Google street view image for 32 Chesterton Rd, Wellesley, MA 02481

Off market

$2,177,523

•

4.5 ba

•

3,202

sq ft

32 Chesterton Rd, Wellesley, MA 02481

About this home

32 Chesterton Rd is a 3,202 square foot house on a 0.29 acre lot with 4 bedrooms and 4.5 bathrooms. Based on Redfin's Wellesley data, we estimate the home's value is $2,177,523.

Single-familyProperty Type

2022Year Built

0.29 acresLot Size

$680Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$2,177,523

$34K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 13.3% lower than the average sale price ($2.51M) of 6 comparable homes.

BOUGHT WITH REDFIN AUG 28, 2026
$2,699,000
A
5 beds5.5 baths4,000 sq ft
449 Weston Rd, Wellesley, MA 02482
SOLD SEP 17, 2026
$3,075,000
B
5 beds4.5 baths4,416 sq ft
38 Parker Rd, Wellesley, MA 02482
SOLD AUG 25, 2026
$2,860,000
C
4 beds4.5 baths4,056 sq ft
33 Hickory Rd, Wellesley, MA 02482
SOLD AUG 31, 2026
$2,367,500
D
4 beds4 baths3,750 sq ft
11 Shadow Ln, Wellesley, MA 02482
SOLD AUG 13, 2026
$2,562,000
E
4 beds3 baths3,099 sq ft
31 Shirley Rd, Wellesley, MA 02482
SOLD AUG 3, 2026
$1,500,000
F
4 beds3 baths2,901 sq ft
3 Berkeley Rd, Wellesley, MA 02482

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Earn from this home

Sell

$2,068,605

Est. take-home

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Rent

$5,877/mo

Redfin rental estimate

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Market trends in 02481, MA

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

98.7%

1.1% MoM

Median sale price

$2.6M

$87K MoM

Avg. days on market

20d

3 days MoM

Recently sold homes

20 MoM

New listings for sale

OPEN TODAY, 12PM TO 1:30PM
$3,395,000
5 beds4.5 baths4,834 sq ft
32 Wall St, Wellesley, MA 02481
FOR SALE BY OWNER
$2,150,000
5 beds4.5 baths3,700 sq ft
19 Bluebird Rd, Wellesley, MA 02481
See all

Provided by Redfin

Sale history for 32 Chesterton Rd

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

Tax history for 32 Chesterton 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 Type: Full

Bathroom Information
# of Full Baths: 4
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Air

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Room Information
# of Rooms: 8

Exterior

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

Property Information
Living Sq. Ft: 3,202
# of Units: 1
# of Stories: 2
Legal Description: 000180 - 000000 - 000145 - 000000

Lot Information
# of Buildings: 1
Land Sq. Ft: 12,632
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: 4.5
Sq. Ft.: 3,202
Stories: 2.0
Lot Size: 0.29 acres
Style: Single Family Residential
Year Built: 2022
Year Renovated: —
County: Norfolk County
APN: 5204237

Home facts updated by county records on May 30, 2023

Around this home

Schools

K - 12
Preschool & daycare

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 • 2.0mi

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

$2.07M – $2.51M

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Nearby similar homes

OPEN TODAY, 12PM TO 1:30PM

$3,395,000

5 beds4.5 baths4,834 sq ft

32 Wall St, Wellesley, MA 02481

Gourmet kitchen • Oversized island • Bespoke cabinetry

OPEN SUN, 11:30AM TO 1PM3D WALKTHROUGH

$1,295,000

4 beds2.5 baths1,800 sq ft

560 Worcester St, Wellesley, MA 02481

Open floor plan • Updated kitchen • Quartz countertops

$1,300,000

3 beds2.5 baths2,023 sq ft

12 Pond Brook Cir, Weston, MA 02493

Split-entry home • Main living room • Fireplace

$4,350,000

5 beds5 baths5,989 sq ft

135 Edmunds Rd, Wellesley, MA 02481

Brick colonial • Coffered ceiling • Custom built-ins

$4,395,000

5 beds5 baths5,717 sq ft

19 Salem Rd, Wellesley, MA 02481

Custom bar • 0.73 acre lot • Listed 38 days

OPEN TODAY, 12PM TO 1:30PM

$2,495,000

4 beds5 baths5,735 sq ft

31 Alba Rd, Wellesley, MA 02481

2023 renovation • Covered deck • Private backyard

New listings for sale in 02481

OPEN TODAY, 12PM TO 1:30PM

$3,395,000

5 beds4.5 baths4,834 sq ft

32 Wall St, Wellesley, MA 02481

Gourmet kitchen • Oversized island • Bespoke cabinetry

FOR SALE BY OWNER

$2,150,000

5 beds4.5 baths3,700 sq ft

19 Bluebird Rd, Wellesley, MA 02481

Two large azek decks • Open-concept layout • 0.23 acre lot

Home values near 32 Chesterton Rd

Data from public records.

Address	Redfin Estimate
40 Chesterton Rd, Wellesley, MA 4 Beds \| 4.5 Baths \| 4600 Sq. Ft.	$3,008,849
28 Chesterton Rd, Wellesley, MA 9 Beds \| 7.5 Baths \| 5284 Sq. Ft.	$3,323,562
35 Chesterton Rd, Wellesley, MA 4 Beds \| 4.5 Baths \| 4750 Sq. Ft.	$2,724,367
8 Chesterton Rd, Wellesley, MA 4 Beds \| 4.5 Baths \| 4600 Sq. Ft.	$2,723,161
457 Weston Rd, Wellesley, MA 3 Beds \| 1.5 Baths \| 1953 Sq. Ft.	$1,577,441
447 Weston Rd, Wellesley, MA 4 Beds \| 3 Baths \| 2076 Sq. Ft.	$1,718,479
10 Richland Rd, Wellesley, MA 3 Beds \| 1.5 Baths \| 1934 Sq. Ft.	$1,689,955

Address	Redfin Estimate
20 Chesterton Rd, Wellesley, MA 3 Beds \| 1.5 Baths \| 1440 Sq. Ft.	$1,638,835
34 Chesterton Rd, Wellesley, MA 5 Beds \| 4.5 Baths \| 4781 Sq. Ft.	$3,319,244
27 Chesterton Rd, Wellesley, MA 5 Beds \| 4 Baths \| 3000 Sq. Ft.	$2,294,757
4 Chesterton Rd, Wellesley, MA 3 Beds \| 1.5 Baths \| 2284 Sq. Ft.	$1,703,720
453 Weston Rd, Wellesley, MA 3 Beds \| 2 Baths \| 2184 Sq. Ft.	$1,527,392
12 Boulder Brook Rd, Wellesley, MA 3 Beds \| 1.5 Baths \| - Sq. Ft.	$1,429,877
9 Richland Rd, Wellesley, MA 4 Beds \| 3.5 Baths \| 2412 Sq. Ft.	$1,626,813

Address	Redfin Estimate
24 Chesterton Rd, Wellesley, MA 5 Beds \| 3.5 Baths \| 4500 Sq. Ft.	$2,005,061
41 Chesterton Rd, Wellesley, MA 5 Beds \| 4.5 Baths \| 5516 Sq. Ft.	$2,883,053
7 Chesterton Rd, Wellesley, MA 4 Beds \| 2.5 Baths \| 1600 Sq. Ft.	$1,388,449
11 Louis Dr, Wellesley, MA 3 Beds \| 2.5 Baths \| 1580 Sq. Ft.	$1,440,770
449 Weston Rd, Wellesley, MA 5 Beds \| 5.5 Baths \| 4000 Sq. Ft.	$2,772,631
6 Richland Rd, Wellesley, MA 4 Beds \| 4.5 Baths \| 3600 Sq. Ft.	$2,489,342
5 Richland Rd, Wellesley, MA 4 Beds \| 1.5 Baths \| 2217 Sq. Ft.	$1,853,450

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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 32 Chesterton Rd

Tax history for 32 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 32 Chesterton Rd

More real estate resources