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For sale
  • $3,199,000

    16 Chestnut St, Boston, MA 02129

    4beds
    3,446sqft
    : 
    Single Family Residence
    Built in 1860
    1,348 Square Feet Lot
    $3,051,200 Zestimate®
    $928/sqft
    $-- HOA

    What's special

    Steam showerRefined finishesThoughtful craftsmanshipBeautiful exposed brickGas stoveThermador appliances
    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.
    20 days
    |
    1,941
    |
    75
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Zachary Endicott 978-604-8592,

    RE/MAX Encore 978-988-0028,

    Tina Endicott 978-376-4908

    Source: MLS PIN,MLS#: 73512592

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      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, Decorative Molding, Flooring - Engineered Hardwood
      • Level: Main,First
      • Area: 271.25
      • Dimensions: 17.5 x 15.5
      Family room
      • Features: Bathroom - Full, Closet, Open Floorplan, Recessed Lighting, Lighting - Overhead, Crown Molding, Decorative Molding, Window Seat
      • Level: Basement
      • Area: 365.7
      • Dimensions: 13.8 x 26.5
      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 Appliances, Sunken, Lighting - Sconce, Lighting - Overhead, Crown Molding, Breezeway, Decorative Molding, Flooring - Engineered Hardwood
      • Level: Main,First
      • Area: 675
      • Dimensions: 22.5 x 30
      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 Molding, Flooring - Engineered Hardwood
      • Level: First
      • Area: 271.25
      • Dimensions: 17.5 x 15.5
      Heating
      • Central, Natural Gas
      Cooling
      • Central Air
      Appliances
      • Included: 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
      • Laundry: Electric Dryer Hookup, Washer Hookup
      Features
      • Sauna/Steam/Hot Tub
      • Flooring: Wood, Tile, Engineered Hardwood
      • Basement: Full,Finished
      • Number of fireplaces: 2
      • Fireplace features: Living Room
      Interior area
      • Total structure area: 3,446
      • Total interior livable area: 3,446 sqft
      • Finished area above ground: 2,563
      • Finished area below ground: 883

      Property

      Parking
      • Total spaces: 1
      • Parking features: Detached, Leased
      • Garage spaces: 1
      Features
      • Patio & porch: Deck, Deck - Composite, Patio, Enclosed
      • Exterior features: Deck, Deck - Composite, Patio, Patio - Enclosed, Balcony, Rain Gutters, City View(s), Outdoor Gas Grill Hookup
      • Has view: Yes
      • View description: City, Water, Bay, Dock/Mooring, Harbor, Marina, Ocean
      • Has water view: Yes
      • Water view: Bay,Dock/Mooring,Harbor,Marina,Ocean,Water
      Lot
      • Size: 1,348 Square Feet
      • Features: Level
      Details
      • Parcel number: 0203466000,1280325
      • Zoning: R1

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Italianate
      • Property subtype: Single Family Residence
      • Attached to another structure: Yes
      Materials
      • Frame, Brick
      • Foundation: Stone, Granite
      • Roof: Shingle,Rubber
      Condition
      • Year built: 1860

      Utilities & green energy

      • Electric: Circuit Breakers
      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: for Gas Range, for Gas Oven, for Electric Dryer, Washer Hookup, Icemaker Connection, Outdoor Gas Grill Hookup
      Green energy
      • Energy efficient items: Thermostat

      Community & HOA

      Community
      • Subdivision: Charlestown
      HOA
      • Has HOA: No
      Location
      • Region: Boston

      Financial & listing details

      • Price per square foot: $928/sqft
      • Tax assessed value: $1,682,400
      • Annual tax amount: $20,861
      • Date on market: 5/5/2026
      • Exclusions: Stagers Furniture
      • Road surface type: Paved
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        Estimated market value

        $3,051,200

        $2.90M - $3.20M

        $6,929/mo

        Price history

        DateEventPrice
        5/5/2026Listed for sale$3,199,000+132.7%$928/sqft
        Source: MLS PIN #73512592 Report a problem
        5/29/2025Sold$1,375,000-19.1%$399/sqft
        Source: MLS PIN #73313778 Report a problem
        4/7/2025Contingent$1,699,000$493/sqft
        Source: MLS PIN #73313778 Report a problem
        4/2/2025Listed for sale$1,699,000$493/sqft
        Source: MLS PIN #73313778 Report a problem
        2/24/2025Listing removed$1,699,000$493/sqft
        Source: MLS PIN #73313778 Report a problem
        1/12/2025Price change$1,699,000-5.6%$493/sqft
        Source: MLS PIN #73313778 Report a problem
        12/10/2024Price change$1,799,000-10%$522/sqft
        Source: MLS PIN #73313778 Report a problem
        11/19/2024Listed for sale$1,999,000$580/sqft
        Source: MLS PIN #73313778 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$18,379 +0.6%$1,587,100 -5.3%
        2024$18,271 +9.6%$1,676,200 +8%
        2023$16,668 +8.6%$1,552,000 +10%
        2022$15,351 +2%$1,410,900
        2021$15,054 +6.3%$1,410,900 +5.2%
        2020$14,161 +2.2%$1,341,000 +2%
        2019$13,862 +7.6%$1,315,200 +7%
        2018$12,881 +515.7%$1,229,100 +3%
        2017$2,092 -82.3%$1,193,700 +11%
        2016$11,829 +27.7%$1,075,400 +40.6%
        2015$9,263 +13.7%$764,900 +23.4%
        2013$8,144 -2.3%$619,800 -3%
        2012$8,335 +3%$639,200 +1%
        2011$8,094 +6.6%$632,800 -1%
        2010$7,594 +4.1%$639,200 -6.9%
        2009$7,297 -4%$686,500 -0.9%
        2008$7,602 -4.9%$693,000 -4.7%
        2007$7,994 $727,400

        Find assessor info on the county website

        Monthly payment

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          All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
          HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
          Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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          Climate risks

          Neighborhood: Charlestown

          Getting around

          91 / 100
          Walker's Paradise
          82 / 100
          Excellent Transit
          84 / 100
          Very Bikeable

          Nearby schools

          GreatSchools rating

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