Google street view image for 162 Chestnut St, Brookline, MA 02445

Off market sep 1987 for $175K

$1,940,498

Est. refi paymentEst. refi $1,173/mo

•

3 ba

•

3,588

sq ft

162 Chestnut St, Brookline, MA 02445

About this home

162 Chestnut St is a 3,588 square foot multi-family home on a 3,049 square foot lot with 8 bedrooms and 3 bathrooms. - it last sold on September 01, 1987 for $175,000. Based on Redfin's Brookline data, we estimate the home's value is $1,940,498.

Multi-familyProperty Type

1920Year Built

3,049 sq ftLot Size

$541Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,940,498

$1.8M since sold in September 1987$242K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 36.6% higher than the average sale price ($1.42M) of 6 comparable homes.

SOLD JUN 23, 2026
$1,385,000
A
8 beds3 baths3,109 sq ft
57 Mozart St, Jamaica Plain, MA 02130
SOLD APR 30, 2026
$999,999
B
8 beds3 baths3,898 sq ft
9 E Milton Rd, Brookline, MA 02445
SOLD FEB 25, 2026
$1,275,000
C
6 beds3 baths3,399 sq ft
23 Burr St, Jamaica Plain, MA 02130
SOLD AUG 21, 2026
$1,930,000
D
9 beds3 baths3,750 sq ft
68 Hillside St, Roxbury, MA 02120
SOLD MAY 18, 2026
$1,495,000
E
8 beds3 baths3,903 sq ft
28 Boylston St, Jamaica Plain, MA 02130
SOLD JAN 8, 2026
$1,440,000
F
7 beds3 baths3,089 sq ft
32 Forbes St, Jamaica Plain, MA 02130

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Earn from this home

Sell

$1,843,327

Est. take-home

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Est. cash available

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Market trends in 02445, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

98.8%

1.0% MoM

Median sale price

$883K

$282K MoM

Avg. days on market

42d

8 days MoM

Recently sold homes

1 MoM

New listings for sale

OPEN SAT, 2:15PM TO 3:30PM
$495,000
1 bed1 bath655 sq ft
44 Washington St #303, Brookline, MA 02445
EARLY ACCESS
$4,250,000
5 beds4 baths6,313 sq ft
120 Rawson Rd, Brookline, MA 02445
EARLY ACCESS
$1,700,000
4 beds2 baths2,254 sq ft
146 University Rd #2, Brookline, MA 02445
$2,350,000
6 beds3 baths5,030 sq ft
309 Buckminster Rd, Brookline, MA 02445
OPEN SAT, 1PM TO 2:30PM
$4,375,000
5 beds5.5 baths3,539 sq ft
291 Tappan St #291, Brookline, MA 02445
$2,399,900
6 beds4 baths3,454 sq ft
101-103 University Rd, Brookline, MA 02445
OPEN SAT, 12PM TO 1PM
$1,195,000
3 beds2 baths1,269 sq ft
114 Franklin St #2, Brookline, MA 02445
OPEN SAT, 11AM TO 1PM
$1,399,000
3 beds3 baths1,946 sq ft
16 Addington #21, Brookline, MA 02445
$775,000
2 beds1 bath947 sq ft
1731 Beacon St #311, Brookline, MA 02445
OPEN SAT, 12PM TO 1PM
$3,500,000
6 beds5.5 baths4,891 sq ft
115 Dean Rd, Brookline, MA 02445
See all

Provided by Redfin

Sale history for 162 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$17,351 (+2.7%)

$565,400 + $1,174,900

$1,740,300

2022

$16,890 (+8.1%)

$538,500 + $1,119,000

$1,657,500

2021

$15,618 (+5.1%)

$517,800 + $1,075,900

$1,593,700

2020

$14,854 (+5.9%)

$470,700 + $1,101,200

$1,571,900

2019

$14,028 (+5.2%)

$448,300 + $1,048,800

$1,497,100

2018

$13,333 (+4.8%)

$386,800 + $1,022,600

$1,409,400

2017

$12,722 (+4.3%)

$364,900 + $922,800

$1,287,700

2016

$12,198 (+7.3%)

$341,000 + $829,600

$1,170,600

2015

$11,366 (−3.0%)

$318,700 + $745,500

$1,064,200

2014

$11,723 (+2.7%)

$289,700 + $739,500

$1,029,200

2013

$11,419 (+25.2%)

$281,300 + $698,900

$980,200

2012

$9,119 (+0.9%)

$281,300 + $518,600

$799,900

2011

$9,042 (+3.0%)

$279,200 + $521,000

$800,200

2010

$8,778 (+2.6%)

$279,200 + $521,000

$800,200

2009

$8,556

$279,400 + $521,000

$800,400

Tax history for 162 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$17,351 (+2.7%)

$565,400 + $1,174,900

$1,740,300

2022

$16,890 (+8.1%)

$538,500 + $1,119,000

$1,657,500

2021

$15,618 (+5.1%)

$517,800 + $1,075,900

$1,593,700

2020

$14,854 (+5.9%)

$470,700 + $1,101,200

$1,571,900

2019

$14,028 (+5.2%)

$448,300 + $1,048,800

$1,497,100

2018

$13,333 (+4.8%)

$386,800 + $1,022,600

$1,409,400

2017

$12,722 (+4.3%)

$364,900 + $922,800

$1,287,700

2016

$12,198 (+7.3%)

$341,000 + $829,600

$1,170,600

2015

$11,366 (−3.0%)

$318,700 + $745,500

$1,064,200

2014

$11,723 (+2.7%)

$289,700 + $739,500

$1,029,200

2013

$11,419 (+25.2%)

$281,300 + $698,900

$980,200

2012

$9,119 (+0.9%)

$281,300 + $518,600

$799,900

2011

$9,042 (+3.0%)

$279,200 + $521,000

$800,200

2010

$8,778 (+2.6%)

$279,200 + $521,000

$800,200

2009

$8,556

$279,400 + $521,000

$800,400

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

Permits

Jan 21, 2016 • Active

Residential plumbing

Remodel a kitchen and bathroom in a residential unit.

Bathroom

Kitchen

Remodel

Jan 20, 2016 • Active

Residential electrical

Rewire the electrical systems in the kitchen and bathroom.

Bathroom

Electrical

Kitchen

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

Basement Information
Basement Sq. Ft: 1,174
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: Flat

Property Information
Living Sq. Ft: 3,588
Gross Sq. Ft: 5,152
# of Units: 3
# of Stories: 3

Lot Information
# of Buildings: 1
Land Sq. Ft: 3,049
Municipality Name: BROOKLINE
Acres: 0.07
Zoning Code: M10
State Use Description: 3-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 8
Baths: 3.0
Sq. Ft.: 3,588
Stories: 3.0
Lot Size: 3,049 square feet
Style: Multi-Family (2-4 Unit)
Year Built: 1920
Year Renovated: 1987
County: Norfolk County
APN: 40577

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

William H Lincoln School

Public K-8 • Assigned • 0.5mi

9/10

Brookline High School

Public 9-12 • Assigned • 0.7mi

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...
2 weeks 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

60% 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

Estimated sale price

$1.84M – $2.23M

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Home values near 162 Chestnut St

Data from public records.

Address	Redfin Estimate
166 Chestnut Street #1, Brookline, MA 3 Beds \| 2 Baths \| 1079 Sq. Ft.	$804,507
160 Chestnut Street, Brookline, MA 6 Beds \| 3 Baths \| 4212 Sq. Ft.	—

Address	Redfin Estimate
166 Chestnut Street #2, Brookline, MA 2 Beds \| 1 Baths \| 945 Sq. Ft.	$647,841
156 Chestnut Street #1, Brookline, MA 2 Beds \| 2 Baths \| 1118 Sq. Ft.	$816,502

Address	Redfin Estimate
166 Chestnut Street #3, Brookline, MA 2 Beds \| 1 Baths \| 948 Sq. Ft.	$685,125
156 Chestnut Street #2, Brookline, MA 3 Beds \| 2 Baths \| 1142 Sq. Ft.	$848,261

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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 02445, MA

Sale history for 162 Chestnut St

Tax history for 162 Chestnut St

Permits

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 162 Chestnut St

More real estate resources