$2,850,000 · For sale

Perfectly positioned between the Training Field and the Charlestown Navy Yard, this newly renovated single-family brownstone offers four levels of luxury living in one of the neighborhood’s most coveted locations. The home features 4 bedrooms plus a large finished lower level with dedicated storage—ideal for a media room, gym, or playroom. A stunning chef’s kitchen with marble surfaces and Thermador appliances opens to a private patio with a gas grill hookup, perfect for indoor-outdoor entertaining.The primary suite is a true retreat, complete with a steam shower, gas stove, and a dedicated sitting area that opens to a private balcony with breathtaking city views. A second-level south-facing roof deck with a gas fire-pit hookup provides exceptional outdoor living. Beautiful exposed brick, refined finishes, and thoughtful craftsmanship are showcased throughout. This home combines new construction, period detail, historic surroundings, and unmatched Charlestown Walkability.
16 Chestnut Street is a 4-bedroom, 3.5-bath single-family home for sale in Boston, MA 02129 with 3,446 square feet, asking $2,850,000. It was built in 1860. It has been on our site since July 15, 2026.
The median asking price among the 86 other 4-bedroom single-family homes for sale in Boston is $1,119,500. At $827 a square foot, it compares with a median of $534 among the 246 other single-family homes for sale in Boston with a stated size.
At 3,446 square feet, it is larger than 84% of the 86 other 4-bedroom single-family homes in Boston with a stated size.
It scores 100 out of 100 for walkability, from how close everyday places are.
The closest train or subway stop is Community College (MBTA Orange Line), about 0.5 miles away. The closest bus stop is Adams St @ Lowney Way (MBTA route 93), under 0.1 miles away.
The closest public schools by level are Harvard-Kent Elementary School (0.2 miles) and Charlestown High School (0.4 miles). The district decides which school serves an address.
Listing information from MLS Property Information Network (MLS PIN), MLS #73512592, deemed reliable but not guaranteed. Prices are compared with other homes listed on this site today. Trains and buses come from the transit agencies’ published schedules and schools from the National Center for Education Statistics. Distances are straight-line.
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To ask about this home or book a tour, call Benjamin Realty at (617) 734-5050 or email [email protected].