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$2,700,000
Total Beds: 4 Total Baths: 4
Total Units: 2 SQFT: 3593
LOT size: 0.05 Acres
51 Chestnut Street
Boston, MA 02129
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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.

Property Details

Building Information

  • Total Units: 2
  • Total Floors: 4
  • Total Bedrooms: 4
  • Total Full Baths: 3
  • Total Half Baths: 1
  • Total Fireplaces: 4
  • Amenities: Bike Path, Conservation Area, Highway Access, House of Worship, Laundromat, Marina, Medical Facility, Park, Private School, Public School, Public Transportation, Shopping, Swimming Pool, T-Station, Tennis Court, University, Walk/Jog Trails
  • Basement Features: Unfinished Basement
  • Common Rooms: Dining Room, Family Room, Kitchen, Living Room, Office/Den, Sunroom
  • Common Interior Features: Bathroom with Shower Stall, Ceiling Fans, Stone/Granite/Solid Counters, Storage, Tile Floor
  • Common Appliances: Dishwasher, Dryer, Freezer, Microwave, Range, Refrigerator, Vent Hood, Washer
  • Common Heating: Central Heat, Electric, Extra Flue, Forced Air, Gas, Gas, Heat Pump, Hot Air Gravity, Hot Water Baseboard, Oil
  • Common Cooling: Central Air

Financial

  • APOD Available: No
  • Gross Operating Income: 37200

Utilities

  • Heat Zones: 4
  • Cooling Zones: 2
  • Energy Features: Insulated Windows
  • Utility Connections: for Gas Range
  • Water: City/Town Water, Private
  • Sewer: City/Town Sewer, Private

Unit 1 Description

  • Under Lease: No
  • Floors: 1
  • Levels: 3

Unit 2 Description

  • Included in Rent: None
  • Under Lease: Yes
  • Floors: 1
  • Levels: 1

Construction

  • Year Built: 1865
  • Construction Type: Aluminum, Frame
  • Foundation Info: Granite
  • Roof Material: Rubber
  • Flooring Type: Hardwood, Marble, Tile, Wall to Wall Carpet, Wood
  • Lead Paint: Unknown
  • Year Round: Yes
  • Warranty: No

Other Information

  • MLS ID# 73533495
  • Last Updated: 06/10/26

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Map

Seller's Representative: Nancy Roth, Gibson Sotheby's International Realty
Sub Agent Compensation: n/a
Buyer Agent Compensation: n/a
Facilitator Compensation: n/a
Compensation Based On: n/a
Sub-Agency Relationship Offered: No

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The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.

MLS PIN data last updated at 2026-06-10 12:55:00

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