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44 Whiting Road, 
Wellesley, MA 02481

$5,450,000


5

Beds


8

Baths


7,632

Sq Ft


Single Family

Active

Listed by

Debi Benoit

William Raveis R.E. & Home Services

781-235-5000

Last updated:

September 2, 2026, 06:02 PM

MLS#

73569281

Source:

MLSPIN

About This Home

44 Whiting Road

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!

Home Facts

Single Family

8 Baths

5 Bedrooms

Built in 2009

Price Summary

5,450,000

$714 per Sq. Ft.

MLS #:

73569281

Last Updated:

September 2, 2026, 06:02 PM


Rooms & Interior

Bedrooms

Total Bedrooms:

5

Bathrooms

Total Bathrooms:

8

Full Bathrooms:

6

Interior

Living Area:

7,632 Sq. Ft.


Structure

Structure

Architectural Style:

Colonial

Building Area:

7,632 Sq. Ft.

Year Built:

2009


Lot

Lot Size (Sq. Ft):

23,328


Finances & Disclosures

Finances

Price:

$5,450,000

Price per Sq. Ft:

$714 per Sq. Ft.

Source:MLSPIN
The property listing data and information, or the Images, 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, and the Images, 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, or as to the accuracy of any of the Images, set forth herein.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.