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Under Agreement · PendingListed 57 days ago

$2,500,000

51 Chestnut Street, Charlestown, Boston, MA 02129

4
beds
3.5
baths
3,593
sqft
Lot sizeThe land that comes with the home, as reported to the MLS.
2,136 sqft
Year builtThe year the building was originally built, as reported by the listing agent.
1865
On the marketDays since the home was listed. New listings tend to move fastest.
57 days ago
Property type
Multi Family
Price per sqftList price divided by interior living area — handy for comparing homes of different sizes.
$696
ParkingSpaces that come with the home, as reported to the MLS.
1 space
Annual taxesLast annual property tax bill reported to the MLS. A new owner's bill can differ.
$30,728

What’s Special

  • Central Air
  • Balcony/Deck
  • Garden

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.

Listing courtesy of Nancy Roth, Gibson Sotheby's International Realty · MLS PIN #73573042

Facts & Features

Status
Under Agreement
Active status flag
Pending
Bedrooms
4
Bathrooms
3 full, 1 half
Living area
3,593 sqft

Interior

12
  • Ceiling Fan(s)
  • Storage
  • Stone/Granite/Solid Counters
  • Walk-In Closet(s)
  • Bathroom with Shower Stall
  • Living Room
  • Dining Room
  • Kitchen
  • Family Room

Exterior

2
  • Balcony/Deck
  • Garden

Parking

1
  • Leased

Heating

4
  • Central
  • Baseboard
  • Natural Gas
  • Forced Air

Cooling

1
  • Central Air

Appliances

8
  • Range
  • Dishwasher
  • Microwave
  • Refrigerator
  • Freezer
  • Washer
  • Dryer
  • Range Hood

MLS PIN #73573042 · Listed September 8, 2026

Location

51 Chestnut Street, Charlestown, Boston · All Charlestown homes

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, landlords 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, leasing or renting 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, leasing or renting. 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.

Call (857) 322-7325

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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, landlords 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, leasing or renting 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, leasing or renting. 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.