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.
Property Details
Price:
$5,999,000
MLS #:
73436818
Status:
Active
Beds:
4
Baths:
3.5
Type:
Condo
Subtype:
Condominium
Neighborhood:
beaconhill
Listed Date:
Sep 29, 2025
Finished Sq Ft:
2,876
Total Sq Ft:
2,876
Year Built:
1915
See this Listing
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
Hot Water, Elevator(s)
Community Features
Public Transportation, Shopping, Park, Walk/Jog Trails, Highway Access, Private School, Public School, T-Station, University
Exterior Features
Deck – Roof, Patio – Enclosed
Financial
HOA Fee
$1,409
HOA Frequency
Monthly
HOA Includes
Water, Sewer, Insurance, Maintenance Structure, Snow Removal
Tax Year
2025
Taxes
$44,598
Map
Community
- Address142 Chestnut Street PH 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 PH Boston MA is a Condo for sale in Boston, MA, 02108. It is listed for $5,999,000 and features 4 beds, 4 baths, and has approximately 2,876 square feet of living space, and was originally constructed in 1915. The current price per square foot is $2,086. The average price per square foot for Condo listings in Boston is $1,037. The average listing price for Condo in Boston is $1,509,662. To schedule a showing of MLS#73436818 at 142 Chestnut Street PH 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 PH
Boston, MA