41 Chesterton Rd

5,999 Sq. Ft.
$549 / Sq. Ft.
5,999
Sq. Ft.
$549
per Sq. Ft.

Description

Beautifully sited in one of Wellesley’s most coveted neighborhoods, this exceptional Colonial offers over 5,500 sq ft of refined living space, defined by elegance and timeless detail. Designed for elevated living, the home features a gracious foyer, sophisticated living room with fireplace, formal dining room, and a private first-floor office. The spacious white chef’s kitchen, with expansive dining area, flows seamlessly into a stunning family room anchored by a fireplace. The luxurious primary...Beautifully sited in one of Wellesley’s most coveted neighborhoods, this exceptional Colonial offers over 5,500 sq ft of refined living space, defined by elegance and timeless detail. Designed for elevated living, the home features a gracious foyer, sophisticated living room with fireplace, formal dining room, and a private first-floor office. The spacious white chef’s kitchen, with expansive dining area, flows seamlessly into a stunning family room anchored by a fireplace. The luxurious primary suite is a true retreat with tray ceiling, dual walk-in closets, and a spa-like bath with double vanity and soaking tub. Four additional generous bedrooms and a laundry room complete the second floor. Additional highlights include a well-appointed mudroom, two-car garage with custom storage, and a beautifully finished lower level with movie theater, recreation space, playroom, and full bath. A bluestone patio overlooks a level, manicured yard, moments to Bates and Boulder Brook Reservation.
  1. Listed by Debi Benoit • William Raveis R.E. & Home Services
  2. Listed by Laurin Shields • William Raveis R.E. & Home Services

Property Details for 41 Chesterton Road

Town
Wellesley
Area
MA-Wellesley
Architectural Style
Colonial
Style
Colonial
Garage Spaces
2
Open Parking Spaces
4.00
Parking Spaces Total
6

Open Houses

Saturday, Apr 11th12:00 PM - 2:00 PM
Sunday, Apr 12th11:30 AM - 1:00 PM
LISTING UPDATED: 04/09/2026 11:45 AM

Property Details for 41 Chesterton Road

StatusNew
MLS #73498584
Days on Market1
Taxes$24,836 / year
HOA Fees-
Property TypeSingle Family
MLS TypeSingle Family / Detached
Year Built2006
CountyNorfolk County

Location

Listing Courtesy of William Raveis R.E. & Home Services, Debi Benoit; William Raveis R.E. & Home Services, Laurin Shields
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Building Information for 41 Chesterton Road

Stories-Year Built2006Building Size-Lot Size0.24 AC / 10,280 SF

Payment Calculator

$18,662 per month

30 year fixed, 6.46% Interest

Principal and Interest

$16,592

Property Taxes

$2,070

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 41 Chesterton Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Tennis Court, Park, Walk/Jog Trails, Bike Path, Conservation Area, House of Worship, Private School, Public School, T-Station, University
  • Living Area: 5999.0
  • Color: Yellow
  • SqFt with Basement: Yes
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Location/School
  • Grade School: Bates
  • High School: Wellesley High School
  • Middle School: Wellesley Middle School
Features
Interior Features
  • Appliances: Gas Water Heater, Range, Dishwasher, Trash Compactor, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Range Hood, Wine Cooler
  • Basement Features: Full, Finished
  • Num of Baths: 6.0
  • Num of Full Baths: 5
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 5.50
  • Bathrooms Total Integer: 6
  • DoorFeatures: Insulated Doors, French Doors
  • FireplaceFeatures: Family Room
  • FireplaceYN: Yes
  • Fireplaces: 2
  • Flooring: Wood, Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Wall to Wall Carpet
  • Interior Features: Lighting - Overhead, Crown Molding, Closet/Cabinets - Custom Built, Open Floorplan, Recessed Lighting, Home Office, Play Room, Bonus Room, Media Room, Central Vacuum
  • Interior Features: Central Vacuum, French Doors, Security System
  • Laundry Features: Washer Hookup, Lighting - Overhead, Sink, Second Floor
  • Primary Bath: Yes
  • SpaYN: No
  • Window Features: Insulated Windows
Exterior Features
  • Construction: Frame
  • Exterior Features: Porch, Patio, Stone Wall
  • Exterior Features: Stone Wall, Porch, Patio
  • Lot Description: Level
  • Patio And Porch Features: Porch, Patio
  • Roof Material: Shingle
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Attached, Paved Drive, Off-Street, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Attached, Paved Drive, Off-Street, Paved Driveway
  • Parking Features: Off-Street, Paved Driveway
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Electric: 200+ Amp Service
  • Heating: Forced Air, Natural Gas
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Gas Range
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 306.0
  • Room Primary Bedroom Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Vaulted Ceiling(s),Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Hardwood,Recessed Lighting,Closet - Double
  • Room Primary Bedroom Length: 17.0
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 18.0
Bedroom 2
  • Bedroom2 Area: 168.0
  • Bedroom2 Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood,Recessed Lighting
  • Bedroom2 Length: 12.0
  • Bedroom2 Level: Second
  • Bedroom2 Width: 14.0
Bedroom 3
  • Bedroom3 Area: 210.0
  • Bedroom3 Features: Closet,Flooring - Hardwood,Lighting - Overhead
  • Bedroom3 Length: 14.0
  • Bedroom3 Level: Second
  • Bedroom3 Width: 15.0
Bedroom 4
  • Bedroom4 Area: 156.0
  • Bedroom4 Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Closet,Lighting - Overhead
  • Bedroom4 Length: 13.0
  • Bedroom4 Level: Second
  • Bedroom4 Width: 12.0
Bedroom 5
  • Bedroom5 Area: 169.0
  • Bedroom5 Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Closet,Lighting - Overhead
  • Bedroom5 Length: 13.0
  • Bedroom5 Level: Second
  • Bedroom5 Width: 13.0
Dining Room
  • Dining Room Area: 221.0
  • Dining Room Features: Flooring - Hardwood,Open Floorplan,Wainscoting,Lighting - Pendant,Crown Molding,Decorative Molding
  • Dining Room Length: 13.0
  • Dining Room Level: Main,First
  • Dining Room Width: 17.0
Family Room
  • Family Room Area: 368.0
  • Family Room Features: Flooring - Hardwood,Open Floorplan,Recessed Lighting
  • Family Room Length: 23.0
  • Family Room Level: Main,First
  • Family Room Width: 16.0
Kitchen
  • Kitchen Area: 360.0
  • Kitchen Features: Flooring - Hardwood,Countertops - Stone/Granite/Solid,Exterior Access,Open Floorplan,Recessed Lighting,Lighting - Pendant,Lighting - Overhead
  • Kitchen Length: 24.0
  • Kitchen Level: Main,First
  • Kitchen Width: 15.0
Living Room
  • Room Living Room Area: 221.0
  • Room Living Room Features: Flooring - Hardwood,Open Floorplan,Lighting - Sconce,Crown Molding
  • Room Living Room Length: 13.0
  • Room Living Room Level: Main,First
  • Room Living Room Width: 17.0
Other Room 1
  • Room Office Area: 182.0
  • Room Office Features: Flooring - Hardwood,Lighting - Overhead,Crown Molding
  • Room Office Length: 14.0
  • Room Office Level: Main
  • Room Office Width: 13.0
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
Tax Information
  • Tax ID: M:180 R:089 S:,264347
  • Assessments: $2,416,000
  • Book: 41922
  • Tax Year: 2025
  • Zoning: SR10
Building / Association Information
Living Characteristics
  • Beds Total: 6
Other Building Characteristics
  • Foundation: Concrete Perimeter
Complex & Association Information
  • Association Security: Security System
  • Adult Community: No

Property History for 41 Chesterton Road

DateEvent & SourcePriceAppreciation
Apr 8, 2026

Listed (Active)

MLS PIN #73498584

$3,295,000
Aug 1, 2024

Sold

MLS PIN #73239042

$2,950,000
May 20, 2024

Under Agreement

MLS PIN #73239042

May 20, 2024

Contingent

MLS PIN #73239042

May 16, 2024

Listed (Active)

MLS PIN #73239042

$2,850,000
Dec 15, 2006

Sold (Public Record)

Public Record #211178839

$1,575,000

+164.2% / yr

Dec 15, 2006

Sold

MLS PIN #70456920

$1,575,000
Nov 3, 2006

Under Agreement

MLS PIN #70456920

Nov 3, 2006

Contingent

MLS PIN #70456920

Sep 12, 2006

Listed (Active)

MLS PIN #70456920

$1,695,000
Mar 6, 2006

Sold (Public Record)

Public Record #191955298

$740,000
DateEvent & SourcePrice
04/08/2026

Listed (Active)

MLS PIN #73498584

$3,295,000
08/01/2024

Sold

MLS PIN #73239042

$2,950,000
05/20/2024

Under Agreement

MLS PIN #73239042

05/20/2024

Contingent

MLS PIN #73239042

05/16/2024

Listed (Active)

MLS PIN #73239042

$2,850,000
12/15/2006

Sold (Public Record)

Public Record #211178839

$1,575,000

+164.2% / yr

12/15/2006

Sold

MLS PIN #70456920

$1,575,000
11/03/2006

Under Agreement

MLS PIN #70456920

11/03/2006

Contingent

MLS PIN #70456920

09/12/2006

Listed (Active)

MLS PIN #70456920

$1,695,000
03/06/2006

Sold (Public Record)

Public Record #191955298

$740,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 41 Chesterton Road

Taxable ValueLand$1,040,000Additions$1,376,000Total$2,416,000
Tax Record2025$24,836 ($2,070 / month)
Home Facts
Beds5Baths3.5Total Finished SqFt3,832 SqFtAbove Grade Finished SqFt3,832 SqFtStories2Lot Size10,280 SqFtStyleSingle Family ResidenceYear Built2006ZoningSR10CountyNORFOLKAPNWELL M:180 R:089 S:Fireplace TypeHas Fireplace

Schools near 41 Chesterton Road

This home is within Wellesley School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Private - 6 to 12
Rating
School
Distance
Katharine Lee Bates Elementary School
PublicK to 5

Wellesley Middle School
Public6 to 8

Wellesley High School
Public9 to 12

The Rivers School
Private6 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

41 Chesterton Road is a single family home for sale in Wellesley, MA 02481. This property was listed for sale on April 8, 2026 by William Raveis R.E. & Home Services, it's currently listed at $3,295,000. It has been on the market for a total of 1 days and was last sold on August 1, 2024. This listing's school district is Wellesley School District. Nearby schools include Katharine Lee Bates Elementary School, Wellesley Middle School and Wellesley High School. 41 Chesterton Road is a 6-bed, 6-bath, 5,999 sqft single family home built in 2006.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of William Raveis R.E. & Home Services, Debi Benoit; William Raveis R.E. & Home Services, Laurin Shields

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.