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Welcome to 44 Whiting Road, an exceptional residence set within Wellesley's coveted Country Club neighborhood. Built in 2009 by renowned builder McLaughlin/DeBenedictis, this distinguished five bedroom, six full bath center entrance Colonial offers three thoughtfully designed levels of refined living. An inviting grand foyer sets the tone for the stunning open-concept floor plan, anchored by a custom designed gourmet kitchen appointed with high-end appliances, marble countertops, and a generous center island. The kitchen flows effortlessly into a sunlit breakfast room with expansive picture windows and a gracious family room, where a stone-front gas fireplace provides a warm focal point and frames views of the bluestone terrace and beautifully landscaped grounds. A handsome wood-paneled office, elegant formal living room, formal dining room and well-appointed butler's pantry further enhance the main level.The second floor features four en-suite bedrooms, including a luxurious primary suite with marble bath and a private sitting room. The third floor offers an additional bedroom, full bath, and cedar closet, providing extra flexibility for guests, a bonus room, or private retreat. The lower level is equally impressive, with a spacious recreation room, exercise room, full bath with steam shower, and abundant storage. Outside, the private grounds and bluestone terrace create an inviting setting for both quiet relaxation and sophisticated entertaining. Ideally situated near the Wellesley Country Club and golf, with convenient access to the town's renowned shops and restaurants. A truly not-to-be-missed opportunity!

More Info

Basic Information

  • Bedrooms5
  • Mls StatusNew
  • Bathroom8
  • Lot Features Corner Lot, Level
  • Parcel Number M:066 R:020 S:,259071

Tax Information

  • Tax Assessed Value $3,713,000
  • Tax Year 2025
  • Taxes$38,170

School Information

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

Parking

  • Parking Spaces5
  • Covered Spaces 2
  • Garage YN Yes
  • Open Parking YN Yes
  • Parking Features Attached, Heated Garage, Paved Drive, Off Street, Paved

Rooms

  • Bathroom 1 First
  • Bathroom 2 First
  • Bathroom 3 Basement
  • Bathrooms Total Decimal 7
  • Bedroom 2 Second,15 x 16
  • Bedroom 3 Second,15 x 16
  • Bedroom 4 Second,25 x 17
  • Bedroom 5 Third,23 x 18
  • Dining Room Main, First,15 x 18
  • Family Room Main, First,17 x 23
  • Full Bath6
  • Half Baths2
  • Kitchen Main, First,18 x 17
  • Living Room Main, First,15 x 21
  • Master Bedroom Second,15

Basic Information

  • List Price$5,450,000
  • MLS Number73569281
  • Modification Date08/27/2026
  • Property SubTypeSingle Family Residence

Location

  • Address44 Whiting Road
  • Building Number44
  • CountyNorfolk
  • StateMA
  • StreetWhiting Road
  • TownWellesley
  • Zip02481

Building

  • Attached Garage YN Yes
  • BasementFull, Finished, Garage Access
  • Building Area Units Square Feet
  • Construction Materials Frame
  • Door Features French Doors, Insulated Doors
  • FireplaceYes
  • Fireplace Features Dining Room, Family Room, Living Room
  • Fireplaces Total 3
  • FoundationConcrete Perimeter
  • Garage Spaces2
  • Patio And Porch Features Porch, Patio
  • Property StyleColonial
  • Rooms12
  • Utilities For Gas Range, For Electric Oven, For Gas Dryer, Washer Hookup, Icemaker Connection
  • Window Features Insulated Windows, Screens
  • Year Built2009
  • Year Built Details Actual
  • Year Built Source Owner

Property

  • Acreage0.54

Interior

  • Flooring
    • Carpet
    • Flooring - Hardwood
    • Flooring - Wall to Wall Carpet
    • Hardwood
    • Marble
    • Tile
  • Interior Features
    • Bathroom - Full
    • Bathroom - Tiled With Shower Stall
    • Cable Hookup
    • Central Vacuum
    • Closet
    • Closet/Cabinets - Custom Built
    • Coffered Ceiling(s)
    • Decorative Molding
    • Enclosed Shower - Fiberglass
    • Exercise Room
    • Internet Available - Unknown
    • Library
    • Other
    • Play Room
    • Sauna/Steam/Hot Tub
    • Storage
    • Tray Ceiling(s)
    • Walk-In Closet(s)
    • Wet Bar
    • Wet bar

Exterior

  • Exterior Features
    • Decorative Lighting
    • Fenced Yard
    • Patio
    • Porch
    • Professional Landscaping
    • Rain Gutters
    • Screens
    • Sprinkler System
    • Stone Wall
    • Storage
  • Fencing Fenced
  • RoofWood

Utilities

  • Cooling Central Air
  • Cooling YN Yes
  • Electric 200+ Amp Service
  • Heat SystemYes
  • Heating Forced Air, Natural Gas
  • Sewer Public Sewer
  • Water Source Public

Property Information

  • Square Feet7,632
  • Building Area Source Owner
  • Living Area 7,632
  • Lot Size Square Feet 23,328
  • Lot Size Units Acres

Amenities

  • Amenities
    • Golf
    • Highway Access
    • House of Worship
    • Park
    • Private School
    • Public School
    • Public Transportation
    • Shopping
    • T-Station
    • Tennis Court(s)
    • University
    • Walk/Jog Trails
  • Appliances IncludedGas Water Heater, Oven, Dishwasher, Disposal, Trash Compactor, Microwave, Range, Refrigerator, Freezer, Washer, Dryer, Water Treatment, Wine Refrigerator, Vacuum System, Range Hood, Plumbed For Ice Maker
  • Security Features Security System

Other

  • Date Listed08/27/2026
  • Farm Land Area Units Square Feet
  • View Count2

Map Location

Driving Directions

Listed by Debi Benoit of William Raveis R.E. & Home Services

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