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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, investor/developer, or buyer looking to convert into a spectacular single family home. 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/FP 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. A lush garden patio completes this special offering.

More Info

Basic Information

  • Gross Income $37,200
  • Lot Features Other
  • Mls StatusNew
  • Parcel Number 0203412000,3356557
  • Rent Includes Unit 2(None)

Tax Information

  • Tax Assessed Value $2,454,500
  • Tax Year 2026
  • Taxes$30,727

School Information

  • Elementary SchoolBps
  • High SchoolBoston
  • High School Bps
  • Junior HighBps

Parking

  • Parking Features Leased
  • Parking Spaces1

Rooms

  • Bathroom4
  • Bathrooms Total Decimal 3.5
  • Bedrooms4
  • Full Bath3
  • Half Baths1

Basic Information

  • List Price$2,700,000
  • MLS Number73533495
  • Modification Date06/10/2026
  • Property SubTypeMulti Family

Location

  • Address51 Chestnut Street
  • Building Number51
  • CountySuffolk
  • NeighborhoodCharlestown
  • StateMA
  • StreetChestnut Street
  • SubdivisionCharlestown
  • TownBoston
  • Zip02129

Building

  • BasementUnfinished
  • Building Area Units Square Feet
  • Construction Materials Frame
  • FireplaceYes
  • Fireplace Features Wood Burning, Electric, Gas
  • Fireplaces Total 4
  • FoundationGranite
  • Levels 4
  • Patio And Porch Features Deck - Roof, Patio
  • Rooms10
  • Stories4
  • Units2
  • Utilities For Gas Range
  • Window Features Skylight(s), Insulated Windows
  • Year Built1865
  • Year Built Details Actual
  • Year Built Source Public Records

Property

  • Acreage0.05

Interior

  • Flooring
    • Carpet
    • Hardwood
    • Marble
    • Stone/Ceramic Tile
    • Tile
    • Wood
  • Interior Features
    • Bathroom with Shower Stall
    • Ceiling Fan(s)
    • Dining Room
    • Family Room
    • Kitchen
    • Laundry Room
    • Living Room
    • Office/Den
    • Stone/Granite/Solid Counters
    • Storage
    • Sunroom
    • Walk-In Closet(s)

Exterior

  • Exterior Features Balcony/Deck, Garden
  • RoofRubber

Utilities

  • Cooling Central Air
  • Cooling YN Yes
  • Heat SystemYes
  • Heating Central, Baseboard, Natural Gas, Forced Air
  • Sewer Public Sewer
  • Water Source Public

Property Information

  • Building Area Source Public Records
  • Living Area 3,593
  • Lot Size Square Feet 2,136
  • Lot Size Units Acres
  • Square Feet3,593

Amenities

  • Amenities
    • Bike Path
    • Conservation Area
    • Highway Access
    • House of Worship
    • Laundromat
    • Marina
    • Medical Facility
    • Park
    • Pool
    • Private School
    • Public School
    • Public Transportation
    • Shopping
    • T-Station
    • Tennis Court(s)
    • University
    • Walk/Jog Trails
  • Appliances IncludedRange, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer, Range Hood
  • Other AmenitiesBasement, Fireplace, Garden, Tennis

Legal

  • ZoningMulti-Fam

Other

  • Date Listed06/10/2026
  • Farm Land Area Units Square Feet
  • Spa Features Bath
  • View Count1

Map Location

Driving Directions

Listed by Nancy Roth of Gibson Sotheby's International Realty

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