Active Under Contract
13 Days on market
44 Whiting Road Wellesley — Photo 1 of 42

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

This Property
Size (SqFt) →Price →
This Property$714/sqft
Local Avg (Wellesley)$675/sqft
6% AboveMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Wellesley, MA.

Property Details

Financials

Original Price$5,450,000
Annual Taxes$38,170

Parking

Garage2
Off-Street5

Interior Specifications

Total Rooms12
Fireplaces3
FlooringTile, Carpet, Marble, Hardwood, Flooring - Hardwood, Flooring - Wall to Wall Carpet
BasementFull, Finished, Garage Access

Climate & Utilities

HeatingForced Air, Natural Gas
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofWood
FoundationConcrete Perimeter
ZoningSR20

Property & Lot

Acres0.54
SqFt Lot23,328
Lot FeaturesCorner Lot, Level

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

Third
Bedroom 5
Second
Master BedroomBedroom 2Bedroom 3Bedroom 4
First
Bathroom 1Bathroom 2
Basement
Bathroom 3
Main,First
Living RoomDining RoomKitchenFamily Room
Living Room
Lvl Main,First

15 x 21

Coffered Ceiling(s), Flooring - Hardwood, French Doors, Recessed Lighting, Lighting - Sconce, Archway, Decorative Molding, Tray Ceiling(s)

Dining Room
Lvl Main,First

15 x 18

Coffered Ceiling(s), Flooring - Hardwood, Recessed Lighting, Lighting - Sconce, Archway, Decorative Molding, Tray Ceiling(s)

Kitchen
Lvl Main,First

18 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,First

17 x 23

Coffered Ceiling(s), Flooring - Hardwood, French Doors, Wet Bar, Exterior Access, Open Floorplan, Recessed Lighting, Pocket Door

Master Bedroom
Lvl Second

15 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 Second

15 x 16

Bedroom 3
Lvl Second

15 x 16

Bathroom - Full, Ceiling Fan(s), Walk-In Closet(s), Flooring - Hardwood, Lighting - Overhead, Crown Molding

Bedroom 4
Lvl Second

25 x 17

Bathroom - Full, Ceiling Fan(s), Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Recessed Lighting, Window Seat

Bedroom 5
Lvl Third

23 x 18

Bathroom - Full, Closet, Flooring - Wall to Wall Carpet, Recessed Lighting, Closet - Double

Bathroom 1
Lvl First

Bathroom - Half

Bathroom 2
Lvl First

Bathroom - Half

Bathroom 3
Lvl Basement

Bathroom - 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 Provided By

Listing Agent: Debi Benoit

Listing Office: William Raveis R.E. & Home Services

MLS® Number: 73569281

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