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.
For sale
Price cut: $250K (5/13)
$3,900,000
142 Chestnut St #4-5, Boston, MA 02108
3beds
2,985sqft
Condominium
Built in 1915
-- sqft lot
$-- Zestimate®
$1,307/sqft
$1,391/mo HOA
What's special
Direct elevator accessAll on one levelItalian-renaissance inspired brick courtyardLavish marble bathLush green plantingsWater fountain
- 181 days |
- 251 |
- 7 |
Zillow last checked:
Listing updated:
Listed by:
Tracy Campion,
Campion & Company Back Bay
Source: LINK,MLS#: 240484
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Kitchen
- Features: F
Features
- A, D/D, Det, E, FP, HW, NewKit, R/C Use, Renov, Study, W/D
- Has fireplace: No
Interior area
- Total structure area: 2,985
- Total interior livable area: 2,985 sqft
Property
Parking
- Total spaces: 1
Details
- Parcel number: 4781447
Construction
Type & style
- Home type: Condo
- Property subtype: Condominium
Condition
- Year built: 1915
Community & HOA
HOA
- Services included: Water, Sewer, Master Insurance, Elevator, Exterior Maintenance, Snow Removal
- HOA fee: $1,391 monthly
Location
- Region: Boston
Financial & listing details
- Price per square foot: $1,307/sqft
- Tax assessed value: $3,417,300
- Annual tax amount: $39,905
- Date on market: 9/4/2025
- Listing agreement: E
Estimated market value
Not available
Estimated sales range
Not available
$7,609/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/13/2026 | Price change | $3,900,000-6%$1,307/sqft |
Source: MLS PIN #73490273 Report a problem | ||
| 3/23/2026 | Listed for sale | $4,150,000-2.4%$1,390/sqft |
Source: MLS PIN #73490273 Report a problem | ||
| 11/24/2025 | Listing removed | $4,250,000$1,424/sqft |
Source: LINK #240484 Report a problem | ||
| 9/2/2025 | Listed for sale | $4,250,000$1,424/sqft |
Source: MLS PIN #73424234 Report a problem | ||
| 7/2/2025 | Listing removed | $4,250,000$1,424/sqft |
Source: MLS PIN #73343320 Report a problem | ||
| 3/10/2025 | Listed for sale | $4,250,000$1,424/sqft |
Source: MLS PIN #73343320 Report a problem | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: Beacon Hill
Nearby schools
GreatSchools rating
- 7/10Josiah Quincy Elementary SchoolGrades: PK-5Distance: 0.7 mi
- 3/10Quincy Upper SchoolGrades: 6-12Distance: 0.7 mi
- 2/10Snowden Int'L High SchoolGrades: 9-12Distance: 0.5 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Massachusetts
- Suffolk County
- Boston
- 02108
- Beacon Hill
- 142 Chestnut St Unit 4-5





