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16 Chestnut Street, Boston MA 02129
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39 photos

$2,850,000

16 Chestnut Street, Boston MA 02129
Boston, MA 02129
Listed by Zachary Endicott
Bedrooms
4
Bathrooms
3.1
Living area
3,446 sqft
Year built
1860

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.

Highlights

ViewFireplace

Property details

MLS #
73512592
Property type
Single Family Residence
Subdivision
Charlestown
Status
Active
Days on market
108
On market date
May 5, 2026
Stories
N/A
Garage spaces
1
Lot size
0.03 acres

Location

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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Harvard-Kent
0.19 mi away · Grades -1-6
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
347
Student:teacher ratio
8.9:1
District
Boston
Middle
Cambridge Street Upper School
1.66 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
279
Student:teacher ratio
7.5:1
District
Cambridge
High
Charlestown High
0.43 mi away · Grades 7-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
821
Student:teacher ratio
9.8:1
District
Boston

Mortgage calculator

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Est. monthly payment
$17,313/mo
$570,000 down
$2,280,000 loan
Principal & interest$14,788
Property tax (est.)$2,375
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 1 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.