16 Chestnut Street, Boston MA 02129

Boston, MA 02129 • Charlestown
$3,199,000
$2,999,000
Est. $17,103/month
4
Beds
3.5
Baths
3,446
Sq Ft
$870
Price/Sq Ft
0.03
Acres
1860
Year Built
1
Garage Space
101
Days on Market
For Sale Price Drop -$200,000 Open House Listed May 5, 2026 • MLS# 73512592 Copied! • Updated Jun 20, 2026

Track this home for price, status, and open-house alerts.

Open House Schedule

16
Aug
Sunday, August 16
11:30 AM - 12:45 PM EDT

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.

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Recently Sold Nearby

Property History

Market Insights

1
Price Changes
6.3%
Price Range

Property Timeline

Price Reduced
Jun 16, 2026
$2,999,000 $200,000 (-6.25%)
From $3,199,000 to $2,999,000 (-6.2%)
🏠
Listed for Sale
May 5, 2026
$3,199,000
Original listing
Office: RE/MAX Encore

Tax History

Year Taxes Assessment
2026 $20,861 $1,682,400

Financial Details

Annual Property Tax
$20,861
Tax Year 2026
Assessed Value
$1,682,400

Facts & Features

1 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1860
Living Area 3,446 sq ft
Lot Size 0.03 acres
Bedrooms 4
Full Baths 3
Half Baths 1
Total Rooms 10

Interior

Heating Central, Natural Gas
Cooling Central Air
Flooring Wood, Tile, Engineered Hardwood
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
Fireplace Living Room
Fireplaces 2
Basement Full, Finished
Laundry Electric Dryer Hookup, Washer Hookup
Features Sauna/steam/hot Tub

Exterior

Construction Frame, Brick
Architecture Italianate
Roof Shingle, Rubber
Features Deck, Deck - Composite, Patio, Patio - Enclosed, Balcony, Rain Gutters, City View(s), Outdoor Gas Grill Hookup
Pool None
Spa None
Fencing None
Patio/Porch Deck, Deck - Composite, Patio, Enclosed
Garage Spaces 1
Has Garage Yes
Features Detached, Leased
Total Spaces 1
Electric Circuit Breakers
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range, For Gas Oven, For Electric Dryer, Washer Hookup, Icemaker Connection, Outdoor Gas Grill Hookup
Annual Tax $20,861
Assessed Value $1,682,400
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures None
Exclusions Stagers Furniture
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Public Record
Sq Ft Disclosures Area includes finished Basement
Documents None
County Suffolk
Total market time (incl. prior listings) 46 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1860
Bedrooms
4
Full Bathrooms
3
Half Bathrooms
1
Living Area
3,446 sq ft
Total Rooms
10

Floor Layout

Interior Features

Flooring: Wood, Tile, Engineered Hardwood
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
Interior Features: Sauna/Steam/Hot Tub
Windows:
Basement: Full, Finished
Laundry: Electric Dryer Hookup, Washer Hookup
Security:

Construction & Materials

Style: Italianate
Year Built: 1860
Structure Type:
Exterior Materials: Frame, Brick
Roof: Shingle, Rubber
Foundation: Stone, Granite

Heating, Cooling & Utilities

Heating: Central, Natural Gas
Heating Zones: 3
Cooling: Central Air
Cooling Zones: 3
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features: Thermostat

Exterior & Lot

Exterior Features: Deck, Deck - Composite, Patio, Patio - Enclosed, Balcony, Rain Gutters, City View(s), Outdoor Gas Grill Hookup
Patio & Porch: Deck, Deck - Composite, Patio, Enclosed
Fencing:
Other Structures:
Lot Features: Level
Road Surface: Paved

Parking & Garage

Garage Spaces: 1
Total Parking Spaces: 1
Parking Features: Detached, Leased

Special Features

Fireplaces: 2
Fireplace Type: Living Room
View: Yes
View Type: City
Community Amenities:
School District
Boston School District local
C-
🎓 Where Graduates Go Class of 2021
52% attend college
38% 4-Year 14% 2-Year 7% Out of State 7% Working
School Safety 2024-25
3.7% Above Average
3.2% Suspensions 0.3% In-School 0.5% Emergency
1.8% below state avg
E

Elementary Schools

3 schools
Harvard/Kent Elem
0.2 mi
C
Harvard-Kent Elementary School
0.2 mi | #589 of 824 | Score: 41.5
Dropped 181 spots from last year
-16.7 below state avg
334 students Very Diverse
Diverse Student Body
Grades PK-06
A-
Warren-Prescott K-8 School
0.4 mi | #85 of 352 | Score: 51.3
Improved 4 spots from last year
-7 below state avg
507 students Diverse
Grades PK-08
M

Middle Schools

1 school
Edwards Middle
0.6 mi
H

High Schools

3 schools
Charlestown High
0.4 mi
D
Charlestown High School
0.4 mi | #322 of 346 | Score: 31.0
Improved 49 spots from last year
-27.2 below state avg
754 students Diverse
11 sports • 488 athletes
Early College Program Rising School
Grades 07-12
Seaport Academy School
1.3 mi
Grades 07-12
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Monthly Payment Breakdown

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Property Tax $1,738
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
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Location

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Neighborhood

Charlestown

16 Chestnut Street, Boston MA 02129

Boston, MA 02129

Listing Information

Listing Office RE/MAX Encore
Office Phone 978-988-0028
Agent MLS ID CN251093
Office MLS ID B95079
Listing Data Updated Jun 20, 2026 3:05 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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Steve Novak Real Estate
Steve Novak Real Estate
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