Google street view image for 161 High St, Brookline, MA 02445

Off Market Dec 1998 for $370K

$1,587,824

Est. refi paymentEst. refi $1,219/mo

•

2 ba

•

2,333

sq ft

161 High St, Brookline, MA 02445

About this home

161 High St is a 2,333 square foot multi-family home on a 4,356 square foot lot with 5 bedrooms and 2 bathrooms. - it last sold on December 29, 1998 for $370,000. Based on Redfin's Brookline data, we estimate the home's value is $1,587,824.

Multi-familyProperty Type

1925Year Built

4,356 sq ftLot Size

$681Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,587,824

$1.2M since sold in December 1998$123K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 4.1% higher than the average sale price ($1.53M) of 6 comparable homes.

SOLD JUL 13, 2026
$1,460,000
A
5 beds2 baths2,894 sq ft
34 Roseway St, Jamaica Plain, MA 02130
SOLD MAR 4, 2026
$910,000
B
5 beds2.5 baths1,943 sq ft
11 Round Hill St, Jamaica Plain, MA 02130
SOLD MAY 15, 2026
$1,541,000
C
4 beds2.5 baths2,465 sq ft
9 Kingsboro Park, Jamaica Plain, MA 02130
SOLD APR 16, 2026
$2,150,000
D
4 beds3.5 baths2,332 sq ft
209 High St, Brookline, MA 02445
SOLD AUG 28, 2026
$1,543,000
E
3 beds2.5 baths2,013 sq ft
24 Cedarwood Rd, Jamaica Plain, MA 02130
SOLD JUN 22, 2026
$1,550,000
F
4 beds2.5 baths2,004 sq ft
101 Forbes St, Jamaica Plain, MA 02130

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Earn from this home

Sell

$1,471,131

Est. take-home

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Refinance

Est. cash available

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Market trends in 02445, MA

Last updated August 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

OPEN SAT, 11:30AM TO 12:30PM
$1,199,000
4 beds2 baths1,825 sq ft
17 High St #2, Brookline, MA 02445
OPEN TODAY, 11:30AM TO 1PM
$1,250,000
3 beds2 baths1,288 sq ft
11 Claflin Rd #2, Brookline, MA 02445
OPEN SAT, 11AM TO 12:30PM
$1,750,000
5 beds3.5 baths2,460 sq ft
1.8.4 Rawson Rd Unit 1.8.4, Brookline, MA 02445
NEW 15 HRS AGO
$755,000
2 beds1 bath1,003 sq ft
222 Washington St #3, Brookline, MA 02445
OPEN TODAY, 12PM TO 1:30PM
$2,200,000
4 beds2.5 baths2,794 sq ft
17 Davis Ave #1, Brookline, MA 02445
NEW 16 HRS AGO
$2,650,000
5 beds4 baths2,986 sq ft
249 Clinton Rd, Brookline, MA 02445
OPEN SAT, 12:30PM TO 1:30PM
$749,000
2 beds1 bath903 sq ft
1731 Beacon St #713, Brookline, MA 02445
NEW 18 HRS AGO
$2,250,000
4 beds3 baths4,102 sq ft
205 Gardner Rd, Brookline, MA 02445
OPEN THU, 5:30PM TO 6:30PM
$799,000
2 beds1.5 baths913 sq ft
1856 Beacon St Unit PHD, Brookline, MA 02445
NEW 22 HRS AGO
$1,950,000
4 beds2 baths2,616 sq ft
36 Milton Rd, Brookline, MA 02445
See all

Provided by Redfin

Sale history for 161 High St

Year

Property tax

Land + Additions

Assessment*

2023

$14,214 (+2.7%)

$793,200 + $632,500

$1,425,700

2022

$13,835 (+8.1%)

$755,400 + $602,300

$1,357,700

2021

$12,794 (+7.4%)

$726,300 + $579,200

$1,305,500

2020

$11,916 (+5.9%)

$660,200 + $600,700

$1,260,900

2019

$11,252 (+8.3%)

$628,800 + $572,100

$1,200,900

2018

$10,391 (+3.4%)

$545,000 + $553,400

$1,098,400

2017

$10,048 (+4.3%)

$514,200 + $502,800

$1,017,000

2016

$9,634 (+7.3%)

$480,500 + $444,100

$924,600

2015

$8,977 (+3.4%)

$449,100 + $391,400

$840,500

2014

$8,681 (+2.6%)

$408,300 + $353,900

$762,200

2013

$8,457 (+2.2%)

$396,400 + $329,500

$725,900

2012

$8,275 (+0.9%)

$396,400 + $329,500

$725,900

2011

$8,205 (+3.0%)

$395,100 + $331,000

$726,100

2010

$7,965 (+2.6%)

$395,100 + $331,000

$726,100

2009

$7,765

$395,400 + $331,000

$726,400

Tax history for 161 High St

Year

Property tax

Land + Additions

Assessment*

2023

$14,214 (+2.7%)

$793,200 + $632,500

$1,425,700

2022

$13,835 (+8.1%)

$755,400 + $602,300

$1,357,700

2021

$12,794 (+7.4%)

$726,300 + $579,200

$1,305,500

2020

$11,916 (+5.9%)

$660,200 + $600,700

$1,260,900

2019

$11,252 (+8.3%)

$628,800 + $572,100

$1,200,900

2018

$10,391 (+3.4%)

$545,000 + $553,400

$1,098,400

2017

$10,048 (+4.3%)

$514,200 + $502,800

$1,017,000

2016

$9,634 (+7.3%)

$480,500 + $444,100

$924,600

2015

$8,977 (+3.4%)

$449,100 + $391,400

$840,500

2014

$8,681 (+2.6%)

$408,300 + $353,900

$762,200

2013

$8,457 (+2.2%)

$396,400 + $329,500

$725,900

2012

$8,275 (+0.9%)

$396,400 + $329,500

$725,900

2011

$8,205 (+3.0%)

$395,100 + $331,000

$726,100

2010

$7,965 (+2.6%)

$395,100 + $331,000

$726,100

2009

$7,765

$395,400 + $331,000

$726,400

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

Permits

Nov 10, 2010 • Active

Residential building

Strip and re-roof a residential building.

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: 1,114
Basement Type: Full

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Type: Forced Hot Water

Fireplace Information
Fireplace Type: Wood Stove
Has Fireplace

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: 2,333
Gross Sq. Ft: 3,714
# of Units: 2
# of Stories: 2

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: 2.0
Sq. Ft.: 2,333
Stories: 2.0
Lot Size: 4,356 square feet
Style: Multi-Family (2-4 Unit)
Year Built: 1925
Year Renovated: 1970
County: Norfolk County
APN: 40788

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

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

$1.51M – $1.83M

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Nearby similar homes

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New listings for sale in 02445

OPEN SAT, 11:30AM TO 12:30PM3D WALKTHROUGH

$1,199,000

4 beds2 baths1,825 sq ft

17 High St #2, Brookline, MA 02445

OPEN TODAY, 11:30AM TO 1PM

$1,250,000

3 beds2 baths1,288 sq ft

11 Claflin Rd #2, Brookline, MA 02445

OPEN SAT, 11AM TO 12:30PM

$1,750,000

5 beds3.5 baths2,460 sq ft

1.8.4 Rawson Rd Unit 1.8.4, Brookline, MA 02445

NEW 15 HRS AGO

$755,000

2 beds1 bath1,003 sq ft

222 Washington St #3, Brookline, MA 02445

OPEN TODAY, 12PM TO 1:30PM

$2,200,000

4 beds2.5 baths2,794 sq ft

17 Davis Ave #1, Brookline, MA 02445

NEW 16 HRS AGO

$2,650,000

5 beds4 baths2,986 sq ft

249 Clinton Rd, Brookline, MA 02445

OPEN SAT, 12:30PM TO 1:30PM

$749,000

2 beds1 bath903 sq ft

1731 Beacon St #713, Brookline, MA 02445

NEW 18 HRS AGO

$2,250,000

4 beds3 baths4,102 sq ft

205 Gardner Rd, Brookline, MA 02445

OPEN THU, 5:30PM TO 6:30PM

$799,000

2 beds1.5 baths913 sq ft

1856 Beacon St Unit PHD, Brookline, MA 02445

Home values near 161 High St

Data from public records.

Address	Redfin Estimate
153 High St, Brookline, MA 5 Beds \| 3 Baths \| 3001 Sq. Ft.	$1,957,471
171 High St, Brookline, MA 2 Beds \| 1 Baths \| 1150 Sq. Ft.	$1,110,033

Address	Redfin Estimate
157 High St, Brookline, MA 5 Beds \| 2 Baths \| 2830 Sq. Ft.	$1,705,022
173 High St, Brookline, MA 3 Beds \| 1.5 Baths \| 1255 Sq. Ft.	$1,106,662

Address	Redfin Estimate
165 High St, Brookline, MA 8 Beds \| 6 Baths \| 4368 Sq. Ft.	$1,763,800
167 High St Apt 167, Brookline, MA 4 Beds \| 3 Baths \| 2050 Sq. Ft.	$1,376,431

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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 161 High St

Tax history for 161 High St

Permits

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02445

Home values near 161 High St

More real estate resources