
      • Parking features: 1 deeded on-site garage parking with 1 bedroom carriage house above
      Features
      • Exterior features: Gdn, Terr
      Details
      • Parcel number: CBOSW05P01466S002

      Construction

      Type & style
      • Home type: Condo
      • Property subtype: Condominium
      Condition
      • Year built: 1880
      • Major remodel year: 2021

      Community & HOA

      HOA
      • HOA fee: $1,790 monthly
      Location
      • Region: Boston

      Financial & listing details

      • Price per square foot: $1,784/sqft
      • Tax assessed value: $7,192,000
      • Annual tax amount: $83,283
      • Date on market: 10/9/2025
      • Listing agreement: E
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        Estimated market value

        $5,937,100

        $5.64M - $6.23M

        $7,967/mo

        Price history

        Price history
        DateEventPrice
        3/26/2026Price change$20,000+11.1%$5/sqft
        Source: MLS PIN #73443468 Report a problem
        11/25/2025Price change$18,000-10%$5/sqft
        Source: MLS PIN #73443468 Report a problem
        10/28/2025Price change$20,000-9.1%$5/sqft
        Source: MLS PIN #73443468 Report a problem
        10/14/2025Listed for rent$22,000$6/sqft
        Source: MLS PIN #73443468 Report a problem
        9/11/2025Price change$6,495,000-7.1%$1,784/sqft
        Source: MLS PIN #73425403 Report a problem
        9/5/2025Listing removed$22,000$6/sqft
        Source: MLS PIN #73410995 Report a problem
        9/3/2025Listed for sale$6,995,000$1,922/sqft
        Source: MLS PIN #73425403 Report a problem
        8/22/2025Price change$22,000-12%$6/sqft
        Source: MLS PIN #73410995 Report a problem
        7/30/2025Listed for rent$25,000+4.2%$7/sqft
        Source: MLS PIN #73410995 Report a problem
        7/6/2025Listing removed$6,995,000$1,922/sqft
        Source: MLS PIN #73381746 Report a problem
        5/29/2025Listed for sale$6,995,000$1,922/sqft
        Source: MLS PIN #73381746 Report a problem
        5/27/2025Listing removed$6,995,000$1,922/sqft
        Source: MLS PIN #73346600 Report a problem
        3/18/2025Listed for sale$6,995,000$1,922/sqft
        Source: MLS PIN #73346600 Report a problem
        2/11/2025Listing removed$24,000$7/sqft
        Source: Zillow Rentals Report a problem
        10/4/2024Price change$24,000-11.1%$7/sqft
        Source: Zillow Rentals Report a problem
        8/19/2024Listed for rent$27,000$7/sqft
        Source: Zillow Rentals Report a problem
        7/16/2024Listing removed$6,995,000$1,922/sqft
        Source: MLS PIN #73221532 Report a problem
        6/18/2024Price change$6,995,000-1.5%$1,922/sqft
        Source: MLS PIN #73221532 Report a problem
        4/9/2024Listed for sale$7,100,000+231%$1,951/sqft
        Source: MLS PIN #73221532 Report a problem
        4/8/2004Sold$2,145,000$589/sqft
        Source: Public Record Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2025$83,283 +6.2%$7,192,000
        2024$78,393 +5.6%$7,192,000 +4.1%
        2023$74,234 +2.7%$6,911,900 +4%
        2022$72,295 +171.7%$6,644,800 +166.5%
        2021$26,608 +14.5%$2,493,700 +13.4%
        2020$23,231 $2,199,900 +4.2%
        2019-- $2,110,500 +6%
        2018-- $1,991,200 +3%
        2017-- $1,933,400 +16.5%
        2016-- $1,659,600
        2015-- $1,659,600 +35.3%
        2014$15,432 +3.4%$1,226,700 +8%
        2013$14,924 +3.7%$1,135,800 +2.9%
        2012$14,394 +2%$1,103,800
        2011$14,118 +7.5%$1,103,800 -0.1%
        2010$13,127 +20.8%$1,105,000 +8.1%
        2009$10,864 -3.1%$1,022,000
        2008$11,211 +1.1%$1,022,000 +1.3%
        2007$11,086 $1,008,700

        Find assessor info on the county website

        Monthly payment

        Est. payment
        $38,452/mo
        Principal & interest
        $33144
        Property taxes
        $3518
        HOA Fees
        $1790
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          Climate risks

          Neighborhood: Beacon Hill

          Getting around

          99 / 100
          Walker's Paradise
          100 / 100
          Rider's Paradise
          62 / 100
          Bikeable

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