Active Under Contract
44 Whiting Road
Wellesley, MA 02481
Residential · Active Under Contract · MLS #73569281
Listing Courtesy of William Raveis R.E. & Home Services | Debi Benoit
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MLS PIN data
About this home
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!
Property information
Details at a glance
Interior
- Rooms
- 12
- Heating
- Forced Air, Natural Gas
- Cooling
- Central Air
- Flooring
- Tile, Carpet, Marble, Hardwood, Flooring - Hardwood, Flooring - Wall to Wall Carpet
- Fireplaces
- 3
Building
- Style
- Single Family Residence
- Year built
- 2009
- Garage
- 2
- Parking
- 5
- Foundation
- Concrete Perimeter
- Roof
- Wood
Land & utilities
- Lot size
- 0.54 acres
- Water
- Public
- Sewer
- Public Sewer
- Zoning
- SR20
Financial
- Annual taxes
- $38,170
- Assessment year
- 2025
Listing history
Price and status timeline
No additional public listing history was supplied for this property.
Property value estimate
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Comparable sales
Recent properties for context
Recent comparable sales are not available for this property.
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Condition signals
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Local market context
How this home compares in Wellesley
Active city listing statistics from MLS PIN as of September 5, 2026. Asking prices are not completed-sale values.
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About 44 Whiting Road
Can I schedule a private showing?
Yes. Request a tour of 44 Whiting Road and a Bean Group agent will help coordinate an available time with the listing side.
Can you help me evaluate this property?
Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.
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