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Active Under Contract

44 Whiting Road

Wellesley, MA 02481

Offered at$5,450,000

Residential · Active Under Contract · MLS #73569281
Listing Courtesy of William Raveis R.E. & Home Services | Debi Benoit

5Bedrooms
8Bathrooms
7,632Square feet
2009Year built

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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

An informed starting point

Estimated value$5,959,319

Estimated range $4,692,240$7,226,398

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Automated estimates are not appraisals or guarantees of market value.

Comparable sales

Recent properties for context

Recent comparable sales are not available for this property.

Photo insights

Condition signals

Overall presentationexcellent

Generated from listing photography; not a substitute for an inspection.

Local market context

How this home compares in Wellesley

MetricThis propertyWellesley
List price$5,450,000$2,045,000167% above local
Price / sq ft$714$7061% above local
Days on market77290% below local
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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.

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Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

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Availability varies by property and source. Request the documents you need and we will help obtain what is available.