44 Whiting Rd, Wellesley, MA 02481
OFF MARKET

44 Whiting Rd
Wellesley, MA 02481

  • 5 Beds
  • 7 Baths
  • 7,630 sqft (on 0.53 acres)

$4,926,200

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $29,457/mo*
Refinance Your Home

$4,926,200

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $29,457/mo*
Refinance Your Home
5 Beds
7 Baths
7,630 sqft
(on 0.53 acres)

Home Value

Trulia Estimate
$4.93M
Since last month
Decreased$118K (-2.3%)
Since last year
Decreased$184K (-3.6%)
Since last sale
Increased$4M (+306.9%)
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 +43% in the last 10 years
MonthEstimated value
2026
August 2026$4.9M
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
93 Seaver St, Wellesley, MA
0.30
Single-Family Home
$2,500,000
01/16/26
5
5
5,200
51 Smith St, Wellesley, MA
0.45
Single-Family Home
$3,799,500
07/21/26
5
6.5
6,500
72 Great Plain Ave, Wellesley, MA
0.35
Single-Family Home
$2,400,000
08/29/25
4
4.5
6,373
10 Allen Rd, Wellesley, MA
0.13
Single-Family Home
$2,625,000
11/03/25
4
3.5
4,720
28 Clovelly Rd, Wellesley, MA
0.35
Single-Family Home
$2,354,000
12/24/25
4
4.5
4,211
120 Forest St, Wellesley, MA
0.22
Single-Family Home
$2,225,000
06/12/26
5
3.5
2,590
32 Twitchell St, Wellesley, MA
0.40
Single-Family Home
$3,150,000
01/08/26
6
5
6,364
108 Abbott Rd, Wellesley, MA
0.39
Single-Family Home
$6,187,500
11/12/25
6
7
7,037
117 Forest St, Wellesley, MA
0.18
Single-Family Home
$3,305,000
06/26/26
4
3.5
3,738

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
15 Sumner Rd, Wellesley, MA 02481
0.03
$5,578,100
6
6
7,817
Off Market
15 Allen Rd, Wellesley, MA 02481
0.10
$2,984,600
4
2.5
2,323
Off Market
15 Alden Rd, Wellesley, MA 02481
0.14
$2,625,000
4
3.5
3,433
Recently Sold
30 Park Ave, Wellesley, MA 02481
0.09
$2,830,000
5
3.5
3,660
Off Market
21 Alden Rd, Wellesley, MA 02481
0.15
$2,615,400
4
3.5
2,852
Off Market
41 Park Ave, Wellesley, MA 02481
0.10
$1,027,700
2
1.5
1,000
Off Market
39 Park Ave, Wellesley, MA 02481
0.11
$1,341,200
3
1.5
1,199
Off Market
10 Allen Rd, Wellesley, MA 02481
0.13
$2,625,000
4
3.5
4,720
Recently Sold
53 Park Ave, Wellesley, MA 02481
0.13
$3,154,100
5
7.5
7,112
Off Market
3 Ordway Rd, Wellesley, MA 02481
0.17
$3,989,000
6
5
6,087
Off Market
22 Park Ave, Wellesley, MA 02481
0.12
$2,438,600
5
3.5
3,927
Off Market
88 Hopkinson St, Wellesley, MA 02481
0.15
$3,006,900
5
5
4,436
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

Property Type
Single-Family Home
Year Built
2009
Lot Size
0.53 acres
Living Area
7,630 sqft
Price/Sqft
$646
Parking
Garage

About this House

Walk to train, Walk to town center, Walk to Wellesley Country Club, Walk to High School
44 Whiting Rd, Wellesley, MA 02481 is a 5 bedroom, 8 bathroom, 7,630 sqft single-family home built in 2009. It last sold for $1,203,025 on Aug 3, 2005. It is currently off market. The Trulia Estimate is $4,926,200, with a rent estimate of $7,504/month.

Home Details for 44 Whiting Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 13Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Library, Master Bath, Mud Room, Office, Recreation RoomWet BarCeiling Fan
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Tile, Carpet, Hardwood, Slate
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: WoodLawnPatioSprinkler System
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2009Year Updated: 2009
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.53 acres

Building

Community rooms
Fitness Center

Price and Tax history

DateEventPrice
Aug 3, 2005
Source: N/A
Sold
$1,203,025
Apr 29, 2002
Source: N/A
Sold
$1,660,000
Apr 12, 1996
Source: N/A
Sold
$940,000
Jun 7, 1994
Source: N/A
Sold
$700,000

Market trends in Wellesley

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.15M
$161KMoM
Sale-to-List Price
100.6%
0.4%MoM
Price per sq ft
$666
$18MoM
Available listings
87
25MoM
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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
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LGBTQ Local Legal Protections

Apartments for Rent

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Explore by feature - Pet Friendly

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Explore by feature - Outdoor Space

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Homes for sale near 44 Whiting Rd

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Off Market Homes Near 44 Whiting Rd

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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 $4,926,200.
  • What is the price history for 44 Whiting Rd?
    44 Whiting Rd in Wellesley, MA last sold for $1,203,025 in August 2005.
  • Is Wellesley a buyer's or seller's market?
    Wellesley is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Wellesley?
    The median sale price in Wellesley is $2.15M. That is up $161K from the prior month.
  • 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.