Google street view image for 142 Chestnut St #4, Boston, MA 02108

Off market dec 2001 for $350K

$589,680

Est. refi paymentEst. refi $2,289/mo

—

•

1 ba

•

495

sq ft

142 Chestnut St #4, Boston, MA 02108

About this home

142 Chestnut St #4 is a 495 square foot condo with 1 bathroom. - it last sold on December 10, 2001 for $350,000. Based on Redfin's Boston data, we estimate the home's value is $589,680.

CondoProperty Type

1930Year Built

$1,191Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$589,680

$240K since sold in December 2001$1,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 17.8% lower than the average sale price ($717K) of 6 comparable homes.

SOLD AUG 22, 2026
$471,000
A
Studio1 bath465 sq ft
165 Beacon St #2, Boston, MA 02116
SOLD AUG 27, 2026
$950,000
B
2 beds1 bath700 sq ft
22 River St #7, Boston, MA 02108
SOLD SEP 9, 2026
$599,000
C
Studio1 bath427 sq ft
80 Marlborough St #7, Boston, MA 02116
SOLD SEP 4, 2026
$825,000
D
1 bed1 bath690 sq ft
145 Pinckney #335, Boston, MA 02114
SOLD AUG 17, 2026
$639,000
E
1 bed1 bath698 sq ft
112 Pinckney St #4, Boston, MA 02114
SOLD AUG 31, 2026
$820,000
F
1 bed1 bath721 sq ft
15 River St #707, Boston, MA 02108

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$485,455

Est. take-home

List your home with Redfin and save $2,948

Refinance

Est. cash available

Get cash now or lower your monthly rate

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 #4

Year

Property tax

Land + Additions

Assessment*

2023

$5,801 (+2.7%)

$540,100

2022

$5,650 (+9.0%)

$519,300

2021

$5,183 (+12.7%)

$485,800

2020

$4,599 (+4.2%)

$435,500

2019

$4,413 (+6.6%)

$418,700

2018

$4,140 (+1.9%)

$395,000

2017

$4,061 (+3.0%)

$383,500

2016

$3,942 (−10.0%)

$358,400

2015

$4,381 (+3.9%)

$361,800

2014

$4,216 (+3.4%)

$335,100

2013

$4,077 (−3.2%)

$310,300

2012

$4,212 (+2.0%)

$323,000

2009

$4,131 (+181.2%)

$323,000

2006

$1,469

$138,195

Tax history for 142 Chestnut St #4

Year

Property tax

Land + Additions

Assessment*

2023

$5,801 (+2.7%)

$540,100

2022

$5,650 (+9.0%)

$519,300

2021

$5,183 (+12.7%)

$485,800

2020

$4,599 (+4.2%)

$435,500

2019

$4,413 (+6.6%)

$418,700

2018

$4,140 (+1.9%)

$395,000

2017

$4,061 (+3.0%)

$383,500

2016

$3,942 (−10.0%)

$358,400

2015

$4,381 (+3.9%)

$361,800

2014

$4,216 (+3.4%)

$335,100

2013

$4,077 (−3.2%)

$310,300

2012

$4,212 (+2.0%)

$323,000

2009

$4,131 (+181.2%)

$323,000

2006

$1,469

$138,195

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

Property details

Interior

Bathroom Information
# of Full Baths: 1

Heating & Cooling
Heating Type: Forced Air

Room Information
# of Rooms: 1

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Mid Rise
Exterior Wall: Brick
Roof Shape Type: Flat

Property Information
Subdivision Name: CHESTNUT PLACE
Living Sq. Ft: 495
Gross Sq. Ft: 495
# of Units: 1
# of Stories: 1

Lot Information
# of Buildings: 1
Land Sq. Ft: 436
Municipality Name: BOSTON
Acres: 0.01
Zoning Code: CD
State Use Description: CONDOMINIUM

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: —
Baths: 1.0
Sq. Ft.: 495
Stories: 1.0
Lot Size: —
Style: Condo/Co-op
Year Built: 1930
Year Renovated: 2020
County: Suffolk County
APN: 3353921

Home facts updated by county records on Jul 20, 2023

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

$561,000 – $679,000

Reach more buyers when you sell with Redfin. Save up to $5,897 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

NEW 4 HRS AGO

$1,945,000

2 beds2.5 baths1,880 sq ft

12 Piedmont St Unit 2A, Boston, MA 02116

Two bedroom duplex • European kitchen • Bosch gas range

$699,000

1 bed1 bath688 sq ft

51 Revere St #1, Boston, MA 02114

Garden level condo • Galley kitchen • In unit laundry

$1,945,000

2 beds2.5 baths1,880 sq ft

12 Piedmont St #2, Boston, MA 02116

Two bedroom duplex • European kitchen • Bosch gas range

$3,750,000

2 beds2.5 baths2,600 sq ft

260 Beacon #4, Boston, MA 02116

Private terrace • Charles river views • Deeded parking space

$1,240,000

2 beds2 baths1,057 sq ft

20 Joy St #1, Boston, MA 02114

Updated kitchen • Excellent storage • Charming patio

$5,950,000

2 beds2.5 baths1,832 sq ft

430 Stuart St Unit 32A, Boston, MA 02116

Private terrace • Sweeping views • Customized closets

New listings for sale in 02108

3D WALKTHROUGH

$599,000

1 bed1 bath591 sq ft

21 Beacon St Unit 4T, Boston, MA 02108

Common roof deck • Updated open kitchen • Large closets

$7,800,000

3 beds3.5 baths2,882 sq ft

46 Beacon St #2, Boston, MA 02108

Concierge services • Front facing views • Parlor level living

$1,449,000

2 beds2 baths1,378 sq ft

45 Province St #1402, Boston, MA 02108

Private terrace • Designer finishes • Gas cooking

Home values near 142 Chestnut St #4

Data from public records.

Address	Redfin Estimate
109 Chestnut St Apt 1, Boston, MA 2 Beds \| 2 Baths \| 1030 Sq. Ft.	$1,181,609
109 Chestnut St Apt 4, Boston, MA 2 Beds \| 1.5 Baths \| 986 Sq. Ft.	$1,459,903
142 Chestnut St Apt 2, Boston, MA 2 Beds \| 2.5 Baths \| 1505 Sq. Ft.	$1,711,151
142 Chestnut St Apt 6, Boston, MA - Beds \| 1 Baths \| 495 Sq. Ft.	$631,760
142 Chestnut St Apt 9, Boston, MA 1 Beds \| 1 Baths \| 1100 Sq. Ft.	$4,471,237
132 Chestnut St, Boston, MA 5 Beds \| 3.5 Baths \| 3417 Sq. Ft.	$4,386,467
142 Chestnut St Apt 8-9, Boston, MA 2 Beds \| 2.5 Baths \| 1875 Sq. Ft.	$2,812,144

Address	Redfin Estimate
109 Chestnut St Apt 2, Boston, MA 1 Beds \| 1 Baths \| 1020 Sq. Ft.	$1,227,068
109 Chestnut St Apt 5, Boston, MA 1 Beds \| 1 Baths \| 584 Sq. Ft.	$915,478
142 Chestnut St Apt 3, Boston, MA - Beds \| 1 Baths \| 430 Sq. Ft.	$664,811
142 Chestnut St Apt 7, Boston, MA 2 Beds \| 2 Baths \| 1409 Sq. Ft.	$1,997,757
142 Chestnut St Apt 11, Boston, MA 3 Beds \| 2.5 Baths \| 3046 Sq. Ft.	$5,306,594
130 Chestnut St, Boston, MA 4 Beds \| 4.5 Baths \| 4482 Sq. Ft.	$8,097,423
142 Chestnut St Apt 495, 142, Boston, MA 3 Beds \| 3.5 Baths \| 3000 Sq. Ft.	$4,525,245

Address	Redfin Estimate
109 Chestnut St Apt 3, Boston, MA 2 Beds \| 1 Baths \| 1000 Sq. Ft.	$1,394,934
142 Chestnut St Apt 1, Boston, MA 3 Beds \| 2.5 Baths \| 2270 Sq. Ft.	$2,496,645
142 Chestnut St Apt 5, Boston, MA 2 Beds \| 2.5 Baths \| 2490 Sq. Ft.	$4,516,815
142 Chestnut St Apt 8, Boston, MA 2 Beds \| 2.5 Baths \| 2077 Sq. Ft.	$2,875,802
134 Chestnut St, Boston, MA 4 Beds \| 3.5 Baths \| 3898 Sq. Ft.	$4,770,535
142 Chestnut St Apt 10, Boston, MA 2 Beds \| 2 Baths \| 1515 Sq. Ft.	$2,033,825
109 Chestnut St Apt 2,109, Boston, MA 99 Beds \| 9 Baths \| 810 Sq. Ft.	$3,178,054

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

Redfin Brokerage Licenses

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

02127 homes for sale
02129 homes for sale
02130 homes for sale
02132 homes for sale
02135 homes for sale

Houses for rent in Boston	Agents near me	Quincy, MA homes for sale	Boston Housing Market
Houses for sale near me	Boston, MA homes for sale	Brookline, MA homes for sale
Land for sale near me	Newton, MA homes for sale	Arlington, MA homes for sale
Open Houses near me	Cambridge, MA homes for sale	Boston Property Records
Condos for sale near me	Lexington, MA homes for sale	MA New Listings

Fenway-Kenmore homes for sale
Flat of the Hill homes for sale
Beacon Hill homes for sale

Cambridge homes for sale
Newton homes for sale
Quincy homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in Flat of the Hill, MA

Sale history for 142 Chestnut St #4

Tax history for 142 Chestnut St #4

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 #4

More real estate resources