142 Chestnut St # 9, Boston MA 02108
Boston, MA 02108 • Beacon Hill
$3,150,000
$2,950,000
Est. $18,882/month
Estimate assumptions
20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.
Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.
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About this home
Fully renovated 2+ bedroom, 2.5 bath duplex on the Flat of Beacon Hill! This italiante style turn of the century building is comprised of 9 owner occupied units, offer professional off site management, a charming shared courtyard and an elevator to every floor. This 3rd and 4th floor duplex has been completely renovated and offers front facing views over prestigious Chestnut Street from every room. An open concept living area with hardwood floors, a decorative fireplace and elegant crown molding is adjacent to a large eat in kitchen with top of the line appliances and large dining area. This gracious first floor offers a large foyer with entry storage, half bath and elegant staircase to second floor bedrooms and study. A serene primary suite has abundant storage and an attached spa like bath with soaking tub, separate shower and two vanities. A large guest bedroom and an open study share a full bath accessed from the hall way. Complete with central air, private storage & elevator!
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Recently Sold Nearby
Property History
Market Insights
1
Price Changes
6.3%
Price Range
Property Timeline
Price Reduced
Sep 8, 2026
$2,950,000
$200,000
(-6.35%)
From $3,150,000 to $2,950,000 (-6.3%)
Listed for Sale
Mar 16, 2026
$3,150,000
Original listing
Agent: Michael Harper
Office: Coldwell Banker Realty - Boston
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 09/08/2026 | ↓ Price Reduced | $2,950,000 | $200,000 | - | From $3,150,000 to $2,950,000 (-6.3%) |
| 03/16/2026 | 🏠 Listed for Sale | $3,150,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2025 | $28,286 | $2,442,700 |
Financial Details
Annual Property Tax
$28,286
Tax Year 2025
HOA Fee
$1,408
Monthly
Assessed Value
$2,442,700
Facts & Features
Central AC
Home Facts
Type
Residential
Style
Condominium
Year Built
1930
Living Area
1,875 sq ft
Lot Size
0.07 acres
Stories
2
Bedrooms
2
Full Baths
2
Half Baths
1
Total Rooms
5
Interior
Heating
Central, Heat Pump
Cooling
Central Air
Flooring
None
Appliances
None
Fireplace
None
Fireplaces
1
Basement
N
Laundry
None
Features
None
Exterior
Construction
None
Architecture
None
Roof
None
Features
None
Pool
None
Spa
None
Fencing
None
Patio/Porch
None
Parking
Features
On Street
Utilities
Electric
None
Water
Public
Sewer
Public Sewer
Gas
None
Other
None
Financial
Annual Tax
$28,286
Assessed Value
$2,442,700
HOA & Community
HOA Fee
$1,408 Monthly
Fee Includes
Heat, Water, Sewer, Insurance, Maintenance Structure, Snow Removal
Amenities
Hot Water, Elevator(s), Storage, Garden Area
Optional Fee Includes
None
Pets
Yes
MA Disclosures
Lead Paint
Unknown
Seller Disclosures
Condo Association Is In The Process Of Reviewing Bids To Replace Roof.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
["Mid-Rise"]
Unit/Building
8-9
Sq Ft Source
Public Record
Documents
None
County
Suffolk
Total market time (incl. prior listings)
180 days
Property Overview
Property Type
Condominium
Listing Type
For Sale
Year Built
1930
Bedrooms
2
Full Bathrooms
2
Half Bathrooms
1
Living Area
1,875 sq ft
Total Rooms
5
Stories
2
Entry Level
3
Floor Layout
Interactive room guide
Floor Layout
Finished Area
1,875 sq ft above grade
FeaturesYes
Display Options
Room Markers
OOffice (1)
KKitchen (1)
BRBedroom (5)
BABathroom (4)
DDining (1)
LLiving (2)
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:
Security:
Intercom
Construction & Materials
Year Built:
1930
Structure Type:
Mid-Rise
Exterior Materials:
Roof:
Foundation:
Stories:
2
Heating, Cooling & Utilities
Heating:
Central, Heat Pump
Cooling:
Central Air
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Patio & Porch:
Fencing:
Other Structures:
Lot Features:
Road Surface:
Parking & Garage
Parking Features:
On Street
Special Features
Fireplaces:
1
Fireplace Type:
Community Amenities:
Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, Highway Access, T-Station, Other
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
Elementary Schools
10 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
Kingsley Montessori School
0.7 mi
Grades PK-06
D
Melvin H. King South End Academy
0.8 mi
|
#24 of 25
|
Score: 20.4
Improved 363 spots from last year
-37.8 below state avg
80 students
Diverse
Rising School
Grades PK-12
F
Blackstone Elementary School
1.1 mi
|
#808 of 825
|
Score: 26.2
Improved 13 spots from last year
-32 below state avg
572 students
Moderate
Grades PK-06
St. John Elementary School
1.1 mi
Grades PK-08
A
Eliot K-8 Innovation School
1.2 mi
|
#47 of 352
|
Score: 57.5
Improved 3 spots from last year
-0.7 below state avg
779 students
Diverse
Strong Attendance
Grades PK-08
C
Hurley K-8 School
1.2 mi
|
#259 of 352
|
Score: 35.7
Dropped 24 spots from last year
-22.5 below state avg
337 students
Moderate
Grades PK-08
Kids Are People School
1.3 mi
Grades PK-12
Middle Schools
10 schools
Middle School Academy
1.9 mi
F
Higginson/Lewis K-8 School
2.6 mi
|
#349 of 352
|
Score: 23.2
Improved 3 spots from last year
-35 below state avg
246 students
Diverse
Grades 03-08
Nativity Prep School
2.8 mi
Grades 05-08
A
Uncommon Schools - Roxbury Preparatory Dorchester Campus Middle School
3.1 mi
|
#4 of 16
|
Score: 42.5
Improved 187 spots from last year
-15.7 below state avg
1,225 students
Diverse
Rising School
College Ready Curriculum
Grades 05-08
Dearborn Middle School
3.4 mi
Mother Caroline Academy
3.4 mi
Grades 05-08
Epiphany School
4.4 mi
Grades 05-08
C
Ohrenberger School
7.6 mi
|
#266 of 352
|
Score: 35.0
Improved 19 spots from last year
-23.2 below state avg
458 students
Diverse
Diverse Student Body
Grades 03-08
Edwards Middle
1.6 mi
UP Academy
1.9 mi
High Schools
10 schools
Newman School
0.6 mi
Grades 07-12
C
Quincy Upper School
0.8 mi
|
#279 of 346
|
Score: 44.4
Dropped 7 spots from last year
-13.8 below state avg
575 students
Very Diverse
12 sports
• 208 athletes
Diverse Student Body
Grades 06-12
Cathedral High School
1.1 mi
9 sports
• 430 athletes
Grades 07-12
D
Charlestown High School
1.8 mi
|
#319 of 346
|
Score: 32.9
Improved 52 spots from last year
-25.4 below state avg
646 students
Diverse
11 sports
• 488 athletes
Early College Program
Rising School
Grades 07-12
A+
Boston Latin School
1.9 mi
|
#20 of 346
|
Score: 73.7
Improved 60 spots from last year
+15.5 above state avg
2,382 students
Very Diverse
18 sports
• 2,006 athletes
Strong AP Program
High Graduation Rate
Rising School
Strong Athletics
Grades 07-12
A-
O'Bryant School of Math & Science
2.0 mi
|
#90 of 346
|
Score: 61.6
Improved 94 spots from last year
+3.4 above state avg
1,518 students
Very Diverse
High Graduation Rate
Rising School
College Ready Curriculum
Diverse Student Body
Grades 07-12
B
Dearborn STEM Academy
2.1 mi
|
#13 of 25
|
Score: 33.4
Improved 356 spots from last year
-24.8 below state avg
565 students
Moderate
10 sports
• 242 athletes
Early College Program
Rising School
Grades 07-12
C-
East Boston High School
2.6 mi
|
#300 of 346
|
Score: 38.2
Improved 36 spots from last year
-20 below state avg
1,181 students
Moderate
14 sports
• 584 athletes
Early College Program
Rising School
Grades 07-12
A+
Boston Latin Academy
2.8 mi
|
#2 of 25
|
Score: 64.9
Improved 214 spots from last year
+6.7 above state avg
1,669 students
Very Diverse
17 sports
• 1,298 athletes
Strong AP Program
High Graduation Rate
Rising School
Strong Athletics
Grades 07-12
C
Ruth Batson Academy
3.1 mi
|
#20 of 25
|
Score: 29.1
Improved 345 spots from last year
-29.1 below state avg
584 students
Diverse
8 sports
• 128 athletes
Early College Program
Rising School
Grades 07-12
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Down: $0
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Monthly Payment Breakdown
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Property Tax
$2,357
Homeowners Insurance
$200
HOA Fee
$1,408/mo
PMI (if <20% down)
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Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
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Location
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Neighborhood
Beacon Hill
142 Chestnut St # 9, Boston MA 02108
Boston, MA 02108
Listing Information
Listing Agent
Michael Harper
Listing Office
Coldwell Banker Realty - Boston
Office Phone
617-266-4430
Agent MLS ID
CN202794
Office MLS ID
AN6192
Listing Data Updated
Sep 12, 2026 3:05 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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