Google satellite image for 21 Essex Rd, Chestnut Hill, MA 02467

Off market

$5,121,017

•

5.5 ba

•

5,345

sq ft

21 Essex Rd, Chestnut Hill, MA 02467

About this home

21 Essex Rd is a 5,345 square foot house on a 1.72 acre lot with 6 bedrooms and 5.5 bathrooms. Based on Redfin's Chestnut Hill data, we estimate the home's value is $5,121,017.

Single-familyProperty Type

1926Year Built

1.72 acresLot Size

$958Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$5,121,017

$77K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 30.4% higher than the average sale price ($3.93M) of 6 comparable homes.

SOLD SEP 24, 2026
$3,855,000
A
5 beds5.5 baths8,000 sq ft
85 Gate House Rd, Chestnut Hill, MA 02467
SOLD OCT 23, 2026
$3,875,000
B
5 beds4.5 baths6,419 sq ft
540 Chestnut Hill Ave, 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 JUL 23, 2026
$2,805,000
D
5 beds4.5 baths4,694 sq ft
78 Waban Hill Rd N, Chestnut Hill, MA 02467
SOLD APR 29, 2026
$3,085,000
E
6 beds5.5 baths3,907 sq ft
8 Penniman Rd, Brookline, MA 02445
SOLD MAY 5, 2026
$4,200,000
F
6 beds4.5 baths4,874 sq ft
42 Lawrence Rd, Chestnut Hill, MA 02467

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Earn from this home

Sell

$4,866,219

Est. take-home

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Rent

$7,477/mo

Redfin rental estimate

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Market trends in 02467, MA

Last updated October 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

97.1%

2.3% MoM

Median sale price

$1.6M

$69K MoM

Avg. days on market

83d

42 days MoM

Recently sold homes

15 MoM

New listings for sale

NEW 15 HRS AGO
$1,299,000
2 beds2.5 baths1,514 sq ft
321 Hammond Pond Pkwy #201, Chestnut Hill, MA 02467
NEW 27 HRS AGO
$4,475,000
6 beds5.5 baths4,015 sq ft
23 Circuit Rd, Chestnut Hill, MA 02467
EARLY ACCESS
Unknown
2 beds2 baths884 sq ft
99 Florence St, Chestnut Hill, MA 02467
VIDEO TOUR
$1,995,000
5 beds4.5 baths3,812 sq ft
91 Spooner Rd, Chestnut Hill, MA 02467
OPEN SUN, 12:30PM TO 2PM
$3,200,000
6 beds5.5 baths4,730 sq ft
67 Moody St, Chestnut Hill, MA 02467
$16,000,000
5 beds6 baths6,640 sq ft
154 Woodland Rd, Chestnut Hill, MA 02467
See all

Provided by Redfin

Sale history for 21 Essex Rd

As the MLS and public records start to fill up, we'll list the details here.

Year

Property tax

Land + Additions

Assessment*

2026

$47,600 (+3.8%)

$3,570,800 + $1,341,500

$4,912,300

2025

$45,848 (+3.4%)

$3,400,800 + $1,277,600

$4,678,400

2024

$44,331 (+3.2%)

$3,301,700 + $1,240,400

$4,542,100

2023

$42,939 (+4.5%)

$2,727,000 + $1,491,000

$4,218,000

2022

$41,087 (+3.6%)

$2,525,000 + $1,380,600

$3,905,600

2021

$39,645 (+3.1%)

$2,382,100 + $1,302,400

$3,684,500

2020

$38,466 (+2.9%)

$2,382,100 + $1,302,400

$3,684,500

2019

$37,382 (+4.6%)

$2,312,700 + $1,264,500

$3,577,200

2018

$35,742 (+3.1%)

$1,958,500 + $1,344,800

$3,303,300

2017

$34,653 (+4.6%)

$1,847,600 + $1,268,700

$3,116,300

2016

$33,143 (+4.9%)

$1,726,700 + $1,185,700

$2,912,400

2015

$31,601 (+0.4%)

$1,613,700 + $1,108,200

$2,721,900

2014

$31,479 (+5.5%)

$1,459,000 + $1,138,300

$2,597,300

2013

$29,843 (+2.9%)

$1,459,000 + $1,138,300

$2,597,300

2012

$29,012 (+2.6%)

$1,459,000 + $1,138,300

$2,597,300

2011

$28,266 (+2.6%)

$1,388,800 + $1,204,400

$2,593,200

2010

$27,546 (+2.4%)

$1,417,100 + $1,229,000

$2,646,100

2009

$26,893

$1,446,000 + $1,254,100

$2,700,100

Tax history for 21 Essex Rd

Year

Property tax

Land + Additions

Assessment*

2026

$47,600 (+3.8%)

$3,570,800 + $1,341,500

$4,912,300

2025

$45,848 (+3.4%)

$3,400,800 + $1,277,600

$4,678,400

2024

$44,331 (+3.2%)

$3,301,700 + $1,240,400

$4,542,100

2023

$42,939 (+4.5%)

$2,727,000 + $1,491,000

$4,218,000

2022

$41,087 (+3.6%)

$2,525,000 + $1,380,600

$3,905,600

2021

$39,645 (+3.1%)

$2,382,100 + $1,302,400

$3,684,500

2020

$38,466 (+2.9%)

$2,382,100 + $1,302,400

$3,684,500

2019

$37,382 (+4.6%)

$2,312,700 + $1,264,500

$3,577,200

2018

$35,742 (+3.1%)

$1,958,500 + $1,344,800

$3,303,300

2017

$34,653 (+4.6%)

$1,847,600 + $1,268,700

$3,116,300

2016

$33,143 (+4.9%)

$1,726,700 + $1,185,700

$2,912,400

2015

$31,601 (+0.4%)

$1,613,700 + $1,108,200

$2,721,900

2014

$31,479 (+5.5%)

$1,459,000 + $1,138,300

$2,597,300

2013

$29,843 (+2.9%)

$1,459,000 + $1,138,300

$2,597,300

2012

$29,012 (+2.6%)

$1,459,000 + $1,138,300

$2,597,300

2011

$28,266 (+2.6%)

$1,388,800 + $1,204,400

$2,593,200

2010

$27,546 (+2.4%)

$1,417,100 + $1,229,000

$2,646,100

2009

$26,893

$1,446,000 + $1,254,100

$2,700,100

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

Property details

Interior

Basement Information
Basement Sq. Ft: 2,281
Basement Type: Partial

Bathroom Information
# of Full Baths: 5
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Hot Water

Fireplace Information
# of Fireplaces: 6
Has Fireplace

Room Information
# of Rooms: 11

Exterior

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

Property Information
Living Sq. Ft: 5,345
Gross Sq. Ft: 10,569
Ground Floor Sq. Ft: 2,593
# 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: 74,923
Municipality Name: NEWTON
Acres: 1.72
Zoning Code: SR1
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2026

Public facts

Beds: 6
Baths: 5.5
Sq. Ft.: 5,345
Stories: 2.0
Lot Size: 1.72 acres
Style: Single Family Residential
Year Built: 1926
Year Renovated: —
County: Middlesex County
APN: 162501S

Home facts updated by county records on Oct 15, 2026

Around this home

Schools

K - 12
Preschool & daycare

Bowen

Public K-5 • Assigned • 1.5mi

8/10

Oak Hill Middle School

Public 6-8 • Assigned • 1.9mi

8/10

Newton South High School

Public 9-12 • Assigned • 1.8mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Local insights from Redfin agents

Comprising 13 distinct 'villages,' Newton remains a fiercely competitive Seller's market. With restrictive zoning, multiple T stops, and a suburban setting near Boston, this highly desirable, built-out city lacks new buildable land, ensuring new...
2 months ago • Newton
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

5/10 Heat Factor

7 days above 96° expected this year, 14 days in 30 years

6/10 Wind Factor

58% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Chestnut Hill, MA • 02467

Average low and high temperatures (°F)

34°

21°

36°

22°

51°

33°

59°

42°

68°

52°

80°

62°

84°

66°

79°

61°

74°

57°

63°

48°

52°

38°

39°

26°

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

$4.87M – $5.89M

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New listings for sale in 02467

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2 beds2.5 baths1,514 sq ft

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Open floor plan • Hardwood floors • Custom closets

NEW 27 HRS AGO

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EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

Unknown

2 beds2 baths884 sq ft

99 Florence St, Chestnut Hill, MA 02467

Updated kitchen • Granite countertop • Renovated bathrooms

VIDEO TOUR

$1,995,000

5 beds4.5 baths3,812 sq ft

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Interior courtyard • Fireplace office • 0.8 acre lot

OPEN SUN, 12:30PM TO 2PM

$3,200,000

6 beds5.5 baths4,730 sq ft

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Exquisite millwork • Soaring ceilings • White oak floors

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New construction • Golf course views • Limestone façade

Home values near 21 Essex Rd

Data from public records.

Address	Redfin Estimate
25 Essex Road, Chestnut Hill, MA 5 Beds \| 5 Baths \| 4763 Sq. Ft.	$6,434,250
16 Essex Road, Chestnut Hill, MA 5 Beds \| 5.5 Baths \| 6589 Sq. Ft.	$5,477,400
24 Essex Road, Chestnut Hill, MA 5 Beds \| 4.5 Baths \| 3868 Sq. Ft.	$5,023,018
51 Essex Road, Chestnut Hill, MA 7 Beds \| 5 Baths \| 9343 Sq. Ft.	$7,118,678
85 Chestnut Hill Road, Chestnut Hill, MA 8 Beds \| 6 Baths \| - Sq. Ft.	$5,481,189
155 Chestnut Hill Road, Chestnut Hill, MA 10 Beds \| 4.5 Baths \| 4802 Sq. Ft.	$4,390,677
155 Chestnut Hill Road, Chestnut Hill, MA 10 Beds \| 4.5 Baths \| 4802 Sq. Ft.	$4,168,841

Address	Redfin Estimate
51 Essex Road, Chestnut Hill, MA 4 Beds \| 4 Baths \| - Sq. Ft.	$9,665,883
29 Essex Road, Chestnut Hill, MA 3 Beds \| 4 Baths \| 2734 Sq. Ft.	$2,753,524
52 Essex Road, Chestnut Hill, MA 7 Beds \| 7 Baths \| 8320 Sq. Ft.	$6,486,556
25 Essex Road, Chestnut Hill, MA 7 Beds \| 6 Baths \| 5348 Sq. Ft.	$5,073,998
101 Chestnut Hill Road, Chestnut Hill, MA 5 Beds \| 6 Baths \| 6619 Sq. Ft.	$4,563,979
169 Chestnut Hill Road, Chestnut Hill, MA 8 Beds \| 5.5 Baths \| 6160 Sq. Ft.	$5,154,686
101 Chestnut Hill Road, Chestnut Hill, MA 5 Beds \| 6 Baths \| 6619 Sq. Ft.	$5,312,289

Address	Redfin Estimate
52 Essex Road, Chestnut Hill, MA 7 Beds \| 7 Baths \| 8320 Sq. Ft.	$7,126,562
21 Essex Road, Chestnut Hill, MA 6 Beds \| 5.5 Baths \| 5345 Sq. Ft.	$4,858,233
16 Essex Road, Chestnut Hill, MA 6 Beds \| 4.5 Baths \| 6995 Sq. Ft.	$5,201,496
73 Chestnut Hill Road, Chestnut Hill, MA 5 Beds \| 5 Baths \| 5544 Sq. Ft.	$4,498,909
147 Chestnut Hill Road, Chestnut Hill, MA 7 Beds \| 7 Baths \| - Sq. Ft.	$5,909,034
164 Chestnut Hill Road, Chestnut Hill, MA 6 Beds \| 8 Baths \| 8176 Sq. Ft.	$9,829,653
164 Chestnut Hill Road, Chestnut Hill, MA 6 Beds \| 8 Baths \| 7576 Sq. Ft.	$7,007,078

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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 02467, MA

Sale history for 21 Essex Rd

Tax history for 21 Essex Rd

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 02467

Home values near 21 Essex Rd

More real estate resources