Skip main navigation
For sale
  • $6,495,000

    20 Chestnut St #1, Boston, MA 02108

    4beds
    3,640sqft
    : 
    Condominium
    Built in 1880
    -- sqft lot
    $6,121,700 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
    63 days
    |
    644
    |
    35
    |

    Zillow last checked: 8 hours ago

    Listing updated: 19 hours ago

    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
    Get pre-qualifiedBe ready to make an offer.
    Connect with an agentGet info on this home, tour, and more.
    Calculate monthly paymentSee if you can afford this home.

    Estimated market value

    $6,121,700

    $5.82M - $6.43M

    $7,102/mo

    Price history

    Price history
    DateEventPrice
    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

    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%

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $40,774/mo
    Principal & interest
    $33085
    Property taxes
    $3626
    Other costs
    $4063

      Climate risks

      Neighborhood: Beacon Hill

      Nearby schools

      GreatSchools rating

      Similar homes

      Skip to the end of the carouselSkip to the beginning of the carousel
      • Loading
      • Loading