Google satellite image for 165 Sargent Rd, Brookline, MA 02445

Off Market Nov 1992 for $811K

$4,668,865

Est. refi paymentEst. refi $5,087/mo

•

5 ba

•

4,023

sq ft

165 Sargent Rd, Brookline, MA 02445

About this home

165 Sargent Rd is a 4,023 square foot house on a 1 acre lot with 4 bedrooms and 5 bathrooms. - it last sold on November 25, 1992 for $811,000. Based on Redfin's Brookline data, we estimate the home's value is $4,668,865.

Single-familyProperty Type

1955Year Built

1 acresLot Size

$1,161Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$4,668,865

$3.9M since sold in November 1992$395K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 31.5% higher than the average sale price ($3.55M) of 6 comparable homes.

SOLD MAY 28, 2026
$4,125,000
A
5 beds4.5 baths4,001 sq ft
34 Hyslop Rd, Brookline, MA 02445
SOLD MAR 6, 2026
$3,400,000
B
4 beds4.5 baths4,182 sq ft
115 Clark Rd, Brookline, MA 02445
SOLD JUL 2, 2026
$2,425,000
C
5 beds3 baths3,563 sq ft
30 Billings Ln, Jamaica Plain, MA 02130
SOLD MAY 19, 2026
$2,280,000
D
4 beds3.5 baths3,079 sq ft
140 Prince St, Jamaica Plain, MA 02130
SOLD JUL 31, 2026
$2,050,000
E
4 beds3.5 baths2,662 sq ft
37 Slocum Rd, Jamaica Plain, MA 02130
SOLD APR 3, 2026
$7,030,000
F
5 beds6.5 baths5,772 sq ft
21 Sargent Crossway, Brookline, MA 02445

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Earn from this home

Sell

$4,436,476

Est. take-home

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Est. cash available

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Rent

$8,468/mo

Redfin rental estimate

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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 SUN, 12PM TO 1:30PM
$998,000
2 beds2 baths1,218 sq ft
1731 Beacon St #402, Brookline, MA 02445
OPEN SAT, 11AM TO 12:30PM
$859,000
3 beds1.5 baths1,233 sq ft
124 Chestnut St #1, Brookline, MA 02445
OPEN SAT, 11AM TO 12:30PM
$2,895,000
7 beds3.5 baths4,805 sq ft
71 Addington Rd, Brookline, MA 02445
OPEN SAT, 12PM TO 2PM
$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 SUN, 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 165 Sargent Rd

Year

Property tax

Land + Additions

Assessment*

2023

$43,119 (+2.7%)

$2,509,500 + $1,815,400

$4,324,900

2022

$41,972 (+8.1%)

$2,389,900 + $1,729,000

$4,118,900

2021

$38,813 (+10.1%)

$2,298,000 + $1,662,500

$3,960,500

2020

$35,248 (+5.9%)

$2,089,100 + $1,640,800

$3,729,900

2019

$33,285 (+5.5%)

$1,989,600 + $1,562,700

$3,552,300

2018

$31,560 (+1.1%)

$1,842,800 + $1,493,400

$3,336,200

2017

$31,223 (+1.5%)

$1,738,500 + $1,421,700

$3,160,200

2016

$30,774 (+4.4%)

$1,624,800 + $1,328,600

$2,953,400

2015

$29,479 (−1.2%)

$1,518,500 + $1,241,700

$2,760,200

2014

$29,834 (+0.7%)

$1,380,200 + $1,239,100

$2,619,300

2013

$29,626 (+2.2%)

$1,340,000 + $1,203,000

$2,543,000

2012

$28,990 (+6.8%)

$1,340,000 + $1,203,000

$2,543,000

2011

$27,141 (+3.0%)

$1,241,400 + $1,160,500

$2,401,900

2010

$26,349 (+2.6%)

$1,241,400 + $1,160,500

$2,401,900

2009

$25,689

$1,242,600 + $1,160,500

$2,403,100

Tax history for 165 Sargent Rd

Year

Property tax

Land + Additions

Assessment*

2023

$43,119 (+2.7%)

$2,509,500 + $1,815,400

$4,324,900

2022

$41,972 (+8.1%)

$2,389,900 + $1,729,000

$4,118,900

2021

$38,813 (+10.1%)

$2,298,000 + $1,662,500

$3,960,500

2020

$35,248 (+5.9%)

$2,089,100 + $1,640,800

$3,729,900

2019

$33,285 (+5.5%)

$1,989,600 + $1,562,700

$3,552,300

2018

$31,560 (+1.1%)

$1,842,800 + $1,493,400

$3,336,200

2017

$31,223 (+1.5%)

$1,738,500 + $1,421,700

$3,160,200

2016

$30,774 (+4.4%)

$1,624,800 + $1,328,600

$2,953,400

2015

$29,479 (−1.2%)

$1,518,500 + $1,241,700

$2,760,200

2014

$29,834 (+0.7%)

$1,380,200 + $1,239,100

$2,619,300

2013

$29,626 (+2.2%)

$1,340,000 + $1,203,000

$2,543,000

2012

$28,990 (+6.8%)

$1,340,000 + $1,203,000

$2,543,000

2011

$27,141 (+3.0%)

$1,241,400 + $1,160,500

$2,401,900

2010

$26,349 (+2.6%)

$1,241,400 + $1,160,500

$2,401,900

2009

$25,689

$1,242,600 + $1,160,500

$2,403,100

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

Permits

Dec 20, 2016 • Active

Residential electrical

Install electrical wiring for a gas-fired generator.

Electrical

Generator

Dec 7, 2016 • Active

Residential gas

Install a gas-powered generator.

Gas

Generator

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: 1,196
Basement Type: Full

Bathroom Information
# of Full Baths: 4
# of 1/2 Baths: 2

Heating & Cooling
Heating Type: Forced Hot Water

Fireplace Information
# of Fireplaces: 3
Fireplace Type: Wood Stove
Has Fireplace

Room Information
# of Rooms: 8

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Cape Cod
Construction Type: Frame
Exterior Wall: Brick
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 4,023
Gross Sq. Ft: 7,919
# of Units: 1
# of Stories: 2

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

Lot Information
# of Buildings: 1
Land Sq. Ft: 43,560
Municipality Name: BROOKLINE
Acres: 1
Zoning Code: S40
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 4
Baths: 5.0
Sq. Ft.: 4,023
Stories: 2.0
Lot Size: 1 acres
Style: Single Family Residential
Year Built: 1955
Year Renovated: 1967
County: Norfolk County
APN: 41434

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

William H Lincoln School

Public K-8 • Assigned • 0.4mi

9/10

Brookline High School

Public 9-12 • Assigned • 0.8mi

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, 14 days in 30 years

6/10 Wind Factor

56% 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

$4.44M – $5.37M

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3D WALKTHROUGH

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New listings for sale in 02445

OPEN SUN, 12PM TO 1:30PM

$998,000

2 beds2 baths1,218 sq ft

1731 Beacon St #402, Brookline, MA 02445

OPEN SAT, 11AM TO 12:30PM

$859,000

3 beds1.5 baths1,233 sq ft

124 Chestnut St #1, Brookline, MA 02445

OPEN SAT, 11AM TO 12:30PM

$2,895,000

7 beds3.5 baths4,805 sq ft

71 Addington Rd, Brookline, MA 02445

OPEN SAT, 12PM TO 2PM

$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 SUN, 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

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Home values near 165 Sargent Rd

Data from public records.

Address	Redfin Estimate
106 Sargent Rd, Brookline, MA 4 Beds \| 3.5 Baths \| 3766 Sq. Ft.	$4,882,621
90 Sargent Rd, Brookline, MA 6 Beds \| 5.5 Baths \| 5700 Sq. Ft.	$7,861,373

Address	Redfin Estimate
120 Sargent Rd, Brookline, MA 7 Beds \| 5.5 Baths \| - Sq. Ft.	$5,365,542
224 Sargent Rd, Brookline, MA 5 Beds \| 4 Baths \| 4662 Sq. Ft.	$4,725,957

Address	Redfin Estimate
82 Sargent Rd, Brookline, MA 6 Beds \| 6 Baths \| 8785 Sq. Ft.	$7,066,963
75 Sargent Rd, Brookline, MA 6 Beds \| 4.5 Baths \| 6028 Sq. Ft.	$7,006,713

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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 165 Sargent Rd

Tax history for 165 Sargent 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 165 Sargent Rd

More real estate resources