142 Chestnut Street # 5, Boston MA 02108

Boston, MA 02108 • Beacon Hill
$4,250,000
Est. $22,620/month
3
Beds
3.5
Baths
2,985
Sq Ft
$1,424
Price/Sq Ft
1915
Year Built
Condominium
Type
23
Days on Market
Active Listed Sep 26, 2025 • MLS# 73424234

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, Boston Common and Charles Street, this magnificent property is not to be missed.

Facts & Features

Property Overview

Property Type
Condominium
Property Category
Residential
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

Interior Features

Heating
Forced Air
Has Heating
Yes
Cooling
Central Air
Has Cooling
Yes
Has Fireplace
Yes
Number of Fireplaces
3
Laundry Features
In Unit
Basement Details
N

Exterior & Structure

Architectural Style
Other (See Remarks)
Exterior Features
Patio - Enclosed
Patio/Porch Features
Patio - Enclosed
Has Spa
No
Waterfront Property
No

Lot & Land

Parking & Garage

Garage Spaces
1
Has Garage
Yes
Covered Parking Spaces
1

Utilities & Systems

Water Source
Public
Sewer
Public Sewer

Community & HOA

Community Features
Public Transportation, Shopping, Park, Walk/Jog Trails, Highway Access, Private School, Public School, T-Station, University
HOA Fee
$1,391
HOA Fee Frequency
Monthly
Association Amenities
Elevator(s)
Senior Community
No

Financial & Tax Information

Annual Tax Amount
$39,905
Tax Year
2025
Tax Assessed Value
$3,417,300
Parcel Number
3353922
Zoning
0102

Additional Details

Year Built Source
Public Records
Year Built Details
Approximate
Building Name
Chestnut Place Condominium
Common Walls
2+ Common Walls
Disclosures
1 garage parking space at Brimmer Street Garage with separate condo fee of $400 per month.

Location

Loading map...

Neighborhood

Beacon Hill

142 Chestnut Street # 5, Boston MA 02108

Boston, MA 02108

Walkability

Loading Walk Score...

Schools

School information not available

Monthly Payment Calculator

%
%
Estimated Monthly Payment $0

Payment Breakdown

Principal & Interest $0
Property Tax $3,325
Homeowners Insurance $200
HOA Fee $1,391
PMI $0

Property History

Property Timeline

🏠
Listed for Sale
Sep 2, 2025
$4,250,000
Original listing
Agent: Tracy Campion Office: Campion & Company Fine Homes Real Estate

Price & Status History

Date Event Price Change
Sep 2, 2025 New Listing Added $4,250,000

Market Statistics

Days on Market
23 days
Price per Sq Ft
$1,424

Tax History

Year Taxes Assessment
2025 $39,905 $3,417,300

Financial Details

Annual Property Tax
$39,905
Tax Year 2025
HOA Fee
$1,391
Monthly
Assessed Value
$3,417,300

Listing Information

Listing Agent Tracy Campion
Listing Office Campion & Company Fine Homes Real Estate
Agent MLS ID BB904054
Office MLS ID BB5984

Similar Homes

142 Chestnut Street # 5, Boston MA 02108 - Photo 1 142 Chestnut Street # 5, Boston MA 02108 - Photo 2 142 Chestnut Street # 5, Boston MA 02108 - Photo 3 142 Chestnut Street # 5, Boston MA 02108 - Photo 4 142 Chestnut Street # 5, Boston MA 02108 - Photo 5 142 Chestnut Street # 5, Boston MA 02108 - Photo 6 142 Chestnut Street # 5, Boston MA 02108 - Photo 7 142 Chestnut Street # 5, Boston MA 02108 - Photo 8 142 Chestnut Street # 5, Boston MA 02108 - Photo 9 142 Chestnut Street # 5, Boston MA 02108 - Photo 10 142 Chestnut Street # 5, Boston MA 02108 - Photo 11 142 Chestnut Street # 5, Boston MA 02108 - Photo 12 142 Chestnut Street # 5, Boston MA 02108 - Photo 13 142 Chestnut Street # 5, Boston MA 02108 - Photo 14 142 Chestnut Street # 5, Boston MA 02108 - Photo 15 142 Chestnut Street # 5, Boston MA 02108 - Photo 16 142 Chestnut Street # 5, Boston MA 02108 - Photo 17 142 Chestnut Street # 5, Boston MA 02108 - Photo 18 142 Chestnut Street # 5, Boston MA 02108 - Photo 19 142 Chestnut Street # 5, Boston MA 02108 - Photo 20 142 Chestnut Street # 5, Boston MA 02108 - Photo 21 142 Chestnut Street # 5, Boston MA 02108 - Photo 22 142 Chestnut Street # 5, Boston MA 02108 - Photo 23 142 Chestnut Street # 5, Boston MA 02108 - Photo 24

Contact Agent

Schedule a Tour