16 Chestnut Street Boston, MA ^$ 3,199,000

16 Chestnut Street

^$ 3,199,000

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Open House 5/15 4:30pm - 5:30pm

16 Chestnut Street

Boston, MA, 02129

^$ 3,199,000

Bedrooms4 Baths3.1 Sq 3,446

Monthly Estimate*

^$ 19,697

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Single Family Home for sale in Boston, MA

for $3,199,000 with 4 bedrooms and 3 full baths, 1 half bath. This 3,446 square foot home was built in 1860 on a lot size of 0.03.

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.

Open House

5/15/2026 4:30 PM - 5:30 PM

5/16/2026 10:45 AM - 12:00 PM

5/17/2026 10:45 AM - 12:00 PM

16 Chestnut Street Boston, MA

* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

^$ 3,199,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 20,861

Style

Italianate

Lot Size

0.03

Year Built

1860

Town/City

Boston

County/Region

Suffolk

MLS | Web ID

73512592

List By

Zachary Endicott

Listing Agent

Re/Max Encore

Broker

Affordability Calculator

$21,435

Per Month

Monthly Principal & Interest: $19,697
Monthly Property Taxes: $1,738
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.25% 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.

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Nearby

Trends

Single family listings in Boston, MA

Average List Price ^$2,753,270

Percent of Sale Price 14%

About Boston, MA

685,111 Population

16% Since 2002

^$65,384 Median Income

34.81 Median Age

20% Households with Children

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Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
5/5/2026	$3,199,000		Listed Price

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16 Chestnut Street, Boston, MA, 02129 is a Single Family Home for sale at $3,199,000 with 3,446 sqft and a lot size of 0.03. 16 Chestnut Street has 4 bedrooms, 3.1 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 6.25% 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.

Data is updated as of 5/13/2026.

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.

The property listing data and information, or the Images, 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, and the Images, 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, or as to the accuracy of any of the Images, set forth herein.

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16 Chestnut Street

Single Family Home for sale in Boston, MA

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