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142 Chestnut Street 45, Boston MA 02108
142 Chestnut Street 45, Boston MA 02108
142 Chestnut Street 45, Boston MA 02108
142 Chestnut Street 45, Boston MA 02108
142 Chestnut Street 45, Boston MA 02108
142 Chestnut Street 45, Boston MA 02108
142 Chestnut Street 45, Boston MA 02108
142 Chestnut Street 45, Boston MA 02108
142 Chestnut Street 45, Boston MA 02108
142 Chestnut Street 45, Boston MA 02108
142 Chestnut Street 45, Boston MA 02108
142 Chestnut Street 45, Boston MA 02108
Massachusetts>Boston>Flat of the Hill

142 Chestnut Street 45Boston, MA 02108

For Sale

$4,150,000

Smart Buyer Rebate $20,750

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, Boston Common and Charles Street, this magnificent property is not to be missed.

Listed by Tracy Campion

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Campion & Company Fine Homes Real Estate

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617-236-0711

Last updated March 27, 2026

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Source: MLSPin #73490273

Listing Facts

  • TypeCondo
  • NeighborhoodFlat of the Hill
  • Bedrooms3
  • Bathrooms4
  • Days on Prevu39
  • HOA/Maint. Fees$1,391.25/month
  • Taxes$43,582.81/year
  • Size2,985 sqft
  • Price per sqft$1,390

Amenities

  • Private Outdoor Space
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

03/23/2026
Listed by Campion & Company Fine Homes Real Estate
$4,150,000

Property Details for 142 Chestnut Street 45

Association

Amenities

  • Association Amenities: Elevator(s)
  • Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Highway Access, Private School, Public School, T-Station, University

Fees

  • Association Fee: $1,391.25 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: 2+ Common Walls
  • Entry Level: 2
  • Exterior Features: Patio - Enclosed

Features

  • Patio And Porch Features: Patio - Enclosed

Measurements

  • Building Area Total: 2,985
  • Building Area Units: Square Feet
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 3353922
  • Tax Annual Amount: $43,582.81
  • Tax Assessed Value: $3,485,400.00
  • Tax Year: 2026

Interior

Features

  • Fireplace: Yes
  • Fireplaces Total: 3

Measurements

  • Living Area: 2,985
  • Living Area Source: Owner

Rooms

  • Basement: N
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 3
  • Rooms Total: 7

Parking

Parking

  • Open Parking Spaces: 1
  • Parking Features: Rented
  • Parking Total: 1

Utilities

Equipment

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

Frequently Asked Questions

How many bedrooms and bathrooms does this condo have?

There are 3 bedrooms and 4 bathrooms in this condo at 142 Chestnut Street 45.

Does this condo have parking?

Yes, there is 1 parking space available for 142 Chestnut Street 45.

What are the annual taxes for 142 Chestnut Street 45?

Annual taxes for this condo are estimated at $43,582.

How does 142 Chestnut Street 45 compare to other condos in Flat of the Hill?

This condo is listed 124% above the average price for condos in Flat of the Hill and has been on the market for 7 more days than the typical home in this area.

What building or home owners association is the condo part of?

This condo is in the Chestnut Place Condominium building.

What is the square footage on this condo?

According to the MLS, this listing is 2,985 sqft.

142 Chestnut Street 45 is a 3-bedroom, 4-bath condo for sale in Boston MA 02108. Listed on Prevu for 39 days at $4,150,000. This property features 2,985 square feet of living space, located in Flat of the Hill. The median listing price for condos in this area is $4,872,500. Property amenities include private outdoor space, air conditioning, and parking. Explore more condo listings in Boston.

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.