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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.

More Info

Basic Information

  • Bedrooms5
  • Mls StatusUnder Agreement
  • Bathroom6
  • Lot Features Level
  • Parcel Number M:179 R:053 S:,264243
  • Road Frontage DescriptionPaved

Tax Information

  • Tax Assessed Value $2,296,000
  • Tax Year 2026
  • Taxes$23,350

School Information

  • High School Wellesley
  • Elementary SchoolBates
  • High SchoolWellesley
  • Junior HighWms

Parking

  • Parking Spaces6
  • Covered Spaces 2
  • Garage YN Yes
  • Open Parking YN Yes
  • Parking Features
    • Attached
    • Garage Door Opener
    • Heated Garage
    • Off Street
    • Paved
    • Paved Drive

Rooms

  • Bathroom 1 First
  • Bathroom 2 Basement
  • Bathroom 3 Third
  • Bathrooms Total Decimal 5.5
  • Bedroom 2 Second,13 x 18
  • Bedroom 3 Second,16 x 16
  • Bedroom 4 Second,16 x 15
  • Bedroom 5 Third,23 x 28
  • Dining Room Main, First,13 x 19
  • Family Room Main, First,18 x 18
  • Full Bath5
  • Half Baths1
  • Kitchen Main, First,15 x 14
  • Living Room Main, First,13 x 16
  • Master Bedroom Second,18
  • Office Third,7 x 18

Basic Information

  • List Price$3,295,000
  • MLS Number73482542
  • Modification Date03/09/2026
  • Property SubTypeSingle Family Residence
  • PurchaseContractDate03/09/2026

Location

  • SubdivisionBates
  • Address53 Chesterton Road
  • Building Number53
  • CountyNorfolk
  • StateMA
  • StreetChesterton Road
  • TownWellesley
  • Zip02481

Building

  • Attached Garage YN Yes
  • BasementFull, Partially Finished, Sump Pump
  • Building Area Units Square Feet
  • Construction Materials Frame
  • Door Features Insulated Doors
  • FireplaceYes
  • Fireplace Features Living Room, Master Bedroom
  • Fireplaces Total 3
  • FoundationConcrete Perimeter
  • Garage Spaces2
  • Patio And Porch Features Patio
  • Property StyleColonial
  • Rooms12
  • Utilities For Gas Range, Washer Hookup
  • Window Features Skylight, Insulated Windows
  • Year Built2008
  • Year Built Details Actual
  • Year Built Source Public Records

Property

  • Acreage0.24

Interior

  • Flooring Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet, Flooring - Hardwood
  • Interior Features Closet, Wet bar, Play Room, Bonus Room, Office

Exterior

  • Exterior Features Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Fenced Yard
  • Fencing Fenced/Enclosed, Fenced
  • RoofShingle

Utilities

  • Cooling Central Air
  • Cooling YN Yes
  • Heat SystemYes
  • Heating Forced Air, Natural Gas
  • Sewer Public Sewer
  • Water Source Public

Property Information

  • Square Feet5,779
  • Building Area Source Public Records
  • Living Area 5,779
  • Lot Size Square Feet 10,462
  • Lot Size Units Acres
  • Road Responsibility Public Maintained Road

Amenities

  • Amenities
    • Bike Path
    • Conservation Area
    • Park
    • Public School
    • Public Transportation
    • Shopping
    • Tennis Court(s)
    • Walk/Jog Trails
  • Appliances IncludedRange, Dishwasher, Refrigerator
  • Security Features Security System

Other

  • Date Listed03/04/2026
  • Farm Land Area Units Square Feet
  • View Count11

Map Location

Driving Directions

Listed by The Lara & Chelsea Collaborative of Coldwell Banker Realty - Wellesley

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