Google street view image for 108 Chestnut St, Brookline, MA 02445

Off market

—

•

3 ba

•

3,646

sq ft

108 Chestnut St, Brookline, MA 02445

About this home

108 Chestnut St is a 3,646 square foot multi-family home on a 2,178 square foot lot with 9 bedrooms and 3 bathrooms.

Multi-familyProperty Type

1895Year Built

2,178 sq ftLot Size

Source:Public Records

Redfin Estimate

Unfortunately, we don't have enough data to generate an accurate Estimate at this time.

Market trends in 02445, MA

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

97.3%

1.5% MoM

Median sale price

$1.0M

$142K MoM

Avg. days on market

56d

14 days MoM

Recently sold homes

16 MoM

New listings for sale

NEW 3 HRS AGO
$2,195,000
3 beds3.5 baths3,525 sq ft
301 Goddard Ave #301, Brookline, MA 02445
OPEN FRI, 12PM TO 1:30PM
$899,000
2 beds2 baths1,095 sq ft
127 Winthrop Rd Unit 1A, Brookline, MA 02445
NEW 35 HRS AGO
$479,000
1 bed1 bath632 sq ft
133 Beaconsfield Rd #14, Brookline, MA 02445
OPEN WED, 11:30AM TO 1PM
$1,595,000
3 beds2 baths1,105 sq ft
69 Walnut St #7, Brookline, MA 02445
$499,000
1 bed1 bath615 sq ft
136 Beaconsfield Rd #2, Brookline, MA 02445
$635,000
2 beds1 bath806 sq ft
1834 Beacon St #5, Brookline, MA 02445
$8,400,000
7 beds7 baths8,540 sq ft
54 Sargent Rd, Brookline, MA 02445
$5,398,000
5 beds4.5 baths7,058 sq ft
15 Catlin Rd, Brookline, MA 02445
$399,000
Studio1 bath500 sq ft
44 Washington St #1105, Brookline, MA 02445
$2,550,000
4 beds4 baths3,498 sq ft
91 University Rd #2, Brookline, MA 02445
See all

Provided by Redfin

Sale history for 108 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

$17,152 (+2.7%)

$547,300 + $1,173,100

$1,720,400

2022

$16,694 (+8.1%)

$521,100 + $1,117,200

$1,638,300

2021

$15,439 (+5.0%)

$501,100 + $1,074,300

$1,575,400

2020

$14,699 (+5.9%)

$455,600 + $1,099,900

$1,555,500

2019

$13,881 (+5.5%)

$433,900 + $1,047,500

$1,481,400

2018

$13,157 (+7.6%)

$372,900 + $1,017,900

$1,390,800

2017

$12,231 (+4.3%)

$351,800 + $886,200

$1,238,000

2016

$11,727 (+7.3%)

$328,800 + $796,600

$1,125,400

2015

$10,927 (−3.1%)

$307,300 + $715,800

$1,023,100

2014

$11,275 (+2.6%)

$279,300 + $710,600

$989,900

2013

$10,984 (+2.2%)

$271,200 + $671,600

$942,800

2012

$10,748 (+1.0%)

$271,200 + $671,600

$942,800

2011

$10,646 (+3.0%)

$268,100 + $674,000

$942,100

2010

$10,335 (+2.6%)

$268,100 + $674,000

$942,100

2009

$10,073

$268,300 + $674,000

$942,300

Tax history for 108 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$17,152 (+2.7%)

$547,300 + $1,173,100

$1,720,400

2022

$16,694 (+8.1%)

$521,100 + $1,117,200

$1,638,300

2021

$15,439 (+5.0%)

$501,100 + $1,074,300

$1,575,400

2020

$14,699 (+5.9%)

$455,600 + $1,099,900

$1,555,500

2019

$13,881 (+5.5%)

$433,900 + $1,047,500

$1,481,400

2018

$13,157 (+7.6%)

$372,900 + $1,017,900

$1,390,800

2017

$12,231 (+4.3%)

$351,800 + $886,200

$1,238,000

2016

$11,727 (+7.3%)

$328,800 + $796,600

$1,125,400

2015

$10,927 (−3.1%)

$307,300 + $715,800

$1,023,100

2014

$11,275 (+2.6%)

$279,300 + $710,600

$989,900

2013

$10,984 (+2.2%)

$271,200 + $671,600

$942,800

2012

$10,748 (+1.0%)

$271,200 + $671,600

$942,800

2011

$10,646 (+3.0%)

$268,100 + $674,000

$942,100

2010

$10,335 (+2.6%)

$268,100 + $674,000

$942,100

2009

$10,073

$268,300 + $674,000

$942,300

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

Property details

Interior

Basement Information
Basement Sq. Ft: 1,240
Basement Type: Full

Bathroom Information
# of Full Baths: 3

Heating & Cooling
Heating Type: Forced Hot Water

Room Information
# of Rooms: 18

Exterior

Exterior Information
Physical Condition: Average
Construction Type: Frame
Exterior Wall: Shingle
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 3,646
Gross Sq. Ft: 6,482
# of Units: 3
# of Stories: 3

Lot Information
# of Buildings: 1
Land Sq. Ft: 2,178
Municipality Name: BROOKLINE
Acres: 0.05
Zoning Code: M10
State Use Description: 3-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 9
Baths: 3.0
Sq. Ft.: 3,646
Stories: 3.0
Lot Size: 2,178 square feet
Style: Multi-Family (2-4 Unit)
Year Built: 1895
Year Renovated: 1979
County: Norfolk County
APN: 40917

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

William H Lincoln School

Public K-8 • Assigned • 0.3mi

9/10

Brookline High School

Public 9-12 • Assigned • 0.6mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Local insights from Redfin agents

Brookline will continue to be a Seller's market for the foreseeable future, driven by restrictive zoning laws that have limited increases in housing production and a stable population with relatively low turnover. This has resulted in a massive...
1 month ago • Brookline
Benjamin Ginsburg
Redfin Premier agent
155 deals
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Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

6/10 Heat Factor

7 days above 96° 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

Brookline, MA • 02445

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 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

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New listings for sale in 02445

NEW 3 HRS AGO

$2,195,000

3 beds3.5 baths3,525 sq ft

301 Goddard Ave #301, Brookline, MA 02445

Expansive deck • Renovated kitchen • Walkout lower level

OPEN FRI, 12PM TO 1:30PM3D & VIDEO TOUR

$899,000

2 beds2 baths1,095 sq ft

127 Winthrop Rd Unit 1A, Brookline, MA 02445

Two private porches • Updated kitchen • In unit laundry

NEW 35 HRS AGO

$479,000

1 bed1 bath632 sq ft

133 Beaconsfield Rd #14, Brookline, MA 02445

On-site laundry • Nearby parks • Waldstein playground

OPEN WED, 11:30AM TO 1PM

$1,595,000

3 beds2 baths1,105 sq ft

69 Walnut St #7, Brookline, MA 02445

Private balcony • Elevator • Storage closets

$499,000

1 bed1 bath615 sq ft

136 Beaconsfield Rd #2, Brookline, MA 02445

Oversized windows • Hardwood floors • Pet-friendly complex

$635,000

2 beds1 bath806 sq ft

1834 Beacon St #5, Brookline, MA 02445

Brick building • Bright living room • Bay windows

$8,400,000

7 beds7 baths8,540 sq ft

54 Sargent Rd, Brookline, MA 02445

Private acres • Tall ceilings • Preserved millwork

$5,398,000

5 beds4.5 baths7,058 sq ft

15 Catlin Rd, Brookline, MA 02445

Grand staircase • Original built-ins • Chef's kitchen

$399,000

Studio1 bath500 sq ft

44 Washington St #1105, Brookline, MA 02445

Upgraded flooring • 24-hour concierge • Courts for tennis

Home values near 108 Chestnut St

Data from public records.

Address	Redfin Estimate
110 Chestnut St, Brookline, MA 5 Beds \| 2.5 Baths \| 2450 Sq. Ft.	$1,806,142
96 Chestnut St Apt 2, Brookline, MA 2 Beds \| 1 Baths \| 818 Sq. Ft.	$576,593

Address	Redfin Estimate
100 Chestnut St, Brookline, MA 5 Beds \| 1.5 Baths \| 1584 Sq. Ft.	$1,276,466
96 Chestnut St Apt 3, Brookline, MA 2 Beds \| 1 Baths \| 920 Sq. Ft.	$640,496

Address	Redfin Estimate
96 Chestnut St Apt 1, Brookline, MA 2 Beds \| 1 Baths \| 758 Sq. Ft.	$569,942
99 Chestnut St Apt 2, Brookline, MA 1 Beds \| 1 Baths \| 599 Sq. Ft.	$455,880

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Market trends in 02445, MA

Sale history for 108 Chestnut St

Tax history for 108 Chestnut St

Property details

Around this home

Schools

Lifestyle

Local insights from Redfin agents

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02445

Home values near 108 Chestnut St

More real estate resources