40 Chestnut Street Wellesley, MA ^$ 2,450,000

40 Chestnut Street

^$ 2,450,000

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Open House 2/7 11am - 1pm

40 Chestnut Street

Wellesley, MA, 02481

^$ 2,450,000

Bedrooms5 Baths3.1 Sq 3,369

Monthly Estimate*

^$ 15,085

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Single Family Home for sale in Wellesley, MA

for $2,450,000 with 5 bedrooms and 3 full baths, 1 half bath. This 3,369 square foot home was built in 1901 on a lot size of 0.3.

Brimming with charm and fine detail, 40 Chestnut Street, Wellesley, MA 02481 is a sun-splashed Shingle-style home with a wraparound porch on a coveted Wellesley Farms street. A welcoming foyer with a turned staircase opens to inviting living and dining rooms, plus a sunlit eat-in kitchen with marble countertops and backsplash and premium appliances. 5 bedrooms and 3.5 baths include a primary suite with a sitting room or office, along with two additional bedrooms on the third floor. Enjoy a finished lower level, landscaped grounds, and a patio. Major improvements include a new two-car garage, EV-ready 200-amp underground electrical service, and a high-efficiency Carrier Infinity gas and heat pump HVAC system, plus MassSave insulation, restored windows, Ethernet wiring, refreshed hall bath, and fresh interior paint. Close to Wellesley Square, the commuter rail, Route 9, I-95/128 and the Mass Pike. Classic character, thoughtful upgrades, and a standout Wellesley address.

Open House

2/7/2026 11:00 AM - 1:00 PM

2/8/2026 11:00 AM - 1:00 PM

40 Chestnut Street 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

^$ 2,450,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 20,951

Style

Colonial,Shingle,Craftsman

Lot Size

0.3

Year Built

1901

Town/City

Wellesley

County/Region

Norfolk

MLS | Web ID

73474474

List By

Paul Neavyn

Listing Agent

Gibson Sotheby's International Realty

Broker

Affordability Calculator

$16,831

Per Month

Monthly Principal & Interest: $15,085
Monthly Property Taxes: $1,746
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 ^$3,502,485

Percent of Sale Price 43%

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
2/4/2026	$2,450,000		Listed Price

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40 Chestnut Street, Wellesley, MA, 02481 is a Single Family Home for sale at $2,450,000 with 3,369 sqft and a lot size of 0.3. 40 Chestnut Street has 5 bedrooms, 3.1 baths, and was built in 1901. 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 2/6/2026.

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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40 Chestnut Street

Single Family Home for sale in Wellesley, MA

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