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51 Chestnut Street

Charlestown, Boston, MA 02129
$2,700,000
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, 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.
  • Highlights
    • Area: Charlestown
    • Heating: Central, Baseboard, Natural Gas, Forced Air
    • Parking Spots: 1
    • Property Type: Multi Family
    • Total Rooms: 10
    • Status: Active
    • Cooling: Central Air
    • Levels: 4
    • Property Class: Residential Income
    • Stories: 4
    • Year Built: 1865
  • Additional Details
    • Appliances: Range, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer, Range Hood
    • Construction: Frame
    • Exterior Features: Balcony/Deck, Garden
    • Flooring: Wood, Tile, Carpet, Marble, Hardwood, Stone/Ceramic Tile
    • Interior Features: Ceiling Fan(s), Storage, Stone/Granite/Solid Counters, Walk-In Closet(s), Bathroom with Shower Stall, Living Room, Dining Room, Kitchen, Family Room, Laundry Room, Office/Den, Sunroom
    • Road Frontage Type: Public
    • SqFt Source: Public Record
    • Year Built Details: Actual
    • Zoning: Multi-Fam
    • Basement: Unfinished
    • Exclusions: 2nd Floor Dining Room Brass Uplight.
    • Fireplaces: 4
    • Foundation: Granite
    • Lot Features: Other
    • Roof: Rubber
    • Total Number of Units: 2
    • Year Built Source: Public Records
  • 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: Leased
  • Utilities
    • Sewer: Public Sewer
    • Water Source: Public
  • Fees / Taxes
    • Assessed Value: $2,454,500
    • Tax Year: 2026
    • Total Rent: $3,100
    • Rental Fee Includes: Unit 2(None)
    • Taxes: $30,727

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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