$2,700,000
Active51 Chestnut Street
Boston, MA 02129
Charlestown
Listed by Nancy Roth at Gibson Sotheby's International Realty
Listing courtesy of Nancy Roth, Gibson Sotheby's International Realty
Location
Open in MapsAbout This Property
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.
Property Details
Key Facts
Property Type
Single Family
Style
Garden
Year Built
1865
Living Area
3,593 sqft
Lot Size
2,136 sqft
Rooms
10
Bedrooms
4
Bathrooms
3.5 (3 full, 1 half)
Construction
Exterior
Professional Landscaping
Basement
Full Basement
Flooring
Softwood, Wall to Wall Carpet, Hardwood, Slate, Laminate
Parking Spaces
1
Garage Spaces
1
Systems & Utilities
Heating
Hot Water Baseboard, Steam, Coal
Cooling
Central Air
Water
City/Town Water
Sewer
City/Town Sewer
Financial
Taxes (2026)
$30,727/yr
Price / Sqft
$751/sqft
MLS #
73532468
Days on Market
1

Sarina Steinmetz
617.610.0207Price History
Listed
Jun 9, 2026
$2,700,000
No price changes recorded.
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Listing information provided by MLS Property Information Network, Inc. (MLS PIN). Data last updated June 10, 2026. Information deemed reliable but not guaranteed. © 2026 Steinmetz Real Estate Professionals at William Raveis Real Estate. Equal Housing Opportunity.