16 Chestnut Street

Boston, MA
$ 2,850,000 Beds 4 Baths 3.5 Sq 3,446
Monthly Estimate* How much can I afford?

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.

Active

  • Price
  • $ 2,850,000
  • City
  • Boston
  • Bedrooms
  • 4
  • Full Bathrooms
  • 3
  • County
  • SUFFOLK
  • Half Bathrooms
  • 1
  • Area
  • Charlestown
  • Lot Size
  • 0.03 Acres
  • Zip
  • 02129
  • Sqr Footage
  • 3,446
  • Year Built
  • 1860
  • Taxes
  • $ 20861
  • Style
  • Italianate
  • MLS#
  • 73512592
Listed By: Zachary Endicott with RE/MAX Encore.
Data Source: Massachusetts MLS Property Info Network (MLSPIN)

Features

General

Sewer Public Sewer
Heating Central,Natural Gas
Cooling Central Air
Utilities for Gas Range,for Gas Oven,for Electric Dryer,Washer Hookup,Icemaker Connection,Outdoor Gas Grill Hookup
Roof Shingle,Rubber
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
Zoning R1
Garage Spaces 1
Patio/Porch Features Deck,Deck - Composite,Patio,Enclosed
Architectural Style Italianate
Construction Materials Frame,Brick
Exclusions Stagers Furniture
Year Built 1860
Electric Circuit Breakers
View City
Property Subtype Single Family Residence
Tax Year 2026
Parcel Number 0203466000,3356428
County Suffolk
Property Type Residential
HOA No
Attached Garage No
Energy Efficient Thermostat
Subdivision Name Charlestown
Garage Y/N Yes
Waterview Yes
Total Rooms 10
Full Baths 3
Status Active
Directions GPS
City Boston
Senior Community Y/N No
MLS Area Charlestown
Lot Size Units Acres
Lot Size Square Feet 1348
Carport Y/N No
Property Attached Y/N Yes
Year Built Details Renovated Since
Tax Annual Amount 20861
Home Warranty Y/N No
Building Area Units Square Feet
Standard Status Active
Year Built Source Public Records
Tax Assessed Value 1682400
Certified Treated Unknown

Interior Features

Interior Amenities Sauna/Steam/Hot Tub
Basement Full,Finished
Flooring Wood,Tile,Engineered Hardwood
Total Fireplaces 2
Fireplace Features Living Room
Kitchen Level Main,First
Air Conditioning Y/N Yes
Heating Y/N Yes
Fireplace Y/N Yes
Above Grade Finished Area 2563
Half Baths 1
Laundry Features Electric Dryer Hookup,Washer Hookup
Total Bedrooms 4
Below Grade Finished Area 883
Living Room Level First
LivingAreaSource Public Record
Kitchen Features Closet/Cabinets - Custom Built,Flooring - Hardwood,Window(s) - Bay/Bow/Box,Dining Area,Pantry,Cabinets - Upgraded,Exterior Access,Open Floorplan,Recessed Lighting,Remodeled,Slider,Stainless Steel App
Total Baths 4
Living Room Features Closet/Cabinets - Custom Built,Flooring - Hardwood,High Speed Internet Hookup,Open Floorplan,Recessed Lighting,Remodeled,Wainscoting,Lighting - Sconce,Lighting - Overhead,Crown Molding,Decorative Mol
Dining Room Features Bathroom - Half,Flooring - Hardwood,Cable Hookup,High Speed Internet Hookup,Open Floorplan,Recessed Lighting,Remodeled,Wainscoting,Wine Chiller,Lighting - Pendant,Lighting - Overhead,Crown Molding,De
Kitchen Area 675
Kitchen Length 22.5
Kitchen Width 30
Dining Room Area 17.5
Dining Room Width 15.5
Family Room Area 365.7
Family Room Length 13.8
Living Room Area 271.25
Living Room Length 17.5
Living Room Width 15.5
Family Room Width 26.5
Family Room Level Basement
Family Room Features Bathroom - Full,Closet,Open Floorplan,Recessed Lighting,Lighting - Overhead,Crown Molding,Decorative Molding,Window Seat
Dining Room Level Main,First
Dining Room Area 271.25

Exterior Features

Exterior Amenities Deck,Deck - Composite,Patio,Patio - Enclosed,Balcony,Rain Gutters,City View(s),Outdoor Gas Grill Hookup
Parking Features Detached,Leased
Lot Features Level
Water Source Public
Total Parking 1
Lot Size Area 0.03
Foundation Details Stone,Granite
Spa No
Building Area Total 3446
Lot Size Acres 0.03
Road Surface Type Paved
Waterfront Y/N No
Covered Spaces 1

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the North Andover, MA office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Unknown Elementary School
Middle School Unknown Middle School
High School Unknown High School

Price History

5/5/2026 Listed $3,199,000
6/16/2026 7% - $2,999,000
8/19/2026 5% - $2,850,000

Property vs Zip Code Average in 02129

Price
AVG $2.05M
$2.85M
Taxes
AVG $16,048
$20,861
Year Built
AVG 1890
1860
Visits
AVG 61
286
Data Provided by Inside Real Estate®

16 Chestnut Street Boston, MA is a Single Family Home for sale at $2850000 with 3446 sqft and a lot size of 0.03 Acres Acre(s). 16 Chestnut Street Boston has 4 bedrooms, 3 baths and was built in 1860. The property's zip code is 02129 which is in Boston, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.