Pending

Price cut: $200K (9/8)

$2,950,000

142 Chestnut St #8-9, Boston, MA 02108

2beds

1,875sqft

$20,749/mo

Get pre-qualified

Condominium

Built in 1930

-- sqft lot

$2,806,600 Zestimate^®

$1,573/sqft

$1,408/mo HOA

What's special

Decorative fireplaceCentral airHardwood floorsLarge guest bedroomOpen studyLarge dining areaElegant crown molding

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!

206 days
403
17

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 2
Bathrooms: 3
Full bathrooms: 2
1/2 bathrooms: 1

Primary bathroom

Features: Yes

Heating

Central, Heat Pump

Cooling

Central Air

Features

Has basement: No
Number of fireplaces: 1

Interior area

Total structure area: 1,875
Total interior livable area: 1,875 sqft
Finished area above ground: 1,875

Property

Parking

Parking features: On Street
Has uncovered spaces: Yes

Features

Entry location: Unit Placement(Upper)

Lot

Size: 3,230 Square Feet

Details

Parcel number: W:05 P:02535 S:015,3353922
Zoning: CD

Construction

Type & style

Home type: Condo
Property subtype: Condominium
Attached to another structure: Yes

Condition

Year built: 1930

Utilities & green energy

Sewer: Public Sewer
Water: Public

Community & HOA

Community

Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, Highway Access, T-Station, Other
Security: Intercom

HOA

Amenities included: Hot Water, Elevator(s), Storage, Garden Area
Services included: Heat, Water, Sewer, Insurance, Maintenance Structure, Snow Removal
HOA fee: $1,408 monthly

Location

Region: Boston

Financial & listing details

Price per square foot: $1,573/sqft
Tax assessed value: $2,442,700
Annual tax amount: $28,286
Date on market: 3/16/2026

Estimated market value

$2,806,600

$2.67M - $2.95M

Not available

Price history

Date	Event	Price
9/30/2026	Pending sale	$2,950,000$1,573/sqft
Source: MLS PIN #73487100 Report a problem
9/27/2026	Contingent	$2,950,000$1,573/sqft
Source: MLS PIN #73487100 Report a problem
9/8/2026	Price change	$2,950,000-6.3%$1,573/sqft
Source: MLS PIN #73487100 Report a problem
3/16/2026	Listed for sale	$3,150,000+8.7%$1,680/sqft
Source: MLS PIN #73487100 Report a problem
6/12/2023	Sold	$2,899,000+70.5%$1,546/sqft
Source: Public Record Report a problem
4/2/2021	Sold	$1,700,000+70%$907/sqft
Source: Public Record Report a problem
8/1/2007	Sold	$1,000,000$533/sqft
Source: Public Record Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$28,286 +13.6%	$2,442,700 +7%
2024	$24,895 +11.3%	$2,283,900 +9.7%
2023	$22,370 -50.6%	$2,082,900 -49.9%
2022	$45,238 +4%	$4,157,900 +2%
2021	$43,495 +15.4%	$4,076,400 +14.2%
2020	$37,699 +4.2%	$3,570,000 +4%
2019	$36,172 +0.6%	$3,431,840 +0%
2018	$35,950 +318.9%	$3,430,320 +2.7%
2017	$8,582 -75%	$3,338,960 +7%
2016	$34,326 -4.2%	$3,120,560 +5.4%
2015	$35,838 +3.9%	$2,959,400 +8%
2014	$34,483 +3.4%	$2,741,100 +8%
2013	$33,351 -11%	$2,538,100 -11.6%
2012	$37,455 +2%	$2,872,300
2011	$36,737	$2,872,300