Google street view image for 57 Highland Rd, Brookline, MA 02445

OFF MARKET

$1,458,787

•

2 ba

•

2,374

sq ft

57 Highland Rd, Brookline, MA 02445

About this home

57 Highland Rd is a 2,374 square foot multi-family home on a 6,098 square foot lot with 6 bedrooms and 2 bathrooms. Based on Redfin's Brookline data, we estimate the home's value is $1,458,787.

Multi-familyProperty Type

1960Year Built

6,098 sq ftLot Size

$614Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,458,787

$191K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 4.9% lower 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 JUL 22, 2026
$1,710,000
B
3 beds2.5 baths2,188 sq ft
299 Pond St, 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 MAY 15, 2026
$1,541,000
D
4 beds2.5 baths2,465 sq ft
9 Kingsboro Park, Jamaica Plain, MA 02130
SOLD APR 16, 2026
$2,150,000
E
4 beds3.5 baths2,332 sq ft
209 High St, Brookline, MA 02445
SOLD MAR 4, 2026
$910,000
F
5 beds2.5 baths1,943 sq ft
11 Round Hill St, Jamaica Plain, MA 02130

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Earn from this home

Sell

$1,385,490

Est. take-home

List your home with Redfin and save $7,294

Market trends in 02445, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.2%

0.1% MoM

Median sale price

$1.2M

$85K MoM

Avg. days on market

30d

9 days MoM

Recently sold homes

7 MoM

New listings for sale

OPEN TODAY, 12PM TO 1:30PM
$998,000
2 beds2 baths1,218 sq ft
1731 Beacon St #402, Brookline, MA 02445
OPEN TODAY, 11AM TO 12:30PM
$859,000
3 beds1.5 baths1,233 sq ft
124 Chestnut St #1, Brookline, MA 02445
OPEN TODAY, 11AM TO 12PM
$2,895,000
7 beds3.5 baths4,805 sq ft
71 Addington Rd, Brookline, MA 02445
$2,200,000
9 beds3 baths4,364 sq ft
26 Parkway Rd, Brookline, MA 02445
EARLY ACCESS
Unknown
5 beds6 baths3,539 sq ft
291 Tappan St, Brookline, MA 02445
OPEN TODAY, 11AM TO 12:30PM
$1,495,000
3 beds2 baths1,759 sq ft
12 Kilsyth Rd #3, Brookline, MA 02445
$560,000
1 bed1 bath860 sq ft
77 Pond Ave #509, Brookline, MA 02445
$2,999,000
4 beds3.5 baths3,265 sq ft
52 Clinton Rd, Brookline, MA 02445
3D WALKTHROUGH
$6,495,000
9 beds7.5 baths8,619 sq ft
372 Warren St, Brookline, MA 02445
See all

Provided by Redfin

Sale history for 57 Highland Rd

As the MLS and public records start to fill up, we'll list the details here.

Year

Property tax

Land + Additions

Assessment*

2023

$14,770 (+2.7%)

$843,800 + $637,600

$1,481,400

2022

$14,377 (+8.1%)

$803,600 + $607,300

$1,410,900

2021

$13,295 (+7.5%)

$772,700 + $583,900

$1,356,600

2020

$12,362 (+5.9%)

$702,500 + $605,700

$1,308,200

2019

$11,674 (+7.9%)

$669,000 + $576,900

$1,245,900

2018

$10,818 (+3.4%)

$583,900 + $559,600

$1,143,500

2017

$10,461 (+4.3%)

$550,800 + $508,000

$1,058,800

2016

$10,029 (+7.3%)

$514,800 + $447,700

$962,500

2015

$9,345 (+3.5%)

$481,100 + $393,900

$875,000

2014

$9,028 (+2.6%)

$437,300 + $355,300

$792,600

2013

$8,795 (+2.2%)

$424,600 + $330,300

$754,900

2012

$8,606 (+0.5%)

$424,600 + $330,300

$754,900

2011

$8,562 (+4.2%)

$426,100 + $331,600

$757,700

2010

$8,215 (+2.6%)

$426,100 + $322,800

$748,900

2009

$8,010

$426,500 + $322,800

$749,300

Tax history for 57 Highland Rd

Year

Property tax

Land + Additions

Assessment*

2023

$14,770 (+2.7%)

$843,800 + $637,600

$1,481,400

2022

$14,377 (+8.1%)

$803,600 + $607,300

$1,410,900

2021

$13,295 (+7.5%)

$772,700 + $583,900

$1,356,600

2020

$12,362 (+5.9%)

$702,500 + $605,700

$1,308,200

2019

$11,674 (+7.9%)

$669,000 + $576,900

$1,245,900

2018

$10,818 (+3.4%)

$583,900 + $559,600

$1,143,500

2017

$10,461 (+4.3%)

$550,800 + $508,000

$1,058,800

2016

$10,029 (+7.3%)

$514,800 + $447,700

$962,500

2015

$9,345 (+3.5%)

$481,100 + $393,900

$875,000

2014

$9,028 (+2.6%)

$437,300 + $355,300

$792,600

2013

$8,795 (+2.2%)

$424,600 + $330,300

$754,900

2012

$8,606 (+0.5%)

$424,600 + $330,300

$754,900

2011

$8,562 (+4.2%)

$426,100 + $331,600

$757,700

2010

$8,215 (+2.6%)

$426,100 + $322,800

$748,900

2009

$8,010

$426,500 + $322,800

$749,300

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

Permits

Jan 12, 2026 • Final

Residential building

Perform a full interior gut renovation and construct a rear addition. All work must comply with building codes and local zoning bylaws, with water and sewer approval required at the time of certificate of occupancy.

Addition

Remodel

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: 960
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: Aluminum/Vinyl
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 2,374
Gross Sq. Ft: 3,801
# of Units: 2
# of Stories: 2
Legal Description: 000299 - 000008 - 000000 - 000000

Parking & Garage Information
Parking Type: Basement Garage
Garage / Carport Type: Basement

Lot Information
# of Buildings: 1
Land Sq. Ft: 6,098
Municipality Name: BROOKLINE
Acres: 0.14
Zoning Code: T-5
State Use Description: 2-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 6
Baths: 2.0
Sq. Ft.: 2,374
Stories: 2.0
Lot Size: 6,098 square feet
Style: Multi-Family (2-4 Unit)
Year Built: 1960
Year Renovated: 1971
County: Norfolk County
APN: 40502

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

William H Lincoln School

Public K-8 • Assigned • 0.6mi

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...
2 months ago • Brookline
Benjamin Ginsburg
Redfin Premier agent
152 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

58% 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

$1.39M – $1.68M

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New listings for sale in 02445

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EARLY ACCESSCOMPASS COMING SOON

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291 Tappan St, Brookline, MA 02445

OPEN TODAY, 11AM TO 12:30PM

$1,495,000

3 beds2 baths1,759 sq ft

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1 bed1 bath860 sq ft

77 Pond Ave #509, Brookline, MA 02445

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Home values near 57 Highland Rd

Data from public records.

Address	Redfin Estimate
35 Highland Road, Brookline, MA 6 Beds \| 2 Baths \| 2152 Sq. Ft.	$1,327,637
61 Highland Road #61A, Brookline, MA 6 Beds \| 2 Baths \| 2046 Sq. Ft.	$1,468,456

Address	Redfin Estimate
41 Highland Road, Brookline, MA 4 Beds \| 3 Baths \| 2152 Sq. Ft.	$1,540,574
63 Highland Road, Brookline, MA 3 Beds \| 2 Baths \| 1820 Sq. Ft.	$1,823,880

Address	Redfin Estimate
53 Highland Road, Brookline, MA 6 Beds \| 2 Baths \| 2212 Sq. Ft.	$1,532,925
67 Highland Road, Brookline, MA 3 Beds \| 1.5 Baths \| 1422 Sq. Ft.	$1,819,220

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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 57 Highland Rd

Tax history for 57 Highland Rd

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 57 Highland Rd

More real estate resources