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:
$4,150,000
MLS #:
73490273
Status:
Active
Beds:
3
Baths:
3.5
Type:
Condo
Subtype:
Condominium
Neighborhood:
beaconhill
Listed Date:
Mar 23, 2026
Finished Sq Ft:
2,985
Total Sq Ft:
2,985
Year Built:
1915
See this Listing
Schools
Interior
Above Grade Finished Area
2985
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)
Common Walls
2+ Common Walls
Community Features
Public Transportation, Shopping, Park, Walk/Jog Trails, Highway Access, Private School, Public School, T-Station, University
Exterior Features
Patio – Enclosed
Open Parking Spaces
1
Parking Features
Rented
Parking Spots
1
Parking Total
1
Patio And Porch Features
Patio – Enclosed
Stories
1
Financial
HOA Fee
$1,391
HOA Fee Frequency
Monthly
HOA Includes
Water, Sewer, Insurance, Maintenance Structure, Snow Removal
Tax Year
2026
Taxes
$43,583
Map
Community
- Address142 Chestnut Street # 5 Boston MA
- CityBoston
- CountySuffolk
- Zip Code02108
Subdivisions in Boston
- Adams Village
- Ashmont Hill
- Ashmont Hill / Carruth Area
- Back Bay
- Bay Village
- Beacon Hill
- Bellevue Hill
- Boston
- Brighton-Oak Square
- Charlestown
- Chestnut Hill
- Chestnut Hill /Brookline line
- Chestnut Hill Park Condominium
- Clam Point Neighborhood
- Eight Streets Neighborhood
- Ellis South End Neighborhood
- Fairmount Hill
- Fields Corner
- Gas Light District
- Golf Course Neighborhood
- Harbor View
- Harborview
- Highland
- Hyde Park
- Jamaica Plain
- Lower Mills
- Melville Park
- Metropolitan Heights Area
- Metropolitan Hill
- Mission Hill – Longwood Medical
- Oak Square
- Parkway neighborhood
- Roslindale
- Roslindale – WC Bates
- roslindale village
- Roxbury’s Moreland Street Historic District
- Savin Hill: Minutes to Carson Beach/UMass Boston T-Stop
- South Boston
- Suffolk County
- Sumner Hill
- Thomas Park
- Woodbourne
Market Summary
Property Summary
- 142 Chestnut Street # 5 Boston MA is a Condo for sale in Boston, MA, 02108. It is listed for $4,150,000 and features 3 beds, 4 baths, and has approximately 2,985 square feet of living space, and was originally constructed in 1915. The current price per square foot is $1,390. The average price per square foot for Condo listings in Boston is $1,072. The average listing price for Condo in Boston is $1,548,590. To schedule a showing of MLS#73490273 at 142 Chestnut Street # 5 in Boston, MA, contact your Cornerstone Real Estate agent at 617-238-7400.
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Courtesy of Campion & Company Fine Homes Real Estate. 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.
142 Chestnut Street # 5
Boston, MA