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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
- Bedrooms4
- Mls StatusNew
- Bathroom4
- Lot Features Other
- Parcel Number 0203412000,3356557
Tax Information
- Tax Assessed Value $2,454,500
- Tax Year 2026
- Taxes$30,727
School Information
- High School Bps
- Elementary SchoolBps
- High SchoolBoston
- Junior HighBps
Parking
- Parking Spaces1
- Covered Spaces 1
- Garage YN Yes
- Parking Features Detached, Leased
Rooms
- Bathroom 1 First,5.25 x 8.166666666
- Bathroom 2 Second
- Bathroom 3 Third,15.416666666 x 16.25
- Bathrooms Total Decimal 3.5
- Bedroom 2 Main, First,13.75 x 16.583333333
- Bedroom 3 Main, First,13.666666666 x 15.916666666
- Bedroom 4 Third,9.833333333 x 14.25
- Dining Room Second,14.25 x 16.416666666
- Family Room Second,15.083333333 x 19.083333333
- Full Bath3
- Half Baths1
- Kitchen Second,15.083333333 x 12
- Living Room Second,24.5 x 17.416666666
- Main Level Bedrooms 2
- Master Bedroom Third,13.083333333
Basic Information
- List Price$2,700,000
- MLS Number73532468
- Modification Date06/09/2026
- Property SubTypeSingle Family Residence
Location
- NeighborhoodCharlestown
- SubdivisionCharlestown
- Address51 Chestnut Street
- Building Number51
- CountySuffolk
- StateMA
- StreetChestnut Street
- TownBoston
- Zip02129
Building
- BasementFull, Interior Entry, Unfinished
- Building Area Units Square Feet
- Construction Materials Conventional (2x4-2x6)
- FireplaceYes
- Fireplace Features Family Room, Living Room, Master Bedroom
- Fireplaces Total 4
- FoundationGranite
- Garage Spaces1
- Patio And Porch Features Deck - Roof, Patio
- Property StyleItalianate
- Rooms10
- Utilities For Gas Range
- Year Built1865
- Year Built Details Actual
- Year Built Source Public Records
Property
- Acreage0.05
Interior
- Flooring
- Carpet
- Flooring - Hardwood
- Flooring - Stone/Ceramic Tile
- Flooring - Wood
- Hardwood
- Marble
- Tile
- Wood
- Interior Features
- Archway
- Bathroom
- Bathroom - Full
- Bathroom - Tiled With Shower Stall
- Beadboard
- Chair Rail
- Dining Area
- Foyer
- Kitchen
- Lighting - Overhead
- Lighting - Pendant
- Living/Dining Rm Combo
- Vestibule
Exterior
- Exterior Features Deck - Roof, Patio, Garden
- RoofRubber
Utilities
- Cooling Central Air
- Cooling YN Yes
- Heat SystemYes
- Heating Forced Air, Baseboard, Natural Gas
- Sewer Public Sewer
- Water Source Public
Property Information
- Square Feet3,593
- Building Area Source Public Records
- Living Area 3,593
- Lot Size Square Feet 2,136
- Lot Size Units Acres
- Property Attached YN Yes
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 IncludedGas Water Heater, Water Heater, Tankless Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Range Hood, Stainless Steel Appliance(s), Gas Cooktop
Legal
- ZoningMulti-Fam
Other
- Date Listed06/09/2026
- Farm Land Area Units Square Feet
- View Count1
Map Location
Listed by Nancy Roth of Gibson Sotheby's International Realty
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