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142 Chestnut Street PHBoston, MA 02108

For Sale

$5,999,000

Smart Buyer Rebate $29,995

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. The Penthouse Residence is a magnificent 4-bed, 3.5-bath home offering just under 3,000 square feet of living space all on one level with direct elevator access. Refined architectural design throughout the home reflects timeless European elegance with custom features such as coffered wood beam ceilings, oversized windows, expertly crafted oak built-ins, handsome hardwood flooring and ornate wrought-iron light fixtures. A spectacular roof deck offers panoramic views of the Charles River, Beacon Hill and Back Bay skyline. Steps from all Beacon Hill has to offer, this magnificent property includes 1 garage parking space.

Listed by Tracy Campion

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Campion & Company Fine Homes Real Estate

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617-236-0711

Last updated October 03, 2025

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Source: MLSPin #73436818

Listing Facts

  • TypeCondo
  • NeighborhoodFlat of the Hill
  • Bedrooms4
  • Bathrooms4
  • Days on Prevu23
  • HOA/Maint. Fees$1,408.75/month
  • Taxes$44,598/year
  • Size2,876 sqft
  • Price per sqft$2,086

Amenities

  • Private Outdoor Space
  • Pets Allowed
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

09/29/2025
Listed by Campion & Company Fine Homes Real Estate
$5,999,000

Property Details for 142 Chestnut Street PH

Association

Amenities

  • Association Amenities: Hot Water, Elevator(s)
  • Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Highway Access, Private School, Public School, T-Station, University
  • Pets Allowed: Yes w/ Restrictions

Fees

  • Association Fee: $1,408.75 Monthly
  • Association Fee Includes: Water, Sewer, Insurance, Maintenance Structure, Snow Removal

Exterior

Construction

  • Number Of Units Total: 9
  • Stories: 1
  • Stories Total: 1
  • Year Built: 1915
  • Year Built Details: Approximate
  • Architectural Style: Other (See Remarks)
  • Building Name: Chestnut Place Condominium
  • Common Walls: No One Above
  • Entry Level: 5
  • Exterior Features: Deck - Roof, Patio - Enclosed

Features

  • Patio And Porch Features: Deck - Roof, Patio - Enclosed

Measurements

  • Building Area Total: 2,876
  • Building Area Units: Square Feet
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 4759182
  • Tax Annual Amount: $44,598.00
  • Tax Assessed Value: $3,851,300.00
  • Tax Year: 2025

Interior

Features

  • Fireplace: Yes
  • Fireplaces Total: 3

Measurements

  • Living Area: 2,876
  • Living Area Source: Owner

Rooms

  • Basement: N
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 4
  • Rooms Total: 8

Parking

Parking

  • Covered Spaces: 1
  • Garage Spaces: 1
  • Garage: Yes

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Heating: Forced Air
  • Has Heating: Yes
  • Laundry Features: In Unit
  • Sewer: Public Sewer
  • Water Source: Public

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, landlords 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, leasing or renting 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, leasing or renting. 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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.