66 Cunningham Dr, South Hamilton, MA 01982
OFF MARKET

66 Cunningham Dr
South Hamilton, MA 01982

  • 4 Beds
  • 4 Baths
  • 3,398 sqft (on 1.65 acres)

$1,677,800

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $10,000/mo*
Refinance Your Home

$1,677,800

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $10,000/mo*
Refinance Your Home
4 Beds
4 Baths
3,398 sqft
(on 1.65 acres)

Home Value

Trulia Estimate
$1.68M
Since last month
Decreased$900 (-0.1%)
Since last year
Increased$36K (+2.2%)
Since last sale
Increased$528K (+45.9%)
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 +28% in the last 10 years
MonthEstimated value
2026
August 2026$1.68M
July 2026$1.68M
June 2026$1.69M
May 2026$1.67M
April 2026$1.63M
March 2026$1.64M
February 2026$1.55M
January 2026$1.55M
2025
2024
2023
2022
2021

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
230 Asbury St, South Hamilton, MA
0.17
Single-Family Home
$1,200,000
06/29/26
4
3
3,299
219 Asbury St, South Hamilton, MA
0.15
Single-Family Home
$900,000
09/30/25
4
2.5
2,622
25 Park St, South Hamilton, MA
0.29
Single-Family Home
$1,300,000
09/12/25
3
3.5
3,198
34 Porter Ln, South Hamilton, MA
0.17
Single-Family Home
$1,254,000
03/31/26
4
2
4,246
256 Linden St, South Hamilton, MA
0.56
Single-Family Home
$1,275,000
07/09/26
4
2.5
3,298
142 Asbury St, South Hamilton, MA
0.34
Single-Family Home
$1,525,000
07/01/26
5
4
4,208
155 Woodland Mead, South Hamilton, MA
0.53
Single-Family Home
$1,843,000
12/16/25
4
5.5
4,557
17 Patton Dr, South Hamilton, MA
0.67
Single-Family Home
$1,825,000
10/07/25
4
3.5
4,511
55 Fox Run Rd, South Hamilton, MA
0.89
Single-Family Home
$1,300,000
08/14/26
4
2.5
2,799
308 Asbury St, South Hamilton, MA
0.40
Single-Family Home
$850,000
06/29/26
4
2.5
1,948

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
54 Cunningham Dr, South Hamilton, MA 01982
0.07
$973,700
5
2.5
2,717
Off Market
217 Asbury St, South Hamilton, MA 01982
0.16
$905,600
4
2.5
2,713
Off Market
230 Asbury St, South Hamilton, MA 01982
0.17
$1,200,000
4
3
3,299
Recently Sold
34 Porter Ln, South Hamilton, MA 01982
0.17
$1,254,000
4
2
4,246
Recently Sold
261 Asbury St, South Hamilton, MA 01982
0.22
$893,600
3
3
2,276
Off Market
5 Day Ave, South Hamilton, MA 01982
0.21
$675,100
2
2
960
Off Market
88 Maple St, South Hamilton, MA 01982
0.21
$815,500
-
-
-
Recently Sold
4 Day Ave, South Hamilton, MA 01982
0.22
$612,200
3
1
982
Off Market
43 Grant Ave, South Hamilton, MA 01982
0.24
$570,500
4
1
1,400
Off Market
2 Spring Ave, South Hamilton, MA 01982
0.25
$1,541,400
5
3.5
4,510
Off Market
193 Woodland Mead, South Hamilton, MA 01982
0.27
$1,600,600
5
3.5
3,863
Off Market
29 Day Ave, South Hamilton, MA 01982
0.28
$964,100
4
3
2,082
Off Market

Local Information

  • Map ViewExplore the area around 66 Cunningham Dr.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2019
Lot Size
1.65 acres
Living Area
3,398 sqft
Price/Sqft
$494

About this House

This single-family home is located at 66 Cunningham Dr, South Hamilton, MA. 66 Cunningham Dr is in South Hamilton, MA and in ZIP code 01982. This property has 4 bedrooms, 5 bathrooms and approximately 3,398 sqft of floor space. This property has a lot size of 1.65 acres and was built in 2019.
66 Cunningham Dr, South Hamilton, MA 01982 is a 4 bedroom, 5 bathroom, 3,398 sqft single-family home built in 2019. It last sold for $1,150,000 on Feb 7, 2020. It is currently off market. The Trulia Estimate is $1,677,800, with a rent estimate of $7,349/month.

Home Details for 66 Cunningham Dr

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 2019
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.65 acres

Price and Tax history

DateEventPrice
Feb 7, 2020
Source: N/A
Sold
$1,150,000

Market trends in Hamilton

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
24
1MoM
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Around this home

What Locals Say about Hamilton

At least 21 Trulia users voted on each feature.

  • 94 % Say yards are well-kept

  • 93 % Say parking is easy

  • 93 % Say people would walk alone at night

  • 86 % Say it's dog friendly

  • 83 % Say car is needed

  • 83 % Say there's wildlife

  • 81 % Say it's quiet

  • 74 % Say kids play outside

  • 71 % Say there's holiday spirit

  • 67 % Say they plan to stay for at least 5 years

  • 61 % Say neighbors are friendly

  • 58 % Say there are community events

  • 53 % Say there are sidewalks

  • 50 % Say it's walkable to restaurants

  • 48 % Say it's walkable to grocery stores

  • 38 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Kaitlin Mccafferty
    "Lots of dogs walking on the street in my neighborhood. There’s a lake with public access at the far end of the road"
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  • Olivia H.
    "Appleton Farms farm share, music nights at Crane Estate, school events, local government. Really just people walking around the sidewalks is my favorite part of Hamilton. "
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  • Olivia H.
    "Hamilton has the feel that its in the right kind of time capsule. Kids still play in the woods out back. Neighbors walk along sidewalks and being extra maple syrup from this year’s harvest to each other... All of these things with a 47 minute train ride to Boston!"
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  • Michellethibeaultesq
    "Easy commute to highway(s) and commuter rail access right down town. Can walk to shops and library. "
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  • Inga W.
    "Hamilton is a friendly community that care a lot about children and horses. Every Halloween we have children walk and hay rides at local school. We have horseback competitions in the spring and summer."
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  • Linda S.
    "Lots of community activities, but many residents are anti affordable housing so there is very little. "
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  • Inga W.
    "We have large properties at Hamilton with stretches of trees between houses. Freedom for dogs plus no need to pick up poo for the owners. Dogs do it in the forest:) - everyone is happy."
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  • Jnovack007
    "Nice place to live/raise kids Definitely need a car but commuter rail is easy access to Boston Great restaurants nearby"
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  • Cricket S.
    "Hamilton is proud of its open space and top rated schools. Its a small suburb 30 minutes from Boston and 20 minutes from the NH border with access to some of the most beautiful beaches on the northshore. "
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Apartments for Rent

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Homes for sale near 66 Cunningham Dr

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Off Market Homes Near 66 Cunningham Dr

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Frequently asked questions about 66 Cunningham Dr

  • What is 66 Cunningham Dr estimated to be worth?
    Trulia's estimated value for 66 Cunningham Dr in South Hamilton, MA is $1,677,800.
  • What is the price history for 66 Cunningham Dr?
    66 Cunningham Dr in South Hamilton, MA last sold for $1,150,000 in February 2020.
  • Is South Hamilton a buyer's or seller's market?
    South Hamilton is currently a seller's market, based on recent for-sale activity.
  • What do residents say about South Hamilton?
    Residents describe South Hamilton, MA as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in South Hamilton, MA.
  • How big is the lot at 66 Cunningham Dr?
    The lot at 66 Cunningham Dr in South Hamilton, MA is about 1.7 acres.