Pending
Sale Pending at 51 Chestnut St, Charlestown, MA 02129 | MLS# 73573036 | Listing updated on 2026-09-30
Photo 1 of Sale Pending at 51 Chestnut St, Charlestown, MA 02129 | MLS# 73573036 | Listing updated on 2026-09-30
Photo 2 of Sale Pending at 51 Chestnut St, Charlestown, MA 02129 | MLS# 73573036 | Listing updated on 2026-09-30
Photo 3 of Sale Pending at 51 Chestnut St, Charlestown, MA 02129 | MLS# 73573036 | Listing updated on 2026-09-30
Photo 4 of Sale Pending at 51 Chestnut St, Charlestown, MA 02129 | MLS# 73573036 | Listing updated on 2026-09-30
36+
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Street View

$2,500,000

Monthly Est:$12,443

  • Beds Icon4 Beds
  • Beds Icon
    4 Baths
  • Beds Icon3,593sqft

51 Chestnut St, Charlestown, MA 02129

$12,443/moEst:

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  • Single Family Residence

  • Built in 1865

  • $-- HOA

  • 0.05 acre lot

  • $696/sq.ft

Description

Located on a gas-lit street near Monument Square, this rarely available, 4BR/3.5BA, two-family home offers 3,593+sf and an extraordinary opportunity for an owner occupant to live in the "owner's unit" and keep a tenant in 1st floor unit; or buyers looking to convert into a spectacular single family home; or a developer/investor to convert into two high-end condos. The grand entrance is defined by soaring ceilings, period moldings, and a sweeping staircase that leads to an impressive formal living room. An elegant dining room flows into a chef’s kitchen with luxury finishes and top-tier appliances. A charming family room w/wet bar and gas FP provides an inviting hub for daily living. A spacious primary suite w/fireplace has ample closet space and marble spa bath. An addt’l bedroom and full bath complete this level. The separate entrance, 1BR rental unit in the rear of the first floor is well maintained. The crown jewel is an expansive 480sf private roof deck w/head house, wet bar, and panoramic views of the harbor, Monument, and Boston skyline. An unfinished basement offers future expansion capabilities, and a lush garden patio completes this special offering.

  • Houzeo last checked: 6 hours ago
  • Listing updated: September 30, 2026 at 4:35 pm
  • Listing Provided by: Nancy Roth (617) 429-6396 | Gibson Sotheby's International Realty (617) 242-4222
  • Source: MLS Property Information Network-MA | MLS#: 73573036 MLS Property Information Network-MA

Property Details

  • Status

    Pending

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Suffolk County

  • City

    Boston

  • Neighborhood

    Charlestown

  • Year Built

    1865

  • HOA Fees

    -

  • Finished Area

    3,593 sqft

  • Lot Size

    0.05 acre lot

  • Basement Area

    - sqft

  • MLS Name

    MLS Property Information Network

  • MLS Number

    73573036

  • MLS Status

    Under Agreement

  • Days on Market

    31

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 4

Interior

  • Sewer

    Public Sewer

  • Interior Features

    Bathroom Full, Bathroom Tiled With Shower Stall, Lighting Overhead, Dining Area, Beadboard, Lighting Pendant, Archway, Vestibule, Chair Rail, Bathroom, Kitchen, Foyer, Living/dining Rm Combo

  • Appliances

    Gas Water Heater, Water Heater, Tankless Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Range Hood, Stainless Steel Appliance(s), Gas Cooktop

  • Exterior Features

    Deck Roof, Patio, Garden

  • Flooring

    Wood, Tile, Carpet, Marble, Hardwood, Flooring Stone/ceramic Tile, Flooring Wood, Flooring Hardwood

  • Cooling

    Central Air

  • Heating

    Forced Air, Baseboard, Natural Gas

Construction

  • Year Built

    Year Built: 1865

  • Home type

    Single Family Residence

  • Foundation Details

    Granite

  • Architectural Style

    Italianate

  • Roof

    Rubber

  • Construction Materials

    Conventional (2x4 2x6)

Utilities & Energy

  • Water Source

    Public

  • Laundry Features

    Third Floor

  • Fireplace Features

    Family Room, Living Room, Master Bedroom

  • Utilities

    For Gas Range

  • Basement

    Full, Interior Entry, Unfinished

  • Parking Features

    Detached, Leased

Other Features

  • Community Features

    Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/jog Trails, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House Of Worship, Marina, Private School, Public School, T Station, University

  • Patio And Porch Features

    Deck Roof, Patio

  • Lot Features

    Other

  • Subdivision Name

    Charlestown

  • Disclosures

    4 Fireplaces: 1 Electric Fireplace In Entry Parlor; 1 Gas Fireplace In Den Off Kitchen, And The Two Wood Burning Fireplaces Are In 2nd Floor Living Room And Primary Bedroom. Neither Of These Wood Fp Chimneys Are Lined. Seller Does Not Use As A Result.

Price History

DateEventPrice

09/30/2026

Source: mls_logoMLS Property Information Network-MA #73573036

Pending

$2,500,000

$696/sqft

09/08/2026

Source: mls_logoMLS Property Information Network-MA #73573036

Listed for Sale

$2,500,000 -7.41%

$696/sqft

07/01/2026

Source: mls_logoMLS Property Information Network-MA #73533495

Listing Removed

$2,700,000

$751/sqft

06/19/2026

Source: mls_logoMLS Property Information Network-MA #73533495

Listed for Sale

$2,700,000

$751/sqft

06/12/2026

Source: mls_logoMLS Property Information Network-MA #73533495

Contingent (Active Under Contract)

$2,700,000

$751/sqft

Charlestown Ranks #4 in Boston, MA

Homes for sale
103

Homes

Rental prices
$2,538

Rental Prices

Median Home Price
$1.04M

Median Home Price

Charlestown, Boston, MA neighborhood guide

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Based on information provided to and compiled by MLS Property Information Network, Inc. covering through Oct 09, 2026, 02:30PM. 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. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified. © 2026 MLS Property Information Network, Inc. All Rights Reserved.

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