Google street view image for 160 Chestnut St, Brookline, MA 02445

Off market oct 1985 for $173K

—

Est. refi paymentEst. refi $1,159/mo

•

3 ba

•

4,212

sq ft

160 Chestnut St, Brookline, MA 02445

About this home

160 Chestnut St is a 4,212 square foot multi-family home on a 3,049 square foot lot with 6 bedrooms and 3 bathrooms. - it last sold on October 04, 1985 for $173,000.

Multi-familyProperty Type

1895Year Built

3,049 sq ftLot Size

$41Price/Sq.Ft.

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

Seller's 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

OPEN SAT, 12PM TO 1:30PM
$4,250,000
5 beds3.5 baths6,313 sq ft
120 Rawson Rd, Brookline, MA 02445
EARLY ACCESS
$1,595,000
3 beds2 baths1,105 sq ft
69 Walnut St #7, Brookline, MA 02445
OPEN SUN, 1:15PM TO 2:15PM
$495,000
1 bed1 bath655 sq ft
44 Washington St #303, 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
$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
See all

Provided by Redfin

Sale history for 160 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$16,005 (+2.7%)

$564,600 + $1,040,700

$1,605,300

2022

$15,578 (+8.1%)

$537,700 + $991,100

$1,528,800

2021

$14,406 (+5.4%)

$517,000 + $953,000

$1,470,000

2020

$13,667 (+5.9%)

$470,000 + $976,200

$1,446,200

2019

$12,905 (+6.0%)

$447,600 + $929,700

$1,377,300

2018

$12,180 (+3.4%)

$386,200 + $901,300

$1,287,500

2017

$11,778 (+4.3%)

$364,300 + $827,800

$1,192,100

2016

$11,292 (+7.3%)

$340,500 + $743,200

$1,083,700

2015

$10,522 (−0.5%)

$318,200 + $667,000

$985,200

2014

$10,577 (+2.7%)

$289,300 + $639,300

$928,600

2013

$10,303 (+2.2%)

$280,900 + $603,500

$884,400

2012

$10,082 (+0.8%)

$280,900 + $603,500

$884,400

2011

$9,999 (+3.0%)

$278,600 + $606,300

$884,900

2010

$9,707 (+2.6%)

$278,600 + $606,300

$884,900

2009

$9,463

$278,900 + $606,300

$885,200

Tax history for 160 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$16,005 (+2.7%)

$564,600 + $1,040,700

$1,605,300

2022

$15,578 (+8.1%)

$537,700 + $991,100

$1,528,800

2021

$14,406 (+5.4%)

$517,000 + $953,000

$1,470,000

2020

$13,667 (+5.9%)

$470,000 + $976,200

$1,446,200

2019

$12,905 (+6.0%)

$447,600 + $929,700

$1,377,300

2018

$12,180 (+3.4%)

$386,200 + $901,300

$1,287,500

2017

$11,778 (+4.3%)

$364,300 + $827,800

$1,192,100

2016

$11,292 (+7.3%)

$340,500 + $743,200

$1,083,700

2015

$10,522 (−0.5%)

$318,200 + $667,000

$985,200

2014

$10,577 (+2.7%)

$289,300 + $639,300

$928,600

2013

$10,303 (+2.2%)

$280,900 + $603,500

$884,400

2012

$10,082 (+0.8%)

$280,900 + $603,500

$884,400

2011

$9,999 (+3.0%)

$278,600 + $606,300

$884,900

2010

$9,707 (+2.6%)

$278,600 + $606,300

$884,900

2009

$9,463

$278,900 + $606,300

$885,200

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

Permits

Nov 18, 2025 • Active

Commercial building

Install vinyl siding and clad trim on a building. All work must comply with building codes and local bylaws.

Remodel

Sep 17, 2015 • Active

Residential building

Remove existing asphalt roof shingles and replace them with new shingles and caps.

Roofing

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: 1,404
Basement Type: Full

Bathroom Information
# of Full Baths: 3

Heating & Cooling
Heating Type: Forced Air

Room Information
# of Rooms: 15

Exterior

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

Property Information
Living Sq. Ft: 4,212
Gross Sq. Ft: 5,643
# 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: 6
Baths: 3.0
Sq. Ft.: 4,212
Stories: 3.0
Lot Size: 3,049 square feet
Style: Multi-Family (2-4 Unit)
Year Built: 1895
Year Renovated: 1978
County: Norfolk County
APN: 40578

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...
3 weeks ago • Brookline
Benjamin Ginsburg
Redfin Premier agent
155 deals
Was this helpful?

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

Work with an experienced agent and save on fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

3D WALKTHROUGH

$2,500,000

7 beds3 baths3,948 sq ft

103-105 Colbourne Cres, Brookline, MA 02445

3D WALKTHROUGH

$2,600,000

17 beds7.5 baths7,365 sq ft

34 Circuit St, Roxbury, MA 02119

$1,099,000

6 beds3 baths4,310 sq ft

106 Harrishof St, Dorchester, MA 02121

$2,675,000

14 beds8 baths4,608 sq ft

44 Mozart St, Boston, MA 02130

$1,000,000

6 beds2 baths3,075 sq ft

9-11 Nazing St, Dorchester, MA 02121

NEW 13 HRS AGO

$1,250,000

6 beds3.5 baths3,168 sq ft

4 Kearsarge Ave, Roxbury, MA 02119

New listings for sale in 02445

OPEN SAT, 12PM TO 1:30PM

$4,250,000

5 beds3.5 baths6,313 sq ft

120 Rawson Rd, Brookline, MA 02445

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

$1,595,000

3 beds2 baths1,105 sq ft

69 Walnut St #7, Brookline, MA 02445

OPEN SUN, 1:15PM TO 2:15PM

$495,000

1 bed1 bath655 sq ft

44 Washington St #303, Brookline, MA 02445

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

$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

$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

Home values near 160 Chestnut St

Data from public records.

Address	Redfin Estimate
166 Chestnut St Apt 1, Brookline, MA 3 Beds \| 2 Baths \| 1079 Sq. Ft.	$804,507
162 Chestnut St, Brookline, MA 8 Beds \| 3 Baths \| 3588 Sq. Ft.	$1,940,498

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

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

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.

02130 homes for sale
02131 homes for sale
02446 homes for sale
02132 homes for sale
02135 homes for sale

Houses for rent in Brookline	Agents near me	Quincy, MA homes for sale	Brookline 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	Brookline Property Records
Condos for sale near me	Lexington, MA homes for sale	MA New Listings

The Greater Point homes for sale
Brookline Village homes for sale

Cambridge homes for sale
Boston homes for sale
Newton homes for sale

About this home

Redfin Estimate

Market trends in 02445, MA

Sale history for 160 Chestnut St

Tax history for 160 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 160 Chestnut St

More real estate resources