18 Cunningham Rd, Wellesley, MA 02481
OFF MARKET

18 Cunningham Rd
Wellesley, MA 02481

  • 4 Beds
  • 2 Baths
  • 2,265 sqft

$1,617,000

Trulia Estimate
as of Aug 12, 2026
Est. Refi. Payment $9,677/mo*
Refinance Your Home

$1,617,000

Trulia Estimate
as of Aug 12, 2026
Est. Refi. Payment $9,677/mo*
Refinance Your Home
4 Beds
2 Baths
2,265 sqft

Home Value

Trulia Estimate
$1.62M
Since last month
Decreased$54K (-3.2%)
Since last year
Increased$9K (+0.6%)
Since last sale
Increased$897K (+127.2%)
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 +46% in the last 10 years
MonthEstimated value
2026
August 2026$1.6M
July 2026$1.62M
June 2026$1.66M
May 2026$1.7M
April 2026$1.6M
March 2026$1.59M
February 2026$1.54M
January 2026$1.51M
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
6 Wareland Rd, Wellesley, MA
0.17
Single-Family Home
$1,282,000
07/15/26
3
2
2,122
21 Cunningham Rd, Wellesley, MA
0.03
Single-Family Home
$2,280,000
05/29/26
4
2.5
3,533
43 Bancroft Rd, Wellesley, MA
0.26
Single-Family Home
$1,330,000
04/24/26
3
2
2,231
28 Cunningham Rd, Wellesley, MA
0.05
Single-Family Home
$1,420,000
09/03/25
3
2.5
2,118
10 Brewster Rd, Wellesley, MA
0.48
Single-Family Home
$925,000
11/26/25
3
2
1,558
12 Wareland Rd, Wellesley, MA
0.15
Single-Family Home
$1,250,000
06/16/26
3
3
1,808
22 Kimlo Rd, Wellesley, MA
0.56
Single-Family Home
$830,000
10/01/25
3
2
1,466
14 Standish Rd, Wellesley, MA
0.40
Single-Family Home
$1,830,000
07/06/26
4
2.5
2,670
26 Kimlo Rd, Wellesley, MA
0.55
Single-Family Home
$1,065,800
12/02/25
3
2
1,505
39 Standish Rd, Wellesley, MA
0.44
Single-Family Home
$1,500,000
11/12/25
3
2
2,154

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 Cunningham Rd, Wellesley, MA 02481
0.04
$1,391,000
3
1.5
1,505
Off Market
21 Cunningham Rd, Wellesley, MA 02481
0.03
$2,280,000
4
2.5
3,533
Recently Sold
28 Cunningham Rd, Wellesley, MA 02481
0.06
$1,478,700
3
2.5
2,118
Off Market
35 Grantland Rd, Wellesley, MA 02481
0.06
$2,563,300
5
4.5
3,904
Off Market
14 Oakland Cir, Wellesley, MA 02481
0.06
$2,150,200
4
3
3,555
Off Market
39 Grantland Rd, Wellesley, MA 02481
0.08
$2,261,400
4
3.5
4,524
Off Market
37 Oakland St, Wellesley Hills, MA 02481
0.09
$2,280,000
5
4.5
3,600
For Sale
368 Worcester St, Wellesley, MA 02481
0.10
$1,375,300
6
3.5
3,005
Off Market
23 Wareland Rd, Wellesley, MA 02481
0.13
$1,407,900
3
2
2,896
Off Market
373 Worcester St, Wellesley, MA 02481
0.14
$1,220,000
3
1.5
2,006
Off Market
12 Wareland Rd, Wellesley, MA 02481
0.15
$1,250,000
3
3
1,808
Recently Sold
19 Wareland Rd, Wellesley, MA 02481
0.15
$1,881,100
4
2
2,020
Off Market

Local Information

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Home Highlights

Property Type
Single-Family Home
Year Built
1927
Living Area
2,265 sqft
Price/Sqft
$714

About this House

This single-family home is located at 18 Cunningham Rd, Wellesley, MA. 18 Cunningham Rd is in Wellesley, MA and in ZIP code 02481. This property has 4 bedrooms, 2 bathrooms and approximately 2,265 sqft of floor space. This property has a lot size of 10018 sqft and was built in 1927.
18 Cunningham Rd, Wellesley, MA 02481 is a 4 bedroom, 2 bathroom, 2,265 sqft single-family home built in 1927. It last sold for $705,000 on Jul 14, 2000. It is currently off market. The Trulia Estimate is $1,617,000, with a rent estimate of $5,925/month.

Home Details for 18 Cunningham Rd

Interior Features

Heating & Cooling
Heating: Other, GasHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 7
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1927
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Wood

Community

Units in Building: 1

Lot Information

Lot Area: 10018 sqft

Price and Tax history

DateEventPrice
Jul 14, 2000
Source: N/A
Sold
$705,000

Market trends in Wellesley

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.99M
$300KMoM
Sale-to-List Price
100.1%
1.4%MoM
Price per sq ft
$649
$56MoM
Available listings
112
1MoM
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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
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  • 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
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  • Emilyperrottet
    "I take the Commuter rail from Wellesley to the T subway. 1.5 hours to Cambridge from south station. "
    0
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  • 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
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  • 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
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  • 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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Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 18 Cunningham Rd

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Off Market Homes Near 18 Cunningham Rd

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Frequently asked questions about 18 Cunningham Rd

  • What is 18 Cunningham Rd estimated to be worth?
    Trulia's estimated value for 18 Cunningham Rd in Wellesley, MA is $1,617,000.
  • What is the price history for 18 Cunningham Rd?
    18 Cunningham Rd in Wellesley, MA last sold for $705,000 in July 2000.
  • 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 $1.99M. That is up $300K from the prior month.
  • How big is the lot at 18 Cunningham Rd?
    The lot at 18 Cunningham Rd in Wellesley, MA is about 0.23 acres (10,018 sq ft).