Off market dec 2022 for $3.3M

$3,538,468

Est. refi paymentEst. refi $1,007/mo

•

3,040

sq ft

27 Chilton St, Brookline, MA 02446

About this home

A 1935 Tudor Style home in the unrivaled Cottage Farm Historic District. Consisting of a little over 3,000 square feet on a .19 acre corner lot, this 3-bedroom, 3.5-bathroom home offers endless possibilities. Thoughtful in proportion, each room allows for functional living and entertaining space. A large primary bedroom with dressing room and bathroom along with 2 bedrooms and a shared bath complete the second floor. The unfinished lower level has direct access to an oversized two-car garage. This exceptional location allows for the tranquil feeling of being surrounded by verdant landscape but just a stone's throw to all that Brookline, Boston, and Cambridge have to offer.

Single-familyProperty Type

1935Year Built

8,211 sq ftLot Size

$1,164Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Paul Grover • Berkshire Hathaway HomeServices Robert Paul Properties

Bought with Kyle Kaagan Team • Gibson Sotheby's International Realty

Redfin checked: a minute ago

•Source:MLS PIN #73053834

Redfin Estimate

$3,538,468

$238K since sold in December 2022$132K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 12% higher than the average sale price ($3.16M) 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 DEC 9, 2025
$3,000,000
D
5 beds4.5 baths2,997 sq ft
6 Elba 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 AUG 13, 2026
$4,050,000
F
5 beds4.5 baths3,738 sq ft
95 Babcock St, Brookline, MA 02446

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Earn from this home

Sell

$915,102

Est. take-home

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Refinance

Est. cash available

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Rent

$7,989/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 27 Chilton St

Year

Property tax

Land + Additions

Assessment*

2023

$26,081 (+2.7%)

$1,703,600 + $912,300

$2,615,900

2022

$25,386 (+8.1%)

$1,622,400 + $868,900

$2,491,300

2021

$23,476 (+10.7%)

$1,560,000 + $835,500

$2,395,500

2020

$21,198 (+5.9%)

$1,418,200 + $825,000

$2,243,200

2019

$20,018 (+9.5%)

$1,350,700 + $785,700

$2,136,400

2018

$18,273 (+1.5%)

$1,150,500 + $781,100

$1,931,600

2017

$18,004 (+1.5%)

$1,085,500 + $736,800

$1,822,300

2016

$17,746 (+4.4%)

$1,014,500 + $688,600

$1,703,100

2015

$16,999 (+1.4%)

$948,100 + $643,600

$1,591,700

2014

$16,769 (+0.7%)

$861,900 + $610,400

$1,472,300

2013

$16,653 (+2.2%)

$836,800 + $592,600

$1,429,400

2012

$16,295 (+2.9%)

$836,800 + $592,600

$1,429,400

2011

$15,831 (+3.0%)

$821,600 + $579,400

$1,401,000

2010

$15,369 (+2.6%)

$821,600 + $579,400

$1,401,000

2009

$14,977

$821,600 + $579,400

$1,401,000

Tax history for 27 Chilton St

Year

Property tax

Land + Additions

Assessment*

2023

$26,081 (+2.7%)

$1,703,600 + $912,300

$2,615,900

2022

$25,386 (+8.1%)

$1,622,400 + $868,900

$2,491,300

2021

$23,476 (+10.7%)

$1,560,000 + $835,500

$2,395,500

2020

$21,198 (+5.9%)

$1,418,200 + $825,000

$2,243,200

2019

$20,018 (+9.5%)

$1,350,700 + $785,700

$2,136,400

2018

$18,273 (+1.5%)

$1,150,500 + $781,100

$1,931,600

2017

$18,004 (+1.5%)

$1,085,500 + $736,800

$1,822,300

2016

$17,746 (+4.4%)

$1,014,500 + $688,600

$1,703,100

2015

$16,999 (+1.4%)

$948,100 + $643,600

$1,591,700

2014

$16,769 (+0.7%)

$861,900 + $610,400

$1,472,300

2013

$16,653 (+2.2%)

$836,800 + $592,600

$1,429,400

2012

$16,295 (+2.9%)

$836,800 + $592,600

$1,429,400

2011

$15,831 (+3.0%)

$821,600 + $579,400

$1,401,000

2010

$15,369 (+2.6%)

$821,600 + $579,400

$1,401,000

2009

$14,977

$821,600 + $579,400

$1,401,000

*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

3.5

Stories

Lot width

—

Lot depth

—

Lot size

8,276 Sq. Ft.

Year renovated

1958

Sq. Ft.

3,040

Year built

1935

Style

Single Family Residential

County

Norfolk County

APN

28476

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Jan 27, 2023 • Active

Residential gas

Gas

Jan 27, 2023 • Active

Residential plumbing

Remodel a kitchen on the first floor including a sink, dishwasher, garbage disposal, and ice maker connection. Remodel an existing bathroom on the first floor and two existing bathrooms on the second floor. Work includes installing toilets, lavatories, tubs, and showers.

Bathroom

Kitchen

Plumbing

Remodel

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
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 6

Interior

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 1

Basement Information
Basement: Full

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1

Interior Features
# of Rooms (Total): 8

Exterior

Building Information
Building Area (Total): 3,040
Foundation Details: Block
Year Built Source: Public Records
Year Built Details: Actual

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.19
Lot Features: Corner Lot

Financial

Tax Information
Tax Annual Amount: $25,386
Tax Year: 2022

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Heating: Forced Air, Natural Gas

Location

Location Information
Directions: Beacon Street to Churchill Street, right on Chilton Street, house is on the corner of Chilton & Ivy.
UnparsedAddress: 27 Chilton St, Brookline MA 02446

Community Information
Senior CommunityYN: No

Public facts

Beds: 3
Baths: 3.5
Sq. Ft.: 3,040
Stories: 2.0
Lot Size: 8,276 square feet
Style: Single Family Residential
Year Built: 1935
Year Renovated: 1958
County: Norfolk County
APN: 28476

Home facts updated by county records on Jul 20, 2023

Other

Listing Information
StandardStatus: Closed

Around this home

Schools

Lawrence School

Public K-8 • Assigned • 0.6mi

10/10

Brookline High School

Public 9-12 • Assigned • 1.4mi

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, 14 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

$3.36M – $4.07M

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Home values near 27 Chilton St

Data from public records.

Address	Redfin Estimate
26 Chilton Street, Brookline, MA 5 Beds \| 5.5 Baths \| 5438 Sq. Ft.	$5,118,971
7 Chilton Street, Brookline, MA 4 Beds \| 3.5 Baths \| 3407 Sq. Ft.	$3,556,796

Address	Redfin Estimate
16 Chilton Street, Brookline, MA 5 Beds \| 5.5 Baths \| 4822 Sq. Ft.	$5,193,272
15 Chilton Street, Brookline, MA 3 Beds \| 3 Baths \| 3150 Sq. Ft.	$3,930,231

Address	Redfin Estimate
6 Chilton Street, Brookline, MA 4 Beds \| 3.5 Baths \| - Sq. Ft.	$5,888,244
21 Chilton Street, Brookline, MA 3 Beds \| 3.5 Baths \| 3461 Sq. Ft.	$4,289,970

Property information provided by MLS PIN when last listed in 2022. 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 02446, MA

Sale history for 27 Chilton St

Tax history for 27 Chilton St

Public record

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 27 Chilton St

More real estate resources