Condominium at 142 Chestnut St # 9, Boston MA 02108
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$2,950,000

142 Chestnut St # 9, Boston MA 02108
Boston, MA 02108
Listed by Michael Harper
Bedrooms
2
Bathrooms
2.5
Living area
1,875 sqft
Year built
1930

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!

Highlights

Fireplace

Property details

MLS
MLS Property Information Network
MLS #
73487100
Property type
Condominium
Subdivision
N/A
Status
Active
Days on market
221
On market date
March 16, 2026
Stories
2
Total bathrooms
2.5
Garage spaces
N/A
Parking spaces
N/A
Lot size
0.07 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Josiah Quincy
0.71 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
711
Student:teacher ratio
10.9:1
District
Boston
Middle
Cambridge Street Upper School
1.46 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
279
Student:teacher ratio
7.5:1
District
Cambridge
High
Snowden International School at Copley
0.48 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
485
Student:teacher ratio
12.8:1
District
Boston

Walkability

Blended score for Boston's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

92
Highly walkable
out of 100
EPA National Walkability Index
17.3 / 20 -- Most walkable
Google Places amenity density
100 / 100
Restaurants & cafes20
Grocery stores20
Parks20
Schools20
Transit stops20
Pharmacies20

Market position

How this listing compares to current activity in Boston, from live MLS data.

On the market 221 days -- 97 more days than Boston's current average of 124 days.
For reference, the median list price across 8,974 active listings in Boston right now is $85,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$17,915/mo
$590,000 down
$2,360,000 loan
Principal & interest$15,307
Property tax (est.)$2,458
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated September 12, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.