86 Chestnut Street

This charming townhouse flooded with sunlight and built in 1845 is situated on the “flat” of Chestnut Street, once the home to many stables and mews. There is an attractive second floor mahogany deck off the kitchen with redwood fencing. A separate side passageway leads from the street to a beautiful garden which has been featured on the “Beacon Hill Garden Tour”. The owner who bought the house in 1958 has run one side of the first floor as a well known designers’ shop ever since. This is a very desirable and versatile property.

There is central a/c with a new rooftop compressor installed in 2016. The slate and rubber roofs have been replaced within the past 10 years (2nd floor rubber deck roof new in 2015). A recent engineering report (and excavation) stated that the house has no pilings.



  • Double doors lead to a commercial shop on one side and a four story residential home on the other



  • Large front showroom

  • Rear design room

  • Workshop with plumbing

  • Stairway down to a basement with cement floor, a half bath and utilities (784 sf)

  • Lovely garden with mature plantings and beautiful architectural details has flagstone paving



  • Stairway from front hall leads up to a gorgeous floor-through living room with hardwood floors, two fireplaces (one lined) with provincial mantels and three windows overlooking Chestnut Street

  • Attractive dining area with floor to ceiling glass windows has a door leading out to a wonderful deck

  • Wet bar

  • Spacious bright eat-in kitchen opening to the deck has gas for cooking and is surrounded by many windows



  • Three bedrooms

  • Hallway, full bathroom



  • Large sunny master bedroom has a walk-in closet, full bathroom, washer/dryer, a fireplace and a sitting area with wonderful light and views from floor to ceiling glass doors



1st & 3rd floor chandeliers, Glass Ball Finial, 2nd floor oval light, 3rd floor lantern, brass sconces, drapes front 3rd floor BR, 4th floor lantern


SQUARE FOOTAGE: 2,835 Sq. Ft. (Architect measured)

PRICE: $3,700,000

TAXES: $24,538.97 (FY 2017 with residential exemption)


Sally Brewster

Email: sallytbrewster@gmail.com

Phone: (617) 869-3443