$2,850,000
16 Chestnut Street
Boston, MA, 02129
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 Details
Price:
$2,850,000
MLS #:
73512592
Status:
Active
Beds:
4
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Charlestown
Neighborhood:
charlestown
Listed Date:
May 5, 2026
Finished Sq Ft:
3,446
Total Sq Ft:
3,446
Lot Size:
1,348 sqft / 0.03 acres (approx)
Year Built:
1860
Schools
Interior
Above Grade Finished Area
2563
Appliances
Electric Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, ENERGY STAR Qualified Refrigerator, ENERGY STAR Qualified Dryer, ENERGY STAR Qualified Dishwasher, ENERGY STAR Qualified Washer, Range Hood, Oven, Plumbed For Ice Maker
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Below Grade Finished Area
883
Cooling
Central Air
Fireplaces Total
2
Flooring
Wood, Tile, Engineered Hardwood, Flooring – Stone/Ceramic Tile, Flooring – Vinyl
Heating
Central, Natural Gas
Interior Features
Bathroom – Half, Ceiling Fan(s), Closet/Cabinets – Custom Built, Countertops – Stone/Granite/Solid, Countertops – Upgraded, Recessed Lighting, Crown Molding, Bathroom – 3/4, Walk-In Closet(s), Open Floorplan, Storage, Lighting – Overhead, Window Seat, Closet, Bathroom, Bonus Room, Sauna/Steam/Hot Tub
Laundry Features
Closet – Linen, Closet – Walk-in, Closet/Cabinets – Custom Built, Flooring – Hardwood, Electric Dryer Hookup, Washer Hookup, Second Floor
Exterior
Architectural Style
Italianate
Construction Materials
Frame, Brick
Covered Spaces
1
Exterior Features
Deck, Deck – Composite, Patio, Patio – Enclosed, Balcony, Rain Gutters, City View(s), Outdoor Gas Grill Hookup
Garage Spaces
1
Green Energy Efficient
Thermostat
Lot Features
Level
Parking Features
Detached, Leased
Parking Spots
1
Parking Total
1
Patio And Porch Features
Deck, Deck – Composite, Patio, Enclosed
Roof
Shingle, Rubber
View
City
Financial
Tax Year
2026
Taxes
$20,861
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
More About MarieMortgage Calculator
Map
Current real estate data for Single Family in Boston as of Nov 08, 2026
409
Single Family Listed
122
Avg DOM
658
Avg $ / SqFt
$1,842,853
Avg List Price
Community
- Address16 Chestnut Street Boston MA
- SubdivisionCharlestown
- CityBoston
- CountySuffolk
- Zip Code02129
Subdivisions in Boston
- Adams Village
- Ashmont Hill
- Ashmont Hill / Carruth Area
- Ashmont Hill / Peabody Square
- Beacon Hill
- Bellevue Hill
- Boston
- Central JP
- Charlestown
- Clam Point
- Doctor’s Row
- Dorchester
- East Boston
- Fairmount Hill
- Fairmount Hill
- Forest Hills
- Fort Hill Highland Park
- George Wright Golf Course Neighborhood
- Highland
- Holy Name Parish neighborhood
- Hyde Park
- Jeffries Point
- Ledgewood Road
- Lower Allston
- Lower Mills
- Lower Mills and East Milton Square
- Melville Park
- Moss Hill
- Nubian Square
- Oak Square
- Oak Square Brighton/Newton Liine
- Orient Heights
- Over The Bridge – Savin Hill
- Peak Hill Neighborhood
- Peter’s Hill
- Pondside
- Pondside Jamaica Plain
- Readville
- Roslindale
- Roxbury
- Savin Hill OTB
- Savin Hill/JFK
- South Boston
- Thompson Square
- Truman Parkway/ Monahan Park
- Ward 20
- Well Respected Hyde Park Neighborhood Area of Boston.
- West Roxbury
- Woodbourne
Similar Listings Nearby
Property Summary
- Located in the Charlestown subdivision, 16 Chestnut Street Boston MA is a Single Family for sale in Boston, MA, 02129. It is listed for $2,850,000 and features 4 beds, 4 baths, and has approximately 3,446 square feet of living space, and was originally constructed in 1860. The current price per square foot is $827. The average price per square foot for Single Family listings in Boston is $658. The average listing price for Single Family in Boston is $1,842,853. To schedule a showing of MLS#73512592 at 16 Chestnut Street in Boston, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of RE/MAX Encore. 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.
16 Chestnut Street
Boston, MA