OFF MARKET

Off Market Aug 2017 for $1.7M

$3,811,900

•

4,736

sq ft

439 Chestnut Hill Ave, Brookline, MA 02445

About this home

This beautiful solid brick home has 4600 sq feet on 2 floors with an additional walk up, partially finished attic and a full basement with a laundry room. It has a slate roof, copper gutters, a spacious and elegant interior with terrazzo floors and fully panelled living room. It is ready for a buyer that wants convenience and comfort. The kitchen has had the counters and appliances removed and is ready for creative modernization. The back yard is professionally landscaped with stone walls and slate patios. This is an estate sale and the listing broker is a beneficiary.

Single-familyProperty Type

1925Year Built

0.32 acresLot Size

$805Est. Price/Sq.Ft.

3 garage spacesParking

Listed by James Muse • Buyers Professional R. E. Services

Bought with Sheila White • Compass

Redfin checked: 2 minutes ago

•Source:MLS PIN #72143241

Redfin Estimate

$3,811,900

$2.1M since sold in August 2017$240K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 14.4% lower than the average sale price ($4.45M) of 6 comparable homes.

SOLD APR 29, 2026
$3,085,000
A
6 beds5.5 baths3,907 sq ft
8 Penniman Rd, Brookline, MA 02445
SOLD MAY 4, 2026
$4,600,000
B
5 beds6.5 baths4,300 sq ft
3 Cleveland, Brookline, MA 02445
SOLD AUG 4, 2026
$5,750,000
C
5 beds7.5 baths7,359 sq ft
124 Chestnut Hill Rd, Chestnut Hill, MA 02467
SOLD APR 27, 2026
$4,100,000
D
6 beds4.5 baths5,058 sq ft
282 Buckminster Rd, Brookline, MA 02445
SOLD MAY 6, 2026
$2,480,000
E
8 beds5 baths5,803 sq ft
9 Downing Rd, Brookline, MA 02445
SOLD JUN 24, 2026
$6,700,000
F
5 beds6.5 baths6,658 sq ft
278 Clinton Rd, Brookline, MA 02445

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Earn from this home

Sell

$2,478,982

Est. take-home

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Rent

$8,179/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

NEW 53 MINS AGO
$4,800,000
5 beds5.5 baths4,324 sq ft
221 Gardner Rd, Brookline, MA 02445
EARLY ACCESS
Unknown
5 beds6 baths3,539 sq ft
291 Tappan St, Brookline, MA 02445
$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
OPEN WED, 4:30PM TO 6PM
$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
$999,000
3 beds2 baths1,240 sq ft
1896 Beacon St Ph 3, Brookline, MA 02445
$805,000
3 beds1.5 baths1,303 sq ft
631 Chestnut Hill Ave #631, Brookline, MA 02445
$849,000
2 beds2 baths1,300 sq ft
99 Pond Ave #520, Brookline, MA 02445
3D WALKTHROUGH
$2,500,000
7 beds3 baths3,948 sq ft
103-105 Colbourne Cres, Brookline, MA 02445
See all

Provided by Redfin

Sale history for 439 Chestnut Hill Ave

Year

Property tax

Land + Additions

Assessment*

2023

$42,780 (+2.7%)

$975,200 + $3,315,700

$4,290,900

2022

$41,641 (+8.1%)

$928,700 + $3,157,800

$4,086,500

2021

$38,508 (+7.0%)

$893,000 + $3,036,400

$3,929,400

2020

$36,002 (+116.1%)

$811,800 + $2,997,900

$3,809,700

2019

$16,663 (+1.7%)

$773,200 + $1,005,100

$1,778,300

2018

$16,387 (+1.9%)

$765,800 + $966,400

$1,732,200

2017

$16,076 (+1.5%)

$722,400 + $904,700

$1,627,100

2016

$15,846 (+4.4%)

$675,200 + $845,500

$1,520,700

2015

$15,178 (+0.2%)

$631,000 + $790,200

$1,421,200

2014

$15,144 (+0.7%)

$580,400 + $749,200

$1,329,600

2013

$15,039 (+2.2%)

$563,500 + $727,400

$1,290,900

2012

$14,716 (+11.9%)

$563,500 + $727,400

$1,290,900

2011

$13,153 (+3.0%)

$509,100 + $654,900

$1,164,000

2010

$12,769 (+2.8%)

$509,100 + $654,900

$1,164,000

2009

$12,426

$507,500 + $654,900

$1,162,400

Tax history for 439 Chestnut Hill Ave

Year

Property tax

Land + Additions

Assessment*

2023

$42,780 (+2.7%)

$975,200 + $3,315,700

$4,290,900

2022

$41,641 (+8.1%)

$928,700 + $3,157,800

$4,086,500

2021

$38,508 (+7.0%)

$893,000 + $3,036,400

$3,929,400

2020

$36,002 (+116.1%)

$811,800 + $2,997,900

$3,809,700

2019

$16,663 (+1.7%)

$773,200 + $1,005,100

$1,778,300

2018

$16,387 (+1.9%)

$765,800 + $966,400

$1,732,200

2017

$16,076 (+1.5%)

$722,400 + $904,700

$1,627,100

2016

$15,846 (+4.4%)

$675,200 + $845,500

$1,520,700

2015

$15,178 (+0.2%)

$631,000 + $790,200

$1,421,200

2014

$15,144 (+0.7%)

$580,400 + $749,200

$1,329,600

2013

$15,039 (+2.2%)

$563,500 + $727,400

$1,290,900

2012

$14,716 (+11.9%)

$563,500 + $727,400

$1,290,900

2011

$13,153 (+3.0%)

$509,100 + $654,900

$1,164,000

2010

$12,769 (+2.8%)

$509,100 + $654,900

$1,164,000

2009

$12,426

$507,500 + $654,900

$1,162,400

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

Public record

Public record
Permits

Beds

Baths

6.5

Stories

Lot width

—

Lot depth

—

Lot size

0.32 Acres

Year renovated

1958

Sq. Ft.

5,677

Year built

1925

Style

Single Family Residential

County

Norfolk County

APN

38975

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Oct 5, 2020 • Final

Residential plumbing

Take over plumbing work on a residential building.

Plumbing

Jul 3, 2019 • Final

Residential gas

Install or repair gas piping for a residential building.

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

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 3
# of Covered Spaces: 3
Parking Spaces: 2
AttachedGarageYN: Yes
Parking Features: Under, Heated Garage, Garage Faces Side, Off Street, Paved

Interior

Master Bedroom Information
Area: 504
Length: 21
Width: 24
Level: Second
Features: Bathroom - Full,Walk-In Closet(s),Flooring - Wood

Bedroom #2 Information
Area: 196
Length: 14
Width: 14
Level: Second

Bedroom #3 Information
Area: 294
Length: 21
Width: 14
Level: Second
Features: Walk-In Closet(s),Flooring - Wood

Bedroom #4 Information
Area: 294
Length: 21
Width: 14
Level: Second
Features: Walk-In Closet(s),Flooring - Wood

Bedroom #5 Information
Area: 130
Length: 10
Width: 13
Level: Second
Features: Flooring - Wood

Bathroom Information
# of Bathrooms (Full): 4
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Area: 30
Length: 6
Width: 5
Level: First
Features: Bathroom - Half,Flooring - Stone/Ceramic Tile

Bathroom #2 Information
Area: 98
Length: 7
Width: 14
Level: Second
Features: Bathroom - Full,Bathroom - With Tub & Shower,Flooring - Stone/Ceramic Tile,Jacuzzi / Whirlpool Soaking Tub

Bathroom #3 Information
Area: 48
Length: 6
Width: 8
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower

Living Room Information
Area: 714
Length: 21
Width: 34
Level: First
Features: Flooring - Hardwood,Flooring - Wood,Window(s) - Bay/Bow/Box

Family Room Information
Area: 378
Length: 21
Width: 18
Level: First
Features: Flooring - Stone/Ceramic Tile

Dining Room Information
Area: 504
Length: 24
Width: 21
Level: First
Features: Flooring - Marble

Kitchen Information
Area: 399
Length: 21
Width: 19
Level: First
Features: Flooring - Stone/Ceramic Tile,Dining Area,Pantry

Basement Information
Basement: Full, Walk-Out Access, Interior Entry, Garage Access, Sump Pump, Concrete, Unfinished

Laundry Information
Laundry Dimen: 8X10
Laundry Features: Electric Dryer Hookup, In Basement, Washer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1
Fireplace Features: Living Room

Interior Features
# of Rooms (Total): 16
Window Features: Storm Window(s)
Flooring: Wood, Tile, Marble, Flooring - Stone/Ceramic Tile
Interior Features: Bathroom - 3/4, Bathroom - Tiled With Shower Stall, Bathroom - With Shower Stall, Bathroom, Walk-Up Attic

Exterior

Building Information
Building Area (Total): 4,736
Foundation Details: Concrete Perimeter
Construction Materials: Brick
Year Built Source: Public Records
Year Built Details: Actual
Color: Red Brick

Exterior Features
Roof: Slate
Patio And Porch Features: Porch - Enclosed
Exterior Features: Porch - Enclosed, Rain Gutters, Professional Landscaping, Sprinkler System, Garden

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.32
Lot Features: Corner Lot
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $16,076
Tax Year: 2017

Utilities

Utility Information
Utilities: for Gas Range, for Gas Oven, for Electric Dryer, Washer Hookup, Icemaker Connection
Sewer: Public Sewer
Water Source: Public
Electric: 220 Volts, Circuit Breakers, 100 Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Central, Natural Gas
Cooling: Window Unit(s)

Location

Location Information
Directions: Beacon Street to Chestnut Hill Avenue, corner of Clinton Road
UnparsedAddress: 439 Chestnut Hill Avenue, Brookline MA 02445

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Golf, Medical Facility, Conservation Area, House of Worship, Private School, Public School, T-Station, University, Sidewalks

Public facts

Beds: 8
Baths: 6.5
Sq. Ft.: 5,677
Stories: 2.0
Lot Size: 0.32 acres
Style: Single Family Residential
Year Built: 1925
Year Renovated: 1958
County: Norfolk County
APN: 38975

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 1

Listing Information
Exclusions: Washer Dryer And Family Room And Living Room Chandeliers
StandardStatus: Closed

Around this home

Schools
Places
Transit

Roland Hayes School

Public PreK-8 • Assigned • 0.4mi

9/10

Brookline High School

Public 9-12 • Assigned • 1.0mi

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
151 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)

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

$3.62M – $4.38M

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Nearby similar homes

NEW 53 MINS AGO

$4,800,000

5 beds5.5 baths4,324 sq ft

221 Gardner Rd, Brookline, MA 02445

$3,295,000

5 beds3 baths2,834 sq ft

185 Warren St, Brookline, MA 02445

$4,495,000

5 beds7 baths5,911 sq ft

17 Edge Hill Rd, Chestnut Hill, MA 02467

$3,750,000

3 beds3.5 baths3,790 sq ft

331 Heath St, Chestnut Hill, MA 02467

$14,995,000

6 beds7 baths13,200 sq ft

33 Sears Rd, Brookline, MA 02445

$16,000,000

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New listings for sale in 02445

NEW 53 MINS AGO

$4,800,000

5 beds5.5 baths4,324 sq ft

221 Gardner Rd, Brookline, MA 02445

EARLY ACCESSCOMPASS COMING SOON

Unknown

5 beds6 baths3,539 sq ft

291 Tappan St, Brookline, MA 02445

$1,495,000

3 beds2 baths1,759 sq ft

12 Kilsyth Rd #3, Brookline, MA 02445

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1 bed1 bath860 sq ft

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OPEN WED, 4:30PM TO 6PM

$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

$999,000

3 beds2 baths1,240 sq ft

1896 Beacon St Ph 3, Brookline, MA 02445

$805,000

3 beds1.5 baths1,303 sq ft

631 Chestnut Hill Ave #631, Brookline, MA 02445

$849,000

2 beds2 baths1,300 sq ft

99 Pond Ave #520, Brookline, MA 02445

Home values near 439 Chestnut Hill Ave

Data from public records.

Address	Redfin Estimate
357 Clinton Rd, Brookline, MA 6 Beds \| 4 Baths \| 3577 Sq. Ft.	$2,922,134
338 Clinton Rd, Brookline, MA 6 Beds \| 3.5 Baths \| 3968 Sq. Ft.	$3,640,141

Address	Redfin Estimate
351 Clinton Rd, Brookline, MA 7 Beds \| 3.5 Baths \| 4256 Sq. Ft.	$2,812,914
330 Clinton Rd, Brookline, MA 6 Beds \| 3.5 Baths \| 3338 Sq. Ft.	$3,591,148

Address	Redfin Estimate
345 Clinton Rd, Brookline, MA 4 Beds \| 3.5 Baths \| 2995 Sq. Ft.	$2,523,278
404 Clinton Rd, Brookline, MA 4 Beds \| 3 Baths \| 2375 Sq. Ft.	$2,767,459

Property information provided by MLS PIN when last listed in 2017. This data may not match . Learn more.

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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 439 Chestnut Hill Ave

Tax history for 439 Chestnut Hill Ave

Public record

Property details

Around this home

Lifestyle

Local insights from Redfin agents

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02445

Home values near 439 Chestnut Hill Ave

More real estate resources