32 Cunningham Rd, Wellesley, MA 02481
OFF MARKET

$2,189,700

Trulia Estimate
  • 4 Beds
  • 4 Baths
  • 2,698 sqft (on 0.52 acres)

32 Cunningham Rd, Wellesley, MA 02481

Est. Refi. Payment $14,269/mo*
Refinance Your Home
Currently Off Market - Sold Aug 9, 2018 for $1,325,000

Home Value

Trulia Estimate
$2.19M
Since last month
Increased$31K (+1.4%)
Since last year
Increased$119K (+5.7%)
Since last sale
Increased$878K (+66.3%)
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 +74% in the last 10 years
MonthEstimated value
2026
October 2026$2.2M
September 2026$2.19M
August 2026$2.17M
July 2026$2.23M
June 2026$2.28M
May 2026$2.32M
April 2026$2.23M
March 2026$2.22M
February 2026$2.12M
January 2026$2.08M
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
12 Wareland Rd, Wellesley, MA
0.20
Single-Family Home
$1,250,000
06/16/26
3
3
1,808
7 Grantland Rd, Wellesley, MA
0.14
Single-Family Home
$1,505,000
09/14/26
3
2
2,496
21 Cunningham Rd, Wellesley, MA
0.05
Single-Family Home
$2,280,000
05/29/26
4
2.5
3,533
17 Longfellow Rd, Wellesley, MA
0.44
Single-Family Home
$1,690,762
10/23/25
4
2.5
3,040
6 Wareland Rd, Wellesley, MA
0.23
Single-Family Home
$1,282,000
07/15/26
3
2
2,122
2 Longfellow Rd, Wellesley, MA
0.52
Single-Family Home
$1,740,000
03/23/26
4
3.5
2,664
14 Standish Rd, Wellesley, MA
0.38
Single-Family Home
$1,830,000
07/06/26
4
2.5
2,670
43 Bancroft Rd, Wellesley, MA
0.29
Single-Family Home
$1,330,000
04/24/26
3
2
2,231
1 Clock Tower Dr, Wellesley, MA
0.25
Single-Family Home
$2,500,000
04/13/26
5
4.5
5,261
2 Woodlawn Oval, Wellesley, MA
0.36
Single-Family Home
$2,100,000
07/31/26
4
3.5
2,953

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
29 Cunningham Rd, Wellesley, MA 02481
0.03
$1,203,300
2
2
1,548
Off Market
30 Cunningham Rd, Wellesley, MA 02481
0.03
$1,317,800
3
3
1,772
Off Market
30 Cunningham Rd #30, Wellesley Hills, MA 02481
0.03
$1,120,100
3
3
2,000
Off Market
25 Cunningham Rd, Wellesley, MA 02481
0.04
$1,123,800
3
2
1,461
Off Market
52 Wareland Rd, Wellesley, MA 02481
0.04
$2,714,100
5
4.5
4,819
Off Market
28 Cunningham Rd, Wellesley, MA 02481
0.04
$1,493,200
3
2.5
2,118
Off Market
56 Wareland Rd, Wellesley, MA 02481
0.04
$2,852,000
5
5
4,291
Off Market
23 Oakland Cir, Wellesley, MA 02481
0.04
$1,590,000
4
4
2,883
Off Market
46 Wareland Rd, Wellesley, MA 02481
0.04
$1,478,200
3
2
2,100
Off Market
19 Oakland Cir, Wellesley, MA 02481
0.05
$1,831,300
4
3
2,717
Off Market
21 Cunningham Rd, Wellesley, MA 02481
0.05
$2,280,000
4
2.5
3,533
Recently Sold
22 Oakland Cir, Wellesley, MA 02481
0.05
$1,390,500
3
3
1,800
Off Market
42-1 Wareland Rd, Wellesley Hills, MA 02481
0.06
-
2
1
1,000
Off Market
24 Cunningham Rd, Wellesley, MA 02481
0.06
$1,251,500
3
2.5
2,000
Off Market
19 Cunningham Rd, Wellesley, MA 02481
0.06
$1,491,100
3
3
2,324
Off Market
15 Oakland Cir, Wellesley, MA 02481
0.06
$955,400
3
2
1,238
Off Market
42 Wareland Rd, Wellesley, MA 02481
0.06
$1,744,500
5
3.5
3,263
Off Market
42 Wareland Rd #1, Wellesley Hills, MA 02481
0.06
-
-
-
-
Off Market
22 Cunningham Rd, Wellesley, MA 02481
0.07
$1,249,200
2
1.5
1,226
Off Market
51 Wareland Rd, Wellesley, MA 02481
0.07
$2,790,000
4
4
5,196
Off Market

Local Information

  • Map ViewExplore the area around 32 Cunningham Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1938
0.52 acre lot
2,698 sqft
$812/sqft
Garage

About this House

Royal Barry Wills at his best! Nestled on a cul de sac, a private peaceful gardener's paradise. Treat yourself to a tour of this beautiful property. Tastefully updated but maintaining the true character of this classic home. New gourmet kitchen and four new baths, glistening hardwood floors, living room with walls of windows that bathe the living area with light and bring the outdoors inside. First floor master suite with four piece bath, home office or study and a cozy fireplace. The second floor has an alternative second en suite master with adjoining deck, third bedroom with skylight and bath. Fourth bedroom on the first floor could double as a home office. Garage and mudroom on lower level, along with a fire-placed family room. Stroll through Centennial Park or to morning coffee at nearby cafes. Walk to the Boston train. Just a quick drive to all major commuter routes from this convenient location. Come visit this tranquil architectural beauty!
32 Cunningham Rd, Wellesley, MA 02481 is a 4 bedroom, 4 bathroom, 2,698 sqft single-family home built in 1938. It last sold for $1,325,000 on Aug 9, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,189,700, with a rent estimate of $6,896/month.

Home Details for 32 Cunningham Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 7Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, PantryCeiling Fan
Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Hardwood
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: WoodGardenLawnPatioPorch
Parking & Garage
GarageParking Spaces: 4Parking: Garage Attached, Off Street

Property Information

Year Built
Year Built: 1938
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 0.52 acres

Price and Tax history

DateEventPrice
Aug 9, 2018
Source: N/A
Sold
$1,325,000
Jun 7, 2018
Source: Agent Provided
Pending
$1,349,000
May 16, 2018
Source: Agent Provided
Listed For Sale
$1,349,000
Jul 28, 1994
Source: N/A
Sold
$377,000
Dec 3, 1990
Source: N/A
Sold
$242,000

Market trends in Wellesley

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.18M
$33.75KMoM
Sale-to-List Price
100.7%
0.1%MoM
Price per sq ft
$685
$19MoM
Available listings
71
16MoM

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

Frequently asked questions about 32 Cunningham Rd

  • What is 32 Cunningham Rd estimated to be worth?
    Trulia's estimated value for 32 Cunningham Rd in Wellesley, MA is $2,189,700.
  • What is the price history for 32 Cunningham Rd?
    32 Cunningham Rd in Wellesley, MA last sold for $1,325,000 in August 2018.
  • Is Wellesley a buyer's or seller's market?
    Wellesley is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Wellesley?
    The median sale price in Wellesley is $2.18M. That is up $33.75K from the prior month.
  • Does 32 Cunningham Rd have laundry facilities?
    Yes, 32 Cunningham Rd in Wellesley, MA has in-unit laundry.
  • How big is the lot at 32 Cunningham Rd?
    The lot at 32 Cunningham Rd in Wellesley, MA is about 0.52 acres (22,651 sq ft).

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