Google street view image for 135 Chestnut St, Brookline, MA 02445

Off market sep 2003 for $450K

$920,571

Est. refi paymentEst. refi $2,883/mo

•

1.5 ba

•

1,416

sq ft

135 Chestnut St, Brookline, MA 02445

About this home

135 Chestnut St is a 1,416 square foot condo with 3 bedrooms and 1.5 bathrooms. - it last sold on September 16, 2003 for $450,000. Based on Redfin's Brookline data, we estimate the home's value is $920,571.

CondoProperty Type

1952Year Built

$650Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$920,571

$471K since sold in September 2003$22K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 16.9% lower than the average sale price ($1.11M) of 6 comparable homes.

SOLD SEP 25, 2026
$1,100,000
A
3 beds2 baths1,565 sq ft
77 Pond Ave #401, Brookline, MA 02445
SOLD JUN 29, 2026
$1,310,000
B
3 beds1.5 baths1,543 sq ft
255 Walnut St Unit B, Brookline, MA 02445
SOLD AUG 31, 2026
$640,000
C
2 beds2 baths1,300 sq ft
99 Pond Ave #222, Brookline, MA 02445
SOLD SEP 18, 2026
$1,193,200
D
2 beds2 baths1,565 sq ft
77 Pond Ave #901, Brookline, MA 02445
SOLD AUG 31, 2026
$1,250,000
E
3 beds2 baths1,953 sq ft
241 Perkins St Unit D204, Boston, MA 02130
SOLD SEP 28, 2026
$1,150,000
F
2 beds2 baths1,776 sq ft
241 Perkins St Unit C 403, Boston, MA 02130

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

Earn from this home

Sell

$750,948

Est. take-home

List your home with Redfin and save $4,603

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$3,410/mo

Redfin rental estimate

List your home for rent

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

OPEN SUN, 11AM TO 12:30PM
$1,595,000
3 beds2 baths1,105 sq ft
69 Walnut St #7, Brookline, MA 02445
OPEN SAT, 12PM TO 2PM
$499,000
1 bed1 bath615 sq ft
136 Beaconsfield Rd #2, Brookline, MA 02445
OPEN SAT, 11AM TO 12:30PM
$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
OPEN SUN, 11:30AM TO 1:30PM
$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
OPEN SUN, 11:30AM TO 1:30PM
$1,600,000
4 beds2 baths2,254 sq ft
146 University Rd #146, Brookline, MA 02445
$4,250,000
5 beds3.5 baths6,313 sq ft
120 Rawson Rd, Brookline, MA 02445
See all

Provided by Redfin

Sale history for 135 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$8,539 (+0.8%)

$856,500

2022

$8,474 (+5.0%)

$831,600

2021

$8,069 (+4.7%)

$823,400

2020

$7,704 (+5.9%)

$815,200

2019

$7,275 (+4.9%)

$776,400

2018

$6,937 (+3.4%)

$733,300

2017

$6,708 (+4.3%)

$678,900

2016

$6,431 (+7.3%)

$617,200

2015

$5,993 (+2.3%)

$561,100

2014

$5,857 (+2.7%)

$514,200

2013

$5,705 (+2.2%)

$489,700

2012

$5,583 (+2.0%)

$489,700

2011

$5,474 (+3.0%)

$484,400

2010

$5,314 (+2.6%)

$484,400

2009

$5,178

$484,400

Tax history for 135 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$8,539 (+0.8%)

$856,500

2022

$8,474 (+5.0%)

$831,600

2021

$8,069 (+4.7%)

$823,400

2020

$7,704 (+5.9%)

$815,200

2019

$7,275 (+4.9%)

$776,400

2018

$6,937 (+3.4%)

$733,300

2017

$6,708 (+4.3%)

$678,900

2016

$6,431 (+7.3%)

$617,200

2015

$5,993 (+2.3%)

$561,100

2014

$5,857 (+2.7%)

$514,200

2013

$5,705 (+2.2%)

$489,700

2012

$5,583 (+2.0%)

$489,700

2011

$5,474 (+3.0%)

$484,400

2010

$5,314 (+2.6%)

$484,400

2009

$5,178

$484,400

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

Permits

Aug 13, 2026 • Final

Residential building

Roofing

Apr 22, 2015 • Active

Residential plumbing

Replace a kitchen sink and perform related plumbing work.

Kitchen

Plumbing

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: 200
Basement Type: Finished

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

Heating & Cooling
Heating Type: Forced Hot Water

Room Information
# of Rooms: 6

Exterior

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

Property Information
Living Sq. Ft: 1,416
Gross Sq. Ft: 1,616
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Municipality Name: BROOKLINE
State Use Description: CONDOMINIUM

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 3
Baths: 1.5
Sq. Ft.: 1,416
Stories: 2.0
Lot Size: —
Style: Condo/Co-op
Year Built: 1952
Year Renovated: —
County: Norfolk County
APN: 41237

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

William H Lincoln School

Public K-8 • Assigned • 0.4mi

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

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

$875,000 – $1.06M

Reach more buyers when you sell with Redfin. Save up to $9,206 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

$1,949,000

4 beds3 baths1,949 sq ft

57-59 Highland Rd #59, Brookline, MA 02445

OPEN SUN, 11:30AM TO 1:30PM

$399,000

Studio1 bath500 sq ft

44 Washington St #1105, Brookline, MA 02445

$779,000

2 beds1 bath1,007 sq ft

55 Harvard Ave #6, Brookline, MA 02446

OPEN SUN, 1:15PM TO 2PM

$495,000

1 bed1 bath655 sq ft

44 Washington St #303, Brookline, MA 02445

OPEN SAT, 11AM TO 12PM

$580,000

1 bed1 bath800 sq ft

251 Heath St #217, Jamaica Plain, MA 02130

$510,000

1 bed1 bath840 sq ft

33 Pond Ave #609, Brookline, MA 02445

New listings for sale in 02445

OPEN SUN, 11AM TO 12:30PM

$1,595,000

3 beds2 baths1,105 sq ft

69 Walnut St #7, Brookline, MA 02445

OPEN SAT, 12PM TO 2PM

$499,000

1 bed1 bath615 sq ft

136 Beaconsfield Rd #2, Brookline, MA 02445

OPEN SAT, 11AM TO 12:30PM

$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

OPEN SUN, 11:30AM TO 1:30PM

$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

OPEN SUN, 11:30AM TO 1:30PM

$1,600,000

4 beds2 baths2,254 sq ft

146 University Rd #146, Brookline, MA 02445

$4,250,000

5 beds3.5 baths6,313 sq ft

120 Rawson Rd, Brookline, MA 02445

Home values near 135 Chestnut St

Data from public records.

Address	Redfin Estimate
128 Chestnut St Apt 1, Brookline, MA 2 Beds \| 1 Baths \| 753 Sq. Ft.	$606,380
141 Chestnut St, Brookline, MA 3 Beds \| 1 Baths \| 1152 Sq. Ft.	$1,454,060

Address	Redfin Estimate
126 Chestnut St, Brookline, MA 8 Beds \| 3 Baths \| 6060 Sq. Ft.	$2,083,826
133 Chestnut St, Brookline, MA 6 Beds \| 6.5 Baths \| 3497 Sq. Ft.	$2,735,442

Address	Redfin Estimate
145 Chestnut St, Brookline, MA 3 Beds \| 1.5 Baths \| 1152 Sq. Ft.	$1,245,807
127 Chestnut St, Brookline, MA 5 Beds \| 2 Baths \| 2062 Sq. Ft.	$1,657,840

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

Earn from this home

Market trends in 02445, MA

Sale history for 135 Chestnut St

Tax history for 135 Chestnut St

Permits

Property details

Around this home

Schools

Lifestyle

Local insights from Redfin agents

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02445

Home values near 135 Chestnut St

More real estate resources