Google street view image for 36 Oakland Rd, Brookline, MA 02445

Off Market Dec 1989 for $405K

$2,351,126

Est. refi paymentEst. refi $2,656/mo

•

4 ba

•

3,029

sq ft

36 Oakland Rd, Brookline, MA 02445

About this home

36 Oakland Rd is a 3,029 square foot multi-family home on a 8,276 square foot lot with 5 bedrooms and 4 bathrooms. - it last sold on December 27, 1989 for $405,000. Based on Redfin's Brookline data, we estimate the home's value is $2,351,126.

Multi-familyProperty Type

1926Year Built

8,276 sq ftLot Size

$776Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$2,351,126

$1.9M since sold in December 1989$133K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 8.3% higher than the average sale price ($2.17M) of 5 comparable homes.

SOLD APR 16, 2026
$2,150,000
A
4 beds3.5 baths2,332 sq ft
209 High St, Brookline, MA 02445
SOLD AUG 21, 2026
$1,850,000
B
5 beds2.5 baths3,592 sq ft
117 Sheridan St, Jamaica Plain, MA 02130
SOLD MAY 15, 2026
$2,150,000
C
5 beds3.5 baths2,616 sq ft
25A Eliot St, Jamaica Plain, MA 02130
SOLD JUL 2, 2026
$2,425,000
D
5 beds3 baths3,563 sq ft
30 Billings Ln, Jamaica Plain, MA 02130
SOLD MAY 19, 2026
$2,280,000
E
4 beds3.5 baths3,079 sq ft
140 Prince St, Jamaica Plain, MA 02130

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Earn from this home

Sell

$2,233,604

Est. take-home

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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, 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 36 Oakland Rd

Year

Property tax

Land + Additions

Assessment*

2023

$19,830 (+2.7%)

$911,800 + $1,077,200

$1,989,000

2022

$19,303 (+8.1%)

$868,400 + $1,025,900

$1,894,300

2021

$17,851 (+6.1%)

$835,000 + $986,500

$1,821,500

2020

$16,831 (+5.9%)

$759,000 + $1,022,100

$1,781,100

2019

$15,894 (+7.5%)

$722,900 + $973,400

$1,696,300

2018

$14,791 (+3.4%)

$635,900 + $927,600

$1,563,500

2017

$14,302 (+4.3%)

$599,900 + $847,700

$1,447,600

2016

$13,713 (+8.0%)

$560,700 + $755,300

$1,316,000

2015

$12,695 (+2.5%)

$524,000 + $664,700

$1,188,700

2014

$12,384 (+2.7%)

$476,400 + $610,900

$1,087,300

2013

$12,064 (+2.2%)

$462,500 + $573,000

$1,035,500

2012

$11,805 (+0.2%)

$462,500 + $573,000

$1,035,500

2011

$11,785 (+3.0%)

$467,800 + $575,100

$1,042,900

2010

$11,441 (+2.6%)

$467,800 + $575,100

$1,042,900

2009

$11,154

$468,200 + $575,200

$1,043,400

Tax history for 36 Oakland Rd

Year

Property tax

Land + Additions

Assessment*

2023

$19,830 (+2.7%)

$911,800 + $1,077,200

$1,989,000

2022

$19,303 (+8.1%)

$868,400 + $1,025,900

$1,894,300

2021

$17,851 (+6.1%)

$835,000 + $986,500

$1,821,500

2020

$16,831 (+5.9%)

$759,000 + $1,022,100

$1,781,100

2019

$15,894 (+7.5%)

$722,900 + $973,400

$1,696,300

2018

$14,791 (+3.4%)

$635,900 + $927,600

$1,563,500

2017

$14,302 (+4.3%)

$599,900 + $847,700

$1,447,600

2016

$13,713 (+8.0%)

$560,700 + $755,300

$1,316,000

2015

$12,695 (+2.5%)

$524,000 + $664,700

$1,188,700

2014

$12,384 (+2.7%)

$476,400 + $610,900

$1,087,300

2013

$12,064 (+2.2%)

$462,500 + $573,000

$1,035,500

2012

$11,805 (+0.2%)

$462,500 + $573,000

$1,035,500

2011

$11,785 (+3.0%)

$467,800 + $575,100

$1,042,900

2010

$11,441 (+2.6%)

$467,800 + $575,100

$1,042,900

2009

$11,154

$468,200 + $575,200

$1,043,400

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

Permits

Jun 6, 2014 • Final

Residential gas

Install or repair a gas cook stove.

Gas

Jun 6, 2014 • Final

Residential plumbing

Perform plumbing work in a first floor bathroom and kitchen, along with miscellaneous cosmetic improvements.

Bathroom

Kitchen

Plumbing

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: 1,188
Basement Type: Full

Bathroom Information
# of Full Baths: 4

Heating & Cooling
Heating Type: Forced Hot Water

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

Room Information
# of Rooms: 14

Exterior

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

Property Information
Living Sq. Ft: 3,029
Gross Sq. Ft: 5,244
# of Units: 2
# of Stories: 3

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

Lot Information
# of Buildings: 1
Land Sq. Ft: 8,276
Municipality Name: BROOKLINE
Acres: 0.19
Zoning Code: T-5
State Use Description: 2-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 5
Baths: 4.0
Sq. Ft.: 3,029
Stories: 3.0
Lot Size: 8,276 square feet
Style: Multi-Family (2-4 Unit)
Year Built: 1926
Year Renovated: 1984
County: Norfolk County
APN: 40834

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

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

$2.23M – $2.70M

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New listings for sale in 02445

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

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OPEN SAT, 11AM TO 12:30PM

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OPEN TODAY, 4PM TO 5:30PM

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17 Davis Ave #1, Brookline, MA 02445

OPEN SAT, 2PM TO 3:30PM

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249 Clinton Rd, Brookline, MA 02445

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

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Home values near 36 Oakland Rd

Data from public records.

Address	Redfin Estimate
35 Oakland Rd, Brookline, MA 7 Beds \| 3 Baths \| 3571 Sq. Ft.	$1,945,093
51 Oakland Rd, Brookline, MA 6 Beds \| 2.5 Baths \| 4043 Sq. Ft.	$2,253,683

Address	Redfin Estimate
39 Oakland Rd, Brookline, MA 6 Beds \| 2 Baths \| 3016 Sq. Ft.	$1,603,824
50 Oakland Rd, Brookline, MA 3 Beds \| 1.5 Baths \| 1700 Sq. Ft.	$2,126,540

Address	Redfin Estimate
43 Oakland Rd, Brookline, MA 7 Beds \| 3 Baths \| 3055 Sq. Ft.	$1,780,330
32 Oakland Rd, Brookline, MA 3 Beds \| 1 Baths \| 2094 Sq. Ft.	$1,678,347

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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 36 Oakland Rd

Tax history for 36 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 36 Oakland Rd

More real estate resources