Google street view image for 25 Chesham Rd, Brookline, MA 02445

Off market

$2,550,303

•

4.5 ba

•

2,200

sq ft

25 Chesham Rd, Brookline, MA 02445

About this home

25 Chesham Rd is a 2,200 square foot house on a 10,019 square foot lot with 5 bedrooms and 4.5 bathrooms. Based on Redfin's Brookline data, we estimate the home's value is $2,550,303.

Single-familyProperty Type

1955Year Built

10,019 sq ftLot Size

$1,159Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$2,550,303

$8,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 10.8% lower than the average sale price ($2.86M) 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 OCT 28, 2026
$2,150,000
B
5 beds3.5 baths3,213 sq ft
77 Jordan Rd, Brookline, MA 02446
SOLD AUG 21, 2026
$2,394,900
C
4 beds3.5 baths2,996 sq ft
520 Clinton Rd, Chestnut Hill, MA 02467
SOLD MAR 4, 2026
$2,995,000
D
5 beds4.5 baths3,370 sq ft
323 Clark Rd, Brookline, MA 02445
SOLD JUN 15, 2026
$2,200,000
E
5 beds3.5 baths3,463 sq ft
401 Clinton Rd, Brookline, MA 02445
SOLD MAY 14, 2026
$3,285,000
F
5 beds4.5 baths3,658 sq ft
43 Druce St, Brookline, MA 02445

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Earn from this home

Sell

$2,422,910

Est. take-home

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Rent

$6,700/mo

Redfin rental estimate

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Market trends in 02445, MA

Last updated October 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

96.3%

1.1% MoM

Median sale price

$1.1M

$119K MoM

Avg. days on market

58d

3 days MoM

Recently sold homes

1 MoM

New listings for sale

3D WALKTHROUGH
$545,000
1 bed1 bath870 sq ft
99 Pond Ave #326, Brookline, MA 02445
OPEN SAT, 1PM TO 2:30PM
$11,750,000
6 beds5 baths7,502 sq ft
71 Sears Rd, Brookline, MA 02445
OPEN SUN, 12PM TO 1:30PM
$1,500,000
4 beds2 baths2,254 sq ft
146-A University Rd #146, Brookline, MA 02445
OPEN SAT, 12PM TO 1PM
$399,999
1 bed1 bath490 sq ft
15-17 University Rd Unit 22A, Brookline, MA 02445
$7,900,000
6 beds10.5 baths9,600 sq ft
125 Rockwood St, Brookline, MA 02445
$649,000
2 beds1 bath907 sq ft
9 High Street Pl #3, Brookline, MA 02445
VIDEO TOUR
$599,000
1 bed1 bath869 sq ft
1742 Beacon St #2, Brookline, MA 02445
See all

Provided by Redfin

Sale history for 25 Chesham Rd

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

Year

Property tax

Land + Additions

Assessment*

2023

$18,945 (+2.7%)

$1,004,000 + $896,200

$1,900,200

2022

$18,441 (+8.1%)

$956,200 + $853,500

$1,809,700

2021

$17,053 (+9.7%)

$919,400 + $820,700

$1,740,100

2020

$15,541 (+5.9%)

$835,800 + $808,800

$1,644,600

2019

$14,676 (−4.6%)

$796,000 + $770,300

$1,566,300

2018

$15,383 (+1.5%)

$802,800 + $823,300

$1,626,100

2017

$15,155 (+1.5%)

$757,200 + $776,700

$1,533,900

2016

$14,938 (+4.4%)

$707,700 + $725,900

$1,433,600

2015

$14,309 (−0.2%)

$661,400 + $678,400

$1,339,800

2014

$14,337 (+0.7%)

$601,300 + $657,400

$1,258,700

2013

$14,236 (+2.2%)

$583,800 + $638,200

$1,222,000

2012

$13,931 (+0.9%)

$583,800 + $638,200

$1,222,000

2011

$13,800 (+3.0%)

$563,000 + $658,200

$1,221,200

2010

$13,397 (+2.8%)

$563,000 + $658,200

$1,221,200

2009

$13,036

$561,300 + $658,200

$1,219,500

Tax history for 25 Chesham Rd

Year

Property tax

Land + Additions

Assessment*

2023

$18,945 (+2.7%)

$1,004,000 + $896,200

$1,900,200

2022

$18,441 (+8.1%)

$956,200 + $853,500

$1,809,700

2021

$17,053 (+9.7%)

$919,400 + $820,700

$1,740,100

2020

$15,541 (+5.9%)

$835,800 + $808,800

$1,644,600

2019

$14,676 (−4.6%)

$796,000 + $770,300

$1,566,300

2018

$15,383 (+1.5%)

$802,800 + $823,300

$1,626,100

2017

$15,155 (+1.5%)

$757,200 + $776,700

$1,533,900

2016

$14,938 (+4.4%)

$707,700 + $725,900

$1,433,600

2015

$14,309 (−0.2%)

$661,400 + $678,400

$1,339,800

2014

$14,337 (+0.7%)

$601,300 + $657,400

$1,258,700

2013

$14,236 (+2.2%)

$583,800 + $638,200

$1,222,000

2012

$13,931 (+0.9%)

$583,800 + $638,200

$1,222,000

2011

$13,800 (+3.0%)

$563,000 + $658,200

$1,221,200

2010

$13,397 (+2.8%)

$563,000 + $658,200

$1,221,200

2009

$13,036

$561,300 + $658,200

$1,219,500

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

Permits

Nov 30, 2015 • Active

Residential building

Remove the existing roofing material and install a new roof.

Roofing

Dec 3, 2012 • Active

Residential building

Remove and replace a driveway to match existing dimensions.

Grading

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: 2,060
Basement Type: Full

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

Heating & Cooling
Heating Type: Forced Air

Fireplace Information
# of Fireplaces: 2
Fireplace Type: Wood Stove
Has Fireplace

Room Information
# of Rooms: 10

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Ranch
Construction Type: Frame
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Gable

Property Information
Subdivision Name: BROOKLINE
Living Sq. Ft: 2,200
Gross Sq. Ft: 4,705
# of Units: 1
# of Stories: 1

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

Lot Information
# of Buildings: 1
Land Sq. Ft: 10,019
Municipality Name: BROOKLINE
Acres: 0.23
Zoning Code: S10
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 5
Baths: 4.5
Sq. Ft.: 2,200
Stories: 1.0
Lot Size: 10,019 square feet
Style: Single Family Residential
Year Built: 1955
Year Renovated: 1961
County: Norfolk County
APN: 38690

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

K - 12
Preschool & daycare

John D Runkle School

Public PreK-8 • Assigned • 0.1mi

8/10

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 months 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

54% 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)

34°

21°

36°

22°

51°

33°

59°

42°

68°

52°

80°

62°

84°

66°

79°

61°

74°

57°

63°

48°

52°

38°

39°

26°

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.2 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9.2 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.42M – $2.93M

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Modern kitchen • Oversized bedroom • $878 HOA

OPEN SAT, 1PM TO 2:30PM

$11,750,000

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Private porches • Parking spaces • Walk-in closet

OPEN SAT, 12PM TO 1PM

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One bedroom condo • Renovated kitchen • Tiled bathroom

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Home values near 25 Chesham Rd

Data from public records.

Address	Redfin Estimate
26 Chesham Rd, Brookline, MA 7 Beds \| 3.5 Baths \| 4439 Sq. Ft.	$2,954,568
54 Cotswold Rd, Brookline, MA 5 Beds \| 4.5 Baths \| 4839 Sq. Ft.	$3,353,516
167 Clinton Rd, Brookline, MA 6 Beds \| 2 Baths \| 3121 Sq. Ft.	$2,211,271
183 Clinton Rd, Brookline, MA 7 Beds \| 3.5 Baths \| 3757 Sq. Ft.	$2,848,676
147 Clinton Rd, Brookline, MA 5 Beds \| 4 Baths \| 4652 Sq. Ft.	$4,012,190
176 Clinton Rd, Brookline, MA 5 Beds \| 4.5 Baths \| 4200 Sq. Ft.	$3,556,017
233 Buckminster Rd, Brookline, MA 5 Beds \| 3.5 Baths \| 4443 Sq. Ft.	$3,798,723

Address	Redfin Estimate
17 Chesham Rd, Brookline, MA 6 Beds \| 5.5 Baths \| 5487 Sq. Ft.	$3,105,342
46 Cotswold Rd, Brookline, MA 5 Beds \| 3.5 Baths \| 4028 Sq. Ft.	$3,340,873
171 Clinton Rd, Brookline, MA 7 Beds \| 4.5 Baths \| 3502 Sq. Ft.	$2,821,758
189 Clinton Rd, Brookline, MA 6 Beds \| 4 Baths \| 4633 Sq. Ft.	$3,733,886
47 Cotswold Rd, Brookline, MA 5 Beds \| 3.5 Baths \| 3342 Sq. Ft.	$3,208,412
158 Clinton Rd, Brookline, MA 5 Beds \| 4 Baths \| 4056 Sq. Ft.	$3,355,029
241 Buckminster Rd, Brookline, MA 5 Beds \| 4.5 Baths \| 5043 Sq. Ft.	$3,677,090

Address	Redfin Estimate
314 Clark Rd, Brookline, MA 6 Beds \| 3 Baths \| 5157 Sq. Ft.	$3,187,396
161 Clinton Rd, Brookline, MA 5 Beds \| 3.5 Baths \| 3702 Sq. Ft.	$2,839,161
179 Clinton Rd, Brookline, MA 5 Beds \| 3.5 Baths \| - Sq. Ft.	$3,209,185
197 Clinton Rd, Brookline, MA 7 Beds \| 3.5 Baths \| 2743 Sq. Ft.	$2,377,534
270 Buckminster Rd, Brookline, MA 4 Beds \| 3 Baths \| 3390 Sq. Ft.	$2,933,176
20 Cotswold Rd, Brookline, MA 4 Beds \| 3.5 Baths \| 2500 Sq. Ft.	$2,670,488
249 Buckminster Rd, Brookline, MA 5 Beds \| 4 Baths \| 4171 Sq. Ft.	$3,525,448

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About this home

Redfin Estimate

Earn from this home

Market trends in 02445, MA

Sale history for 25 Chesham Rd

Tax history for 25 Chesham 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 25 Chesham Rd

More real estate resources