Google street view image for 38 Chestnut St, Boston, MA 02108

Off market sep 2001 for $3.3M

$6,107,993

Est. refi paymentEst. refi $21,847/mo

•

4.5 ba

•

4,456

sq ft

38 Chestnut St, Boston, MA 02108

About this home

38 Chestnut St is a 4,456 square foot townhouse on a 1,742 square foot lot with 6 bedrooms and 4.5 bathrooms. - it last sold on September 13, 2001 for $3,310,000. Based on Redfin's Boston data, we estimate the home's value is $6,107,993.

TownhomeProperty Type

1820Year Built

1,742 sq ftLot Size

$1,371Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$6,107,993

$2.8M since sold in September 2001$817K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 10.3% higher than the average sale price ($5.54M) of 5 comparable homes.

SOLD JUN 10, 2026
$6,700,000
A
5 beds4.5 baths4,996 sq ft
90 Mount Vernon St, Boston, MA 02108
SOLD SEP 30, 2026
$3,600,000
B
5 beds3 baths3,900 sq ft
51 Pinckney St, Boston, MA 02114
SOLD JAN 28, 2026
$4,800,000
C
4 beds4 baths4,013 sq ft
32 West Cedar St, Boston, MA 02108
SOLD JUL 7, 2026
$7,000,000
D
5 beds6 baths3,765 sq ft
62 Chestnut St, Boston, MA 02108
SOLD JUL 23, 2026
$5,600,000
E
5 beds3.5 baths3,849 sq ft
41 Chestnut St, Boston, MA 02108

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

Earn from this home

Sell

$5,136,281

Est. take-home

List your home with Redfin and save $30,540

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$4,768/mo

Redfin rental estimate

List your home for rent

Market trends in South Slope, MA

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

96.5%

+1.7% MoM

Median sale price

$3.3M

$2M MoM

Avg. days on market

29d

33 days MoM

Recently sold homes

3 MoM

New listings for sale

$1,695,000
2 beds2 baths1,038 sq ft
21 Walnut Unit Maisonette, Boston, MA 02108
$1,650,000
2 beds2 baths1,615 sq ft
45 Province St #901, Boston, MA 02108
$7,990,000
5 beds5.5 baths7,782 sq ft
11 Chestnut St, Boston, MA 02108
See all

Provided by Redfin

Sale history for 38 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$69,978 (+3.6%)

$2,937,400 + $3,578,200

$6,515,600

2022

$67,515 (+4.0%)

$2,797,600 + $3,407,800

$6,205,400

2021

$64,913 (+4.8%)

$2,742,700 + $3,341,000

$6,083,700

2020

$61,914 (+5.2%)

$2,298,900 + $3,564,200

$5,863,100

2019

$58,871 (+7.6%)

$1,877,600 + $3,707,900

$5,585,500

2018

$54,699 (+3.9%)

$1,875,000 + $3,344,400

$5,219,400

2017

$52,642 (+0.1%)

$1,875,000 + $3,095,900

$4,970,900

2016

$52,577 (+4.9%)

$1,875,000 + $2,904,700

$4,779,700

2015

$50,104 (+1.1%)

$1,297,000 + $2,840,400

$4,137,400

2014

$49,570 (+4.1%)

$1,297,000 + $2,643,400

$3,940,400

2013

$47,622 (+12.2%)

$1,297,000 + $2,327,200

$3,624,200

2012

$42,440 (+3.0%)

$684,200 + $2,570,400

$3,254,600

2009

$41,218 (+23.7%)

$718,410 + $2,504,250

$3,222,660

2006

$33,312

$671,700 + $2,462,100

$3,133,800

Tax history for 38 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$69,978 (+3.6%)

$2,937,400 + $3,578,200

$6,515,600

2022

$67,515 (+4.0%)

$2,797,600 + $3,407,800

$6,205,400

2021

$64,913 (+4.8%)

$2,742,700 + $3,341,000

$6,083,700

2020

$61,914 (+5.2%)

$2,298,900 + $3,564,200

$5,863,100

2019

$58,871 (+7.6%)

$1,877,600 + $3,707,900

$5,585,500

2018

$54,699 (+3.9%)

$1,875,000 + $3,344,400

$5,219,400

2017

$52,642 (+0.1%)

$1,875,000 + $3,095,900

$4,970,900

2016

$52,577 (+4.9%)

$1,875,000 + $2,904,700

$4,779,700

2015

$50,104 (+1.1%)

$1,297,000 + $2,840,400

$4,137,400

2014

$49,570 (+4.1%)

$1,297,000 + $2,643,400

$3,940,400

2013

$47,622 (+12.2%)

$1,297,000 + $2,327,200

$3,624,200

2012

$42,440 (+3.0%)

$684,200 + $2,570,400

$3,254,600

2009

$41,218 (+23.7%)

$718,410 + $2,504,250

$3,222,660

2006

$33,312

$671,700 + $2,462,100

$3,133,800

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

Permits

Jun 3, 2022 • Final

Plumbing

Work on plumbing.

Plumbing

Water heater

Feb 21, 2019 • Final

Long form/alteration

Perform interior renovations on a building.

Remodel

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Interior

Bathroom Information
# of Full Baths: 4
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Air

Fireplace Information
# of Fireplaces: 6
Has Fireplace

Room Information
# of Rooms: 10

Exterior

Exterior Information
Physical Condition: Excellent
Building Style Type: Row House
Exterior Wall: Brick
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 4,456
Gross Sq. Ft: 5,356
# of Stories: 4

Lot Information
# of Buildings: 1
Land Sq. Ft: 1,742
Municipality Name: BOSTON
Acres: 0.04
Zoning Code: R1
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 6
Baths: 4.5
Sq. Ft.: 4,456
Stories: 4.0
Lot Size: 1,742 square feet
Style: Townhouse
Year Built: 1820
Year Renovated: 2018
County: Suffolk County
APN: 3356409

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

Josiah Quincy Elementary School

Public PreK-5 • Assigned • 0.7mi

8/10

Quincy Upper School

Public 6-12 • Assigned • 0.7mi

3/10

Boston Adult Academy

Public 11-12 • Assigned • 0.6mi

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk 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

$5.80M – $7.03M

Reach more buyers when you sell with Redfin. Save up to $61,080 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

$3,098,000

5 beds4 baths2,802 sq ft

1674 Columbia #1, Boston, MA 02127

NEW CONSTRUCTION

$2,750,000

4 beds5 baths2,713 sq ft

26 Jay St #1, Cambridge, MA 02139

Listing provided by Zillow

$2,375,000

4 beds3.5 baths2,309 sq ft

255 W Third #255, Boston, MA 02127

OPEN TODAY, 11:30AM TO 12:30PM

$1,195,000

2 beds1 bath874 sq ft

530 Tremont St Unit R-3, Boston, MA 02116

OPEN TODAY, 12PM TO 1PM

$4,995,000

3 beds2.5 baths2,282 sq ft

15 Union Wharf #15, Boston, MA 02109

OPEN TODAY, 1PM TO 2:30PM

$1,849,000

2 beds2.5 baths1,568 sq ft

320 Shawmut Ave #1, Roxbury, MA 02118

New listings for sale in 02108

$1,695,000

2 beds2 baths1,038 sq ft

21 Walnut Unit Maisonette, Boston, MA 02108

$1,650,000

2 beds2 baths1,615 sq ft

45 Province St #901, Boston, MA 02108

$7,990,000

5 beds5.5 baths7,782 sq ft

11 Chestnut St, Boston, MA 02108

Home values near 38 Chestnut St

Data from public records.

Address	Redfin Estimate
40 Chestnut St, Boston, MA 3 Beds \| 5 Baths \| 5305 Sq. Ft.	$10,233,318
48 Chestnut St, Boston, MA 5 Beds \| 4.5 Baths \| 4000 Sq. Ft.	$5,592,578

Address	Redfin Estimate
32 Chestnut St Apartment 1, Boston, MA 2 Beds \| 2.5 Baths \| 2095 Sq. Ft.	$3,278,212
46 Chestnut St, Boston, MA 6 Beds \| 8.5 Baths \| 9380 Sq. Ft.	$19,872,387

Address	Redfin Estimate
32 Chestnut St Apartment 2, Boston, MA 4 Beds \| 2 Baths \| 2740 Sq. Ft.	$3,297,791
44 Chestnut St Apartment 1, Boston, MA 1 Beds \| 1 Baths \| 806 Sq. Ft.	$963,064

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.

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
South Slope homes for sale
Beacon Hill homes for sale

Cambridge homes for sale
Newton homes for sale
Lexington homes for sale