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
Estimate assumptions
20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.
Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.
Adjust the payment calculatorTrack this home for price, status, and open-house alerts.
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 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!
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Recently Sold Nearby
Property History
Market Insights
Property Timeline
Status: Active under contract
Sep 2, 2026
Active → Active Under Contract
Pending Sale
Sep 1, 2026
Offer accepted, sale pending
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 |
|---|---|---|---|---|---|
| 09/02/2026 | 📋 Status: Active under contract | - | - | - | Active → Active Under Contract |
| 09/01/2026 | ⏳ Pending Sale | - | - | - | Offer accepted, sale pending |
| 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
Total market time (incl. prior listings)
13 days
Property Overview
Property Type
Single Family Residence
Listing Type
Sale Pending
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
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
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 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
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
FeaturesBathroom - Half
LevelFirst
Dimensions15 x 18
FeaturesCoffered Ceiling(s), Flooring - Hardwood, 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
Dimensions15 x 21
FeaturesCoffered Ceiling(s), Flooring - Hardwood, French Doors, Recessed Lighting, Lighting - Sconce, Archway, Decorative Molding, Tray Ceiling(s)
LevelMain,First
FeaturesBathroom - Full
LevelBasement
FeaturesYes
Display Options
Outdoor Areas
Patio & porchPorch, Patio
Room Markers
OOffice (1)
KKitchen (1)
BRBedroom (5)
BABathroom (4)
DDining (1)
LLiving (2)
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
3 schools
Star Academy Boston (Wellesley Campus)
0.7 mi
Grades PK-12
A
Hunnewell School
0.9 mi
|
#157 of 825
|
Score: 56.7
Dropped 68 spots from last year
-1.5 below state avg
307 students
Diverse
Strong Attendance
Grades K-05
Tenacre Country Day School
1.1 mi
Grades PK-06
Middle Schools
2 schools
A+
Wellesley Middle School
0.8 mi
|
#7 of 352
|
Score: 64.3
Same rank as last year
+6.1 above state avg
910 students
Diverse
Strong Attendance
Grades 06-08
A+
High Rock School
2.4 mi
|
#5 of 352
|
Score: 64.8
Improved 22 spots from last year
+6.6 above state avg
430 students
Diverse
Rising School
Strong Attendance
Grades 06
High Schools
3 schools
A+
Wellesley Sr High School
0.3 mi
|
#27 of 346
|
Score: 71.5
Improved 64 spots from last year
+13.3 above state avg
1,231 students
Diverse
20 sports
• 2,762 athletes
Strong AP Program
High Graduation Rate
Rising School
Strong Athletics
Grades 09-12
Dana Hall School
1.0 mi
Grades 06-12
Clearway School
2.1 mi
Grades 06-12
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Including down payment
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Down: $0
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Monthly Payment Breakdown
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Property Tax
$3,181
Homeowners Insurance
$200
PMI (if <20% down)
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Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
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Location
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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
Sep 9, 2026 3:48 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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