21 Chestnut St, Boston, MA 02108 - Photo 1

1/1

$10,400,000

Sold
Closed
Single Family
4 Beds
4 Full Baths
3 Partial Baths
6,653 Sq. Ft.
0.05 Acres

1/1

Property Description

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!

Full Property Details

Full Property Details for 21 Chestnut St

General

Sold For: $10,400,000
Taxes: $97,177 (2024)
Status: Closed
Type: Single Family
Source: MLSPin
MLS ID: 73337575
Added to Site: 326 day(s) ago

Interior

Number of Rooms: 13
Fireplace: Yes
Number of Fireplaces: 4
Appliances: Oven, Dishwasher, Disposal, Range, Refrigerator, Freezer, Washer, Dryer

Rooms

Bathrooms

Total Bathrooms: 7
Full Bathrooms: 4
Half Bathrooms: 3
Main - Full Baths: 4
Main - 1/2 Baths: 3

Bedrooms

Total Bedrooms: 4
Primary Bedroom: Yes

Exterior

Exterior Features: Deck, Patio

Location

Area: Beacon Hill
County: Suffolk
Driving Directions: Upper Chestnut St between Spruce & Walnut

Heating & Cooling

Air Conditioning: Yes
Cooling Type: Central Air
Heating Type: Forced Air, Baseboard
Heating Fuel: Forced Air, Baseboard

Utilities

Sewer: Public Sewer
Water: Public

Structural Information

Architectural Style: Victorian
Exterior Const.: Frame, Brick
Basement: Yes
Basement Desc.: Full, Finished, Walk-Out Access
Square Feet: 6,653
Sq. Ft. Source: Public Records
Living Area: 6,653 Sq. Ft.
Year Built: 1830

Lot Features

Lot Size (Acres): 0.05
Lot Dimensions: .05
Frontage: Public
Lot Features: Other

Financial Considerations

Price Per Sq. Ft.: $1,563.2
Tax Amount: $97,177
Tax Year: 2024

Disclosures and Reports

Property ID: W:05 P:01583 S:000, 1339735

What's Your Home Worth?

* Indicates a required field

For a complimentary comparative market analysis, please contact us so we can discuss your home's value.

Your Property Information

Address optional

City *State *

Zip Code optional

Your Contact Information

First Name *Last Name *

Email Address *

Phone Number *

Comment *

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Submit, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

Meet the listing and selling agent

— 21 Chestnut St —

Michael Harper

Email Me

(617) 480-3938 mobile

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender

NMLS#: 1598647

Get Pre-Approved

Schools

Schools serving 21 Chestnut St

School District:Boston School District

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 21 Chestnut St

Date

Details

Price

Change

Source

11/18/2025

Sold

$10,400,000

-11.86%

MLS

2/24/2025

Listed

$11,800,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

81 Broadway, Chelsea, MA 02150 - Photo 1

Just Listed

$650,000

Open House

81 Broadway #1 Chelsea, MA 02150

Condo
Active
Updated 1 day ago

3
Beds
3
Total Baths
1,686
Sq. Ft.

24 Hooper St, Chelsea, MA 02150 - Photo 1

Just Listed

$779,900

Open House

24 Hooper St Chelsea, MA 02150

Single Family
Active
Updated 3 hours ago

3
Beds
2
Total Baths
1,080
Sq. Ft.

150 Webster Ave, Chelsea, MA 02150 - Photo 1

Just Listed

$485,000

Open House

150 Webster Ave #3 Chelsea, MA 02150

Townhouse
Active
Updated 3 hours ago

2
Beds
2
Total Baths
1,234
Sq. Ft.

43-45 Blossom St, Chelsea, MA 02150 - Photo 1

Just Listed

$480,000

Open House

43-45 Blossom St #3 Chelsea, MA 02150

Condo
Active
Updated 16 hours ago

2
Beds
2
Total Baths
810
Sq. Ft.

40 Crescent Ave, Chelsea, MA 02150 - Photo 1

40 Crescent Ave #4 Chelsea, MA 02150

Condo
Active
Updated 13 hours ago

3
Beds
2
Total Baths
1,300
Sq. Ft.

250 Congress Ave, Chelsea, MA 02150 - Photo 1

Price Reduced

-$10,000 (-2%)

$489,999

250 Congress Ave #40 Chelsea, MA 02150

Townhouse
Active
Updated 3 days ago

2
Beds
3
Total Baths
1,344
Sq. Ft.

40 Crescent Ave #3 Chelsea, MA 02150

Condo
Active
Updated 13 hours ago

3
Beds
2
Total Baths
1,030
Sq. Ft.

8-10 Chatham St, Cambridge, MA 02139 - Photo 1

Price Reduced

-$15,000 (-1.72%)

$859,000

8-10 Chatham St #4 Cambridge, MA 02139

Condo
Active
Updated 2 days ago

3
Beds
1
Total Bath
1,091
Sq. Ft.

Listed by Gary J. Vrotsos (617) 901-7117

112 Myrtle St, Boston, MA 02114 - Photo 1

Sold

$9,000,000

112 Myrtle St Boston, MA 02114

Multi-Family
Closed

10
Units
15
Total Beds
0.03
Acres

2 Commonwealth Ave, Boston, MA 02116 - Photo 1

Sold

$11,000,000

2 Commonwealth Ave #15BC Boston, MA 02116

Condo
Closed

2
Beds
3
Total Baths
3,140
Sq. Ft.

285 Commonwealth Ave, Boston, MA 02115 - Photo 1

Sold

$10,500,000

285 Commonwealth Ave Boston, MA 02115

Single Family
Closed

7
Beds
9
Total Baths
12,004
Sq. Ft.

Listed by Lili Banani and Michael Harper

Sold

$10,400,000

285 Commonwealth Ave Boston, MA 02115

Multi-Family
Closed

2
Units
7
Total Beds
0.07
Acres

Listed by Michael Harper and Lili Banani

21 Chestnut St, Boston, MA 02108 (MLS# 73337575) is a Single Family property that was sold at $10,400,000 on November 18, 2025. This property was listed by Michael Harper from our Boston-Back Bay Office.Want to learn more about 21 Chestnut St? Do you have questions about finding other Single Family real estate for sale in Boston? You can browse all Boston real estate or contact a Coldwell Banker agent to request more information.

21 Chestnut St Boston, MA 02108