142 Chestnut Street #4-5, Boston, MA 02108

Boston
Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
142 Chestnut Street #4-5,Boston, MA 02108
$3,900,000
  • 3 Beds
  • 4 Baths
  • 2,985 sq. ft.
  • Condominium
  • Active
Listed by: tracy campion
Office: campion & company fine homes real estate
MLS#:73490273
Source:MLSPIN

Price summary

  • Price:$3,900,000
  • Price per sq. ft.:$1,306.53
  • Monthly HOA dues:$1,391

About this home

Reminiscent of a classic Venetian palazzo, 142 Chestnut is the former Mansion of famed Boston architect Henry Forbes Bigelow and is located on one of the most desirable streets on the Flat of Beacon Hill. A stunning, Italian-Renaissance inspired brick courtyard graces the center of the building and is complete with a water fountain and lush, green plantings. Residence 4-5 is a spectacular 3-bedroom, 3.5-bathroom residence offering just under 3,000 square feet of living space all on one level and featuring direct elevator access. Outstanding features include a gracious formal living room overlooking gaslit Chestnut Street, eat-in kitchen with high-end appliances, butler’s pantry, spacious dining room with courtyard views and a library/home office. The primary suite is complete with a large walk-in closet and lavish marble bath. Steps from the Charles River Esplanade, the Public Garden, and Charles Street, this magnificent property is not to be missed. Rental parking at Brimmer Garage.

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with a BHGRE®  affiliated agent to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a BHGRE®  affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (CENTURY 21® , Coldwell Banker® , Corcoran® , ERA® , Sotheby's International Realty® ). I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1915
  • Listing ID #:73490273
  • Updated:August 25, 2026 at 11:02 AM

Rooms and interior

  • Bedrooms:3
  • Total bathrooms:4
  • Full bathrooms:3
  • Half bathrooms:1
  • Rooms Total:7
  • Living area:2,985 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Forced Air
  • Central air:Yes

Structure and exterior

  • Year built:1915
  • Building area:2,985 sq. ft.
  • Exterior Features:Patio - Enclosed

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$3,900,000
  • Price per sq. ft.:$1,306.53
  • Tax amount:$43,582 (2026)

Features and amenities

  • Laundry features:In Unit
  • Amenities:Elevator(s)

Parking

  • Total parking spaces:1
  • Parking description:Rented
The property listing data and information, or the Images, 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, and the Images, 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, or as to the accuracy of any of the Images, set forth herein.

New listings near 142 Chestnut Street #4-5