Google street view image for 21 Chilton St, Brookline, MA 02446

Off market aug 1990 for $850K

$4,289,970

Est. refi paymentEst. refi $5,560/mo

•

3.5 ba

•

3,461

sq ft

21 Chilton St, Brookline, MA 02446

About this home

21 Chilton St is a 3,461 square foot house on a 10,454 square foot lot with 3 bedrooms and 3.5 bathrooms. - it last sold on August 15, 1990 for $850,000. Based on Redfin's Brookline data, we estimate the home's value is $4,289,970.

Single-familyProperty Type

1940Year Built

10,454 sq ftLot Size

$1,240Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$4,289,970

$3.4M since sold in August 1990$167K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 26.7% higher than the average sale price ($3.39M) of 6 comparable homes.

SOLD SEP 10, 2026
$4,650,000
A
4 beds4.5 baths3,560 sq ft
178 Ivy St, Brookline, MA 02446
SOLD JUL 31, 2026
$2,375,000
B
5 beds3.5 baths3,195 sq ft
121 Thorndike St, Brookline, MA 02446
SOLD JUN 12, 2026
$2,600,000
C
3 beds2 baths2,069 sq ft
108 Crowninshield, Brookline, MA 02446
SOLD AUG 13, 2026
$4,050,000
D
5 beds4.5 baths3,738 sq ft
95 Babcock St, Brookline, MA 02446
SOLD JUN 5, 2026
$2,275,000
E
4 beds3.5 baths2,393 sq ft
221 Freeman St #221, Brookline, MA 02446
SOLD SEP 25, 2026
$4,368,000
F
6 beds4.5 baths4,060 sq ft
38 Fuller St, Brookline, MA 02446

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Earn from this home

Sell

$4,076,359

Est. take-home

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Refinance

Est. cash available

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Rent

$8,063/mo

Redfin rental estimate

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Market trends in 02446, MA

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

99.3%

0.3% MoM

Median sale price

$1.4M

$202K MoM

Avg. days on market

25d

1 days MoM

Recently sold homes

23 MoM

New listings for sale

EARLY ACCESS
$885,000
2 beds1 bath1,087 sq ft
55 Thatcher St #6, Brookline, MA 02446
$1,399,000
4 beds2 baths1,610 sq ft
183 Babcock #3, Brookline, MA 02446
$973,000
2 beds2 baths1,192 sq ft
41 Centre St #105, Brookline, MA 02446
$1,049,000
3 beds2 baths1,470 sq ft
50 Lancaster Ter #3, Brookline, MA 02446
$639,000
1 bed1 bath775 sq ft
1600 Beacon St #303, Brookline, MA 02446
$1,250,000
2 beds2 baths1,800 sq ft
45 Longwood Ave Ph D, Brookline, MA 02446
$675,000
3 beds1 bath1,148 sq ft
9 Auburn Ct #3, Brookline, MA 02446
$1,425,000
2 beds2 baths1,624 sq ft
216 Summit Ave Unit E-102, Brookline, MA 02446
$789,000
1 bed1 bath984 sq ft
41 Centre St #106, Brookline, MA 02446
$1,250,000
2 beds2 baths1,237 sq ft
1265 Beacon St #505, Brookline, MA 02446
See all

Provided by Redfin

Sale history for 21 Chilton St

Year

Property tax

Land + Additions

Assessment*

2023

$34,178 (+2.7%)

$1,803,100 + $1,625,000

$3,428,100

2022

$33,267 (+8.1%)

$1,717,100 + $1,547,600

$3,264,700

2021

$30,764 (+9.6%)

$1,651,100 + $1,488,100

$3,139,200

2020

$28,071 (+5.9%)

$1,501,000 + $1,469,500

$2,970,500

2019

$26,508 (+8.9%)

$1,429,500 + $1,399,500

$2,829,000

2018

$24,343 (+1.5%)

$1,216,100 + $1,357,200

$2,573,300

2017

$23,985 (+1.5%)

$1,147,300 + $1,280,300

$2,427,600

2016

$23,641 (+4.4%)

$1,072,200 + $1,196,600

$2,268,800

2015

$22,646 (−2.9%)

$1,002,100 + $1,118,300

$2,120,400

2014

$23,321 (+0.7%)

$911,000 + $1,136,500

$2,047,500

2013

$23,159 (+2.2%)

$884,500 + $1,103,400

$1,987,900

2012

$22,662 (+0.7%)

$884,500 + $1,103,400

$1,987,900

2011

$22,508 (+3.5%)

$890,800 + $1,101,100

$1,991,900

2010

$21,737 (+2.6%)

$890,800 + $1,090,700

$1,981,500

2009

$21,181

$890,800 + $1,090,600

$1,981,400

Tax history for 21 Chilton St

Year

Property tax

Land + Additions

Assessment*

2023

$34,178 (+2.7%)

$1,803,100 + $1,625,000

$3,428,100

2022

$33,267 (+8.1%)

$1,717,100 + $1,547,600

$3,264,700

2021

$30,764 (+9.6%)

$1,651,100 + $1,488,100

$3,139,200

2020

$28,071 (+5.9%)

$1,501,000 + $1,469,500

$2,970,500

2019

$26,508 (+8.9%)

$1,429,500 + $1,399,500

$2,829,000

2018

$24,343 (+1.5%)

$1,216,100 + $1,357,200

$2,573,300

2017

$23,985 (+1.5%)

$1,147,300 + $1,280,300

$2,427,600

2016

$23,641 (+4.4%)

$1,072,200 + $1,196,600

$2,268,800

2015

$22,646 (−2.9%)

$1,002,100 + $1,118,300

$2,120,400

2014

$23,321 (+0.7%)

$911,000 + $1,136,500

$2,047,500

2013

$23,159 (+2.2%)

$884,500 + $1,103,400

$1,987,900

2012

$22,662 (+0.7%)

$884,500 + $1,103,400

$1,987,900

2011

$22,508 (+3.5%)

$890,800 + $1,101,100

$1,991,900

2010

$21,737 (+2.6%)

$890,800 + $1,090,700

$1,981,500

2009

$21,181

$890,800 + $1,090,600

$1,981,400

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

Permits

Apr 2, 2015 • Active

Residential building

Retile the bathroom and install a rubber roof. Repair the slate roofing.

Bathroom

Remodel

Roofing

Jul 9, 2009 • Active

Residential electrical

Rewire the electrical system in a kitchen.

Electrical

Kitchen

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: 1,825
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: 10

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Colonial
Construction Type: Frame
Exterior Wall: Brick
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 3,461
Gross Sq. Ft: 6,296
# of Units: 1
# of Stories: 2

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

Lot Information
# of Buildings: 1
Land Sq. Ft: 10,454
Municipality Name: BROOKLINE
Acres: 0.24
Zoning Code: S-7
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 3
Baths: 3.5
Sq. Ft.: 3,461
Stories: 2.0
Lot Size: 10,454 square feet
Style: Single Family Residential
Year Built: 1940
Year Renovated: 1967
County: Norfolk County
APN: 28475

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

Lawrence School

Public K-8 • Assigned • 0.6mi

10/10

Brookline High School

Public 9-12 • Assigned • 1.3mi

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...
1 month 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

2/10 Fire Factor

0.00% 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 • 02446

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

$4.10M – $4.96M

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55 Thatcher St #6, Brookline, MA 02446

Deeded parking space • In-unit laundry • Spacious family room

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Home values near 21 Chilton St

Data from public records.

Address	Redfin Estimate
26 Chilton Street, Brookline, MA 5 Beds \| 5.5 Baths \| 5438 Sq. Ft.	$5,121,635
7 Chilton Street, Brookline, MA 4 Beds \| 3.5 Baths \| 3407 Sq. Ft.	$3,518,204

Address	Redfin Estimate
16 Chilton Street, Brookline, MA 5 Beds \| 5.5 Baths \| 4822 Sq. Ft.	$5,179,052
15 Chilton Street, Brookline, MA 3 Beds \| 3 Baths \| 3150 Sq. Ft.	$3,915,720

Address	Redfin Estimate
6 Chilton Street, Brookline, MA 4 Beds \| 3.5 Baths \| - Sq. Ft.	$5,887,832
27 Chilton Street, Brookline, MA 3 Beds \| 3.5 Baths \| 3040 Sq. Ft.	$3,559,269

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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 02446, MA

Sale history for 21 Chilton St

Tax history for 21 Chilton St

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 02446

Home values near 21 Chilton St

More real estate resources