See Home Value
$5,200,000
● House - Off Market

21 Chestnut St

Boston, MA 02108
bedrooms
7 Beds
bathrooms
4 Baths, 2 Half Baths
square feet
6,831 Ft²
$10,041,774
RealtyHop Estimate
82.58%
Since May 1, 2014
MA-Boston
Primary Model

About This Property

This magnificent sunny five-story bow-front townhouse with wonderful architectural details has a sumptuous floor-through living room, a formal dining room, reception room, library, and five bedrooms.  There is  a/c, a garden and a deck.  The house has a separate au-pair apartment.
Unit Size
6,831 Ft²
Days on Market
-
Land Size
0.05 acres
Price per sqft
$805
Property Type
House
Property Taxes
$5,308
HOA Dues
-
Year Built
1830

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Last updated: 6 months ago (MLSPIN #71657486)

Price History

Date / Event Date Event Price
Nov 18, 2025 Sold
Sold
Oct 3, 2025 In contract -
In contract
Feb 24, 2025 Listed by Coldwell Banker Realty - Boston $11,800,000
Listed by Coldwell Banker Realty - Boston
Exquisitely marrying historic Beacon Hill character with contemporary design, this 2017 gut renovated 4 bedroom + 2 office townhouse has been thoughtfully designed and expertly crafted! 6 levels of living connected by an elegantly draping oval staircase, this home boasts a parlor level eat in kitchen with concealed top-of-the-line appliances & storage, walk in pantry and breakfast room that are accessible to the enclosed garden. Ideal for formal entertaining the parlor also offers formal living with South facing views of Chestnut St and a large formal dining room. A 2nd floor double parlor features dual gas fireplaces, a fully equipped bar, floor to ceiling windows and a juliet balcony. A private office with access to the deck is also located on this level. A serene primary suite with dressing room, and ultra luxurious marble bath. Separate entrance with enormous mudroom, home gym, A/V system, concealed storage throughout, many custom built-ins, and excellent southern sun light!
Apr 22, 2014 Sold
Sold
Apr 8, 2014 Listed by Brewster & Berkowitz R. E. $5,500,000
Listed by Brewster & Berkowitz R. E.

Property Highlights

Air Conditioning
Fireplace

Building Info

Overview

    General

  • Year Built: 1830
  • Effective Year Built: 2015
  • Building Count: 1
  • Total Rooms: 13
  • Bedroom Count: 3
  • Bathroom Count: 6
  • Full Bathrooms: 4
  • Partial Bathrooms: 6
  • Building Condition: 1
  • Building Quality: 0
  • Construction Type: 0
  • Building Style: 16
  • Exterior Walls Type: 2
  • Interior Walls Type: 0
  • Roof Shape Type: 1
  • Roof Cover Type: 6
  • Floor Count: 500
  • Living Units: 1
  • Floor Cover: 0
  • Basement Type: 2
  • Basement Area: 0
  • Garage Type: 0
  • Parking Space Count: 0
  • Patio Type: 0
  • Porch Type: 0
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 2,000
  • Total Building Area: 6,653
  • Gross Building Area: 7,648
  • Building Area: 6,653
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 13
  • Heating: 4
  • Heated Square Feet: 6,653
  • Heating Fuel Type: 0

    Utilities

  • Sewer System: 0
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: 21 CHESTNUT STREET CONDO
  • Land Acres: 0000000046
  • Standard Land Use Code: 1001
  • County Land Use Code: 101

Neighborhood

  • School District Name: Boston School District
  • Census Tract: 020101

Zoning

  • Zoning: R1

Geography

  • Parcel: CBOS W:05 P:01583 S:000
  • Municipality: BOSTON-CENTRAL BOSTON
  • Latitude: 42.3578
  • Longitude: -71.0673

    Address

  • Full Address: 21 Chestnut St
  • Address - House Number: 21
  • Address - Street Name: Chestnut
  • Address - Suffix Type: St
  • State: MA
  • City Name: Boston
  • Carrier Code: C008
  • 4-Digit Zip Code: 3601
  • Zip Code: 02108

Valuation

    Tax

  • Tax Year: 2023
  • Tax Amount: $9,575,000

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $8,915,300
  • Assessed Land Value: $2,819,100
  • Assessed Improvements Value: $6,096,200

    Sales

  • Current Sale Recording Date: Apr 22, 2014
  • Current Sale Price:
  • Current Sale Document Type: O
  • Current Sale Input Document Number: 29203
  • Previous Sale Recording Date: Apr 13, 2010
  • Previous Sale Document Type: 71
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Beacon Hill


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Frequently Asked Questions

When was property at 21 Chestnut Street built and last sold?
The property at 21 Chestnut Street was built in 1830 and last sold on Jan 1, 1970 for $5,200,000.
How much is this home worth?
The estimated value of the home located at 21 Chestnut Street is $11,490,736.
What are some comparable homes to 21 Chestnut Street?
There are currently no comparable homes to 21 Chestnut Street.