142 Chestnut Street # 5 Boston MA 02108

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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.

Property Details

Price:
$3,900,000
MLS #:
73490273
Status:
Active
Beds:
3
Baths:
3.5
Address:
142 Chestnut Street # 5
Type:
Condo
Subtype:
Condominium
Neighborhood:
beaconhill
City:
Boston
Listed Date:
Mar 23, 2026
State:
MA
Finished Sq Ft:
2,985
Total Sq Ft:
2,985
ZIP:
02108
Year Built:
1915

Schools

Interior

Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
3
Heating
Forced Air
Laundry Features
In Unit

Exterior

Architectural Style
Other ( See Remarks)
Association Amenities
Elevator(s)
Community Features
Public Transportation, Shopping, Park, Walk/ Jog Trails, Highway Access, Private School, Public School, T- Station, University
Exterior Features
Patio – Enclosed
Parking Features
Rented
Parking Spots
1

Financial

HOA Fee
$1,391
HOA Frequency
Monthly
HOA Includes
Water, Sewer, Insurance, Maintenance Structure, Snow Removal
Tax Year
2026
Taxes
$43,583

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142 Chestnut Street # 5
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