142 Chestnut St Unit 4-5 Boston, MA 02108
Beacon Hill NeighborhoodEstimated payment $26,438/month
Highlights
- Property is near public transit and schools
- 3 Fireplaces
- Elevator
- Beethoven Elementary School Rated A-
- Jogging Path
- Enclosed Patio or Porch
About This Home
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
Home Type
- Condominium
Est. Annual Taxes
- $43,583
Year Built
- Built in 1915
HOA Fees
- $1,391 Monthly HOA Fees
Home Design
- Entry on the 2nd floor
Interior Spaces
- 2,985 Sq Ft Home
- 1-Story Property
- 3 Fireplaces
- Laundry in unit
Bedrooms and Bathrooms
- 3 Bedrooms
Parking
- 1 Car Parking Space
- Rented or Permit Required
Additional Features
- Enclosed Patio or Porch
- Two or More Common Walls
- Property is near public transit and schools
- Forced Air Heating and Cooling System
Listing and Financial Details
- Assessor Parcel Number 5200999
Community Details
Overview
- Association fees include water, sewer, insurance, maintenance structure, snow removal
- 9 Units
- Chestnut Place Condominium Community
Amenities
- Common Area
- Shops
- Elevator
Recreation
- Park
- Jogging Path
Map
Home Values in the Area
Average Home Value in this Area
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 05/13/2026 05/13/26 | Price Changed | $3,900,000 | -6.0% | $1,307 / Sq Ft |
| 03/23/2026 03/23/26 | For Sale | $4,150,000 | -- | $1,390 / Sq Ft |
Source: MLS Property Information Network (MLS PIN)
MLS Number: 73490273
- 142 Chestnut St Unit 8/9
- 25 Beaver Place Unit 25
- 23 Beaver Place
- 92 Beacon St Unit 51
- 95 Beacon St Unit 9
- 8 Otis Place
- 100 Beacon St Unit 6
- 124 Beacon St Unit 1
- 22 River St Unit 7
- 128 Beacon St Unit B
- 131 Mount Vernon St Unit 2
- 15 River St Unit 707
- 12 Marlborough St Unit 1
- 8 Brimmer St Unit 5B
- 112 Pinckney St Unit 4
- 97 Mount Vernon St Unit 3
- 102 Charles St Unit 3C
- 145 Pinckney St Unit 335
- 62 Beacon St Unit 3
- 165 Beacon St Unit 2
- 4 Otis Place Unit R
- 2 Otis Place Unit 1
- 103 Beacon St Unit 2
- 105 Beacon St Unit 3
- 105 Beacon St Unit 1A
- 105 Beacon St Unit 11A
- 105 Beacon St Unit 3
- 107 Beacon St Unit 6
- 109 Beacon St Unit 6
- 109 Beacon St Unit 5
- 109 Beacon St Unit Penthouse Rear
- 109 Beacon St Unit PHR
- 109 Beacon St Unit BF
- 109 Beacon St Unit 4
- 109 Beacon St Unit 1
- 111 Beacon St
- 113 Beacon St Unit 6
- 113 Beacon St Unit 5F
- 113 Beacon St Unit PH
- 113 Beacon St Unit Pr
Ask me questions while you tour the home.