Off market jan 2010 for $900K

$1,897,793

Est. refi paymentEst. refi $1,307/mo

•

2,199

sq ft

40 Oakland Rd #2, Brookline, MA 02445

About this home

Pristine 3+BD/3BA penthouse duplex in stunning 2-family. Beautiful moldings, cherry hardwoods, skylights & storage. 2 decks plus a large shared yard, living room, separate dining room & private library, which can be used as a 4th bed. Granite & S/S eat-in kitchen w/ built-in desk. Double white-marble vanities in bathrooms. Master has cathedral ceilings, skylights & huge double closets. Central/forced air. 2 car parking (garage + 1 off-street). Short walk to Brookline Hills Station on D line.

CondoProperty Type

1910Year Built

$863Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Megan Kopman • Ballast Realty Group, LLC

Bought with Eileen Strong O Boy • Hammond Residential R. E.

Redfin checked: a minute ago

•Source:MLS PIN #70992511

Redfin Estimate

$1,897,793

$998K since sold in January 2010$7,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 41% higher than the average sale price ($1.35M) of 6 comparable homes.

SOLD AUG 21, 2026
$1,795,000
A
4 beds3.5 baths2,075 sq ft
157 Cypress St #2, Brookline, MA 02445
SOLD JUL 30, 2026
$1,265,000
B
3 beds2 baths1,247 sq ft
114 Davis Ave #2, Brookline, MA 02445
SOLD MAY 4, 2026
$1,090,000
C
3 beds2 baths1,655 sq ft
3 Upland Rd #2, Brookline, MA 02445
SOLD MAY 13, 2026
$1,375,000
D
3 beds2 baths2,276 sq ft
487 Boylston St Unit 3C, Brookline, MA 02445
SOLD OCT 30, 2026
$1,450,000
E
3 beds2 baths1,322 sq ft
38 Linden St #4, Brookline, MA 02445
SOLD SEP 25, 2026
$1,100,000
F
3 beds2 baths1,565 sq ft
77 Pond Ave #401, Brookline, MA 02445

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Sell

$1,381,738

Est. take-home

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Est. cash available

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Rent

$5,191/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

NEW 21 HRS AGO
$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
3D WALKTHROUGH
$685,000
2 beds1 bath970 sq ft
8 Homer #4, Brookline, MA 02445
VIDEO TOUR
$599,000
1 bed1 bath869 sq ft
1742 Beacon St #2, Brookline, MA 02445
$798,800
2 beds2 baths1,099 sq ft
22 Chestnut Pl #114, Brookline, MA 02445
$1,199,000
2 beds2 baths1,220 sq ft
89 Glen Rd #5, Brookline, MA 02445
$2,195,000
3 beds3.5 baths3,525 sq ft
301 Goddard Ave #301, Brookline, MA 02445
See all

Provided by Redfin

Sale history for 40 Oakland Rd #2

Date

Event

Price

MLS PIN #70992511

Jan 14, 2010

Sold

$900,000

$409/sq ft

Nov 1, 2009

Contingent

—

Oct 22, 2009

Listed

$895,000

$407/sq ft

MLS PIN #70633980

Nov 29, 2007

Sold

$885,000

$402/sq ft

Nov 2, 2007

Listing Removed

—

Sep 28, 2007

Price Changed

$899,000

$409/sq ft

Aug 21, 2007

Listed

$939,000

$427/sq ft

DRAMATIC SUN FILLED NEW CONVERSION OF A MULTI FAMILY BUILT IN 1910, ON A DEAD END STREET AT THE BASE OF PILL HILL. 3-4 BEDROOMS INCLUDING MASTER BEDROOM WITH BATH, GENEROUS FAMILY ROOM AND ,DECK OFF EAT-IN KITCHEN WITH GRANITE & STAINLESS STEEL, 3 LOVELY BATHS. CENTRAL AIR, STORAGE, 1 GARAGE PARKING PLUS ONE ASSIGNED OUTDOOR SPACE. GREAT SHARED BACKYARD, WALK TO LINCOLN SCHOOL AND 2 "T" STOPS. " FEELS LIKE A HOME"

Year

Property tax

Land + Additions

Assessment*

2023

$15,030 (+0.8%)

$1,507,500

2022

$14,915 (+5.0%)

$1,463,700

2021

$14,202 (+4.7%)

$1,449,200

2020

$13,560 (+5.9%)

$1,434,900

2019

$12,805 (+4.0%)

$1,366,600

2018

$12,312 (+3.4%)

$1,301,500

2017

$11,906 (+4.3%)

$1,205,100

2016

$11,415 (+7.3%)

$1,095,500

2015

$10,636 (−1.1%)

$995,900

2014

$10,751 (+2.7%)

$943,900

2013

$10,472 (+2.2%)

$898,900

2012

$10,247 (+1.4%)

$898,900

2011

$10,102 (+3.0%)

$894,000

2010

$9,807 (+2.6%)

$894,000

2009

$9,557

$894,000

Tax history for 40 Oakland Rd #2

Year

Property tax

Land + Additions

Assessment*

2023

$15,030 (+0.8%)

$1,507,500

2022

$14,915 (+5.0%)

$1,463,700

2021

$14,202 (+4.7%)

$1,449,200

2020

$13,560 (+5.9%)

$1,434,900

2019

$12,805 (+4.0%)

$1,366,600

2018

$12,312 (+3.4%)

$1,301,500

2017

$11,906 (+4.3%)

$1,205,100

2016

$11,415 (+7.3%)

$1,095,500

2015

$10,636 (−1.1%)

$995,900

2014

$10,751 (+2.7%)

$943,900

2013

$10,472 (+2.2%)

$898,900

2012

$10,247 (+1.4%)

$898,900

2011

$10,102 (+3.0%)

$894,000

2010

$9,807 (+2.6%)

$894,000

2009

$9,557

$894,000

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

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

—

Year renovated

—

Sq. Ft.

2,199

Year built

1910

Style

Condo/Co-op

County

Norfolk County

APN

4693727

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Property details

Parking

Parking Information
Has Garage
# of Garage Spaces: 1
# of Covered Spaces: 1
Parking Spaces: 1
Parking Features: Detached, Deeded, Assigned, Off Street

Interior

Bathroom Information
# of Bathrooms (Full): 3
Master Bathroom Features: Yes

Basement Information
Basement: Y

Interior Features
# of Rooms (Total): 8
Flooring: Wood

Exterior

Building Information
Building Name: 40 Oakland Road Condominium
Building Area (Total): 2,199
StructureType: 2/3 Family
Stories (Total): 2
Year Built Source: Public Records
Year Built Effective: 2007
Year Built Details: Approximate

Exterior Features
Patio And Porch Features: Porch, Deck
Exterior Features: Porch, Deck

Property Information
PropertySubType: Condominium
Entry Level: 2
Entry Location: Unit Placement(Upper)

Financial

Tax Information
Tax Annual Amount: $9,844
Tax Year: 2010

Utilities

Utility Information
Utilities: for Gas Range
Sewer: Public Sewer
Water Source: Public, City/Town Water, City/Town Sewer

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air
Cooling: Central Air

Location

HOA Information
Association Fee: $400
Association Fee Includes: Water, Sewer, Maintenance Structure
Association Amenities: Hot Water

Location Information
Directions: Cypress to Walnut to Oakland Road
UnparsedAddress: 40 Oakland Rd # 2, Brookline MA 02445

Community Information
Senior CommunityYN: No
Community Features: Public Transportation
Pets Allowed: Yes w/ Restrictions

Public facts

Beds: 3
Baths: 3.0
Sq. Ft.: 2,199
Stories: 2.0
Lot Size: —
Style: Condo/Co-op
Year Built: 1910
Year Renovated: —
County: Norfolk County
APN: 4693727

Home facts updated by county records on Jul 20, 2023

Other

Listing Information
StandardStatus: Closed

Around this home

Schools

K - 12
Preschool & daycare

William H Lincoln School

Public K-8 • Assigned • 0.3mi

9/10

Brookline High School

Public 9-12 • Assigned • 0.5mi

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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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

$1.80M – $2.18M

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New listings for sale in 02445

NEW 21 HRS AGO

$11,750,000

6 beds5 baths7,502 sq ft

71 Sears Rd, Brookline, MA 02445

Long driveway • Paneled library • In-ground pool

OPEN SUN, 12PM TO 1:30PM

$1,500,000

4 beds2 baths2,254 sq ft

146-A University Rd #146, Brookline, MA 02445

Private porches • Parking spaces • Walk-in closet

OPEN SAT, 12PM TO 1PM

$399,999

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15-17 University Rd Unit 22A, Brookline, MA 02445

One bedroom condo • Renovated kitchen • Tiled bathroom

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6 beds10.5 baths9,600 sq ft

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Historic charm • Breathtaking gardens • Magnificent grounds

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3D WALKTHROUGH

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VIDEO TOUR

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1742 Beacon St #2, Brookline, MA 02445

Renovated condo • Open-concept living • Updated kitchen

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22 Chestnut Pl #114, Brookline, MA 02445

Renovated kitchen • Breakfast bar • South-facing windows

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2 beds2 baths1,220 sq ft

89 Glen Rd #5, Brookline, MA 02445

Private terrace • Renovated kitchen • Rear garden area

Home values near 40 Oakland Rd #2

Data from public records.

Address	Redfin Estimate
35 Oakland Road, Brookline, MA 7 Beds \| 3 Baths \| 3571 Sq. Ft.	$1,931,605
51 Oakland Road, Brookline, MA 6 Beds \| 2.5 Baths \| 4043 Sq. Ft.	$2,415,011
56 Oakland Road, Brookline, MA 3 Beds \| 1.5 Baths \| 1751 Sq. Ft.	—
28 Oakland Road, Brookline, MA 6 Beds \| 4.5 Baths \| 3016 Sq. Ft.	$3,082,996
55 Oakland Road #2, Brookline, MA 2 Beds \| 1 Baths \| 1534 Sq. Ft.	$1,125,336
20 Rice Street #1, Brookline, MA 3 Beds \| 1 Baths \| 979 Sq. Ft.	$752,035
27 Walnut Place, Brookline, MA 4 Beds \| 3.5 Baths \| 4232 Sq. Ft.	$4,506,505

Address	Redfin Estimate
39 Oakland Road, Brookline, MA 6 Beds \| 2 Baths \| 3016 Sq. Ft.	$1,724,926
55 Oakland Road, Brookline, MA 5 Beds \| 3 Baths \| 4376 Sq. Ft.	$2,181,509
36 Oakland Road, Brookline, MA 5 Beds \| 4 Baths \| 3029 Sq. Ft.	$2,523,797
40 Oakland Road #1, Brookline, MA 4 Beds \| 3.5 Baths \| 2600 Sq. Ft.	$1,944,107
40 Oakland Road, Brookline, MA 7 Beds \| 3.5 Baths \| 4095 Sq. Ft.	$2,445,394
20 Rice Street #2, Brookline, MA 3 Beds \| 1 Baths \| 978 Sq. Ft.	$798,873
7 Franklin Street #3, Brookline, MA 3 Beds \| 1 Baths \| 981 Sq. Ft.	$715,852

Address	Redfin Estimate
43 Oakland Road, Brookline, MA 7 Beds \| 3 Baths \| 3055 Sq. Ft.	—
50 Oakland Road, Brookline, MA 3 Beds \| 1.5 Baths \| 1700 Sq. Ft.	$1,889,267
32 Oakland Road, Brookline, MA 3 Beds \| 1 Baths \| 2094 Sq. Ft.	$1,716,841
55 Oakland Road #1, Brookline, MA 2 Beds \| 2 Baths \| 1727 Sq. Ft.	$1,254,363
3 Franklin Street, Brookline, MA 9 Beds \| 3 Baths \| 3698 Sq. Ft.	—
20 Rice Street #3, Brookline, MA 3 Beds \| 1 Baths \| 978 Sq. Ft.	$743,299
7 Franklin Street #2, Brookline, MA 3 Beds \| 1 Baths \| 981 Sq. Ft.	$767,864

Property information provided by MLS PIN when last listed in 2009. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 02445, MA

Sale history for 40 Oakland Rd #2

Tax history for 40 Oakland Rd #2

Public record

Property details

Around this home

Schools

Lifestyle

Local insights from Redfin agents

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02445

Home values near 40 Oakland Rd #2

More real estate resources