Google street view image for 28 Chesterton Rd, Wellesley, MA 02481

Off market oct 2008 for $2.1M

$3,303,726

Est. refi paymentEst. refi $12,926/mo

•

7.5 ba

•

5,284

sq ft

28 Chesterton Rd, Wellesley, MA 02481

About this home

28 Chesterton Rd is a 5,284 square foot house on a 0.41 acre lot with 9 bedrooms and 7.5 bathrooms. - it last sold on October 27, 2008 for $2,135,000. Based on Redfin's Wellesley data, we estimate the home's value is $3,303,726.

Single-familyProperty Type

2008Year Built

0.41 acresLot Size

$625Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$3,303,726

$1.2M since sold in October 2008$28K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 3.8% lower than the average sale price ($3.44M) of 6 comparable homes.

SOLD SEP 15, 2026
$3,265,000
A
6 beds5.5 baths5,080 sq ft
28 Parker Rd, Wellesley, MA 02482
SOLD JUN 1, 2026
$3,100,000
B
5 beds5 baths5,227 sq ft
15 Parker Rd, Wellesley, MA 02482
BOUGHT WITH REDFIN AUG 28, 2026
$2,699,000
C
5 beds5.5 baths4,000 sq ft
449 Weston Rd, Wellesley, MA 02482
SOLD SEP 17, 2026
$3,075,000
D
5 beds4.5 baths4,416 sq ft
38 Parker Rd, Wellesley, MA 02482
SOLD AUG 28, 2026
$5,250,000
E
5 beds6 baths5,230 sq ft
14 Bristol Rd, Wellesley, MA 02481
SOLD JUN 1, 2026
$3,225,000
F
5 beds5.5 baths5,779 sq ft
53 Chesterton Rd, Wellesley, MA 02481

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Earn from this home

Sell

$2,209,993

Est. take-home

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Est. cash available

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Rent

$6,153/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 28 Chesterton Rd

Year

Property tax

Land + Additions

Assessment*

2023

$23,747 (+6.9%)

$906,000 + $1,168,000

$2,074,000

2022

$22,204 (−0.6%)

$777,000 + $1,124,000

$1,901,000

2021

$22,337 (+1.6%)

$777,000 + $1,124,000

$1,901,000

2020

$21,976

$777,000 + $1,124,000

$1,901,000

2019

$21,995 (+1.7%)

$777,000 + $1,124,000

$1,901,000

2018

$21,630 (+1.4%)

$684,000 + $1,126,000

$1,810,000

2017

$21,340 (−1.5%)

$684,000 + $1,126,000

$1,810,000

2016

$21,661 (+2.7%)

$673,000 + $1,158,000

$1,831,000

2015

$21,085 (−2.2%)

$672,000 + $1,152,000

$1,824,000

2014

$21,568 (+3.6%)

$531,000 + $1,338,000

$1,869,000

2013

$20,826 (+0.5%)

$474,000 + $1,306,000

$1,780,000

2012

$20,721 (−3.5%)

$499,000 + $1,306,000

$1,805,000

2011

$21,466 (+7.2%)

$443,000 + $1,435,000

$1,878,000

2010

$20,017 (+54.4%)

$475,000 + $1,435,000

$1,910,000

2009

$12,964

$527,000 + $842,000

$1,369,000

Tax history for 28 Chesterton Rd

Year

Property tax

Land + Additions

Assessment*

2023

$23,747 (+6.9%)

$906,000 + $1,168,000

$2,074,000

2022

$22,204 (−0.6%)

$777,000 + $1,124,000

$1,901,000

2021

$22,337 (+1.6%)

$777,000 + $1,124,000

$1,901,000

2020

$21,976

$777,000 + $1,124,000

$1,901,000

2019

$21,995 (+1.7%)

$777,000 + $1,124,000

$1,901,000

2018

$21,630 (+1.4%)

$684,000 + $1,126,000

$1,810,000

2017

$21,340 (−1.5%)

$684,000 + $1,126,000

$1,810,000

2016

$21,661 (+2.7%)

$673,000 + $1,158,000

$1,831,000

2015

$21,085 (−2.2%)

$672,000 + $1,152,000

$1,824,000

2014

$21,568 (+3.6%)

$531,000 + $1,338,000

$1,869,000

2013

$20,826 (+0.5%)

$474,000 + $1,306,000

$1,780,000

2012

$20,721 (−3.5%)

$499,000 + $1,306,000

$1,805,000

2011

$21,466 (+7.2%)

$443,000 + $1,435,000

$1,878,000

2010

$20,017 (+54.4%)

$475,000 + $1,435,000

$1,910,000

2009

$12,964

$527,000 + $842,000

$1,369,000

*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: 7
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Air

Fireplace Information
# of Fireplaces: 3
Has Fireplace

Room Information
# of Rooms: 13

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: 5,284
# of Units: 1
# of Stories: 3
Legal Description: 000180 - 000087 - 000000 - 000000

Lot Information
# of Buildings: 1
Land Sq. Ft: 17,860
Municipality Name: WELLESLEY
Acres: 0.41
Zoning Code: SR10
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 9
Baths: 7.5
Sq. Ft.: 5,284
Stories: 3.0
Lot Size: 0.41 acres
Style: Single Family Residential
Year Built: 2008
Year Renovated: —
County: Norfolk County
APN: 264345

Home facts updated by county records on Jul 20, 2023

Around this home

Schools

Katharine Lee Bates Elementary School

Public K-5 • Assigned • 0.4mi

8/10

Wellesley Middle School

Public 6-8 • Assigned • 1.5mi

8/10

Wellesley High School

Public 9-12 • Assigned • 2.1mi

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

54% 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

$3.14M – $3.80M

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OPEN SUN, 12PM TO 1:30PM

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Home values near 28 Chesterton Rd

Data from public records.

Address	Redfin Estimate
40 Chesterton Rd, Wellesley, MA 4 Beds \| 4.5 Baths \| 4600 Sq. Ft.	$2,979,584
34 Chesterton Rd, Wellesley, MA 5 Beds \| 4.5 Baths \| 4781 Sq. Ft.	$3,318,513

Address	Redfin Estimate
20 Chesterton Rd, Wellesley, MA 3 Beds \| 1.5 Baths \| 1440 Sq. Ft.	$1,576,775
41 Chesterton Rd, Wellesley, MA 5 Beds \| 4.5 Baths \| 5516 Sq. Ft.	$2,829,482

Address	Redfin Estimate
24 Chesterton Rd, Wellesley, MA 5 Beds \| 3.5 Baths \| 4500 Sq. Ft.	$1,989,126
35 Chesterton Rd, Wellesley, MA 4 Beds \| 4.5 Baths \| 4750 Sq. Ft.	$2,710,133

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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 28 Chesterton Rd

Tax history for 28 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 28 Chesterton Rd

More real estate resources