Off Market Dec 2010 for $1.8M

$3,026,902

•

5,500

sq ft

49 Chesterton Rd, Wellesley, MA 02481

About this home

Fall in love! Builder's own custom residence featured on the Wellesley Kitchen Tour is better than new! More than you'd ever expect: coffered & tray ceilings, beautiful built-ins, exquisite details, exceptional stone work, superb baths, 3rd floor suite w/mahogany wetbar. Manicured grounds w/sunken stone patio, built-in grill, & a storybook playhouse. Fabulous laundry, art & mudrooms. Even energy efficient - high quality heating/cooling & air exchange systems. Favorite walk-to Bates neighborhood!

Single-familyProperty Type

2008Year Built

10,280 sq ftLot Size

$550Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Laura Holland • Pinnacle Residential

Bought with Susan and Teri • Pinnacle Residential

Redfin checked: 2 minutes ago

•Source:MLS PIN #71109271

Redfin Estimate

$3,026,902

$1.2M since sold in December 2010$43K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 4.9% higher than the average sale price ($2.89M) of 6 comparable homes.

SOLD MAY 29, 2026
$1,820,000
A
4 beds2.5 baths2,807 sq ft
7 Oakdale Ave, Wellesley, MA 02482
SOLD JUN 1, 2026
$3,225,000
B
5 beds5.5 baths5,779 sq ft
53 Chesterton Rd, Wellesley, MA 02481
SOLD JUN 1, 2026
$3,100,000
C
5 beds5.5 baths5,926 sq ft
27 Garrison Rd, Wellesley, MA 02482
SOLD JUN 1, 2026
$3,100,000
D
5 beds5 baths5,227 sq ft
15 Parker Rd, Wellesley, MA 02482
SOLD APR 21, 2026
$3,000,000
E
5 beds5.5 baths4,886 sq ft
19 Northgate Rd, Wellesley, MA 02481
SOLD JUL 22, 2026
$3,070,000
F
5 beds5 baths5,073 sq ft
8 Oakdale Ave, Wellesley, MA 02482

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Earn from this home

Sell

$1,953,889

Est. take-home

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Rent

$5,810/mo

Redfin rental estimate

List your home for rent

Market trends in 02481, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.8%

+0.1% MoM

Median sale price

$2.4M

$26K MoM

Avg. days on market

15d

0 days MoM

Recently sold homes

25 MoM

New listings for sale

EARLY ACCESS
$3,695,000
6 beds5 baths6,990 sq ft
151 Oakland St, Wellesley, MA 02481
3D WALKTHROUGH
$1,395,000
4 beds2.5 baths1,800 sq ft
560 Worcester St, Wellesley, MA 02481
$1,475,000
3 beds2 baths2,496 sq ft
7 Grantland Rd, Wellesley, MA 02481
EARLY ACCESS
$2,049,000
3 beds3 baths4,366 sq ft
53 Sheridan Rd, Wellesley, MA 02481
$1,950,000
3 beds1.5 baths1,595 sq ft
53 Elmwood Rd, Wellesley, MA 02481
EARLY ACCESS
$7,495,000
6 beds8 baths7,900 sq ft
38 Woodcliff Rd, Wellesley, MA 02481
$3,050,000
5 beds5 baths6,006 sq ft
23 Wareland Rd, Wellesley, MA 02481
EARLY ACCESS
$1,275,000
3 beds3 baths1,848 sq ft
22 Cedar St, Wellesley, MA 02482
$2,095,000
4 beds2.5 baths3,330 sq ft
42 Sheridan Rd, Wellesley, MA 02481
See all

Provided by Redfin

Sale history for 49 Chesterton Rd

Date

Event

Price

MLS PIN #71109271

Dec 17, 2010

Sold

$1,860,000

$338/sq ft

Oct 4, 2010

Contingent

—

Jul 14, 2010

Listed

$1,995,000

$363/sq ft

MLS PIN #70628741

Sep 17, 2007

Sold

$721,500

$131/sq ft

Aug 9, 2007

Listed

$725,000

$132/sq ft

Aug 9, 2007

Listing Removed

—

Year

Property tax

Land + Additions

Assessment*

2023

$21,183 (−0.1%)

$768,000 + $1,082,000

$1,850,000

2022

$21,211 (−0.6%)

$658,000 + $1,158,000

$1,816,000

2021

$21,338 (+1.6%)

$658,000 + $1,158,000

$1,816,000

2020

$20,993

$658,000 + $1,158,000

$1,816,000

2019

$21,011 (−6.7%)

$658,000 + $1,158,000

$1,816,000

2018

$22,514 (+1.3%)

$650,000 + $1,234,000

$1,884,000

2017

$22,224 (+13.5%)

$651,000 + $1,234,000

$1,885,000

2015

$19,583 (−0.9%)

$639,000 + $1,055,000

$1,694,000

2014

$19,756 (+3.5%)

$505,000 + $1,207,000

$1,712,000

2013

$19,094 (+1.9%)

$451,000 + $1,181,000

$1,632,000

2012

$18,735 (−2.7%)

$451,000 + $1,181,000

$1,632,000

2011

$19,248 (+7.2%)

$421,000 + $1,263,000

$1,684,000

2010

$17,963 (+39.1%)

$451,000 + $1,263,000

$1,714,000

2009

$12,917

$501,000 + $863,000

$1,364,000

Tax history for 49 Chesterton Rd

Year

Property tax

Land + Additions

Assessment*

2023

$21,183 (−0.1%)

$768,000 + $1,082,000

$1,850,000

2022

$21,211 (−0.6%)

$658,000 + $1,158,000

$1,816,000

2021

$21,338 (+1.6%)

$658,000 + $1,158,000

$1,816,000

2020

$20,993

$658,000 + $1,158,000

$1,816,000

2019

$21,011 (−6.7%)

$658,000 + $1,158,000

$1,816,000

2018

$22,514 (+1.3%)

$650,000 + $1,234,000

$1,884,000

2017

$22,224 (+13.5%)

$651,000 + $1,234,000

$1,885,000

2015

$19,583 (−0.9%)

$639,000 + $1,055,000

$1,694,000

2014

$19,756 (+3.5%)

$505,000 + $1,207,000

$1,712,000

2013

$19,094 (+1.9%)

$451,000 + $1,181,000

$1,632,000

2012

$18,735 (−2.7%)

$451,000 + $1,181,000

$1,632,000

2011

$19,248 (+7.2%)

$421,000 + $1,263,000

$1,684,000

2010

$17,963 (+39.1%)

$451,000 + $1,263,000

$1,714,000

2009

$12,917

$501,000 + $863,000

$1,364,000

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

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

10,454 Sq. Ft.

Year renovated

—

Sq. Ft.

4,376

Year built

2008

Style

Single Family Residential

County

Norfolk County

APN

264244

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 5
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Heated Garage, Storage, Garage Faces Side, Insulated, Paved Drive, Paved

Interior

Virtural Tour Information
Virtual Tour 1 (External Link)

Master Bedroom Information
Level: Second
Features: Bathroom - Full,Cathedral Ceiling(s),Walk-In Closet(s),Closet/Cabinets - Custom Built

Bedroom #2 Information
Level: Second
Features: Flooring - Hardwood,Closet/Cabinets - Custom Built

Bedroom #3 Information
Level: Second
Features: Flooring - Hardwood,Closet/Cabinets - Custom Built

Bedroom #4 Information
Level: Second
Features: Flooring - Hardwood,Closet/Cabinets - Custom Built

Bedroom #5 Information
Level: Third
Features: Bathroom - Full,Flooring - Hardwood,Closet/Cabinets - Custom Built,Wet Bar

Bathroom Information
# of Bathrooms (Full): 4
# of Bathrooms (Half): 2
Main Level Bathrooms: 1
Master Bathroom Features: Yes

Bathroom #1 Information
Level: Main,First
Features: Bathroom - Half,Flooring - Marble

Bathroom #2 Information
Level: Second
Features: Bathroom - Full,Skylight,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Closet/Cabinets - Custom Built

Bathroom #3 Information
Level: Second
Features: Bathroom - Full,Closet - Linen,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Closet/Cabinets - Custom Built

Living Room Information
Level: Main,First
Features: Flooring - Hardwood,Closet/Cabinets - Custom Built

Family Room Information
Level: Main,First
Features: Closet/Cabinets - Custom Built

Dining Room Information
Level: First
Features: Flooring - Hardwood

Kitchen Information
Level: Main,First
Features: Dining Area,Countertops - Stone/Granite/Solid,Closet/Cabinets - Custom Built,Kitchen Island

Basement Information
Basement: Full, Finished, Interior Entry, Garage Access, Sump Pump, Radon Remediation System, Concrete, Slab

Laundry Information
Laundry Features: Closet - Linen, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Closet/Cabinets - Custom Built, Second Floor, Gas Dryer Hookup, Washer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 3
Fireplace Features: Family Room, Living Room, Master Bedroom

Interior Features
# of Rooms (Total): 13
Door Features: French Doors, Insulated Doors, Storm Door(s)
Window Features: Insulated Windows
Flooring: Tile, Vinyl, Hardwood, Stone / Slate, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Vinyl
Interior Features: Closet/Cabinets - Custom Built, Dining Area, Study, Mud Room, Great Room, Game Room, Play Room, Central Vacuum, Wet Bar

Exterior

Building Information
Building Area (Total): 5,500
Foundation Details: Concrete Perimeter
Construction Materials: Frame, Stone, Conventional (2x4-2x6)
Year Built Source: Public Records
Year Built Details: Actual
Color: Grey
Lead Paint: None

Exterior Features
Fencing: Fenced/Enclosed, Fenced
Roof: Shingle, Metal
Patio And Porch Features: Porch, Patio
Exterior Features: Porch, Patio, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard

Property Information
PropertySubType: Single Family Residence
Green Energy Efficient : Thermostat
Security Features: Security System

Lot Information
Lot Size (Acres): 0.24
Frontage Length: 103
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $17,963
Tax Year: 2010

Utilities

Utility Information
Utilities: for Gas Range, for Electric Oven, for Gas Dryer, Washer Hookup, Icemaker Connection
Sewer: Public Sewer, City/Town Sewer
Water Source: Public, City/Town Water
Electric: 200+ Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Natural Gas, Other, Hydro Air
Cooling: Central Air, Other

Location

HOA Information
Homeowners Association Membership Not Required

Location Information
Directions: Weston Rd to Boulder Brook to Chesterton. House on right.
UnparsedAddress: 49 Chesterton Rd, Wellesley MA 02481

Community Information
Senior CommunityYN: No
Community Features: Tennis Court(s), Walk/Jog Trails, Conservation Area, Public School

Public facts

Beds: 4
Baths: 5.0
Sq. Ft.: 4,376
Stories: 3.0
Lot Size: 10,454 square feet
Style: Single Family Residential
Year Built: 2008
Year Renovated: —
County: Norfolk County
APN: 264244

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 5

Listing Information
Exclusions: Tvs And Stereo Equipment.
StandardStatus: Closed

Around this home

Schools
Places
Transit

Katharine Lee Bates Elementary School

Public K-5 • Assigned • 0.4mi

8/10

Wellesley Middle School

Public 6-8 • Assigned • 1.4mi

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

$2.88M – $3.48M

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Nearby similar homes

$1,295,000

2 beds2.5 baths1,648 sq ft

5 Oakdale Ave, Wellesley, MA 02482

3D WALKTHROUGH

$5,497,000

5 beds6 baths6,377 sq ft

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3D WALKTHROUGH

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4 beds4.5 baths5,200 sq ft

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6 beds6.5 baths7,569 sq ft

9 Bellevue Rd, Wellesley, MA 02481

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New listings for sale in 02481

EARLY ACCESSCOMPASS COMING SOON

$3,695,000

6 beds5 baths6,990 sq ft

151 Oakland St, Wellesley, MA 02481

3D WALKTHROUGH

$1,395,000

4 beds2.5 baths1,800 sq ft

560 Worcester St, Wellesley, MA 02481

$1,475,000

3 beds2 baths2,496 sq ft

7 Grantland Rd, Wellesley, MA 02481

EARLY ACCESSCOMPASS COMING SOON

$2,049,000

3 beds3 baths4,366 sq ft

53 Sheridan Rd, Wellesley, MA 02481

$1,950,000

3 beds1.5 baths1,595 sq ft

53 Elmwood Rd, Wellesley, MA 02481

EARLY ACCESSCOMPASS COMING SOON

$7,495,000

6 beds8 baths7,900 sq ft

38 Woodcliff Rd, Wellesley, MA 02481

$3,050,000

5 beds5 baths6,006 sq ft

23 Wareland Rd, Wellesley, MA 02481

EARLY ACCESSCOMPASS COMING SOON

$1,275,000

3 beds3 baths1,848 sq ft

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Home values near 49 Chesterton Rd

Data from public records.

Address	Redfin Estimate
61 Chesterton Road, Wellesley, MA 4 Beds \| 3 Baths \| 2764 Sq. Ft.	$1,999,538
48 Chesterton Road, Wellesley, MA 3 Beds \| 2.5 Baths \| 2125 Sq. Ft.	$1,616,842

Address	Redfin Estimate
60 Chesterton Road, Wellesley, MA 5 Beds \| 4 Baths \| 3611 Sq. Ft.	$2,403,051
52 Chesterton Road, Wellesley, MA 4 Beds \| 2 Baths \| 2085 Sq. Ft.	$1,497,101

Address	Redfin Estimate
40 Chesterton Road, Wellesley, MA 4 Beds \| 4.5 Baths \| 4600 Sq. Ft.	$3,069,004
56 Chesterton Road, Wellesley, MA 3 Beds \| 1.5 Baths \| - Sq. Ft.	$1,740,054

Property information provided by MLS PIN when last listed in 2010. This data may not match . Learn more.

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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 49 Chesterton Rd

Tax history for 49 Chesterton Rd

Public record

Property details

Around this home

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02481

Home values near 49 Chesterton Rd

More real estate resources