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!
Property Details
Price:
$11,800,000
MLS #:
73337575
Status:
Pending
Beds:
4
Baths:
5.5
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
beaconhill
Listed Date:
Feb 24, 2025
Finished Sq Ft:
6,653
Total Sq Ft:
6,653
Lot Size:
2,000 sqft / 0.05 acres (approx)
Year Built:
1830
See this Listing
Schools
Interior
Appliances
Oven, Dishwasher, Disposal, Range, Refrigerator, Freezer, Washer, Dryer
Bathrooms
4 Full Bathrooms, 3 Half Bathrooms
Cooling
Central Air
Fireplaces Total
4
Heating
Forced Air, Baseboard
Exterior
Architectural Style
Victorian
Community Features
Public Transportation, Shopping, Park, Medical Facility, Bike Path, Conservation Area, Highway Access, Public School, Other
Construction Materials
Frame, Brick
Exterior Features
Deck, Patio
Financial
Tax Year
2024
Taxes
$97,177
Map
Community
- Address21 Chestnut St Boston MA
- CityBoston
- CountySuffolk
- Zip Code02108
Subdivisions in Boston
- Adams Village
- Ashmont Hill
- Ashmont Hill / Carruth Area
- Back Bay
- Bay Village
- Beacon Hill
- Bellevue Hill
- Boston
- Brighton-Oak Square
- Charlestown
- Chestnut Hill
- Chestnut Hill /Brookline line
- Chestnut Hill Park Condominium
- Clam Point Neighborhood
- Eight Streets Neighborhood
- Ellis South End Neighborhood
- Fairmount Hill
- Fields Corner
- Gas Light District
- Golf Course Neighborhood
- Harbor View
- Harborview
- Highland
- Hyde Park
- Jamaica Plain
- Lower Mills
- Melville Park
- Metropolitan Heights Area
- Metropolitan Hill
- Mission Hill – Longwood Medical
- Oak Square
- Parkway neighborhood
- Roslindale
- Roslindale – WC Bates
- roslindale village
- Roxbury’s Moreland Street Historic District
- Savin Hill: Minutes to Carson Beach/UMass Boston T-Stop
- South Boston
- Suffolk County
- Sumner Hill
- Thomas Park
- Woodbourne
Market Summary
Current real estate data for Single Family in Boston as of Oct 27, 2025
383
Single Family Listed
130
Avg DOM
698
Avg $ / SqFt
$2,053,688
Avg List Price
Property Summary
- 21 Chestnut St Boston MA is a Single Family for sale in Boston, MA, 02108. It is listed for $11,800,000 and features 4 beds, 6 baths, and has approximately 6,653 square feet of living space, and was originally constructed in 1830. The current price per square foot is $1,774. The average price per square foot for Single Family listings in Boston is $698. The average listing price for Single Family in Boston is $2,053,688. To schedule a showing of MLS#73337575 at 21 Chestnut St in Boston, MA, contact your Cornerstone Real Estate agent at 617-238-7400.
Similar Listings Nearby
Courtesy of MGS Group Real Estate LTD. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
21 Chestnut St
Boston, MA