
44 Whiting Road Wellesley — Photo 1 of 42
$5,450,000
44 Whiting Road, Wellesley, MA 02481
Wellesley, MA 02481
Beds
5
Baths
7
SqFt
7,632
Style
Single Family
Built
2009
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!
Market Value Analysis
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Wellesley, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & 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
Neighborhood
Public Transportation • Shopping • Tennis Court(s) • Park • Walk/Jog Trails • Golf
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl Main,First15 x 21
Coffered Ceiling(s), Flooring - Hardwood, French Doors, Recessed Lighting, Lighting - Sconce, Archway, Decorative Molding, Tray Ceiling(s)
Dining Room
Lvl Main,First15 x 18
Coffered Ceiling(s), Flooring - Hardwood, Recessed Lighting, Lighting - Sconce, Archway, Decorative Molding, Tray Ceiling(s)
Kitchen
Lvl Main,First18 x 17
Flooring - Hardwood, Dining Area, Countertops - Upgraded, Kitchen Island, Cabinets - Upgraded, Open Floorplan, Recessed Lighting, Pot Filler Faucet, Wine Chiller, Gas Stove
Family Room
Lvl Main,First17 x 23
Coffered Ceiling(s), Flooring - Hardwood, French Doors, Wet Bar, Exterior Access, Open Floorplan, Recessed Lighting, Pocket Door
Master Bedroom
Lvl Second15 x 17
Bathroom - Full, Bathroom - Double Vanity/Sink, Ceiling Fan(s), Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Hot Tub / Spa, French Doors, Double Vanity, Dressing Room, Recessed Lighting, Crown Molding, Vestibule, Window Seat
Bedroom 2
Lvl Second15 x 16
Bedroom 3
Lvl Second15 x 16
Bathroom - Full, Ceiling Fan(s), Walk-In Closet(s), Flooring - Hardwood, Lighting - Overhead, Crown Molding
Bedroom 4
Lvl Second25 x 17
Bathroom - Full, Ceiling Fan(s), Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Recessed Lighting, Window Seat
Bedroom 5
Lvl Third23 x 18
Bathroom - Full, Closet, Flooring - Wall to Wall Carpet, Recessed Lighting, Closet - Double
Bathroom 1
Lvl FirstBathroom - Half
Bathroom 2
Lvl FirstBathroom - Half
Bathroom 3
Lvl BasementBathroom - Full
Population
17,415
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$250K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
12.7%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Norfolk County
1,189 housing units permitted in the last 12 months (+21% vs the prior 12 months) — 706 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jun '26)
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 7,632 sq ft principal dwelling). Lot size: 23,328 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: Debi Benoit
Listing Office: William Raveis R.E. & Home Services
MLS® Number: 73569281
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