44 Whiting Rd, Wellesley, MA 02481
Property image
Property image
SOLD
SEP 30, 2026

$4,873,700

Trulia Estimate
  • 5 Beds
  • 7 Baths
  • 7,632 sqft (on 0.54 acres)

44 Whiting Rd, Wellesley, MA 02481

Est. Refi. Payment $30,368/mo*
Refinance Your Home
Currently Off Market - Sold Sep 30, 2026 for $5,100,000 (6% below list price)

Home Value

Trulia Estimate
$4.87M
Since last month
Decreased$486K (-9.1%)
Since last year
Decreased$135K (-2.7%)
Since last sale
Decreased$245K (-4.8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +45% in the last 10 years
MonthEstimated value
2026
November 2026$4.86M
October 2026$4.87M
September 2026$5.34M
August 2026$5.48M
July 2026$5.01M
June 2026$4.96M
May 2026$4.96M
April 2026$4.82M
March 2026$4.85M
February 2026$4.68M
January 2026$4.54M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
10 Clark Rd, Wellesley, MA
0.24
Single-Family Home
$5,100,000
07/23/26
6
7
6,148
32 Arlington Rd, Wellesley, MA
0.28
Single-Family Home
$5,005,000
10/09/26
6
4.5
7,013
108 Abbott Rd, Wellesley, MA
0.39
Single-Family Home
$6,187,500
11/12/25
6
7
7,037
51 Smith St, Wellesley, MA
0.44
Single-Family Home
$3,799,500
07/21/26
5
6.5
6,500
23 Inverness Rd, Wellesley, MA
0.43
Single-Family Home
$4,525,000
07/10/26
6
6.5
9,523
40 Radcliffe Rd, Wellesley, MA
0.62
Single-Family Home
$5,300,000
09/18/26
6
6
7,850
133 Abbott Rd, Wellesley, MA
0.36
Single-Family Home
$4,400,000
07/22/26
5
4.5
4,628
117 Forest St, Wellesley, MA
0.18
Single-Family Home
$3,305,000
06/26/26
4
3.5
3,738
93 Seaver St, Wellesley, MA
0.30
Single-Family Home
$2,500,000
01/16/26
5
5
5,200

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
36 Whiting Rd, Wellesley, MA 02481
0.03
$4,299,400
7
6
5,000
Off Market
24 Sumner Rd, Wellesley, MA 02481
0.03
$2,593,300
4
4
3,178
Off Market
43 Whiting Rd, Wellesley, MA 02481
0.03
$5,877,200
5
6
8,990
Off Market
15 Sumner Rd, Wellesley, MA 02481
0.04
$5,672,100
6
6
7,817
Off Market
20 Sumner Rd, Wellesley, MA 02481
0.04
$2,832,800
5
4
3,132
Off Market
37 Whiting Rd, Wellesley, MA 02481
0.05
$3,016,400
4
4
3,458
Off Market
57 Whiting Rd, Wellesley, MA 02481
0.05
$5,681,300
7
7
8,411
Off Market
30 Whiting Rd, Wellesley, MA 02481
0.05
$3,885,400
6
5
4,042
Off Market
18 Sumner Rd, Wellesley, MA 02481
0.06
$2,284,000
3
3
2,736
Off Market
33 Whiting Rd, Wellesley, MA 02481
0.06
$5,446,300
6
5
4,777
Off Market
9 Sumner Rd, Wellesley, MA 02481
0.06
$3,089,000
5
3
4,240
Off Market
14 Sumner Rd, Wellesley, MA 02481
0.07
$3,764,400
5
6
4,189
Off Market
14 Sumner Rd, Wellesley Hills, MA 02481
0.07
-
-
-
-
Off Market
146 Wellesley Ave, Wellesley, MA 02481
0.07
$1,954,600
2
4
2,009
Off Market
26 Whiting Rd, Wellesley, MA 02481
0.07
$2,992,000
4
3
2,874
Off Market
29 Whiting Rd, Wellesley, MA 02481
0.07
$3,688,000
5
5
5,476
Off Market
40 Park Ave, Wellesley, MA 02481
0.08
$4,221,900
5
7
6,800
Off Market
44 Park Ave, Wellesley, MA 02481
0.08
$1,854,300
5
4
2,568
Off Market
8 Sumner Rd, Wellesley, MA 02481
0.08
$3,264,100
5
2.5
4,503
Off Market
5 Alden Rd, Wellesley, MA 02481
0.08
$3,104,300
4
5
3,713
Off Market

Local Information

  • Map ViewExplore the area around 44 Whiting Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2009
0.54 acre lot
7,632 sqft
$668/sqft
2 Car Garage

About this House

What's unique:Stone-front gas fireplaceCenter entrance colonialPrivate sitting roomExercise roomGracious family roomFormal dining room
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!
44 Whiting Rd, Wellesley, MA 02481 is a 5 bedroom, 8 bathroom, 7,632 sqft single-family home built in 2009. It last sold for $5,100,000 on Sep 30, 2026 (6% below the $5,450,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,873,700.
Last check for updates: about 14 hours ago
Listed by Debi Benoit, (617) 962-9292
William Raveis R.E. & Home Services, (781) 235-5000
Bought with: Donna Scott Group, (617) 655-2444, Coldwell Banker Realty - Wellesley, (781) 237-9090
Source: MLS PIN, MLS#73569281

Home Details for 44 Whiting Rd

Interior Features

Interior Details
Basement: Full,Finished,Garage AccessNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living RoomWet Bar
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 8Number of Bathrooms (full): 6Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 7632 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Electric Oven, for Gas Dryer, Washer Hookup, Icemaker ConnectionAppliances: 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 MakerDishwasherDisposalDryerLaundry: Closet/Cabinets - Custom Built,Gas Dryer Hookup,Washer Hookup,Sink,Second FloorMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 3Fireplace: Dining Room, Family Room, Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: 200+ Amp Service
Windows, Doors, Floors & Walls
Window: Insulated Windows, ScreensDoor: French Doors, Insulated DoorsFlooring: Tile, Carpet, Marble, Hardwood, Flooring - Hardwood, Flooring - Wall to Wall Carpet
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Marble, Hardwood, Flooring Hardwood, Flooring Wall To Wall Carpet
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: WoodPatio / Porch: Porch, PatioFencing: FencedExterior: Porch, Patio, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Fenced Yard, Stone WallFoundation: Concrete PerimeterSprinkler System
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 5Parking: Attached,Heated Garage,Paved Drive,Off Street,Paved
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 6296Finished Area (below surface): 1336

Property Information

Year Built
Year Built: 2009
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Not Included in Sale: Ask AgentParcel Number: M:066 R:020 S:, 259071

Price & Status

Price
List Price: $5,450,000Price Per Sqft: $668/sqft
Status Change & Dates
Off Market Date: Wed Sep 09 2026

Active Status

MLS Status: Sold

Location

Direction & Address
City: Wellesley
School Information
Elementary School: HunnewellJr High / Middle School: WmsHigh School: Whs

Building

Building Area
Building Area: 7632 Square Feet

Community

Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Highway Access, House of Worship, Private School, Public School, T-Station, UniversityNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.54 acres

Offer

Contingencies: Pending P&S

Miscellaneous

BasementMls Number: 73569281Above Grade Unfinished Area: 6296

Additional Information

Public TransportationShoppingTennis Court(s)ParkWalk/Jog TrailsGolfHighway AccessHouse of WorshipPrivate SchoolPublic SchoolT-StationUniversity

Price and Tax history

DateEventPrice
Sep 30, 2026
Source: MLS PIN #73569281
Sold
$5,100,000
Sep 9, 2026
Source: MLS PIN #73569281
Pending
$5,450,000
Sep 2, 2026
Source: MLS PIN #73569281
Contingent
$5,450,000
Aug 27, 2026
Source: MLS PIN #73569281
Listed For Sale
$5,450,000
Aug 3, 2005
Source: N/A
Sold
$1,203,025

Market trends in Wellesley

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
92
21MoM
Sourced by Trulia Market Trends

Around this home

What Locals Say about Wellesley

At least 124 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 87 % Say parking is easy

  • 85 % Say people would walk alone at night

  • 84 % Say yards are well-kept

  • 80 % Say car is needed

  • 79 % Say there are sidewalks

  • 76 % Say kids play outside

  • 75 % Say there's holiday spirit

  • 74 % Say streets are well-lit

  • 73 % Say there's wildlife

  • 72 % Say it's quiet

  • 70 % Say they plan to stay for at least 5 years

  • 67 % Say it's walkable to restaurants

  • 66 % Say neighbors are friendly

  • 65 % Say there are community events

  • 63 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Mike Holiday
    "Everyone walks their dogs and lets their dogs say hello, most often. People know each other. It’s a great community"
    0
    Flag
  • Emilyperrottet
    "Nothing. It’s a changing neighborhood with a mix of old and new homes. Most of the homes are old and run down. "
    0
    Flag
  • Emilyperrottet
    "I take the Commuter rail from Wellesley to the T subway. 1.5 hours to Cambridge from south station. "
    0
    Flag
  • Trulia User
    "Lots of trails and other dogs in the area, many pet stores in the area as well. Dogs are well behaved and friendly. "
    0
    Flag
  • Shirley L.
    "The walking paths and yearly town celebrations are wonderful! A great sense of community and great schools. "
    0
    Flag
  • Sdipietro369
    "I am a visitor to this area. The neighborhood seems very nice with Babson College right around the corner. Shops within a close distance. "
    3
    Flag
  • Katrina C.
    "You feel you're kids are safe here in town. Everyone is friendly and we're all neighbors. It's a lovely town with a community feeling. "
    2
    Flag
  • Jamie.solomon1
    "I lived in Weston for two years and it’s a delightful town, with gorgeous land and large houses. Usually at least an acre"
    1
    Flag
  • Cmt138
    "Great access to commuter rail from either Wellesley Square or Wellesley Hills. Easy 10-15 min walk. Better parking from Wellesley Square. Usually takes about 1/2 hour to Back Bay. Driving into Boston can take a little more time with traffic to cross town to Mass Pike."
    2
    Flag
  • Laura M.
    "There are lots of dogs in our neighborhood- people walk them all the time. Dogs are welcome at Morse’s pond in the off season. "
    1
    Flag
  • Bruce C.
    "Lots of other dog owners who walk their dogs all the time. Also plenty of space to run with dogs on a trail or away from streets. "
    1
    Flag
  • Keith S.
    "Lots of trails and public spaces. Nationally acclaimed colleges. Variety of great shops and restaurants."
    0
    Flag
  • Srodousakis
    "Wellesley is a beautiful but very privileged neighborhood. It is very safe and people are friendly. Schools are great! There is a cute downtown and generally it’s a great place to raise kids. "
    0
    Flag
  • Molly R.
    "i love my neighborhood. everyone is so kind and welcoming. we often times have little gatherings or block parties. everyone knows each other and we are a very close community. "
    0
    Flag
  • Victoria V.
    "That I live on route 16 and nobody lets me out of my driveway in the morning and I have to leave for work an hour early just because of that."
    0
    Flag

LGBTQ Local Legal Protections

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information 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. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

Frequently asked questions about 44 Whiting Rd

  • What is 44 Whiting Rd estimated to be worth?
    Trulia's estimated value for 44 Whiting Rd in Wellesley, MA is $4,873,700.
  • What is the price history for 44 Whiting Rd?
    44 Whiting Rd in Wellesley, MA last sold for $5,100,000 in September 2026.
  • Is Wellesley a buyer's or seller's market?
    Wellesley is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Wellesley?
    Residents describe Wellesley, MA as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Wellesley, MA.
  • Does 44 Whiting Rd have air conditioning?
    Yes, 44 Whiting Rd in Wellesley, MA has air conditioning.
  • Does 44 Whiting Rd have laundry facilities?
    Yes, 44 Whiting Rd in Wellesley, MA has in-unit laundry.

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Off Market Homes Near 44 Whiting Rd

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