Google street view image for 127 Chestnut St, Brookline, MA 02445

Off market

$1,512,856

•

2 ba

•

2,062

sq ft

127 Chestnut St, Brookline, MA 02445

About this home

127 Chestnut St is a 2,062 square foot house on a 5,663 square foot lot with 5 bedrooms and 2 bathrooms. Based on Redfin's Brookline data, we estimate the home's value is $1,512,856.

Single-familyProperty Type

1955Year Built

5,663 sq ftLot Size

$734Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,512,856

$51K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 3.7% higher than the average sale price ($1.46M) of 5 comparable homes.

SOLD JUL 22, 2026
$1,710,000
A
3 beds2.5 baths2,188 sq ft
299 Pond St, Jamaica Plain, MA 02130
SOLD AUG 28, 2026
$1,543,000
B
3 beds2.5 baths2,013 sq ft
24 Cedarwood Rd, Jamaica Plain, MA 02130
SOLD AUG 10, 2026
$1,435,000
C
5 beds2.5 baths3,500 sq ft
58 Arborway, Jamaica Plain, MA 02130
SOLD OCT 22, 2026
$1,450,000
D
3 beds3.5 baths1,760 sq ft
95 Parkton, Jamaica Plain, MA 02130
SOLD AUG 14, 2026
$1,156,000
E
3 beds2 baths1,986 sq ft
11 Country Rd, Chestnut Hill, MA 02467

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

Earn from this home

Sell

$1,436,879

Est. take-home

List your home with Redfin and save $7,564

Rent

$5,630/mo

Redfin rental estimate

List your home for rent

Market trends in 02445, MA

Last updated October 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 12 HRS AGO
$11,750,000
6 beds5 baths7,502 sq ft
71 Sears Rd, Brookline, MA 02445
$1,600,000
4 beds2 baths2,254 sq ft
146-A University Rd #146, Brookline, MA 02445
$399,999
1 bed1 bath490 sq ft
15-17 University Rd Unit 22A, Brookline, MA 02445
$7,900,000
6 beds10.5 baths9,600 sq ft
125 Rockwood St, Brookline, MA 02445
$649,000
2 beds1 bath907 sq ft
9 High Street Pl #3, Brookline, MA 02445
3D WALKTHROUGH
$685,000
2 beds1 bath970 sq ft
8 Homer #4, Brookline, MA 02445
VIDEO TOUR
$599,000
1 bed1 bath869 sq ft
1742 Beacon St #2, Brookline, MA 02445
$798,800
2 beds2 baths1,099 sq ft
22 Chestnut Pl #114, Brookline, MA 02445
$1,199,000
2 beds2 baths1,220 sq ft
89 Glen Rd #5, Brookline, MA 02445
$2,195,000
3 beds3.5 baths3,525 sq ft
301 Goddard Ave #301, Brookline, MA 02445
See all

Provided by Redfin

Sale history for 127 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

$12,381 (+2.7%)

$621,600 + $620,200

$1,241,800

2022

$12,052 (+8.1%)

$592,000 + $590,700

$1,182,700

2021

$11,144 (+9.6%)

$569,200 + $567,900

$1,137,100

2020

$10,171 (+5.9%)

$517,400 + $558,900

$1,076,300

2019

$9,605 (+6.4%)

$492,800 + $532,300

$1,025,100

2018

$9,027 (+1.5%)

$429,900 + $524,300

$954,200

2017

$8,894 (+1.5%)

$405,500 + $494,700

$900,200

2016

$8,766 (+4.4%)

$379,000 + $462,300

$841,300

2015

$8,398 (−1.2%)

$354,200 + $432,100

$786,300

2014

$8,498 (+0.7%)

$322,000 + $424,100

$746,100

2013

$8,439 (+2.2%)

$312,600 + $411,800

$724,400

2012

$8,258 (+0.5%)

$312,600 + $411,800

$724,400

2011

$8,221 (+3.0%)

$313,600 + $413,900

$727,500

2010

$7,981 (+2.6%)

$313,600 + $413,900

$727,500

2009

$7,779

$313,800 + $413,900

$727,700

Tax history for 127 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$12,381 (+2.7%)

$621,600 + $620,200

$1,241,800

2022

$12,052 (+8.1%)

$592,000 + $590,700

$1,182,700

2021

$11,144 (+9.6%)

$569,200 + $567,900

$1,137,100

2020

$10,171 (+5.9%)

$517,400 + $558,900

$1,076,300

2019

$9,605 (+6.4%)

$492,800 + $532,300

$1,025,100

2018

$9,027 (+1.5%)

$429,900 + $524,300

$954,200

2017

$8,894 (+1.5%)

$405,500 + $494,700

$900,200

2016

$8,766 (+4.4%)

$379,000 + $462,300

$841,300

2015

$8,398 (−1.2%)

$354,200 + $432,100

$786,300

2014

$8,498 (+0.7%)

$322,000 + $424,100

$746,100

2013

$8,439 (+2.2%)

$312,600 + $411,800

$724,400

2012

$8,258 (+0.5%)

$312,600 + $411,800

$724,400

2011

$8,221 (+3.0%)

$313,600 + $413,900

$727,500

2010

$7,981 (+2.6%)

$313,600 + $413,900

$727,500

2009

$7,779

$313,800 + $413,900

$727,700

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

Permits

Oct 5, 2017 • Active

Residential building

Repave an existing driveway.

Grading

Aug 17, 2007 • Active

Residential electrical

Rewire the electrical system in a kitchen.

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: 1,004
Basement Type: Full

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Type: Forced Air

Fireplace Information
# of Fireplaces: 1
Fireplace Type: Wood Stove
Has Fireplace

Room Information
# of Rooms: 8

Exterior

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

Property Information
Living Sq. Ft: 2,062
Gross Sq. Ft: 3,140
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 5,663
Municipality Name: BROOKLINE
Acres: 0.13
Zoning Code: T-6
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 5
Baths: 2.0
Sq. Ft.: 2,062
Stories: 2.0
Lot Size: 5,663 square feet
Style: Single Family Residential
Year Built: 1955
Year Renovated: 1978
County: Norfolk County
APN: 41236

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

K - 12
Preschool & daycare

William H Lincoln School

Public K-8 • Assigned • 0.4mi

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...
2 months 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

5/10 Heat Factor

7 days above 96° 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

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

$1.44M – $1.74M

Reach more buyers when you sell with Redfin. Save up to $15,129 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

$749,900

3 beds1 bath952 sq ft

22 Goldsmith St, Jamaica Plain, MA 02130

Granite countertops • 2,659 sq ft lot • 2 parking spots

$1,295,000

3 beds2 baths1,748 sq ft

428 Boylston St, Brookline, MA 02445

Updated home • Renovated kitchen • Updated baths

$1,700,000

5 beds3.5 baths2,460 sq ft

184 Rawson Rd, Brookline, MA 02445

Private patio • Two composite decks • Induction range

$899,000

4 beds3.5 baths2,278 sq ft

3 Round Hill St, Jamaica Plain, MA 02130

Practical mudroom • Finished lower level • Home office

OPEN SAT, 12PM TO 1:30PM3D WALKTHROUGH

$4,250,000

3 beds3.5 baths3,467 sq ft

322 Tappan St #2, Brookline, MA 02445

Private elevator • Outdoor space • Masonry walls

$5,398,000

5 beds4.5 baths7,058 sq ft

15 Catlin Rd, Brookline, MA 02445

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

New listings for sale in 02445

NEW 12 HRS AGO

$11,750,000

6 beds5 baths7,502 sq ft

71 Sears Rd, Brookline, MA 02445

Long driveway • Paneled library • In-ground pool

$1,600,000

4 beds2 baths2,254 sq ft

146-A University Rd #146, Brookline, MA 02445

Private porches • Parking spaces • Walk-in closet

$399,999

1 bed1 bath490 sq ft

15-17 University Rd Unit 22A, Brookline, MA 02445

One bedroom condo • Renovated kitchen • Tiled bathroom

$7,900,000

6 beds10.5 baths9,600 sq ft

125 Rockwood St, Brookline, MA 02445

Historic charm • Breathtaking gardens • Magnificent grounds

$649,000

2 beds1 bath907 sq ft

9 High Street Pl #3, Brookline, MA 02445

Penthouse condo • Soaring ceilings • Skylight

3D WALKTHROUGH

$685,000

2 beds1 bath970 sq ft

8 Homer #4, Brookline, MA 02445

Top-floor sanctuary • In-unit laundry • Tree-top views

VIDEO TOUR

$599,000

1 bed1 bath869 sq ft

1742 Beacon St #2, Brookline, MA 02445

Renovated condo • Open-concept living • Updated kitchen

$798,800

2 beds2 baths1,099 sq ft

22 Chestnut Pl #114, Brookline, MA 02445

Renovated kitchen • Breakfast bar • South-facing windows

$1,199,000

2 beds2 baths1,220 sq ft

89 Glen Rd #5, Brookline, MA 02445

Private terrace • Renovated kitchen • Rear garden area

Home values near 127 Chestnut St

Data from public records.

Address	Redfin Estimate
124 Chestnut Street #1, Brookline, MA 3 Beds \| 1.5 Baths \| 1243 Sq. Ft.	$894,003
124 Chestnut Street #2, Brookline, MA 3 Beds \| 1 Baths \| 1232 Sq. Ft.	$886,434
135 Chestnut Street, Brookline, MA 3 Beds \| 1.5 Baths \| 1416 Sq. Ft.	$905,375
117 Chestnut Street, Brookline, MA 6 Beds \| 2 Baths \| 2112 Sq. Ft.	$1,495,272
137 Chestnut Street #2, Brookline, MA 3 Beds \| 2 Baths \| 1690 Sq. Ft.	$1,135,501
123 Chestnut Street, Brookline, MA 3 Beds \| 1 Baths \| 995 Sq. Ft.	$807,639
137 Chestnut Street #137, Brookline, MA 3 Beds \| 1 Baths \| 1416 Sq. Ft.	$988,504

Address	Redfin Estimate
128 Chestnut Street #1, Brookline, MA 2 Beds \| 1 Baths \| 753 Sq. Ft.	$599,952
124 Chestnut Street #3, Brookline, MA 3 Beds \| 2 Baths \| 1448 Sq. Ft.	$1,021,639
137 Chestnut Street, Brookline, MA 3 Beds \| 2 Baths \| 1416 Sq. Ft.	$1,129,807
128 Chestnut Street #2, Brookline, MA 2 Beds \| 1 Baths \| 816 Sq. Ft.	$635,570
126 Chestnut Street #3, Brookline, MA 3 Beds \| 1.5 Baths \| 1332 Sq. Ft.	$908,770
135 Chestnut Street #135, Brookline, MA 3 Beds \| 1 Baths \| 1416 Sq. Ft.	$952,971
133 Chestnut Street #2, Brookline, MA 3 Beds \| 3.5 Baths \| 1925 Sq. Ft.	$1,805,955

Address	Redfin Estimate
126 Chestnut Street, Brookline, MA 8 Beds \| 3 Baths \| 6060 Sq. Ft.	$1,974,040
133 Chestnut Street, Brookline, MA 6 Beds \| 6.5 Baths \| 3497 Sq. Ft.	$2,739,169
121 Chestnut Street, Brookline, MA 3 Beds \| 1 Baths \| 995 Sq. Ft.	$773,864
128 Chestnut Street #3, Brookline, MA 2 Beds \| 1 Baths \| 820 Sq. Ft.	$642,869
126 Chestnut Street #1, Brookline, MA 3 Beds \| 1 Baths \| 1284 Sq. Ft.	$838,666
137 Chestnut Street #2, 137, Brookline, MA 3 Beds \| 1 Baths \| 1416 Sq. Ft.	$997,855
133 Chestnut Street #1, Brookline, MA 3 Beds \| 3 Baths \| 1685 Sq. Ft.	$1,476,516

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.

Redfin Brokerage Licenses

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
02115 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

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

The Greater Point homes for sale
Brookline Village homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 02445, MA

Sale history for 127 Chestnut St

Tax history for 127 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 127 Chestnut St

More real estate resources