53 Chesterton Road Wellesley, MA $ 3,295,000
53 Chesterton Road
$ 3,295,000
Recently Listed
Open House 3/6 3:30pm - 5pm
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53 Chesterton Road

Wellesley, MA, 02481
$ 3,295,000
Bedrooms5 Baths5.1 Sq 5,779

Monthly Estimate*

$ 20,288

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Single Family Home for sale in Wellesley, MA

for $3,295,000 with 5 bedrooms and 5 full baths, 1 half bath. This 5,779 square foot home was built in 2008 on a lot size of 0.24.

Located in one of Wellesley's most admired neighborhoods, this exceptional home offers four full floors of beautifully designed living space. The layout provides flexibility for family, guests, and everyday comfort. The fabulous custom kitchen features Dodd Woodworking cabinets, high end appliances, oversized island, dining area & opens to family room with built-ins & gas fireplace. The exquisite primary offers spas like bath with soaking tub, radiant floors & custom walk-in closet. Three additional bedrooms & two baths complete the second floor. Amazing third floor with bedroom/bonus room, office & full bath is perfect for today's needs. The finished lower level expands the living area, ideal for recreation with mudroom, gym, media space & bathroom, while maintaining the home’s polished feel. Each level flows seamlessly, offering both open gathering areas and quiet retreats. Set in a coveted setting known for its charm & community, close to Boulder Brook reservation & Bates school.

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Open House

3/6/2026 3:30 PM - 5:00 PM
3/7/2026 11:00 AM - 12:30 PM
53 Chesterton Road 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

5

Full Bath

5

Half Bath

1

Property Type

Single Family

Taxes

$ 23,350

Style

Colonial

Lot Size

0.24

Year Built

2008

Town/City

Wellesley

County/Region

Norfolk

MLS | Web ID

73482542

List By
The Lara & Chelsea Collaborative

Listing Agent

Coldwell Banker Realty - Wellesley

Broker

Affordability Calculator

$22,234
Per Month
91%
9%
0%
Monthly Principal & Interest
$20,288
Monthly Property Taxes
$1,946
Monthly Home Insurance
--
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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Pricing History
DatePricePrice ChangeDescription
3/4/2026$3,295,000 Listed Price

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53 Chesterton Road, Wellesley, MA, 02481 is a Single Family Home for sale at $3,295,000 with 5,779 sqft and a lot size of 0.24. 53 Chesterton Road has 5 bedrooms, 5.1 baths, and was built in 2008. The property's zip code is 02481 which is in Wellesley, MA