$3,900,000
142 Chestnut Street # 5
Boston, MA, 02108
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, and Charles Street, this magnificent property is not to be missed. Rental parking at Brimmer Garage.
Property Details
Price:
$3,900,000
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
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
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
More About MarieMortgage Calculator
Map
Community
- Address142 Chestnut Street # 5 Boston MA
- CityBoston
- CountySuffolk
- Zip Code02108
Subdivisions in Boston
- Adams Village
- Allston
- Ashmont Hill / Carruth Area
- Bellevue Hill
- Bellevue Hill/ Roxbury Latin
- Boston
- Brighton
- Brighton-Oak Square
- Carruth’s Hill
- Charlestown
- Dorchester
- Fairmount Hill
- Farlow Hill
- Fort Hill Highland Park
- Harbor View-Orient Heights
- Harborview
- Hyde Park
- Jamaica Plain Moss Hill
- Lower Mills
- Lowermills
- Mattapan
- Melville Park
- Mission Hill – Longwood Medical
- Moss Hill
- Moss Hill, across from Emerald Necklace & Jamaica Pond
- Moss Hill, Jamaica Plain
- Orient Heights
- Peak Hill Neighborhood
- Pondside/Monument Square Historic District
- Readville
- Roslindale Village
- ROXBURY
- South End
- St Botolph
- Stonybrook Village
- Thomas Park / Dorchester Heights
- Thompson Square
- Tommy’s Rock
- Well Respected Hyde Park Neighborhood Area of Boston.
- West Roxbury
- West Roxbury’s Bellevue Hill
- West Side
- Woodbourne Historic District
- Woodbourne in JP/Roslindale
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Property Summary
- 142 Chestnut Street # 5 Boston MA is a Condo for sale in Boston, MA, 02108. It is listed for $3,900,000 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 $1,307. The average price per square foot for Condo listings in Boston is $1,018. The average listing price for Condo in Boston is $1,410,815. To schedule a showing of MLS#73490273 at 142 Chestnut Street # 5 in Boston, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
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