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Charm blends effortlessly with modern style at this classic gem. Rich wood trim, light floors, and thoughtful custom details define the quality here. The dramatic family room-with its soaring ceilings, elegant built-ins, and expansive windows-serve as an impressive gathering place. There is also a stunning dining/breakfast room that offers flexible space. Stone counters and stainless appliances lend to the beauty of the eat-in kitchen. The formal living room is anchored by a fireplace and the at-home-office is the perfect spot to work from home. Upstairs, the primary suite is a true retreat: a private sitting room, walk-in closet, and a spa-inspired bath. Three additional bedrooms and a well-appointed bath accommodate family or guests with ease. A magazine worthy playroom in the lower level. Outdoor entertaining is easy with the expansive blue stone patio and sitting area. The property is set on a cul-de-sac with walking trails. Fabulous commuting location and near shops and the train.

More Info

Basic Information

  • Bedrooms4
  • Mls StatusUnder Agreement
  • Bathroom3
  • Lot Features Cul-De-Sac, Wooded
  • Parcel Number M:054 R:027 S:,258620

Tax Information

  • Tax Assessed Value $1,622,000
  • Tax Year 2026
  • Taxes$16,495

School Information

  • High School Wellesley
  • Elementary SchoolFiske
  • High SchoolWellesley
  • Junior HighWellesley

Parking

  • Parking Spaces4
  • Covered Spaces 1
  • Garage YN Yes
  • Open Parking YN Yes
  • Parking Features Attached, Paved Drive, Off Street, Paved

Rooms

  • Bathroom 1 Second
  • Bathroom 2 Second
  • Bathroom 3 First
  • Bathrooms Total Decimal 2.5
  • Bedroom 2 Second
  • Bedroom 3 Second
  • Bedroom 4 Second
  • Dining Room First
  • Family Room First
  • Full Bath2
  • Half Baths1
  • Kitchen First
  • Living Room First
  • Master Bedroom Second
  • Office First

Basic Information

  • List Price$2,095,000
  • MLS Number73493643
  • Modification Date04/01/2026
  • Property SubTypeSingle Family Residence
  • PurchaseContractDate04/01/2026

Location

  • Address21 Cunningham Road
  • Building Number21
  • CountyNorfolk
  • StateMA
  • StreetCunningham Road
  • TownWellesley
  • Zip02481

Building

  • Attached Garage YN Yes
  • Building Area Units Square Feet
  • Construction Materials Frame
  • Door Features French Doors
  • FireplaceYes
  • Fireplace Features Living Room
  • Fireplaces Total 1
  • FoundationConcrete Perimeter
  • Garage Spaces1
  • Patio And Porch Features Patio
  • Property StyleColonial, Craftsman
  • Rooms11
  • Window Features Skylight(s)
  • Year Built1930
  • Year Built Details Actual, Renovated Since
  • Year Built Source Public Records

Property

  • Acreage0.23

Interior

  • Flooring Wood, Tile, Flooring - Wall to Wall Carpet
  • Interior Features Lighting - Overhead, Closet, Recessed Lighting, Office, Play Room

Exterior

  • Exterior Features Patio, Decorative Lighting, Invisible Fence, Stone Wall
  • Fencing Invisible
  • RoofShingle

Utilities

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

Property Information

  • Square Feet3,533
  • Building Area Source Owner
  • Living Area 3,533
  • Lot Size Square Feet 9,810
  • Lot Size Units Acres

Amenities

  • Amenities
    • Bike Path
    • Golf
    • Highway Access
    • House of Worship
    • Medical Facility
    • Park
    • Pool
    • Private School
    • Public School
    • Public Transportation
    • Shopping
    • T-Station
    • Tennis Court(s)
    • University
    • Walk/Jog Trails
  • Appliances IncludedRange, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer

Other

  • Date Listed03/30/2026
  • Farm Land Area Units Square Feet
  • View Count13

Map Location

Driving Directions

Listed by Teri Adler of MGS Group Real Estate LTD - Wellesley

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