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44 Whiting Road

Wellesley, MA 02481
  • $5,450,000
  • STATUS: Contingent
  • MLS #: 73569281
Under Contract
UPDATED: 32 min ago
$5,450,000
  • 5
    BEDS
  • 0.54
    ACRES
  • 6
    BATHS
  • 2
    1/2 BATHS
  • 7,632
    SQFT
  • $714
    $/SQFT
Type:
Single-Family Home
Built:
2009
County:

School Information

Elementary School:
Middle School:
Wms
High School:
Whs
Listing courtesy of Debi Benoit of William Raveis R.E. & Home Services.

Description

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!

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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. Data last updated 2026-09-09T15:05:06.567.
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44 Whiting Road Wellesley, MA 02481

  • Price: $5,450,000
  • Status: Contingent
  • On Site: Days
  • Updated: 32 min ago
  • MLS #: 73569281
5
Beds
6
Baths
2
½ Baths
0.54
Acres
7,632
SQFT
$714
$/SQFT
2009
Built
County:
Norfolk
Elementary School:
Hunnewell
Middle School:
Wms
High School:
Whs
Property Description
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!
Exterior Features

Architectural Style Colonial Attached Garage YN Yes Carport YN No Color Grey Construction Materials Frame Covered Spaces 2 Exterior Features PorchPatioRain GuttersStorageProfessional LandscapingSprinkler SystemDecorative LightingScreensFenced YardStone Wall Fencing Fenced Garage YN Yes Lot Features Corner LotLevel Open Parking YN Yes Parking Features AttachedHeated GaragePaved DriveOff StreetPaved Parking Total 5 Patio And Porch Features PorchPatio Property Attached YN No Road Frontage Type Public Roof Wood Spa YN No Waterfront YN No

Interior Features

Appliances Gas Water HeaterOvenDishwasherDisposalTrash CompactorMicrowaveRangeRefrigeratorFreezerWasherDryerWater TreatmentWine RefrigeratorVacuum SystemRange HoodPlumbed For Ice Maker Basement FullFinishedGarage Access Bedroom2 Dimensions Length 15 Bedroom2 Dimensions Width 16 Bedroom2 Features Bathroom - FullCeiling Fan(s)Walk-In Closet(s)Flooring - HardwoodLighting - OverheadCrown Molding Bedroom2 Level Second Bedroom3 Dimensions Length 15 Bedroom3 Dimensions Width 16 Bedroom3 Features Bathroom - FullCeiling Fan(s)Walk-In Closet(s)Flooring - HardwoodLighting - OverheadCrown Molding Bedroom3 Level Second Bedroom4 Dimensions Length 25 Bedroom4 Dimensions Width 17 Bedroom4 Features Bathroom - FullCeiling Fan(s)Walk-In Closet(s)Closet/Cabinets - Custom BuiltFlooring - HardwoodRecessed LightingWindow Seat Bedroom4 Level Second Bedroom5 Dimensions Length 23 Bedroom5 Dimensions Width 18 Bedroom5 Features Bathroom - FullClosetFlooring - Wall to Wall CarpetRecessed LightingCloset - Double Bedroom5 Level Third Building Area Total 7632 Cooling Central Air Cooling YN Yes Cooling Zones 8 Dining Room Dimensions Length 15 Dining Room Dimensions Width 18 Dining Room Features Coffered Ceiling(s)Flooring - HardwoodRecessed LightingLighting - SconceArchwayDecorative MoldingTray Ceiling(s) Dining Room Level MainFirst Door Features French DoorsInsulated Doors Family Room Dimensions Length 17 Family Room Dimensions Width 23 Family Room Features Coffered Ceiling(s)Flooring - HardwoodFrench DoorsWet BarExterior AccessOpen FloorplanRecessed LightingPocket Door Family Room Level MainFirst Fireplace Features Dining RoomFamily RoomLiving Room Fireplace YN Yes Fireplaces Total 3 Flooring TileCarpetMarbleHardwoodFlooring - HardwoodFlooring - Wall to Wall Carpet Foundation Details Concrete Perimeter Heat Zones 8 Heating Forced AirNatural Gas Heating YN Yes Interior Features Coffered Ceiling(s)Closet/Cabinets - Custom BuiltDecorative MoldingTray Ceiling(s)Bathroom - FullBathroom - Tiled With Shower StallEnclosed Shower - FiberglassWalk-In Closet(s)ClosetWet barCable HookupStorageLibraryExercise RoomPlay RoomCentral VacuumSauna/Steam/Hot TubWet BarInternet Available - UnknownOther Kitchen Dimensions Length 18 Kitchen Dimensions Width 17 Kitchen Features Flooring - HardwoodDining AreaCountertops - UpgradedKitchen IslandCabinets - UpgradedOpen FloorplanRecessed LightingPot Filler FaucetWine ChillerGas Stove Kitchen Level MainFirst Laundry Features Closet/Cabinets - Custom BuiltGas Dryer HookupWasher HookupSinkSecond Floor Lead Paint Unknown Living Room Dimensions Length 15 Living Room Dimensions Width 21 Living Room Features Coffered Ceiling(s)Flooring - HardwoodFrench DoorsRecessed LightingLighting - SconceArchwayDecorative MoldingTray Ceiling(s) Living Room Level MainFirst Master Bathroom Features Yes Master Bedroom Dimensions Length 15 Master Bedroom Dimensions Width 17 Master Bedroom Features Bathroom - FullBathroom - Double Vanity/SinkCeiling Fan(s)Walk-In Closet(s)Closet/Cabinets - Custom BuiltFlooring - HardwoodHot Tub / SpaFrench DoorsDouble VanityDressing RoomRecessed LightingCrown MoldingVestibuleWindow Seat Master Bedroom Level Second Rooms Total 12 Window Features Insulated WindowsScreens

Property Features

Association YN No Community Features Public TransportationShoppingTennis Court(s)ParkWalk/Jog TrailsGolfHighway AccessHouse of WorshipPrivate SchoolPublic SchoolT-StationUniversity Contingency Pending P&S Electric 200+ Amp Service Exclusions Ask Agent Home Warranty YN No Property Sub Type Single Family Residence Security Features Security System Senior Community YN No Sewer Public Sewer Tax Annual Amount 38170 Tax Year 2025 Utilities for Gas Rangefor Electric Ovenfor Gas DryerWasher HookupIcemaker Connection Water Source Public Year Built Details Actual Zoning SR20

Listing information © 2026 MLS Property Information Network. All information is deemed reliable but should be independently verified.
Listing provided courtesy of Debi Benoit of William Raveis R.E. & Home Services: 781-235-5000.


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. Data last updated 2026-09-09T15:05:06.567.
 
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Re/Max Vantage
77 State Road
Dartmouth MA, 02747
Listing courtesy of Debi Benoit of William Raveis R.E. & Home Services.