Google street view image for 153 High St, Brookline, MA 02445

Off market dec 1992 for $105K

$1,960,966

Est. refi paymentEst. refi $711/mo

•

3 ba

•

3,001

sq ft

153 High St, Brookline, MA 02445

About this home

153 High St is a 3,001 square foot multi-family home on a 4,356 square foot lot with 5 bedrooms and 3 bathrooms. - it last sold on December 08, 1992 for $105,000. Based on Redfin's Brookline data, we estimate the home's value is $1,960,966.

Multi-familyProperty Type

1927Year Built

4,356 sq ftLot Size

$653Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,960,966

$1.9M since sold in December 1992$179K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 40.8% higher than the average sale price ($1.39M) 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 APR 16, 2026
$2,150,000
C
4 beds3.5 baths2,332 sq ft
209 High St, Brookline, MA 02445
SOLD FEB 18, 2026
$1,354,500
D
6 beds3 baths2,691 sq ft
43 Boylston St, Jamaica Plain, MA 02130
SOLD JAN 9, 2026
$850,000
E
6 beds3 baths2,621 sq ft
130 Minden St, Jamaica Plain, MA 02130

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

Earn from this home

Sell

$1,862,781

Est. take-home

List your home with Redfin and save $9,805

Refinance

Est. cash available

Get cash now or lower your monthly rate

Market trends in 02445, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

98.9%

0.9% MoM

Median sale price

$911K

$254K MoM

Avg. days on market

41d

6 days MoM

Recently sold homes

2 MoM

New listings for sale

EARLY ACCESS
$1,700,000
4 beds2 baths2,254 sq ft
146 University Rd #2, Brookline, MA 02445
NEW 30 HRS AGO
$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
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
$3,500,000
6 beds5.5 baths4,891 sq ft
115 Dean Rd, Brookline, MA 02445
OPEN SAT, 1:30PM TO 2:30PM
$675,000
2 beds2 baths1,025 sq ft
44 Washington #502, Brookline, MA 02445
EARLY ACCESS
Unknown
7 beds8 baths8,540 sq ft
Brookline, MA 02445
See all

Provided by Redfin

Sale history for 153 High St

Year

Property tax

Land + Additions

Assessment*

2023

$18,836 (+2.7%)

$801,700 + $1,087,600

$1,889,300

2022

$18,336 (+8.1%)

$763,600 + $1,035,800

$1,799,400

2021

$16,955 (+5.6%)

$734,200 + $995,900

$1,730,100

2020

$16,052 (+5.9%)

$667,400 + $1,031,200

$1,698,600

2019

$15,158 (+8.0%)

$635,600 + $982,100

$1,617,700

2018

$14,035 (+3.4%)

$551,600 + $932,000

$1,483,600

2017

$13,572 (+4.3%)

$520,400 + $853,300

$1,373,700

2016

$13,012 (+7.3%)

$486,300 + $762,500

$1,248,800

2015

$12,125 (+2.6%)

$454,500 + $680,800

$1,135,300

2014

$11,819 (+2.6%)

$413,200 + $624,500

$1,037,700

2013

$11,514 (+3.5%)

$401,200 + $587,100

$988,300

2012

$11,128 (+0.9%)

$401,200 + $574,900

$976,100

2011

$11,027 (+3.0%)

$400,300 + $575,500

$975,800

2010

$10,705 (+2.6%)

$400,300 + $575,500

$975,800

2009

$10,436

$400,700 + $575,500

$976,200

Tax history for 153 High St

Year

Property tax

Land + Additions

Assessment*

2023

$18,836 (+2.7%)

$801,700 + $1,087,600

$1,889,300

2022

$18,336 (+8.1%)

$763,600 + $1,035,800

$1,799,400

2021

$16,955 (+5.6%)

$734,200 + $995,900

$1,730,100

2020

$16,052 (+5.9%)

$667,400 + $1,031,200

$1,698,600

2019

$15,158 (+8.0%)

$635,600 + $982,100

$1,617,700

2018

$14,035 (+3.4%)

$551,600 + $932,000

$1,483,600

2017

$13,572 (+4.3%)

$520,400 + $853,300

$1,373,700

2016

$13,012 (+7.3%)

$486,300 + $762,500

$1,248,800

2015

$12,125 (+2.6%)

$454,500 + $680,800

$1,135,300

2014

$11,819 (+2.6%)

$413,200 + $624,500

$1,037,700

2013

$11,514 (+3.5%)

$401,200 + $587,100

$988,300

2012

$11,128 (+0.9%)

$401,200 + $574,900

$976,100

2011

$11,027 (+3.0%)

$400,300 + $575,500

$975,800

2010

$10,705 (+2.6%)

$400,300 + $575,500

$975,800

2009

$10,436

$400,700 + $575,500

$976,200

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

Permits

Jul 25, 2011 • Active

Residential electrical

Install new lighting and electrical receptacles. Relocate the electrical panel and rewire the kitchen.

Electrical

Kitchen

Jul 15, 2011 • Active

Residential plumbing

Perform plumbing work to renovate a first floor kitchen.

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: 1,144
Basement Type: Full

Bathroom Information
# of Full Baths: 3

Heating & Cooling
Heating Type: Forced Hot Water

Room Information
# of Rooms: 11

Exterior

Exterior Information
Physical Condition: Average
Construction Type: Frame
Exterior Wall: Aluminum/Vinyl
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 3,001
Gross Sq. Ft: 4,996
# of Units: 2
# of Stories: 3

Lot Information
# of Buildings: 1
Land Sq. Ft: 4,356
Municipality Name: BROOKLINE
Acres: 0.1
Zoning Code: T-5
State Use Description: 2-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 5
Baths: 3.0
Sq. Ft.: 3,001
Stories: 3.0
Lot Size: 4,356 square feet
Style: Multi-Family (2-4 Unit)
Year Built: 1927
Year Renovated: 1988
County: Norfolk County
APN: 40786

Home facts updated by county records on Jul 24, 2025

Around this home

Schools

William H Lincoln School

Public K-8 • Assigned • 0.5mi

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 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

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

$1.86M – $2.26M

Reach more buyers when you sell with Redfin. Save up to $19,610 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

3D WALKTHROUGH

$2,500,000

7 beds3 baths3,948 sq ft

103-105 Colbourne Cres, Brookline, MA 02445

3D WALKTHROUGH

$2,625,000

17 beds7.5 baths7,365 sq ft

34 Circuit St, Roxbury, MA 02119

$1,499,000

8 beds3 baths3,381 sq ft

12 Schiller St, Jamaica Plain, MA 02130

$1,000,000

6 beds2 baths3,075 sq ft

9-11 Nazing St, Dorchester, MA 02121

$950,000

6 beds3 baths3,515 sq ft

495 Warren St, Dorchester, MA 02121

$1,600,000

19 beds8 baths5,850 sq ft

85 Munroe St, Roxbury, MA 02119

New listings for sale in 02445

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

$1,700,000

4 beds2 baths2,254 sq ft

146 University Rd #2, Brookline, MA 02445

NEW 30 HRS AGO

$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

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

$3,500,000

6 beds5.5 baths4,891 sq ft

115 Dean Rd, Brookline, MA 02445

OPEN SAT, 1:30PM TO 2:30PM

$675,000

2 beds2 baths1,025 sq ft

44 Washington #502, Brookline, MA 02445

Home values near 153 High St

Data from public records.

Address	Redfin Estimate
146 High Street, Brookline, MA 3 Beds \| 2.5 Baths \| 1601 Sq. Ft.	$1,986,729
165 High Street, Brookline, MA 8 Beds \| 6 Baths \| 4368 Sq. Ft.	—

Address	Redfin Estimate
157 High Street, Brookline, MA 5 Beds \| 2 Baths \| 2830 Sq. Ft.	$1,714,405
165 High Street #165, Brookline, MA 4 Beds \| 3 Baths \| 1720 Sq. Ft.	$1,169,201

Address	Redfin Estimate
161 High Street, Brookline, MA 5 Beds \| 2 Baths \| 2333 Sq. Ft.	—
165-167 High Street #2, Brookline, MA 4 Beds \| 3 Baths \| 2071 Sq. Ft.	$1,594,108

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

High Street Hill 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 153 High St

Tax history for 153 High 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 153 High St

More real estate resources