OFF MARKET

Off market feb 2019 for $1.4M

$1,711,151

Est. refi paymentEst. refi $3,438/mo

•

1,505

sq ft

142 Chestnut St #2, Boston, MA 02108

About this home

Elegant 2 bedroom/2.5 bath 1505sf parlor/garden duplex located in former prestigious Henry Forbes Bigelow mansion in the Flat of Beacon Hill neighborhood. Gracious marble foyer and large lovely common courtyard lead you into spacious living room with high ceilings, built-in bookshelves, cabinetry, fireplace and large windows. Formal dining room with powder room close by. Kitchen features granite counters and high-end appliances including Sub-Zero refrigerator. Master bedroom with en suite bath and abundant California Closets on both sides of the bedroom hall. Good size second bedroom. Bonus study/den with beautiful custom cabinetry, desk and pocket door. Hardwood floors throughout. In-unit washer and dryer. Central A/C. Bicycle storage and private locked walk-in storage closet just outside unit. Also additional common washer/dryer and utility sink. Elevator in building. Pet friendly.

CondoProperty Type

1930Year Built

1,505 sq ftLot Size

$1,137Est. Price/Sq.Ft.

Listed by Lisa Macalaster • Coldwell Banker Residential Brokerage - Boston - Beacon Hill

Bought with Less Arnold • Compass

Redfin checked: a minute ago

•Source:MLS PIN #72427247

Redfin Estimate

$1,711,151

$236K since sold in February 2019$55K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 24% lower than the average sale price ($2.25M) of 6 comparable homes.

SOLD SEP 1, 2026
$1,330,000
A
2 beds2 baths1,019 sq ft
92 Beacon St #51, Boston, MA 02108
SOLD JUL 17, 2026
$2,600,000
B
2 beds2.5 baths1,742 sq ft
179 Beacon St #1, Boston, MA 02116
SOLD AUG 4, 2026
$1,775,000
C
2 beds1.5 baths1,448 sq ft
48 Beacon St Unit 1R, Boston, MA 02108
SOLD AUG 20, 2026
$2,550,000
D
3 beds2 baths1,414 sq ft
101 Mt Vernon St #3, Boston, MA 02108
SOLD OCT 20, 2026
$2,350,000
E
3 beds2.5 baths1,500 sq ft
93 Revere St #4, Boston, MA 02114
SOLD JUN 15, 2026
$2,900,000
F
2 beds3 baths2,030 sq ft
65 Commonwealth Ave Unit 6B, Boston, MA 02116

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Sell

$631,346

Est. take-home

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Est. cash available

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Rent

$2,930/mo

Redfin rental estimate

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Market trends in Flat of the Hill, MA

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

93.2%

0.0% MoM

Median sale price

$1.3M

$0 MoM

Avg. days on market

46d

0 days MoM

Recently sold homes

0 MoM

New listings for sale

3D WALKTHROUGH
$599,000
1 bed1 bath591 sq ft
21 Beacon St Unit 4T, Boston, MA 02108
$7,800,000
3 beds3.5 baths2,882 sq ft
46 Beacon St #2, Boston, MA 02108
$1,449,000
2 beds2 baths1,378 sq ft
45 Province St #1402, Boston, MA 02108
See all

Provided by Redfin

Sale history for 142 Chestnut St #2

Date

Event

Price

MLS PIN #72427247

Feb 8, 2019

Sold

$1,475,000

$980/sq ft

Dec 11, 2018

Pending

—

Nov 27, 2018

Listed

$1,499,000

$996/sq ft

MLS PIN #71220473

Sep 14, 2011

Relisted

—

Sep 9, 2011

Sold

$1,117,000

$742/sq ft

Sep 1, 2011

Listing Removed

—

Aug 12, 2011

Relisted

—

Aug 12, 2011

Listing Removed

—

Jul 22, 2011

Price Changed

$1,117,000

$742/sq ft

Apr 22, 2011

Listed

$1,175,000

$781/sq ft

Beautifully appointed and exceptionally maintained 2 plus study or home office, 2.5 bath home with fireplace, pristine hardwood floors, cooks kitchen and marble baths. 8' windows, detailed moldings & 12' ceilings enhance this parlor floor duplex. Ease & Elegance. Exceptional storage and numerous custom designed closets. Lovely planted common courtyard in elegant flat of Beacon Hill Building. A must see!!

Public Records

Aug 31, 2006

Sold

$1,049,000

$697/sq ft

MLS PIN #70421108

Aug 31, 2006

Sold

$1,048,000

$696/sq ft

Aug 2, 2006

Listing Removed

—

Jul 11, 2006

Listed

$1,074,000

$714/sq ft

Most sought after flat of hill loc. This sophisticated home is for the discerning, quality buyer. Fabulous layout for liv.& ent. Tot Reno 2BR/2.5BA w/study. Bright,front facing w/spac. L/R&D/R w/orig. soapstone FP, blt-ins, impecc. walnut colour oak flrs, 12'+/- ceilng w/Greek key & detailed moldngs,rcsd ltng, AC & 2 huge 8'+/-windows. New Classic Kitch, abundant cabnitry, granite, SubZ. M/BR w/dress rm, 2 Marble bths. Large 2nd BR. Paneled study, addtl strg,crtyrd w/seatng & fountain, rntl prk

Public Records

Jun 5, 1997

Sold

$365,000

$243/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$15,534 (+2.7%)

$1,446,400

2022

$15,129 (+4.0%)

$1,390,500

2021

$14,545 (+0.6%)

$1,363,200

2020

$14,462 (+4.2%)

$1,369,500

2019

$13,876 (+6.6%)

$1,316,500

2018

$13,017 (+1.9%)

$1,242,100

2017

$12,772 (+3.0%)

$1,206,000

2016

$12,398 (−7.0%)

$1,127,100

2015

$13,325 (+3.9%)

$1,100,300

2014

$12,820 (+3.4%)

$1,019,100

2013

$12,399 (+7.3%)

$943,600

2012

$11,555 (+2.0%)

$886,100

2009

$11,333 (+31.9%)

$886,100

2006

$8,590

$808,100

Tax history for 142 Chestnut St #2

Year

Property tax

Land + Additions

Assessment*

2023

$15,534 (+2.7%)

$1,446,400

2022

$15,129 (+4.0%)

$1,390,500

2021

$14,545 (+0.6%)

$1,363,200

2020

$14,462 (+4.2%)

$1,369,500

2019

$13,876 (+6.6%)

$1,316,500

2018

$13,017 (+1.9%)

$1,242,100

2017

$12,772 (+3.0%)

$1,206,000

2016

$12,398 (−7.0%)

$1,127,100

2015

$13,325 (+3.9%)

$1,100,300

2014

$12,820 (+3.4%)

$1,019,100

2013

$12,399 (+7.3%)

$943,600

2012

$11,555 (+2.0%)

$886,100

2009

$11,333 (+31.9%)

$886,100

2006

$8,590

$808,100

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

—

Year renovated

2018

Sq. Ft.

1,505

Year built

1930

Style

Condo/Co-op

County

Suffolk County

APN

3353919

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Property details

Parking

Parking Information
Has Open Parking
Parking Features: On Street

Interior

Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Basement Information
Basement: N

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1

Interior Features
# of Rooms (Total): 4

Exterior

Building Information
Building Name: Chestnut Place Condominium
Building Area (Total): 1,505
Construction Materials: Brick, Stone
StructureType: Mid-Rise
Stories (Total): 2
Year Built Source: Public Records
Year Built Details: Actual

Exterior Features
Patio And Porch Features: Patio
Exterior Features: Patio

Property Information
PropertySubType: Condominium
Property AttachedYN: Yes
Entry Level: 1
Entry Location: Unit Placement(Street)
Security Features: Intercom, Security Gate

Lot Information
Lot Size (Acres): 0.03

Financial

Tax Information
Tax Annual Amount: $13,017
Tax Year: 2018

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Heat Pump
Cooling: Central Air

Location

HOA Information
Association Fee: $693.47
Association Fee Includes: Sewer, Insurance, Maintenance Structure, Snow Removal
Association Amenities: Hot Water, Elevator(s), Storage

Location Information
Directions: Charles St to Chestnut St
UnparsedAddress: 142 Chestnut St # 2, Boston MA 02108

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Laundromat, Bike Path, Highway Access, House of Worship, Marina, Private School, Public School, T-Station, University

Public facts

Beds: 2
Baths: 2.5
Sq. Ft.: 1,505
Stories: 2.0
Lot Size: —
Style: Condo/Co-op
Year Built: 1930
Year Renovated: 2018
County: Suffolk County
APN: 3353919

Home facts updated by county records on Jul 20, 2023

Other

Listing Information
Exclusions: Mirrors Located In Entry Way, Over Fireplace, In Half Bath & Master Bed. Fp Screen & Box.
StandardStatus: Closed

About this building

No units for sale

142 Chestnut St, Boston, MA 02108

See photos & sale trends

Photo via 142 Chestnut #8

Units for sale

Unit Information Not Available

There aren't any units for sale in this building.

Around this home

Schools

K - 12
Preschool & daycare

Josiah Quincy Elementary School

Public PreK-5 • Assigned • 0.7mi

8/10

Quincy Upper School

Public 6-12 • Assigned • 0.7mi

3/10

Snowden Int'L High School

Public 9-12 • Assigned • 0.5mi

2/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

10/10 Flood Factor

Estimated 80%+ chance of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

6/10 Heat Factor

7 days above 97° expected this year, 15 days in 30 years

6/10 Wind Factor

62% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Boston, MA • 02108

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.2 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9.2 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.63M – $1.97M

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Common roof deck • Updated open kitchen • Large closets

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Home values near 142 Chestnut St #2

Data from public records.

Address	Redfin Estimate
109 Chestnut Street Unit 1, Boston, MA 2 Beds \| 2 Baths \| 1030 Sq. Ft.	$1,181,609
109 Chestnut Street Unit 4, Boston, MA 2 Beds \| 1.5 Baths \| 986 Sq. Ft.	$1,459,903
142 Chestnut Street Unit 3, Boston, MA - Beds \| 1 Baths \| 430 Sq. Ft.	$664,811
142 Chestnut Street Unit 7, Boston, MA 2 Beds \| 2 Baths \| 1409 Sq. Ft.	$1,997,757
142 Chestnut Street Unit 11, Boston, MA 3 Beds \| 2.5 Baths \| 3046 Sq. Ft.	$5,306,594
130 Chestnut Street, Boston, MA 4 Beds \| 4.5 Baths \| 4482 Sq. Ft.	$8,097,423
142 Chestnut Street Unit 8-9, Boston, MA 2 Beds \| 2.5 Baths \| 1875 Sq. Ft.	$2,812,144

Address	Redfin Estimate
109 Chestnut Street Unit 2, Boston, MA 1 Beds \| 1 Baths \| 1020 Sq. Ft.	$1,227,068
109 Chestnut Street Unit 5, Boston, MA 1 Beds \| 1 Baths \| 584 Sq. Ft.	$915,478
142 Chestnut Street Unit 5, Boston, MA 2 Beds \| 2.5 Baths \| 2490 Sq. Ft.	$4,516,815
142 Chestnut Street Unit 8, Boston, MA 2 Beds \| 2.5 Baths \| 2077 Sq. Ft.	$2,875,802
134 Chestnut Street, Boston, MA 4 Beds \| 3.5 Baths \| 3898 Sq. Ft.	$4,770,535
142 Chestnut Street Unit 4, Boston, MA - Beds \| 1 Baths \| 495 Sq. Ft.	$589,680
142 Chestnut Street Unit 495, 142, Boston, MA 3 Beds \| 3.5 Baths \| 3000 Sq. Ft.	$4,525,245

Address	Redfin Estimate
109 Chestnut Street Unit 3, Boston, MA 2 Beds \| 1 Baths \| 1000 Sq. Ft.	$1,394,934
142 Chestnut Street Unit 1, Boston, MA 3 Beds \| 2.5 Baths \| 2270 Sq. Ft.	$2,496,645
142 Chestnut Street Unit 6, Boston, MA - Beds \| 1 Baths \| 495 Sq. Ft.	$631,760
142 Chestnut Street Unit 9, Boston, MA 1 Beds \| 1 Baths \| 1100 Sq. Ft.	$4,471,237
132 Chestnut Street, Boston, MA 5 Beds \| 3.5 Baths \| 3417 Sq. Ft.	$4,386,467
142 Chestnut Street Unit 10, Boston, MA 2 Beds \| 2 Baths \| 1515 Sq. Ft.	$2,033,825
109 Chestnut Street Unit 2,109, Boston, MA 99 Beds \| 9 Baths \| 810 Sq. Ft.	$3,178,054

Property information provided by MLS PIN when last listed in 2018. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in Flat of the Hill, MA

Sale history for 142 Chestnut St #2

Tax history for 142 Chestnut St #2

Public record

Property details

About this building

Unit Information Not Available

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02108

Home values near 142 Chestnut St #2

More real estate resources