44 Whiting Road

Open: 8/29 11:30AM - 01:30PMNew
Open: 8/29 11:30AM - 01:30PMNew
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Active
$5,450,000
5 beds7,632 sqft$714/sqft
44 Whiting Rd, Wellesley, MA 02481
Est: $30,883/moGet pre-approved
Single FamilyProperty Type
0.54 acresLot Size
2009Year Built
$714/sq ftPrice per sq ft
5 carsParking Spaces

Description

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...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!
1 day on Market
  • Listed by: Debi Benoit • William Raveis R.E. & Home Services
  • Listed by: Katherine Miner • William Raveis R.E. & Home Services
  • Listed by: Laurin Shields • William Raveis R.E. & Home Services
Last updated: 08/27/2026 09:29 PM • Source: MLS PIN, MLS#: 73569281

Open Houses

Saturday, Aug 29th11:30 AM - 1:30 PM
PublicView contact

Location

Listing Courtesy of William Raveis R.E. & Home Services, Debi Benoit; William Raveis R.E. & Home Services, Katherine Miner; William Raveis R.E. & Home Services, Laurin Shields
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$30,883 per month

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Principal and Interest

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Property Taxes

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Property Information for 44 Whiting Road

Property Details
  • Taxes: $38,170 / year
  • MLS Type: Single Family / Detached
  • County: Norfolk County
  • Town: Wellesley
  • Area: MA-Wellesley
  • Architectural Style: Colonial
  • Style: Colonial
  • Garage Spaces: 2
  • Open Parking Spaces: 3.00
  • Parking Spaces Total: 5
Building Information
  • Year Built: 2009
  • Lot Size: 0.54 AC / 23,328 SF
General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Tennis Court, Park, Walk/Jog Trails, Golf Course, Highway Access, House of Worship, Private School, Public School, T-Station, University
  • Living Area: 7632.0
  • Color: Grey
  • SqFt with Basement: Yes
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Actual
  • Year Built Source: Owner
Location/School
  • Grade School: Fiske
  • High School: Whs
  • Middle School: Wms
Features
Interior Features
  • 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
  • Basement Features: Full, Finished, Garage Access
  • Num of Baths: 8.0
  • Num of Full Baths: 6
  • Num of Half Baths: 2
  • Bathrooms Total Decimal: 7.00
  • Bathrooms Total Integer: 8
  • DoorFeatures: French Doors, Insulated Doors
  • FireplaceFeatures: Dining Room, Family Room, Living Room
  • FireplaceYN: Yes
  • Fireplaces: 3
  • Flooring: Tile, Carpet, Marble, Hardwood, Flooring - Hardwood, Flooring - Wall to Wall Carpet
  • 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, Wetbar, Internet Available - Unknown, Other(See Remarks)
  • Interior Features: Central Vacuum, Sauna/Steam/Hot Tub, Wetbar, Internet Available - Unknown, Other(See Remarks), French Doors, Security System
  • Laundry Features: Closet/Cabinets - Custom Built, Gas Dryer Hookup, Washer Hookup, Sink, Second Floor
  • Primary Bath: Yes
  • SpaYN: No
  • Window Features: Insulated Windows, Screens
Exterior Features
  • Construction: Frame
  • Exterior Features: Porch, Patio, Rain Gutters, Storage Shed, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Fenced Yard, Stone Wall
  • Exterior Features: Fenced Yard, Screens, Storage Shed, Professional Landscaping, Sprinkler System, Decorative Lighting, Stone Wall, Porch, Patio
  • Fencing: Fenced
  • Lot Description: Corner Lot, Level
  • Patio And Porch Features: Porch, Patio
  • Roof Material: Wood
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Attached, Heated, Paved Drive, Off-Street, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Attached, Heated, Paved Drive, Off-Street, Paved Driveway
  • Parking Features: Heated, Off-Street, Paved Driveway
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Electric: 200+ Amp Service
  • Heating: Forced Air, Natural Gas
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Gas Range, for Electric Oven, for Gas Dryer, Washer Hookup, Icemaker Connection
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 255.0
  • Room Primary Bedroom Features: 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
  • Room Primary Bedroom Length: 15.0
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 17.0
Bedroom 2
  • Bedroom2 Area: 240.0
  • Bedroom2 Features: Bathroom - Full,Ceiling Fan(s),Walk-In Closet(s),Flooring - Hardwood,Lighting - Overhead,Crown Molding
  • Bedroom2 Length: 15.0
  • Bedroom2 Level: Second
  • Bedroom2 Width: 16.0
Bedroom 3
  • Bedroom3 Area: 240.0
  • Bedroom3 Features: Bathroom - Full,Ceiling Fan(s),Walk-In Closet(s),Flooring - Hardwood,Lighting - Overhead,Crown Molding
  • Bedroom3 Length: 15.0
  • Bedroom3 Level: Second
  • Bedroom3 Width: 16.0
Bedroom 4
  • Bedroom4 Area: 425.0
  • Bedroom4 Features: Bathroom - Full,Ceiling Fan(s),Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Hardwood,Recessed Lighting,Window Seat
  • Bedroom4 Length: 25.0
  • Bedroom4 Level: Second
  • Bedroom4 Width: 17.0
Bedroom 5
  • Bedroom5 Area: 414.0
  • Bedroom5 Features: Bathroom - Full,Closet,Flooring - Wall to Wall Carpet,Recessed Lighting,Closet - Double
  • Bedroom5 Length: 23.0
  • Bedroom5 Level: Third
  • Bedroom5 Width: 18.0
Bathroom 1
  • Bathroom1 Features: Bathroom - Half
  • Bathroom1 Level: First
Bathroom 2
  • Bathroom2 Features: Bathroom - Half
  • Bathroom2 Level: First
Bathroom 3
  • Bathroom3 Features: Bathroom - Full
  • Bathroom3 Level: Basement
Dining Room
  • Dining Room Area: 270.0
  • Dining Room Features: Coffered Ceiling(s),Flooring - Hardwood,Recessed Lighting,Lighting - Sconce,Archway,Decorative Molding,Tray Ceiling(s)
  • Dining Room Length: 15.0
  • Dining Room Level: Main,First
  • Dining Room Width: 18.0
Family Room
  • Family Room Area: 391.0
  • Family Room Features: Coffered Ceiling(s),Flooring - Hardwood,French Doors,Wet Bar,Exterior Access,Open Floorplan,Recessed Lighting,Pocket Door
  • Family Room Length: 17.0
  • Family Room Level: Main,First
  • Family Room Width: 23.0
Kitchen
  • Kitchen Area: 306.0
  • Kitchen Features: Flooring - Hardwood,Dining Area,Countertops - Upgraded,Kitchen Island,Cabinets - Upgraded,Open Floorplan,Recessed Lighting,Pot Filler Faucet,Wine Chiller,Gas Stove
  • Kitchen Length: 18.0
  • Kitchen Level: Main,First
  • Kitchen Width: 17.0
Living Room
  • Room Living Room Area: 315.0
  • Room Living Room Features: Coffered Ceiling(s),Flooring - Hardwood,French Doors,Recessed Lighting,Lighting - Sconce,Archway,Decorative Molding,Tray Ceiling(s)
  • Room Living Room Length: 15.0
  • Room Living Room Level: Main,First
  • Room Living Room Width: 21.0
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
Tax Information
  • Tax ID: M:066 R:020 S:,259071
  • Assessments: $3,713,000
  • Book: 0
  • Tax Year: 2025
  • Zoning: SR20
Building / Association Information
Living Characteristics
  • Beds Total: 5
Other Building Characteristics
  • Foundation: Concrete Perimeter
  • Cooling Zones: 8
  • Heat Zones: 8
Complex & Association Information
  • Association Security: Security System
  • Adult Community: No

Property History for 44 Whiting Road

DateEvent & SourcePriceAppreciation
Aug 27, 2026

Listed (Active)

MLS PIN #73569281

$5,450,000—
Aug 3, 2005

Sold (Public Record)

Public Record #164963443

$1,203,025

-9.4% / yr

Apr 29, 2002

Sold (Public Record)

Public Record #100837961

$1,660,000

+9.9% / yr

DateEvent & SourcePrice
08/27/2026

Listed (Active)

MLS PIN #73569281

$5,450,000
08/03/2005

Sold (Public Record)

Public Record #164963443

$1,203,025

-9.4% / yr

04/29/2002

Sold (Public Record)

Public Record #100837961

$1,660,000

+9.9% / yr

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 44 Whiting Road

Taxable ValueLand$1,459,000Additions$2,254,000Total$3,713,000
Tax Record2025$38,170 ($3,181 / month)
Home Facts
Beds5Baths7Total Finished SqFt5,998 SqFtAbove Grade Finished SqFt5,998 SqFtStories2Lot Size23,328 SqFtStyleSingle Family ResidenceYear Built2009Year Renovated2009ZoningSR20CountyNORFOLKAPNWELL M:066 R:020 S:

Schools near 44 Whiting Road

This home is within Wellesley School District.
Rating
School
Type
Grades
Distance
Joseph E. Fiske Elementary School
Public - K to 5
Wellesley Middle School
Public - 6 to 8
Wellesley High School
Public - 9 to 12
Dana Hall School
Private - 5 to 12
Rating
School
Distance
Joseph E. Fiske Elementary School
PublicK to 5

Wellesley Middle School
Public6 to 8

Wellesley High School
Public9 to 12

Dana Hall School
Private5 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 44 Whiting Road, Wellesley, MA 02481

44 Whiting Road is a single family home for sale in Wellesley, MA 02481. This property was listed for sale on August 27, 2026 by William Raveis R.E. & Home Services, it's currently listed at $5,450,000. It has been on the market for a total of 1 days and was last sold on August 3, 2005. This listing's school district is Wellesley School District. Nearby schools include Joseph E. Fiske Elementary School, Wellesley Middle School and Wellesley High School. 44 Whiting Road is a 5-bed, 8-bath, 7,632 sqft single family home built in 2009.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of William Raveis R.E. & Home Services, Debi Benoit; William Raveis R.E. & Home Services, Katherine Miner; William Raveis R.E. & Home Services, Laurin Shields

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.