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!
Single-familyProperty Type
2009Year Built
0.54 acresLot Size
$668Price/Sq.Ft.
2 garage spacesParking
Listed by Debi Benoit• William Raveis R.E. & Home Services
Listed by William Raveis R.E. & Home Services
Bought with Donna Scott Group• Coldwell Banker Realty - Wellesley
Est. $6,243 per month, based on comparable rentals
Sale and tax history for 44 Whiting Rd
Sale History
Tax History
Date
Event
Price
MLS PIN #73569281
Sep 30, 2026
Sold
$5,100,000
$668/sq ft
Sep 9, 2026
Pending
—
Sep 2, 2026
Contingent
—
Aug 27, 2026
Listed
$5,450,000
$714/sq ft
Public Records
Aug 3, 2005
Sold
$1,203,025
$158/sq ft
MLS PIN #30577202
Apr 29, 2002
Sold
$1,660,000
$218/sq ft
Mar 15, 2002
Listing Removed
—
Feb 4, 2002
Listed
$1,899,000
$249/sq ft
CLASSIC COLONIAL FULL OF CHARM IN THE COUNTRY CLUB AREA. 1990'S MASTER SUITE, BATHS, KIT/FR, 1ST FLOOR AU PAIR SUITE. FINISHED LOWER LEVEL PLAYROOM, CENTRAL AIR, ALARM, SPRKLRS. EASY ACCESS TO PIKE & AIRPORT. WALK TO TRAIN, TOWN, SHOPS.
MLS PIN #50318335
Apr 12, 1996
Sold
$940,000
$123/sq ft
Mar 18, 1996
Listing Removed
—
Feb 26, 1996
Listed
$959,000
$126/sq ft
EUROPEAN CHARM NEAR COUNTRY CLUB ON ONE OF PRETTIEST STREETS IN TOWN.1925 SLATE ROOF COL. REMODELED 1994 WITH QUALITY UPDATES& FINE DETAIL.KIT/FR IS 700 SQ/FT SHARP BLK/WHITE KIT.SKYLITES,FRNCH DRS. 500SQFT.MBR W/TRAY CEILING
Public Records
Jun 7, 1994
Sold
$700,000
$92/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$38,735 (+1.0%)
$1,302,000 + $2,081,000
$3,383,000
2022
$38,334 (+1.9%)
$1,167,000 + $2,115,000
$3,282,000
2021
$37,612 (+1.6%)
$1,086,000 + $2,115,000
$3,201,000
2020
$37,004 (−1.3%)
$1,086,000 + $2,115,000
$3,201,000
2019
$37,498 (+1.4%)
$1,126,000 + $2,115,000
$3,241,000
2018
$36,997 (+1.4%)
$892,000 + $2,204,000
$3,096,000
2017
$36,490 (−0.9%)
$891,000 + $2,204,000
$3,095,000
2015
$36,807 (−2.8%)
$877,000 + $2,307,000
$3,184,000
2014
$37,863 (+4.1%)
$778,000 + $2,503,000
$3,281,000
2013
$36,364 (+1.9%)
$728,000 + $2,380,000
$3,108,000
2012
$35,680 (−11.7%)
$728,000 + $2,380,000
$3,108,000
2011
$40,428 (+27.4%)
$680,000 + $2,857,000
$3,537,000
2010
$31,733 (+103.0%)
$728,000 + $2,300,000
$3,028,000
2009
$15,635
$907,000 + $744,000
$1,651,000
Public record
Beds
5
Baths
7
Stories
2
Lot width
—
Lot depth
—
Lot size
0.54 Acres
Year renovated
—
Sq. Ft.
5,998
Year built
2008
Style
Single Family Residential
County
Norfolk County
APN
259071
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 20, 2023.
Property details
Parking
Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Open Parking Spaces: 3
Parking Spaces: 5
AttachedGarageYN: Yes
Parking Features: Attached, Heated Garage, Paved Drive, Off Street, Paved
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
Exterior
Building Information
Building Area (Total): 7,632
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Owner
Year Built Details: Actual
Color: Grey
Exterior Features
Fencing: Fenced
Roof: Wood
Patio And Porch Features: Porch, Patio
Exterior Features: Porch, Patio, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Fenced Yard, Stone Wall
Property Information
PropertySubType: Single Family Residence
Above Grade Finished Area: 6296
Below Grade Finished Area: 1336
Security Features: Security System
ADU: N
Lot Information
Lot Size (Acres): 0.54
Lot Features: Corner Lot, Level
Road Frontage Type: Public
Financial
Tax Information
Tax Annual Amount: $38,170
Tax Year: 2025
Utilities
Utility Information
Utilities: for Gas Range, for Electric Oven, for Gas Dryer, Washer Hookup, Icemaker Connection
Sewer: Public Sewer
Water Source: Public
Electric: 200+ Amp Service
Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Natural Gas
Cooling: Central Air
Location
School Information
Elementary School: Hunnewell
Middle Or Junior School: Wms
High School: Whs
Location Information
Directions: Wellesley Ave to Whiting Road
UnparsedAddress: 44 Whiting Road, Wellesley MA 02481
Community Information
Senior CommunityYN: No
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
Public facts
Beds: 5
Baths: 7.0
Sq. Ft.: 5,998
Stories: 2.0
Lot Size: 0.54 acres
Style: Single Family Residential
Year Built: 2008
Year Renovated: —
County: Norfolk County
APN: 259071
Home facts updated by county records on Jul 20, 2023
Other
Miscellaneous Information
Heat Zones: 8
Listing Information
Exclusions: Ask Agent
StandardStatus: Closed
Around this home
Schools
Hunnewell Elementary School
Public K-5 • Assigned • 0.9mi
9/10
Wellesley Middle School
Public 6-8 • Assigned • 0.8mi
8/10
Wellesley High School
Public 9-12 • Assigned • 0.2mi
10/10
Provided by GreatSchools
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
5/10 Heat Factor
7 days above 97° expected this year, 15 days in 30 years
6/10 Wind Factor
54% chance of strong winds in next 30 years
2/10 Air Factor
1 unhealthy days expected this year, 2 days in 30 years
Provided by First Street
Historical weather
Wellesley, MA • 02481
Average low and high temperatures (°F)
34
19
36
20
51
32
60
40
70
50
82
60
85
65
82
58
76
54
65
43
53
35
39
24
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
84/ 100
Very good sunlight
Sunscore
There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
9.1 hrs
5.4 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$4.85M – $5.87M
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