$3,295,000
53 Chesterton Road
Wellesley, MA, 02481
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.
Property Details
Price:
$3,295,000
MLS #:
73482542
Status:
Pending
Beds:
5
Baths:
5.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Bates
Listed Date:
Mar 4, 2026
Finished Sq Ft:
5,779
Total Sq Ft:
5,779
Lot Size:
10,462 sqft / 0.24 acres (approx)
Year Built:
2008
Schools
Elementary School:
Bates
Middle School:
Wms
High School:
Whs
Interior
Above Grade Finished Area
4182
Appliances
Range, Dishwasher, Refrigerator
Bathrooms
5 Full Bathrooms, 1 Half Bathroom
Below Grade Finished Area
1597
Cooling
Central Air
Fireplaces Total
3
Flooring
Tile, Carpet, Hardwood, Flooring – Wall to Wall Carpet, Flooring – Hardwood
Heating
Forced Air, Natural Gas
Interior Features
Closet, Wet bar, Play Room, Bonus Room, Office
Laundry Features
Closet/Cabinets – Custom Built, Flooring – Stone/Ceramic Tile, Second Floor, Washer Hookup
Exterior
Architectural Style
Colonial
Attached Garage YN
1
Community Features
Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Bike Path, Conservation Area, Public School
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Fenced Yard
Fencing
Fenced/Enclosed, Fenced
Garage Spaces
2
Lot Features
Level
Open Parking Spaces
4
Open Parking YN
1
Parking Features
Attached, Garage Door Opener, Heated Garage, Paved Drive, Off Street, Paved
Parking Spots
6
Parking Total
6
Patio And Porch Features
Patio
Roof
Shingle
Security Features
Security System
Window Features
Skylight, Insulated Windows
Financial
Tax Year
2026
Taxes
$23,350
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Wellesley as of May 04, 2026
117
Single Family Listed
58
Avg DOM
664
Avg $ / SqFt
$3,151,909
Avg List Price
Community
- Address53 Chesterton Road Wellesley MA
- SubdivisionBates
- CityWellesley
- CountyNorfolk
- Zip Code02481
Subdivisions in Wellesley
Similar Listings Nearby
Property Summary
- Located in the Bates subdivision, 53 Chesterton Road Wellesley MA is a Single Family for sale in Wellesley, MA, 02481. It is listed for $3,295,000 and features 5 beds, 6 baths, and has approximately 5,779 square feet of living space, and was originally constructed in 2008. The current price per square foot is $570. The average price per square foot for Single Family listings in Wellesley is $664. The average listing price for Single Family in Wellesley is $3,151,909. To schedule a showing of MLS#73482542 at 53 Chesterton Road in Wellesley, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Gibson Sotheby’s International Realty. The property listing data and information 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 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 set forth herein.
53 Chesterton Road
Wellesley, MA