142 Chestnut Street # 5, Boston MA 02108

Boston, MA 02108 • Beacon Hill
$4,150,000
$3,900,000
Est. $24,944/month
3
Beds
3.5
Baths
2,985
Sq Ft
$1,307
Price/Sq Ft
1915
Year Built
1
Parking
121
Days on Market
Active Price Drop -$250,000 Listed Mar 23, 2026 • MLS# 73490273 Copied! • Updated Jun 11, 2026

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

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
Features Rented
Total Spaces 1
Electric None
Water Public
Sewer Public Sewer
Gas None
Other None
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
Seller Disclosures Rental Parking Is Located At The Brimmer Street Garage.
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

Room Details

Other Floor

Bathroom1
Bedroom5
Bedroom4
Bedroom3
Dining Room
Kitchen
Bathroom2
Bedroom2
Living Room
Bathroom3
Master Bedroom
Office
Family Room
Master Bathroom
Yes

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

Interest
Principal
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.

Contact Us

Steven Novak
Steven Novak
BMN Boston Real Estate
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