Google street view image for 19 Oakland Rd, Brookline, MA 02445

OFF MARKET

$2,465,785

•

3.5 ba

•

2,880

sq ft

19 Oakland Rd, Brookline, MA 02445

About this home

19 Oakland Rd is a 2,880 square foot house on a 5,663 square foot lot with 5 bedrooms and 3.5 bathrooms. Based on Redfin's Brookline data, we estimate the home's value is $2,465,785.

Single-familyProperty Type

1904Year Built

5,663 sq ftLot Size

$856Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$2,465,785

$18K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 19.6% higher than the average sale price ($2.06M) of 5 comparable homes.

SOLD JAN 15, 2026
$2,385,000
A
5 beds3.5 baths3,390 sq ft
11 Robinwood Ave, Jamaica Plain, MA 02130
SOLD AUG 10, 2026
$1,435,000
B
5 beds2.5 baths3,500 sq ft
58 Arborway, Jamaica Plain, MA 02130
SOLD AUG 13, 2026
$1,817,000
C
4 beds4 baths1,784 sq ft
35 Prince St, 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 APR 15, 2026
$2,525,000
E
5 beds1.5 baths2,484 sq ft
61 Toxteth St, Brookline, MA 02445

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

Earn from this home

Sell

$2,342,581

Est. take-home

List your home with Redfin and save $12,329

Rent

$7,636/mo

Redfin rental estimate

List your home for rent

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, 5PM TO 6:30PM
$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
OPEN SAT, 12PM TO 1PM
$755,000
2 beds1 bath1,003 sq ft
222 Washington St #3, Brookline, MA 02445
OPEN TODAY, 4PM TO 5:30PM
$2,200,000
4 beds2.5 baths2,794 sq ft
17 Davis Ave #1, Brookline, MA 02445
OPEN SAT, 2PM TO 3:30PM
$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
$2,250,000
4 beds3 baths4,102 sq ft
205 Gardner Rd, Brookline, MA 02445
OPEN SAT, 11:30AM TO 1PM
$799,000
2 beds1.5 baths913 sq ft
1856 Beacon St Unit PHD, Brookline, MA 02445
$1,950,000
4 beds2 baths2,616 sq ft
36 Milton Rd, Brookline, MA 02445
See all

Provided by Redfin

Sale history for 19 Oakland Rd

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

Year

Property tax

Land + Additions

Assessment*

2023

$17,402 (+2.7%)

$833,500 + $911,900

$1,745,400

2022

$16,938 (+8.1%)

$793,700 + $868,500

$1,662,200

2021

$15,663 (+9.3%)

$763,200 + $835,100

$1,598,300

2020

$14,329 (+5.9%)

$693,800 + $822,500

$1,516,300

2019

$13,531 (+6.1%)

$660,800 + $783,300

$1,444,100

2018

$12,755 (+1.5%)

$575,900 + $772,400

$1,348,300

2017

$12,568 (+1.5%)

$543,400 + $728,700

$1,272,100

2016

$12,388 (+4.4%)

$507,800 + $681,100

$1,188,900

2015

$11,867 (−0.7%)

$474,600 + $636,500

$1,111,100

2014

$11,946 (+0.7%)

$431,400 + $617,400

$1,048,800

2013

$11,863 (+2.2%)

$418,800 + $599,500

$1,018,300

2012

$11,609 (+0.9%)

$418,800 + $599,500

$1,018,300

2011

$11,509 (+3.0%)

$419,800 + $598,700

$1,018,500

2010

$11,173 (+2.6%)

$419,800 + $598,700

$1,018,500

2009

$10,892

$420,200 + $598,700

$1,018,900

Tax history for 19 Oakland Rd

Year

Property tax

Land + Additions

Assessment*

2023

$17,402 (+2.7%)

$833,500 + $911,900

$1,745,400

2022

$16,938 (+8.1%)

$793,700 + $868,500

$1,662,200

2021

$15,663 (+9.3%)

$763,200 + $835,100

$1,598,300

2020

$14,329 (+5.9%)

$693,800 + $822,500

$1,516,300

2019

$13,531 (+6.1%)

$660,800 + $783,300

$1,444,100

2018

$12,755 (+1.5%)

$575,900 + $772,400

$1,348,300

2017

$12,568 (+1.5%)

$543,400 + $728,700

$1,272,100

2016

$12,388 (+4.4%)

$507,800 + $681,100

$1,188,900

2015

$11,867 (−0.7%)

$474,600 + $636,500

$1,111,100

2014

$11,946 (+0.7%)

$431,400 + $617,400

$1,048,800

2013

$11,863 (+2.2%)

$418,800 + $599,500

$1,018,300

2012

$11,609 (+0.9%)

$418,800 + $599,500

$1,018,300

2011

$11,509 (+3.0%)

$419,800 + $598,700

$1,018,500

2010

$11,173 (+2.6%)

$419,800 + $598,700

$1,018,500

2009

$10,892

$420,200 + $598,700

$1,018,900

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

Permits

May 12, 2015 • Active

Residential building

Strip and re-roof a residential building and replace a gutter.

Roofing

Oct 11, 2012 • Active

Residential electrical

Install electrical wiring for a gas fired boiler and add carbon monoxide detection.

Electrical

Gas

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: 1,180
Basement Type: Full

Bathroom Information
# of Full Baths: 3
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Hot Water

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

Room Information
# of Rooms: 9

Exterior

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

Property Information
Living Sq. Ft: 2,880
Gross Sq. Ft: 5,214
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 5,663
Municipality Name: BROOKLINE
Acres: 0.13
Zoning Code: T-5
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 2,880
Stories: 2.0
Lot Size: 5,663 square feet
Style: Single Family Residential
Year Built: 1904
Year Renovated: 1986
County: Norfolk County
APN: 40709

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

William H Lincoln School

Public K-8 • Assigned • 0.3mi

9/10

Brookline High School

Public 9-12 • Assigned • 0.4mi

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

6/10 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

$2.34M – $2.84M

Reach more buyers when you sell with Redfin. Save up to $24,658 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

$2,250,000

4 beds3 baths4,102 sq ft

205 Gardner Rd, Brookline, MA 02445

OPEN SUN, 1PM TO 2PM

$3,095,000

5 beds3 baths2,834 sq ft

185 Warren St, Brookline, MA 02445

OPEN SAT, 11AM TO 12PM

$2,950,000

4 beds2.5 baths2,000 sq ft

7 Stetson St, Brookline, MA 02446

$8,995,000

7 beds5.5 baths7,080 sq ft

39 Worthington Rd, Brookline, MA 02446

$6,800,000

7 beds8 baths6,000 sq ft

75 Goddard Ave, Brookline, MA 02445

OPEN SAT, 12PM TO 1:30PM3D WALKTHROUGH

$4,250,000

3 beds3.5 baths3,467 sq ft

322 Tappan St #2, Brookline, MA 02445

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, 5PM TO 6:30PMHOT HOME

$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

OPEN SAT, 12PM TO 1PM

$755,000

2 beds1 bath1,003 sq ft

222 Washington St #3, Brookline, MA 02445

OPEN TODAY, 4PM TO 5:30PM

$2,200,000

4 beds2.5 baths2,794 sq ft

17 Davis Ave #1, Brookline, MA 02445

OPEN SAT, 2PM TO 3:30PM

$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

$2,250,000

4 beds3 baths4,102 sq ft

205 Gardner Rd, Brookline, MA 02445

OPEN SAT, 11:30AM TO 1PM

$799,000

2 beds1.5 baths913 sq ft

1856 Beacon St Unit PHD, Brookline, MA 02445

Home values near 19 Oakland Rd

Data from public records.

Address	Redfin Estimate
7 Oakland Rd, Brookline, MA 7 Beds \| 3.5 Baths \| 3313 Sq. Ft.	$2,351,730
28 Oakland Rd, Brookline, MA 6 Beds \| 4.5 Baths \| 3016 Sq. Ft.	$3,029,254

Address	Redfin Estimate
15 Oakland Rd, Brookline, MA 3 Beds \| 1.5 Baths \| 1388 Sq. Ft.	$1,624,503
22 Oakland Rd, Brookline, MA 4 Beds \| 2.5 Baths \| 3912 Sq. Ft.	$3,206,873

Address	Redfin Estimate
33 Oakland Rd, Brookline, MA 8 Beds \| 4 Baths \| 3816 Sq. Ft.	$1,649,162
2 Wellington Ter Apt 1, Brookline, MA 1 Beds \| 1 Baths \| 854 Sq. Ft.	$655,105

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
02132 homes for sale
02134 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

Cambridge homes for sale
Boston homes for sale
Newton homes for sale

High Street Hill homes for sale
Brookline Village homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 02445, MA

Sale history for 19 Oakland Rd

Tax history for 19 Oakland Rd

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 19 Oakland Rd

More real estate resources