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51 Chestnut Street

Charlestown, Boston, MA 02129
$2,500,000
4 Beds
3/1 Baths
3,593 Living Area
  • Property 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.
  • Highlights
    • Area: Charlestown
    • Heating: Forced Air, Baseboard, Natural Gas
    • Property Class: Residential
    • Style: Italianate
    • Year Built: 1865
    • Cooling: Central Air
    • Parking Spots: 1
    • Property Type: Single Family Residence
    • Total Rooms: 10
    • Status: Active
  • Additional Details
    • 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
    • Construction: Conventional (2x4-2x6)
    • Exterior Features: Deck - Roof, Patio, Garden
    • Flooring: Wood, Tile, Carpet, Marble, Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Wood, Flooring - Hardwood
    • 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
    • Road Frontage Type: Public
    • SqFt Source: Public Record
    • Year Built Source: Public Records
    • Basement: Full, Interior Entry, Unfinished
    • Exclusions: 2nd Floor Dining Room Brass Uplight.
    • Fireplaces: 4
    • Foundation: Granite
    • Lot Features: Other
    • Roof: Rubber
    • Year Built Details: Actual
    • Zoning: Multi-Fam
  • Amenities
    • 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
    • Parking Features: Detached, Leased
    • Covered Parking Spaces: 1
  • Utilities
    • Sewer: Public Sewer
    • Water Source: Public
  • Fees / Taxes
    • Assessed Value: $2,454,500
    • Taxes: $30,727
    • Tax Year: 2026

Location

51 Chestnut Street, Boston, MA 02129

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Content © 2026 MLS Property Information Network, Inc. The information in this listing was gathered from third party resources including the seller and public records. Listing information provided courtesy of Gibson Sotheby's International Realty. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations or warranties as to the accuracy of this information.
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