Google street view image for 76 Chesterton Rd, Wellesley, MA 02481

Off market sep 1998 for $510K

$2,204,183

Est. refi paymentEst. refi $1,955/mo

•

3.5 ba

•

3,793

sq ft

76 Chesterton Rd, Wellesley, MA 02481

About this home

76 Chesterton Rd is a 3,793 square foot house on a 0.29 acre lot with 4 bedrooms and 3.5 bathrooms. - it last sold on September 01, 1998 for $510,000. Based on Redfin's Wellesley data, we estimate the home's value is $2,204,183.

Single-familyProperty Type

1951Year Built

0.29 acresLot Size

$581Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$2,204,183

$1.7M since sold in September 1998$16K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 4.8% higher than the average sale price ($2.10M) of 6 comparable homes.

SOLD AUG 13, 2026
$2,562,000
A
4 beds3 baths3,099 sq ft
31 Shirley Rd, Wellesley, MA 02482
SOLD APR 30, 2026
$1,902,500
B
4 beds3.5 baths3,428 sq ft
90 Elmwood Rd, Wellesley, MA 02481
SOLD AUG 31, 2026
$2,635,000
C
5 beds2.5 baths3,413 sq ft
23 Northgate Rd, Wellesley, MA 02481
SOLD AUG 3, 2026
$1,500,000
D
4 beds3 baths2,901 sq ft
3 Berkeley Rd, Wellesley, MA 02482
SOLD APR 15, 2026
$1,925,000
E
4 beds3.5 baths2,813 sq ft
6 Boulder Brook Rd, Wellesley, MA 02481
SOLD JUL 2, 2026
$2,100,000
F
4 beds3 baths3,476 sq ft
30 Ivy Rd, Wellesley, MA 02482

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Earn from this home

Sell

$2,051,944

Est. take-home

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Est. cash available

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Rent

$5,535/mo

Redfin rental estimate

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Market trends in 02481, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.8%

1.3% MoM

Median sale price

$2.5M

$90K MoM

Avg. days on market

17d

2 days MoM

Recently sold homes

6 MoM

New listings for sale

$1,980,000
4 beds2.5 baths3,330 sq ft
42 Sheridan Rd, Wellesley, MA 02481
EARLY ACCESS
$5,995,000
6 beds8 baths7,179 sq ft
139 Abbott Rd, Wellesley, MA 02481
OPEN SUN, 11AM TO 12PM
$2,595,000
4 beds5 baths5,735 sq ft
31 Alba Rd, Wellesley, MA 02481
$4,350,000
5 beds5 baths5,989 sq ft
135 Edmunds Rd, Wellesley, MA 02481
$3,195,000
5 beds4.5 baths5,044 sq ft
16 Rockland St, Wellesley, MA 02481
OPEN SUN, 11AM TO 12:30PM
$4,395,000
5 beds5 baths5,717 sq ft
19 Salem Rd, Wellesley, MA 02481
OPEN SUN, 12PM TO 1:30PM
$3,080,000
4 beds3.5 baths4,820 sq ft
28 Jefferson Rd, Wellesley, MA 02481
$1,695,000
3 beds2.5 baths2,490 sq ft
24 Cliff Rd, Wellesley, MA 02481
See all

Provided by Redfin

Sale history for 76 Chesterton Rd

Year

Property tax

Land + Additions

Assessment*

2023

$16,431 (+8.2%)

$801,000 + $634,000

$1,435,000

2022

$15,184 (−0.6%)

$686,000 + $614,000

$1,300,000

2021

$15,275 (+1.6%)

$686,000 + $614,000

$1,300,000

2020

$15,028 (+1.1%)

$686,000 + $614,000

$1,300,000

2019

$14,867 (−0.2%)

$686,000 + $599,000

$1,285,000

2018

$14,902 (+6.8%)

$663,000 + $584,000

$1,247,000

2017

$13,948 (+5.3%)

$663,000 + $520,000

$1,183,000

2015

$13,248 (+4.1%)

$652,000 + $494,000

$1,146,000

2014

$12,729 (+1.2%)

$515,000 + $588,000

$1,103,000

2013

$12,578 (+1.9%)

$460,000 + $615,000

$1,075,000

2012

$12,341 (+22.7%)

$460,000 + $615,000

$1,075,000

2011

$10,058 (+5.4%)

$429,000 + $451,000

$880,000

2010

$9,547 (+12.0%)

$460,000 + $451,000

$911,000

2009

$8,523

$511,000 + $389,000

$900,000

Tax history for 76 Chesterton Rd

Year

Property tax

Land + Additions

Assessment*

2023

$16,431 (+8.2%)

$801,000 + $634,000

$1,435,000

2022

$15,184 (−0.6%)

$686,000 + $614,000

$1,300,000

2021

$15,275 (+1.6%)

$686,000 + $614,000

$1,300,000

2020

$15,028 (+1.1%)

$686,000 + $614,000

$1,300,000

2019

$14,867 (−0.2%)

$686,000 + $599,000

$1,285,000

2018

$14,902 (+6.8%)

$663,000 + $584,000

$1,247,000

2017

$13,948 (+5.3%)

$663,000 + $520,000

$1,183,000

2015

$13,248 (+4.1%)

$652,000 + $494,000

$1,146,000

2014

$12,729 (+1.2%)

$515,000 + $588,000

$1,103,000

2013

$12,578 (+1.9%)

$460,000 + $615,000

$1,075,000

2012

$12,341 (+22.7%)

$460,000 + $615,000

$1,075,000

2011

$10,058 (+5.4%)

$429,000 + $451,000

$880,000

2010

$9,547 (+12.0%)

$460,000 + $451,000

$911,000

2009

$8,523

$511,000 + $389,000

$900,000

*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 Type: Full

Bathroom Information
# of Full Baths: 3
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Air

Fireplace Information
# of Fireplaces: 2
Has Fireplace

Room Information
# of Rooms: 10

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Colonial
Construction Type: Frame
Exterior Wall: Wood Siding/Shingle

Property Information
Subdivision Name: WELLESLEY
Living Sq. Ft: 3,793
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 12,632
Legal Lot Number: 126
Municipality Name: WELLESLEY
Acres: 0.29
Zoning Code: SR10
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 3,793
Stories: 2.0
Lot Size: 0.29 acres
Style: Single Family Residential
Year Built: 1951
Year Renovated: 2000
County: Norfolk County
APN: 263731

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

Katharine Lee Bates Elementary School

Public K-5 • Assigned • 0.3mi

8/10

Wellesley Middle School

Public 6-8 • Assigned • 1.4mi

8/10

Wellesley High School

Public 9-12 • Assigned • 1.9mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 97° expected this year, 15 days in 30 years

6/10 Wind Factor

53% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Wellesley, MA • 02481

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 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

$2.09M – $2.54M

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Home values near 76 Chesterton Rd

Data from public records.

Address	Redfin Estimate
77 Chesterton Road, Wellesley, MA 4 Beds \| 5.5 Baths \| 3746 Sq. Ft.	$2,990,775
65 Chesterton Road, Wellesley, MA 3 Beds \| 2.5 Baths \| 1545 Sq. Ft.	$1,520,220

Address	Redfin Estimate
73 Chesterton Road, Wellesley, MA 4 Beds \| 3.5 Baths \| 2901 Sq. Ft.	$2,300,720
64 Chesterton Road, Wellesley, MA 5 Beds \| 3.5 Baths \| 4885 Sq. Ft.	$2,489,718

Address	Redfin Estimate
69 Chesterton Road, Wellesley, MA 4 Beds \| 2.5 Baths \| 2296 Sq. Ft.	$1,525,434
84 Chesterton Road, Wellesley, MA 6 Beds \| 5.5 Baths \| 5740 Sq. Ft.	$3,075,651

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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 02481, MA

Sale history for 76 Chesterton Rd

Tax history for 76 Chesterton Rd

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02481

Home values near 76 Chesterton Rd

More real estate resources