142 Chestnut Street # 5, Boston MA 02108
Boston, MA 02108 • Beacon Hill
$4,150,000
$3,900,000
Est. $24,944/month
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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.
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Recently Sold Nearby
Property History
Market Insights
1
Price Changes
6%
Price Range
Property Timeline
Price Reduced
May 13, 2026
$3,900,000
$250,000
(-6.02%)
From $4,150,000 to $3,900,000 (-6.0%)
Listed for Sale
Mar 23, 2026
$4,150,000
Original listing
Agent: Tracy Campion
Office: Campion & Company Fine Homes Real Estate
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 05/13/2026 | ↓ Price Reduced | $3,900,000 | $250,000 | - | From $4,150,000 to $3,900,000 (-6.0%) |
| 03/23/2026 | 🏠 Listed for Sale | $4,150,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $43,583 | $3,485,400 |
Financial Details
Annual Property Tax
$43,583
Tax Year 2026
HOA Fee
$1,391
Monthly
Assessed Value
$3,485,400
Facts & Features
Central AC
Home Facts
Type
Residential
Style
Condominium
Year Built
1915
Living Area
2,985 sq ft
Bedrooms
3
Full Baths
3
Half Baths
1
Total Rooms
7
Interior
Heating
Forced Air
Cooling
Central Air
Flooring
None
Appliances
None
Fireplace
None
Fireplaces
3
Basement
N
Laundry
In Unit
Features
None
Exterior
Construction
None
Architecture
Other (see Remarks)
Roof
None
Features
Patio - Enclosed
Pool
None
Spa
None
Fencing
None
Patio/Porch
Patio - Enclosed
Parking
Features
Rented
Total Spaces
1
Utilities
Electric
None
Water
Public
Sewer
Public Sewer
Gas
None
Other
None
Financial
Annual Tax
$43,583
Assessed Value
$3,485,400
HOA & Community
HOA Fee
$1,391 Monthly
Fee Includes
Water, Sewer, Insurance, Maintenance Structure, Snow Removal
Amenities
Elevator(s)
Optional Fee Includes
None
MA Disclosures
Seller Disclosures
Rental Parking Is Located At The Brimmer Street Garage.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Unit/Building
4-5
Sq Ft Source
Owner
Documents
None
County
Suffolk
Total market time (incl. prior listings)
80 days
Property Overview
Property Type
Condominium
Listing Type
For Sale
Year Built
1915
Bedrooms
3
Full Bathrooms
3
Half Bathrooms
1
Living Area
2,985 sq ft
Total Rooms
7
Stories
1
Entry Level
2
Floor Layout
Interactive room guide
Floor Layout
Finished Area
2,985 sq ft above grade
FeaturesYes
Display Options
Outdoor Areas
Patio & porchPatio - Enclosed
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Appliances:
Interior Features:
Windows:
Basement:
N
Laundry:
In Unit
Security:
Construction & Materials
Style:
Other (See Remarks)
Year Built:
1915
Structure Type:
Exterior Materials:
Roof:
Foundation:
Stories:
1
Heating, Cooling & Utilities
Heating:
Forced Air
Cooling:
Central Air
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Patio - Enclosed
Patio & Porch:
Patio - Enclosed
Fencing:
Other Structures:
Lot Features:
Road Surface:
Parking & Garage
Total Parking Spaces:
1
Parking Features:
Rented
Special Features
Fireplaces:
3
Fireplace Type:
Community Amenities:
Public Transportation, Shopping, Park, Walk/Jog Trails, Highway Access, Private School, Public School, T-Station, University
Nearby Schools
School information not available for this location.
Monthly Payment Calculator
Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$3,632
Homeowners Insurance
$200
HOA Fee
$1,391/mo
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
Total principal paid
$0
Total interest paid
$0
Rate Impact
-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.
Location
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Neighborhood
Beacon Hill
142 Chestnut Street # 5, Boston MA 02108
Boston, MA 02108
Listing Information
Listing Agent
Tracy Campion
Listing Office
Campion & Company Fine Homes Real Estate
Office Phone
617-236-0711
Agent MLS ID
BB904054
Office MLS ID
BB5984
Listing Data Updated
Jun 11, 2026 9:56 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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