Date
Details
Price
Change
Source
5/05/2026
Listed
$3,199,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$3,199,000 Just Listed
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Join us at 16 Chestnut Street on:
- Open House: 11:00 AM - 12:30 PM
Saturday 5/9 11:00 AM - 12:30 PM
16 Chestnut Street,Boston, MA 0212916 Chestnut StreetBostonMA02129 - Open House: 11:30 AM - 1:00 PM
Sunday 5/10 11:30 AM - 1:00 PM
16 Chestnut Street,Boston, MA 0212916 Chestnut StreetBostonMA02129
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Property Description
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.
Full Property Details
Full Property Details for 16 Chestnut St
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General
- Price: $3,199,000
- Taxes: $20,861 (2026)
- Status: Active
- Type: Single Family
- MLS ID: 73512592
- Updated: 5/5/2026
- Added to Site: 1 day(s) ago
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Living Room: 17.50 x 15.50, First
- Family Room: 13.80 x 26.50, Basement
- Kitchen: 22.50 x 30.00, Main, First
- Dining Room: 17.50 x 15.50, Main, First
Parking
- Garage: Yes
- Garage Spaces: 1
- Parking Features: Detached, Leased
Location
- County: Suffolk
Structural Information
- Architectural Style: Italianate
- Basement: Yes
- Square Feet: 3,446
- Year Built: 1860
Lot Features
- Lot Size (Acres): 0.03
Financial Considerations
- Tax Amount: $20,861
- Tax Year: 2026
Disclosures and Reports
- Exclusions: Stagers Furniture
- Property ID: 2034660001280325
Listed by RE/MAX Encore, Zachary Endicott and Tina Endicott
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Listing agents
— 16 Chestnut St —
Zachary Endicott
RE/MAX Encore
Tina Endicott
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 16 Chestnut St
School District:Boston School District
| Name | Grades | Distance |
|---|---|---|
Harvard-Kent Elementary School 50 Bunker Hill Street, Boston, MA 02129 | PK-5 | 0.2 mi |
Warren-Prescott K-8 School 50 School Street, Boston, MA 02129 | PK-8 | 0.4 mi |
Eliot K-8 Innovation School 16 Charter Street, Boston, MA 02113 | PK-8 | 0.6 mi |
Charlestown High School 240 Medford Street, Boston, MA 02129 | 9-12 | 0.4 mi |
East Boston High School 86 White Street, Boston, MA 02128 | 9-12 | 1.3 mi |
Quincy Upper School 152 Arlington Street, Boston, MA 02116 | 6-12 | 1.8 mi |
Boston Adult Academy 20 Church St, Boston, MA 02116 | 9-12 | 1.8 mi |
Snowden Int'L High School 150 Newbury Street, Boston, MA 02116 | 9-12 | 1.9 mi |
Excel High School 95 G. Street, Boston, MA 02127 | 9-12 | 2.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 16 Chestnut St
Tax History
Tax History for 16 Chestnut St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$18,379
1%
$1,587,100
-5%
2024
$18,271
10%
$1,676,200
8%
2023
$16,668
9%
$1,552,000
10%
2022
$15,351
2%
$1,410,900
—
2021
$15,054
6%
$1,410,900
5%
2020
$14,161
2%
$1,341,000
2%
2019
$13,862
8%
$1,315,200
7%
2018
$12,881
2%
$1,229,100
3%
2017
$12,641
7%
$1,193,700
11%
2016
$11,829
28%
$1,075,400
41%
2015
$9,263
8%
$764,900
12%
2014
$8,577
—
$681,800
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 16 Chestnut St
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- Single Family
- Active
- Updated 2 days ago
- 4Beds
- 4Total Baths
- 2,658Sq. Ft.
- Single Family
- Active
- Updated 5 days ago
- 3Beds
- 4Total Baths
- 3,360Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 5Total Baths
- 3,007Sq. Ft.
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- Condo
- Active
- Updated 1 day ago
- 2Beds
- 2Total Baths
- 1,700Sq. Ft.
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- Multi-Family
- Active
- Updated 7 hours ago
- 3Units
- 9Total Beds
- 0.03Acres
- Condo
- Active
- Updated 17 hours ago
- 2Beds
- 2Total Baths
- 1,091Sq. Ft.
- Multi-Family
- Active
- Updated 7 hours ago
- 3Units
- 17Total Beds
- 0.04Acres
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16 Chestnut Street, Boston, MA 02129 (MLS# 73512592) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 16 Chestnut Street is currently listed for $3,199,000 and was received on May 05, 2026. Want to learn more about 16 Chestnut Street? Do you have questions about finding other Single Family real estate for sale in Charlestown? You can browse all Charlestown real estate or contact a Coldwell Banker agent to request more information.