Google street view image for 148 Chestnut St, Brookline, MA 02445

Off market jul 1993 for $205K

$1,430,791

Est. refi paymentEst. refi $1,517/mo

•

2 ba

•

2,184

sq ft

148 Chestnut St, Brookline, MA 02445

About this home

148 Chestnut St is a 2,184 square foot multi-family home on a 5,227 square foot lot with 5 bedrooms and 2 bathrooms. - it last sold on July 06, 1993 for $205,000. Based on Redfin's Brookline data, we estimate the home's value is $1,430,791.

Multi-familyProperty Type

1923Year Built

5,227 sq ftLot Size

$655Est. Price/Sq.Ft.

1 garage spacesParking

Source:Public Records

Redfin Estimate

$1,430,791

$1.2M since sold in July 1993$1,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.3% higher than the average sale price ($1.33M) of 5 comparable homes.

SOLD SEP 15, 2026
$1,150,000
A
6 beds2.5 baths2,736 sq ft
53 Prince St, Jamaica Plain, MA 02130
SOLD JUL 13, 2026
$1,460,000
B
5 beds2 baths2,894 sq ft
34 Roseway St, Jamaica Plain, MA 02130
SOLD JUL 22, 2026
$1,710,000
C
3 beds2.5 baths2,188 sq ft
299 Pond St, Jamaica Plain, MA 02130
SOLD MAR 4, 2026
$910,000
D
5 beds2.5 baths1,943 sq ft
11 Round Hill St, Jamaica Plain, MA 02130
SOLD AUG 10, 2026
$1,435,000
E
5 beds2.5 baths3,500 sq ft
58 Arborway, Jamaica Plain, MA 02130

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Earn from this home

Sell

$1,358,881

Est. take-home

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Refinance

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

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 TODAY, 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
$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
$1,195,000
3 beds2 baths1,269 sq ft
114 Franklin St #2, Brookline, MA 02445
$1,399,000
3 beds3 baths1,946 sq ft
16 Addington #21, Brookline, MA 02445
See all

Provided by Redfin

Sale history for 148 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$11,970 (+2.7%)

$612,600 + $588,000

$1,200,600

2022

$11,651 (+8.1%)

$583,400 + $560,000

$1,143,400

2021

$10,774 (+6.7%)

$561,000 + $538,400

$1,099,400

2020

$10,097 (+5.9%)

$510,000 + $558,500

$1,068,500

2019

$9,535 (+8.3%)

$485,700 + $531,900

$1,017,600

2018

$8,802 (+3.4%)

$423,100 + $507,300

$930,400

2017

$8,512 (+4.3%)

$399,100 + $462,400

$861,500

2016

$8,161 (+7.3%)

$373,000 + $410,200

$783,200

2015

$7,604 (+3.4%)

$348,600 + $363,400

$712,000

2014

$7,353 (+2.6%)

$316,800 + $328,800

$645,600

2013

$7,164 (+2.2%)

$307,600 + $307,300

$614,900

2012

$7,010 (+0.5%)

$307,600 + $307,300

$614,900

2011

$6,972 (+3.0%)

$308,100 + $308,900

$617,000

2010

$6,768 (+2.6%)

$308,100 + $308,900

$617,000

2009

$6,599

$308,400 + $308,900

$617,300

Tax history for 148 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$11,970 (+2.7%)

$612,600 + $588,000

$1,200,600

2022

$11,651 (+8.1%)

$583,400 + $560,000

$1,143,400

2021

$10,774 (+6.7%)

$561,000 + $538,400

$1,099,400

2020

$10,097 (+5.9%)

$510,000 + $558,500

$1,068,500

2019

$9,535 (+8.3%)

$485,700 + $531,900

$1,017,600

2018

$8,802 (+3.4%)

$423,100 + $507,300

$930,400

2017

$8,512 (+4.3%)

$399,100 + $462,400

$861,500

2016

$8,161 (+7.3%)

$373,000 + $410,200

$783,200

2015

$7,604 (+3.4%)

$348,600 + $363,400

$712,000

2014

$7,353 (+2.6%)

$316,800 + $328,800

$645,600

2013

$7,164 (+2.2%)

$307,600 + $307,300

$614,900

2012

$7,010 (+0.5%)

$307,600 + $307,300

$614,900

2011

$6,972 (+3.0%)

$308,100 + $308,900

$617,000

2010

$6,768 (+2.6%)

$308,100 + $308,900

$617,000

2009

$6,599

$308,400 + $308,900

$617,300

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

Permits

Nov 12, 2021 • Active

Residential building

Perform interior demolition on a residential building. No structural walls will be removed.

Demolition

Feb 2, 2015 • Active

Residential plumbing

Perform plumbing repairs to a toilet.

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: 1,050
Basement Type: Full

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Type: Forced Hot Water

Room Information
# of Rooms: 11

Exterior

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

Property Information
Living Sq. Ft: 2,184
Gross Sq. Ft: 3,438
# of Units: 2
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 5,227
Municipality Name: BROOKLINE
Acres: 0.12
Zoning Code: M10
State Use Description: 2-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 5
Baths: 2.0
Sq. Ft.: 2,184
Stories: 2.0
Lot Size: 5,227 square feet
Style: Multi-Family (2-4 Unit)
Year Built: 1923
Year Renovated: 1973
County: Norfolk County
APN: 40593

Home facts updated by county records on Jul 25, 2025

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...
3 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

5/10 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

$1.36M – $1.65M

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New listings for sale in 02445

OPEN TODAY, 12PM TO 1:30PM

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EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

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146 University Rd #2, Brookline, MA 02445

$2,350,000

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$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

$1,195,000

3 beds2 baths1,269 sq ft

114 Franklin St #2, Brookline, MA 02445

$1,399,000

3 beds3 baths1,946 sq ft

16 Addington #21, Brookline, MA 02445

Home values near 148 Chestnut St

Data from public records.

Address	Redfin Estimate
160 Chestnut Street, Brookline, MA 6 Beds \| 3 Baths \| 4212 Sq. Ft.	—
156 Chestnut Street #3, Brookline, MA 3 Beds \| 1 Baths \| 1142 Sq. Ft.	$768,332

Address	Redfin Estimate
156 Chestnut Street #1, Brookline, MA 2 Beds \| 2 Baths \| 1118 Sq. Ft.	$816,502
148-150 Chestnut Street, Brookline, MA 5 Beds \| 2 Baths \| 2184 Sq. Ft.	$1,521,908

Address	Redfin Estimate
156 Chestnut Street #2, Brookline, MA 3 Beds \| 2 Baths \| 1142 Sq. Ft.	$848,261
7-9 Henry Street, Brookline, MA 6 Beds \| 2.5 Baths \| 2328 Sq. Ft.	$1,617,386

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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 148 Chestnut St

Tax history for 148 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 148 Chestnut St

More real estate resources