Dimensions23 x 18
FeaturesBathroom - Full, Closet, Flooring - Wall to Wall Carpet, Recessed Lighting, Closet - Double
LevelThird
44 Whiting Road, Wellesley MA 02481
Wellesley, MA 02481
$5,450,000
Est. $30,939/month
Track this home for price, status, and open-house alerts.
Open House Schedule
29
Aug
Saturday, August 29
11:30 AM - 1:30 PM EDT
About this home
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 exceptional 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!
View in the App
Save this property, schedule tours instantly, and get alerts when the price drops
Scan with phone
Public Records & Permits
Log in to view assessor & tax records, ownership history, and recent building permits for this property.
BMN Estimate
Get the number an algorithm can't give you
A free agent CMA factors in condition, upgrades, and the street — the things comps alone can't see.
Recently Sold Nearby
Property History
Property Timeline
Listed for Sale
Aug 27, 2026
$5,450,000
Original listing
Agent: Debi Benoit
Office: William Raveis R.E. & Home Services
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 08/27/2026 | 🏠 Listed for Sale | $5,450,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2025 | $38,170 | $3,713,000 |
Financial Details
Annual Property Tax
$38,170
Tax Year 2025
Assessed Value
$3,713,000
Facts & Features
2 Car Garage
Central AC
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
2009
Living Area
7,632 sq ft
Lot Size
0.54 acres
Bedrooms
5
Full Baths
6
Half Baths
2
Total Rooms
12
Interior
Heating
Forced Air, Natural Gas
Cooling
Central Air
Flooring
Tile, Carpet, Marble, Hardwood, Flooring - Hardwood, Flooring - Wall To Wall Carpet
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
Fireplace
Dining Room, Family Room, Living Room
Fireplaces
3
Basement
Full, Finished, Garage Access
Laundry
Closet/cabinets - Custom Built, Gas Dryer Hookup, Washer Hookup, Sink, Second Floor
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
Construction
Frame
Architecture
Colonial
Roof
Wood
Features
Porch, Patio, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Fenced Yard, Stone Wall
Pool
None
Spa
None
Fencing
Fenced
Patio/Porch
Porch, Patio
Parking
Garage Spaces
2
Has Garage
Yes
Features
Attached, Heated Garage, Paved Drive, Off Street, Paved
Total Spaces
5
Utilities
Electric
200+ Amp Service
Water
Public
Sewer
Public Sewer
Gas
None
Other
For Gas Range, For Electric Oven, For Gas Dryer, Washer Hookup, Icemaker Connection
Financial
Annual Tax
$38,170
Assessed Value
$3,713,000
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Lead Paint
Unknown
Seller Disclosures
None
Exclusions
Ask Agent
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
House Color
Grey
Sq Ft Source
Owner
Documents
None
County
Norfolk
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
2009
Bedrooms
5
Full Bathrooms
6
Half Bathrooms
2
Living Area
7,632 sq ft
Total Rooms
12
Floor Layout
Interactive room guide
Floor Layout
Finished Area
6,296 sq ft above grade
1,336 sq ft below grade
Dimensions25 x 17
FeaturesBathroom - Full, Ceiling Fan(s), Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Recessed Lighting, Window Seat
LevelSecond
Dimensions15 x 16
FeaturesBathroom - Full, Ceiling Fan(s), Walk-In Closet(s), Flooring - Hardwood, Lighting - Overhead, Crown Molding
LevelSecond
Dimensions15 x 16
FeaturesBathroom - Full, Ceiling Fan(s), Walk-In Closet(s), Flooring - Hardwood, Lighting - Overhead, Crown Molding
LevelSecond
Dimensions15 x 17
FeaturesBathroom - 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
LevelSecond
FeaturesBathroom - Half
LevelFirst
Dimensions15 x 18
FeaturesCoffered Ceiling(s), Flooring - Hardwood, Recessed Lighting, Lighting - Sconce, Archway, Decorative Molding, Tray Ceiling(s)
LevelMain,First
Dimensions18 x 17
FeaturesFlooring - Hardwood, Dining Area, Countertops - Upgraded, Kitchen Island, Cabinets - Upgraded, Open Floorplan, Recessed Lighting, Pot Filler Faucet, Wine Chiller, Gas Stove
LevelMain,First
FeaturesBathroom - Half
LevelFirst
Dimensions15 x 21
FeaturesCoffered Ceiling(s), Flooring - Hardwood, French Doors, Recessed Lighting, Lighting - Sconce, Archway, Decorative Molding, Tray Ceiling(s)
LevelMain,First
Dimensions17 x 23
FeaturesCoffered Ceiling(s), Flooring - Hardwood, French Doors, Wet Bar, Exterior Access, Open Floorplan, Recessed Lighting, Pocket Door
LevelMain,First
FeaturesBathroom - Full
LevelBasement
FeaturesYes
Display Options
Outdoor Areas
Patio & porchPorch, Patio
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Tile, Carpet, Marble, Hardwood, Flooring - Hardwood, Flooring - Wall to Wall Carpet
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
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
Windows:
Insulated Windows, Screens
Basement:
Full, Finished, Garage Access
Laundry:
Closet/Cabinets - Custom Built, Gas Dryer Hookup, Washer Hookup, Sink, Second Floor
Security:
Security System
Construction & Materials
Style:
Colonial
Year Built:
2009
Structure Type:
Exterior Materials:
Frame
Roof:
Wood
Foundation:
Concrete Perimeter
Heating, Cooling & Utilities
Heating:
Forced Air, Natural Gas
Heating Zones:
8
Cooling:
Central Air
Cooling Zones:
8
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Porch, Patio, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Fenced Yard, Stone Wall
Patio & Porch:
Porch, Patio
Fencing:
Fenced
Other Structures:
Lot Features:
Corner Lot, Level
Road Surface:
Parking & Garage
Garage Spaces:
2
Garage Type:
Attached
Total Parking Spaces:
5
Parking Features:
Attached, Heated Garage, Paved Drive, Off Street, Paved
Special Features
Fireplaces:
3
Fireplace Type:
Dining Room, Family Room, Living Room
Community Amenities:
Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Highway Access, House of Worship, Private School, Public School, T-Station, University
Nearby Schools
School District
Wellesley School District local
A+
Where Graduates Go
Class of 2021
81%
attend college
78%
4-Year
3%
2-Year
56%
Out of State
2%
Working
School Safety
2024-25
0.3%
Low
0.3%
Suspensions
0.5%
In-School
5.2% below state avg
Elementary Schools
10 schools
Star Academy Boston (Wellesley Campus)
0.7 mi
Grades PK-12
Tenacre Country Day School
1.1 mi
Grades PK-06
St. John the Evangelist School
1.7 mi
Grades PK-06
A
Hunnewell School
0.9 mi
|
#162 of 824
|
Score: 56.6
Dropped 73 spots from last year
-1.6 below state avg
294 students
Moderate
Strong Attendance
Grades K-05
A
Sprague Elementary School
1.2 mi
|
#165 of 824
|
Score: 56.3
Dropped 129 spots from last year
-1.9 below state avg
289 students
Diverse
Diverse Student Body
Grades K-05
A+
Joseph E Fiske School
1.6 mi
|
#32 of 824
|
Score: 63.6
Improved 28 spots from last year
+5.4 above state avg
278 students
Diverse
Rising School
Diverse Student Body
Strong Attendance
Grades K-05
Preschool at Wellesley Schools
1.6 mi
87 students
Diverse
Diverse Student Body
Grades PK
A
Schofield School
1.7 mi
|
#141 of 824
|
Score: 57.4
Dropped 77 spots from last year
-0.9 below state avg
291 students
Diverse
Strong Attendance
Grades K-05
A+
John D Hardy School
1.8 mi
|
#51 of 824
|
Score: 62.2
Dropped 23 spots from last year
+4 above state avg
280 students
Diverse
Diverse Student Body
Strong Attendance
Grades K-05
A
Katharine Lee Bates School
1.8 mi
|
#119 of 824
|
Score: 58.1
Dropped 114 spots from last year
-0.2 below state avg
286 students
Moderate
Strong Attendance
Grades K-05
Middle Schools
1 school
A+
Wellesley Middle School
0.8 mi
|
#7 of 352
|
Score: 64.5
Same rank as last year
+6.3 above state avg
919 students
Diverse
Strong Attendance
Grades 06-08
High Schools
3 schools
Dana Hall School
1.0 mi
Grades 06-12
A+
Wellesley Sr High School
0.3 mi
|
#28 of 346
|
Score: 71.3
Improved 63 spots from last year
+13.1 above state avg
1,262 students
Diverse
20 sports
• 2,762 athletes
Strong AP Program
High Graduation Rate
Rising School
Strong Athletics
Grades 09-12
North American Hockey Academy
2.2 mi
Grades 09-12
Learn about these ratings
Monthly Payment Calculator
Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$3,181
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
Total principal paid
$0
Total interest paid
$0
Rate Impact
-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.
Location
Loading map...
Neighborhood
44 Whiting Road, Wellesley MA 02481
Wellesley, MA 02481
Listing Information
Listing Agent
Debi Benoit
Listing Office
William Raveis R.E. & Home Services
Office Phone
781-235-5000
Agent MLS ID
BB980372
Office MLS ID
M95356
Listing Data Updated
Aug 27, 2026 6:38 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
Contact Us
Ask about this property — free, no obligation.
Similar Homes for Sale
Comparable Properties
Customize Comparable Search
Finding comparable properties...
Loading market insights for Wellesley.