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Active

16 Chestnut Street

Boston, MA 02129

$2,850,000
4Bedrooms
4Bathrooms
3,446Square feet
1860Year built

Residential · Active · MLS #73512592
Listing Courtesy of RE/MAX Encore | Zachary Endicott

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MLS PIN data

About this home

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.

Property information

Details at a glance

Interior

Rooms
10
Heating
Central, Natural Gas
Cooling
Central Air
Flooring
Wood, Tile, Engineered Hardwood
Fireplaces
2

Building

Style
Single Family Residence
Year built
1860
Garage
1
Parking
1
Foundation
Stone, Granite
Roof
Shingle, Rubber

Land & utilities

Lot size
0.03 acres
Water
Public
Sewer
Public Sewer
Zoning
R1

Financial

Annual taxes
$20,861
Assessment year
2026

Listing history

Price and status timeline

No additional public listing history was supplied for this property.

Property value estimate

An informed starting point

Estimated value$3,124,025

Estimated range $2,775,183$3,472,866

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Automated estimates are not appraisals or guarantees of market value.

Comparable sales

Recent properties for context

Sold Jul 3, 2026$2,800,000

4 Center Street

Photo insights

Condition signals

Overall presentationexcellent

Generated from listing photography; not a substitute for an inspection.

Local market context

How this home compares in Charlestown

MetricThis propertyCharlestown
List price$2,850,000$828,500244% above local
Price / sq ft$827$8806% below local
Days on market12157112% above local
Explore homes in Boston

Active neighborhood listing statistics from MLS PIN as of September 6, 2026. Asking prices are not completed-sale values.

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Common questions

About 16 Chestnut Street

Can I schedule a private showing?

Yes. Request a tour of 16 Chestnut Street and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.