Google street view image for 104 Chestnut St, Boston, MA 02108

Off market

$3,415,670

•

3 ba

•

3,021

sq ft

104 Chestnut St, Boston, MA 02108

About this home

104 Chestnut St is a 3,021 square foot multi-family home on a 1,742 square foot lot with 4 bedrooms and 3 bathrooms. Based on Redfin's Boston data, we estimate the home's value is $3,415,670.

Multi-familyProperty Type

1890Year Built

1,742 sq ftLot Size

$1,131Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$3,415,670

$524K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 24% lower than the average sale price ($4.49M) of 6 comparable homes.

SOLD SEP 9, 2026
$4,500,000
A
4 beds3.5 baths3,303 sq ft
5 Charles River Sq, Boston, MA 02114
SOLD JUL 31, 2026
$2,100,000
B
4 beds3 baths2,402 sq ft
21 Bradford St, Boston, MA 02118
SOLD JUL 23, 2026
$5,600,000
C
5 beds3.5 baths3,849 sq ft
41 Chestnut St, Boston, MA 02108
SOLD SEP 11, 2026
$4,500,000
D
4 beds4.5 baths3,410 sq ft
89 Revere St, Boston, MA 02114
SOLD AUG 17, 2026
$4,250,000
E
4 beds4.5 baths3,500 sq ft
109 Appleton St, Boston, MA 02116
SOLD JUN 24, 2026
$6,000,000
F
4 beds4 baths4,264 sq ft
81 Pinckney St, Boston, MA 02114

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Earn from this home

Sell

$3,245,389

Est. take-home

List your home with Redfin and save $17,078

Market trends in Flat of the Hill, MA

Last updated September 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

$525,000
1 bed1 bath438 sq ft
21 Beacon St Unit 6B, Boston, MA 02108
$425,500
Studio1 bath298 sq ft
8 Brimmer St Unit 1A, Boston, MA 02108
See all

Provided by Redfin

Sale history for 104 Chestnut St

As the MLS and public records start to fill up, we'll list the details here.

Year

Property tax

Land + Additions

Assessment*

2023

$42,321 (−1.3%)

$2,296,600 + $1,643,900

$3,940,500

2022

$42,873 (+7.1%)

$2,296,600 + $1,643,900

$3,940,500

2021

$40,042 (+10.9%)

$2,187,200 + $1,565,600

$3,752,800

2020

$36,104 (+7.2%)

$1,863,700 + $1,555,200

$3,418,900

2019

$33,678 (+12.2%)

$1,453,700 + $1,741,600

$3,195,300

2018

$30,008 (+22.1%)

$1,448,100 + $1,415,300

$2,863,400

2017

$24,583 (+0.1%)

$1,448,100 + $873,200

$2,321,300

2016

$24,552 (−8.3%)

$1,448,100 + $783,900

$2,232,000

2015

$26,762 (−13.2%)

$1,169,900 + $1,040,000

$2,209,900

2014

$30,835 (+2.4%)

$1,169,900 + $1,281,200

$2,451,100

2013

$30,112 (+4.8%)

$1,169,900 + $1,121,700

$2,291,600

2012

$28,739 (+8.1%)

$719,835 + $1,484,070

$2,203,905

2009

$26,584 (+24.1%)

$719,835 + $1,358,640

$2,078,475

2006

$21,413

$636,700 + $1,377,700

$2,014,400

Tax history for 104 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$42,321 (−1.3%)

$2,296,600 + $1,643,900

$3,940,500

2022

$42,873 (+7.1%)

$2,296,600 + $1,643,900

$3,940,500

2021

$40,042 (+10.9%)

$2,187,200 + $1,565,600

$3,752,800

2020

$36,104 (+7.2%)

$1,863,700 + $1,555,200

$3,418,900

2019

$33,678 (+12.2%)

$1,453,700 + $1,741,600

$3,195,300

2018

$30,008 (+22.1%)

$1,448,100 + $1,415,300

$2,863,400

2017

$24,583 (+0.1%)

$1,448,100 + $873,200

$2,321,300

2016

$24,552 (−8.3%)

$1,448,100 + $783,900

$2,232,000

2015

$26,762 (−13.2%)

$1,169,900 + $1,040,000

$2,209,900

2014

$30,835 (+2.4%)

$1,169,900 + $1,281,200

$2,451,100

2013

$30,112 (+4.8%)

$1,169,900 + $1,121,700

$2,291,600

2012

$28,739 (+8.1%)

$719,835 + $1,484,070

$2,203,905

2009

$26,584 (+24.1%)

$719,835 + $1,358,640

$2,078,475

2006

$21,413

$636,700 + $1,377,700

$2,014,400

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

Permits

Dec 19, 2025 • Final

Electrical

Work on electrical systems.

Electrical

Dec 3, 2019 • Final

Short form bldg

Perform interior and exterior work on a residential 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: 3

Heating & Cooling
Heating Type: Forced Hot Water

Room Information
# of Rooms: 10

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Row House
Exterior Wall: Brick
Roof Covering Type: Rubber/Elastomeric
Roof Shape Type: Flat

Property Information
Living Sq. Ft: 3,021
Gross Sq. Ft: 3,256
# of Stories: 3

Lot Information
# of Buildings: 1
Land Sq. Ft: 1,742
Municipality Name: BOSTON
Acres: 0.04
Zoning Code: R2
State Use Description: 2-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 4
Baths: 3.0
Sq. Ft.: 3,021
Stories: 3.0
Lot Size: 1,742 square feet
Style: Multi-Family (2-4 Unit)
Year Built: 1890
Year Renovated: 2018
County: Suffolk County
APN: 3353805

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

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

64% 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

$3.25M – $3.93M

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New listings for sale in 02108

$525,000

1 bed1 bath438 sq ft

21 Beacon St Unit 6B, Boston, MA 02108

$425,500

Studio1 bath298 sq ft

8 Brimmer St Unit 1A, Boston, MA 02108

Home values near 104 Chestnut St

Data from public records.

Address	Redfin Estimate
106 Chestnut Street, Boston, MA 4 Beds \| 5 Baths \| 2744 Sq. Ft.	$4,647,665
100 Chestnut Street Unit 3, Boston, MA 2 Beds \| 2 Baths \| 1360 Sq. Ft.	$1,984,772

Address	Redfin Estimate
102 Chestnut Street, Boston, MA 4 Beds \| 4.5 Baths \| 3892 Sq. Ft.	$6,688,571
98 Chestnut Street Unit 4, Boston, MA 2 Beds \| 2 Baths \| 1389 Sq. Ft.	$2,382,018

Address	Redfin Estimate
100 Chestnut Street Unit 2, Boston, MA 1 Beds \| 1 Baths \| 640 Sq. Ft.	$906,495
98 Chestnut Street Unit 1, Boston, MA 3 Beds \| 2.5 Baths \| 1475 Sq. Ft.	$1,990,997

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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 104 Chestnut St

Tax history for 104 Chestnut St

Permits

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02108

Home values near 104 Chestnut St

More real estate resources