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142 Chestnut Street # 5, Boston MA 02108

Boston, MA 02108 • Beacon Hill
$4,150,000
Est. $26,208/month
3
Beds
3.5
Baths
2,985
Sq Ft
$1,390
Price/Sq Ft
1915
Year Built
16 hours 23 minutes
Time on Market
Active Open House Listed Mar 23, 2026 • MLS# 73490273 Copied!

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.

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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

Open House Schedule

28
Mar
Saturday, March 28
1:00 PM - 2:00 PM EDT

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

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

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

Parking & Garage

Total Parking Spaces: 1
Parking Features: Rented

Special Features

Fireplaces: 3
Fireplace Type:

Location

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Neighborhood

Beacon Hill

142 Chestnut Street # 5, Boston MA 02108

Boston, MA 02108

Walkability

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Nearby Schools

School District
Boston School District local
C-
🎓 Where Graduates Go Class of 2021
52% attend college
38% 4-Year 14% 2-Year 7% Out of State 7% Working
School Safety 2024-25
3.7% Above Average
3.2% Suspensions 0.3% In-School 0.5% Emergency
1.8% below state avg
E

Elementary Schools

3 schools
Park Street School
< 0.1 mi
Grades K-07
Advent School
0.1 mi
Grades K-06
The Learning Project
0.3 mi
Grades K-06
M

Middle Schools

1 school
B+
Darby Vassall Upper School
1.2 mi | #118 of 352 | Score: 47.5
Improved 26 spots from last year
-10.7 below state avg
298 students Very Diverse
Rising School Diverse Student Body
Grades 06-08
H

High Schools

3 schools
Commonwealth School
0.4 mi
Grades 09-12
Snowden International
0.5 mi
C-
Snowden International High School
0.5 mi | #301 of 346 | Score: 37.9
Improved 55 spots from last year
-20.3 below state avg
421 students Diverse
7 sports • 78 athletes
Rising School
Grades 09-12
Learn about these ratings

Monthly Payment Calculator

Monthly Payment
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Principal, interest, taxes & insurance
Loan Amount
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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.

Property History

Property Timeline

🏠
Listed for Sale
Mar 23, 2026
$4,150,000
Original listing
Agent: Tracy Campion Office: Campion & Company Fine Homes Real Estate

Price & Status History

Date Event Price Change
Mar 23, 2026 New Listing Added $4,150,000

Market Statistics

Time on Market
16 hours 23 minutes
Price per Sq Ft
$1,390

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

Listing Information

Listing Agent Tracy Campion
Listing Office Campion & Company Fine Homes Real Estate
Agent MLS ID BB904054
Office MLS ID BB5984
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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Market Analytics for Boston, MA

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Steven Novak

Steven Novak

BMN Boston Real Estate

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