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

Off market

$4,858,233

•

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 $4,858,233.

Single-familyProperty Type

1926Year Built

1.72 acresLot Size

$909Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$4,858,233

$100K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 23.7% 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

$4,616,459

Est. take-home

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Rent

$7,496/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.

Tax history for 21 Essex Rd

*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: 162501

Home facts updated by county records on Apr 21, 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

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$4.62M – $5.59M

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Nearby similar homes

NEW 27 HRS AGO

$4,475,000

6 beds5.5 baths4,015 sq ft

23 Circuit Rd, Chestnut Hill, MA 02467

French doors • Dual walk-in closets • 0.28 acre lot

$34,000,000

7 beds13 baths19,138 sq ft

55 Singletree Rd, Chestnut Hill, MA 02467

Private acres • Rooftop terrace • Private tennis court

$2,250,000

6 beds3 baths5,030 sq ft

309 Buckminster Rd, Brookline, MA 02445

Main staircase • Separate entrance • Home office

$2,765,000

5 beds3.5 baths4,028 sq ft

401 Heath St, Chestnut Hill, MA 02467

Butler's pantry • Mudroom • Playroom

$2,495,000

4 beds4.5 baths4,340 sq ft

79 Woodchester Dr, Chestnut Hill, MA 02467

Tudor style home • High ceilings • Hardwood floors

$3,700,000

6 beds4.5 baths4,350 sq ft

292 Clinton Rd, Brookline, MA 02445

Victorian residence • Gracious foyer • 7,688 sq ft lot

New listings for sale in 02467

NEW 15 HRS AGO

$1,299,000

2 beds2.5 baths1,514 sq ft

321 Hammond Pond Pkwy #201, Chestnut Hill, MA 02467

Open floor plan • Hardwood floors • Custom closets

NEW 27 HRS AGO

$4,475,000

6 beds5.5 baths4,015 sq ft

23 Circuit Rd, Chestnut Hill, MA 02467

French doors • Dual walk-in closets • 0.28 acre lot

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

91 Spooner Rd, Chestnut Hill, MA 02467

Interior courtyard • Fireplace office • 0.8 acre lot

OPEN SUN, 12:30PM TO 2PM

$3,200,000

6 beds5.5 baths4,730 sq ft

67 Moody St, Chestnut Hill, MA 02467

Exquisite millwork • Soaring ceilings • White oak floors

$16,000,000

5 beds6 baths6,640 sq ft

154 Woodland Rd, Chestnut Hill, MA 02467

New construction • Golf course views • Limestone façade

Home values near 21 Essex Rd

Data from public records.

Address	Redfin Estimate
25 Essex Rd, Chestnut Hill, MA 5 Beds \| 5 Baths \| 4763 Sq. Ft.	$6,434,250
52 Essex Rd, Chestnut Hill, MA 7 Beds \| 7 Baths \| 8320 Sq. Ft.	$7,126,562
24 Essex Rd, Chestnut Hill, MA 5 Beds \| 4.5 Baths \| 3868 Sq. Ft.	$5,023,018
51 Essex Rd, Chestnut Hill, MA 7 Beds \| 5 Baths \| 9343 Sq. Ft.	$7,118,678
85 Chestnut Hill Rd, Chestnut Hill, MA 8 Beds \| 6 Baths \| - Sq. Ft.	$5,481,189
155 Chestnut Hill Rd, Chestnut Hill, MA 10 Beds \| 4.5 Baths \| 4802 Sq. Ft.	$4,390,677
155 Chestnut Hill Rd, Chestnut Hill, MA 10 Beds \| 4.5 Baths \| 4802 Sq. Ft.	$4,168,841

Address	Redfin Estimate
21 Essex Rd, Chestnut Hill, MA 6 Beds \| 5.5 Baths \| 5345 Sq. Ft.	$5,121,017
16 Essex Rd, Chestnut Hill, MA 5 Beds \| 5.5 Baths \| 6589 Sq. Ft.	$5,477,400
52 Essex Rd, Chestnut Hill, MA 7 Beds \| 7 Baths \| 8320 Sq. Ft.	$6,486,556
25 Essex Rd, Chestnut Hill, MA 7 Beds \| 6 Baths \| 5348 Sq. Ft.	$5,073,998
101 Chestnut Hill Rd, Chestnut Hill, MA 5 Beds \| 6 Baths \| 6619 Sq. Ft.	$4,563,979
169 Chestnut Hill Rd, Chestnut Hill, MA 8 Beds \| 5.5 Baths \| 6160 Sq. Ft.	$5,154,686
101 Chestnut Hill Rd, Chestnut Hill, MA 5 Beds \| 6 Baths \| 6619 Sq. Ft.	$5,312,289

Address	Redfin Estimate
51 Essex Rd, Chestnut Hill, MA 4 Beds \| 4 Baths \| - Sq. Ft.	$9,665,883
29 Essex Rd, Chestnut Hill, MA 3 Beds \| 4 Baths \| 2734 Sq. Ft.	$2,753,524
16 Essex Rd, Chestnut Hill, MA 6 Beds \| 4.5 Baths \| 6995 Sq. Ft.	$5,201,496
73 Chestnut Hill Rd, Chestnut Hill, MA 5 Beds \| 5 Baths \| 5544 Sq. Ft.	$4,498,909
147 Chestnut Hill Rd, Chestnut Hill, MA 7 Beds \| 7 Baths \| - Sq. Ft.	$5,909,034
164 Chestnut Hill Rd, Chestnut Hill, MA 6 Beds \| 8 Baths \| 8176 Sq. Ft.	$9,829,653
164 Chestnut Hill Rd, Chestnut Hill, MA 6 Beds \| 8 Baths \| 7576 Sq. Ft.	$7,007,078

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