41 Chesterton Rd Wellesley, MA ^$ 3,295,000

41 Chesterton Rd

^$ 3,295,000

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Open House 4/12 11:30am - 1pm

41 Chesterton Rd

Wellesley, MA, 02481

^$ 3,295,000

Bedrooms6 Baths5.1 Sq 5,999

Monthly Estimate*

^$ 20,288

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Single Family Home for sale in Wellesley, MA

for $3,295,000 with 6 bedrooms and 5 full baths, 1 half bath. This 5,999 square foot home was built in 2006 on a lot size of 0.24.

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.

Open House

4/12/2026 11:30 AM - 1:00 PM

41 Chesterton Rd Wellesley, MA

* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

^$ 3,295,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 24,836

Style

Colonial

Lot Size

0.24

Year Built

2006

Town/City

Wellesley

County/Region

Norfolk

MLS | Web ID

73498584

List By

Debi Benoit

Listing Agent

William Raveis R.E. & Home Services

Broker

Affordability Calculator

$22,358

Per Month

Monthly Principal & Interest: $20,288
Monthly Property Taxes: $2,070
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends

Single family listings in Wellesley, MA

Average List Price ^$3,517,292

Percent of Sale Price 7%

About Wellesley, MA

28,724 Population

8% Since 2002

^$170,623 Median Income

35.33 Median Age

42% Households with Children

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Trends Information provided by ATTOM Data Solutions.

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Pricing History

Date	Price	Price Change	Description
4/8/2026	$3,295,000		Listed Price

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41 Chesterton Rd, Wellesley, MA, 02481 is a Single Family Home for sale at $3,295,000 with 5,999 sqft and a lot size of 0.24. 41 Chesterton Rd has 6 bedrooms, 5.1 baths, and was built in 2006. The property's zip code is 02481 which is in Wellesley, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 4/12/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. 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. 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.

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41 Chesterton Rd

Single Family Home for sale in Wellesley, MA

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