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$2,700,000
4 Beds 4 Baths
HOA
N/A
SQFT
3593
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

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

Kitchen, Dining, and Appliances

  • Kitchen Dimensions: 15'1"X12
  • Kitchen Level: Second Floor
  • Countertops - Stone/Granite/Solid, Flooring - Wood, Kitchen Island, Lighting - Pendant, Peninsula, Recessed Lighting, Stainless Steel Appliances
  • Dishwasher, Disposal, Dryer, Freezer, Microwave, Range, Refrigerator, Vent Hood, Washer
  • Dining Room Dimensions: 14'3"X16'5"
  • Dining Room Level: Second Floor
  • Dining Room Features: Chair Rail, Flooring - Wood, Lighting - Pendant, Pocket Door, Recessed Lighting

Bathrooms

  • Full Baths: 3
  • Half Baths 1
  • Master Bath: 1
  • Bathroom 1 Dimensions: 5'3"X8'2"
  • Bathroom 1 Level: First Floor
  • Bathroom 1 Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Countertops - Stone/Granite/Solid, Flooring - Stone/Ceramic Tile, Lighting - Pendant, Lighting - Sconce
  • Bathroom 2 Level: Second Floor
  • Bathroom 2 Features: Bathroom - Half, Flooring - Stone/Ceramic Tile, Lighting - Overhead, Lighting - Sconce, Pedestal Sink
  • Bathroom 3 Dimensions: 15'5"X16'3"
  • Bathroom 3 Level: Third Floor
  • Bathroom 3 Features: Bathroom - Double Vanity/Sink, Bathroom - Full, Bathroom - Tiled With Tub & Shower, Bathroom - With Shower Stall, Closet - Walk-in, Closet/Cabinets - Custom Built, Countertops - Stone/Granite/Solid, Flooring - Marble, Lighting - Pendant, Recessed Lighting, Skylight

Bedrooms

  • Bedrooms: 4
  • Master Bedroom Dimensions: 13'1"X19'8"
  • Master Bedroom Level: Third Floor
  • Master Bedroom Features: Bathroom - Full, Closet - Walk-in, Closet/Cabinets - Custom Built, Fireplace, Flooring - Wood, Recessed Lighting
  • Bedroom 2 Dimensions: 13'9"X16'7"
  • Master Bedroom Features: Closet/Cabinets - Custom Built, Decorative Molding, Flooring - Wood, French Doors, Lighting - Overhead, Recessed Lighting
  • Bedroom 3 Dimensions: 13'8"X15'11"
  • Master Bedroom Features: Decorative Molding, Flooring - Wall to Wall Carpet, Lighting - Pendant

Other Rooms

  • Total Rooms: 10
  • Living Room Dimensions: 24'6"X17'5"
  • Living Room Level: Second Floor
  • Living Room Features: Archway, Fireplace, Flooring - Wood, Lighting - Overhead, Recessed Lighting
  • Family Room Dimensions: 15'1"X19'1"
  • Family Room Level: Second Floor
  • Family Room Features: Ceiling Fan(s), Closet, Closet/Cabinets - Custom Built, Fireplace, Flooring - Wood, Lighting - Overhead, Recessed Lighting
  • Laundry Room Features: Full, Interior Access, Unfinished Basement

Utilities

  • Heating: Forced Air, Gas, Hot Water Baseboard
  • Heat Zones: 4
  • Hot Water: Natural Gas
  • Cooling: Central Air
  • Cooling Zones: 2
  • Utility Connections: for Gas Range
  • Water: City/Town Water
  • Sewer: City/Town Sewer

Garage & Parking

  • Garage Parking: Detached
  • Garage Spaces: 1
  • Parking Spaces: 1

Interior Features

  • Square Feet: 3593
  • Fireplaces: 4
  • Accessability Features: Unknown

Construction

  • Year Built: 1865
  • Type: Attached
  • Style: Italianate
  • Construction Type: Conventional (2x4-2x6)
  • Foundation Info: Granite
  • Roof Material: Rubber
  • Flooring Type: Hardwood, Marble, Tile, Wall to Wall Carpet, Wood
  • Lead Paint: Unknown
  • Warranty: No

Exterior & Lot

  • Lot Description: Other (See Remarks)
  • Exterior Features: Deck - Roof, Garden Area, Patio
  • Road Type: Public

Other Information

  • MLS ID# 73532468
  • Last Updated: 06/10/26
  • HOA: No
  • Reqd Own Association: Unknown

Mortgage Calculator

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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 10:38:00

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