$5,450,000
44 Whiting Road
Wellesley, MA, 02481
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 Details
Price:
$5,450,000
MLS #:
73569281
Status:
Pending
Beds:
5
Baths:
7
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Aug 27, 2026
Finished Sq Ft:
7,632
Total Sq Ft:
7,632
Lot Size:
23,328 sqft / 0.54 acres (approx)
Year Built:
2009
Schools
Elementary School:
Hunnewell
Middle School:
Wms
High School:
Whs
Interior
Above Grade Finished Area
6296
Appliances
Gas 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
Bathrooms
6 Full Bathrooms, 2 Half Bathrooms
Below Grade Finished Area
1336
Cooling
Central Air
Fireplaces Total
3
Flooring
Tile, Carpet, Marble, Hardwood, Flooring – Hardwood, Flooring – Wall to Wall Carpet
Heating
Forced Air, Natural Gas
Interior Features
Coffered Ceiling(s), Closet/Cabinets – Custom Built, Decorative Molding, Tray Ceiling(s), Bathroom – Full, Bathroom – Tiled With Shower Stall, Enclosed Shower – Fiberglass, Walk-In Closet(s), Closet, Wet bar, Cable Hookup, Storage, Library, Exercise Room, Play Room, Central Vacuum, Sauna/Steam/Hot Tub, Wet Bar, Internet Available – Unknown, Other
Laundry Features
Closet/Cabinets – Custom Built, Gas Dryer Hookup, Washer Hookup, Sink, Second Floor
Exterior
Architectural Style
Colonial
Attached Garage YN
1
Community Features
Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Highway Access, House of Worship, Private School, Public School, T-Station, University
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Porch, Patio, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Fenced Yard, Stone Wall
Fencing
Fenced
Garage Spaces
2
Lot Features
Corner Lot, Level
Open Parking Spaces
3
Open Parking YN
1
Parking Features
Attached, Heated Garage, Paved Drive, Off Street, Paved
Parking Spots
5
Parking Total
5
Patio And Porch Features
Porch, Patio
Roof
Wood
Security Features
Security System
Window Features
Insulated Windows, Screens
Financial
Tax Year
2025
Taxes
$38,170
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Wellesley as of Sep 21, 2026
81
Single Family Listed
83
Avg DOM
677
Avg $ / SqFt
$2,842,346
Avg List Price
Community
- Address44 Whiting Road Wellesley MA
- CityWellesley
- CountyNorfolk
- Zip Code02481
Subdivisions in Wellesley
Similar Listings Nearby
Property Summary
- 44 Whiting Road Wellesley MA is a Single Family for sale in Wellesley, MA, 02481. It is listed for $5,450,000 and features 5 beds, 7 baths, and has approximately 7,632 square feet of living space, and was originally constructed in 2009. The current price per square foot is $714. The average price per square foot for Single Family listings in Wellesley is $677. The average listing price for Single Family in Wellesley is $2,842,346. To schedule a showing of MLS#73569281 at 44 Whiting Road in Wellesley, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Gibson Sotheby’s International Realty. 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.
44 Whiting Road
Wellesley, MA












































