20 Cunningham Dr, Derry, NH 03038
Property image
Property image
OFF MARKET

20 Cunningham Dr
Derry, NH 03038

  • 3 Beds
  • 2.5 Baths
  • 1,992 sqft (on 1 acre)

$579,100

Trulia Estimate
as of Aug 10, 2026

$579,100

Trulia Estimate
as of Aug 10, 2026
3 Beds
2.5 Baths
1,992 sqft
(on 1 acre)

Local Information

  • Map ViewExplore the area around 20 Cunningham Dr.
  • Schools1 Elementary School1 Middle School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1981
Lot Size
1 acre
Living Area
1,992 sqft
Price/Sqft
$291
Parking
Garage

About this House

Showings allowed Monday from 10;30-4;45. contact showingtime. All offers to be submitted by 6 pm Monday. Desirable neighborhood, Pinkerton Academy and great school system, lots of space both inside and out, 2 car garage and MANY IMPROVEMENTS makes this house a winner!The home not only boasts 3 bedrooms and 2 1/2 bathrooms, it also has a front to back family room with a pellet stove, 2 car garage under with new garage doors. So many possibilities with the space! The open concept kitchen to dining room has a breakfast bar and stainless steel appliances. The dining room opens up to the living room with cathedral ceiling. The master bedroom doesn't have to share a bath as it has it's own with a convenient stand up shower.The roof has architectural shingles, there is Andersen windows, there is a new water softener system, the driveway has been freshly paved and don't forget the back deck overlooking the private back yard! Come check it out and make this your home. Showings begin 2/15.
20 Cunningham Dr, Derry, NH 03038 is a 3 bedroom, 3 bathroom, 1,992 sqft single-family home built in 1981. It last sold for $310,000 on Apr 7, 2020. It is currently off market. The Trulia Estimate is $579,100, with a rent estimate of $3,691/month.

Home Details for 20 Cunningham Dr

Interior Features

Heating & Cooling
Heating: Baseboard, Electric, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood, Linoleum Vinyl
Interior Details
Number of Rooms: 8Types of Rooms: Dining Room, Family Room
Appliances & Utilities
DishwasherDryerMicrowave
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: CompositionDeckExterior: Wood
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1981
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 1 acre

Price History for 20 Cunningham Dr

DatePriceEventSource
04/07/2020$310,000Sold
PrimeMLS #4792871
02/19/2020$309,000PendingAgent Provided
02/19/2020$309,000PriceChange
Agent Provided
02/11/2020$289,900PriceChange
Agent Provided
02/05/2020$289,000Listed For SaleAgent Provided
10/17/2018$274,900ListingRemovedAgent Provided
09/26/2018$274,900PriceChange
Agent Provided
09/05/2018$279,900PriceChange
Agent Provided
08/03/2018$295,000PriceChange
Agent Provided
05/30/2018$305,900PriceChange
Agent Provided
05/24/2018$329,900Listed For SaleAgent Provided
07/01/2005$300,000Sold
N/A

Market trends in Derry

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$457K
$4.17KMoM
Sale-to-List Price
101.5%
0.5%MoM
Price per sq ft
$308
$7MoM
Available listings
93
24MoM
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Property Tax and Assessment

Year2024
Tax$9,530
Assessment$509,900
Home facts updated by county records

Comparable Sales for 20 Cunningham Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
29 CUNNINGHAM Drive, Derry, NH
0.11
Single-Family Home
$360,000
05/01/26
3
2
2,879
12 Spollett Drive, Derry, NH
0.33
Single-Family Home
$525,000
09/29/25
3
1
1,948
11 Sagamore Rd, Derry, NH
0.57
Single-Family Home
$485,000
10/06/25
3
3
2,003
294 1/2 Hampstead Rd, Derry, NH
0.48
Single-Family Home
$592,000
02/06/26
3
3
2,611
18 Shelly Drive, Derry, NH
0.45
Single-Family Home
$499,900
08/21/25
3
1
1,508
15 Eastman Drive, Derry, NH
0.44
Single-Family Home
$547,000
04/17/26
2
1.5
1,407
264 Hampstead Road, Derry, NH
0.52
Single-Family Home
$752,500
12/01/25
3
3
3,642
87 Drew Road, Derry, NH
0.59
Single-Family Home
$640,000
09/12/25
5
2.5
2,186
294.5 Hampstead Road, Derry, NH
0.57
Single-Family Home
$592,000
02/05/26
3
2.5
2,611
277 Hampstead Road, Derry, NH
0.47
Single-Family Home
$400,100
11/26/25
3
1
911

Nearby homes

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Assigned Schools

These are the assigned schools for 20 Cunningham Dr.
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 Derry

At least 218 Trulia users voted on each feature.

  • 91 % Say car is needed

  • 85 % Say it's dog friendly

  • 84 % Say parking is easy

  • 80 % Say there's holiday spirit

  • 76 % Say yards are well-kept

  • 71 % Say people would walk alone at night

  • 68 % Say kids play outside

  • 66 % Say there's wildlife

  • 63 % Say it's quiet

  • 56 % Say neighbors are friendly

  • 48 % Say they plan to stay for at least 5 years

  • 39 % Say it's walkable to restaurants

  • 39 % Say streets are well-lit

  • 37 % Say there are sidewalks

  • 32 % Say it's walkable to grocery stores

  • 26 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Kloolis1
    "It’s right along the Derry Rail Trail, great area for walking and running dogs. It’s also very clean... regularly mowed and maintained. Dog owners are responsible keeping their dog leashed and picking up after them. "
    10
    Flag
  • Lindsay F.
    "We live in a quiet family centered neighborhood, close enough to downtown yet far enough for it to be noise free, schools are amazing"
    0
    Flag
  • Katej62088
    "We live in a wonderful neighborhood for trick or treat. Houses are nicely spaced and some streets have really great side walks. "
    2
    Flag
  • Kloolis1
    "Good library and good playgrounds for kids, bike trail is nice for walking and biking There’s not a whole lot of good restaurants to eat out at, choices are very limited in the immediate area. Overall the people are very friendly "
    1
    Flag
  • Katej62088
    "There are a lot of nice streets and neighborhoods to walk through and a lot of the streets have sidewalks."
    0
    Flag
  • Xnewyorker
    "Derry has a very nice dog park, lots of trails to walk your dog, also lots of friends places to go with your dog."
    1
    Flag
  • Alison B.
    "Very friendly and safe to walk around. We live close to stores, restaurants And a gym and frequently take advantage of privilege. "
    0
    Flag
  • Alison B.
    "I like the close proximity to grocery stores, restaurants and gym. Our condo complex is quiet and well maintained."
    0
    Flag
  • Alison B.
    "Short distance to everything you need and very convenient to major cities. My commute to work is about one mile with one traffic light and I pass shops and a gas station along the way."
    1
    Flag
  • Lindsay F.
    "I work in mass it’s not great only down side but we get by and they have Logan express down the street also many parks playgrounds great schools"
    0
    Flag
  • Lindsay F.
    "Love Derry the schools are awesome, the town has a lot of recreational options for all ages and you have many local businesses! "
    0
    Flag
  • Owenaleigha
    "There are a lot of neat shops and local businesses that have different things. I like how close everything is and I can walk to get the grocery store & dunkins if I want to."
    2
    Flag
  • Joanna A.
    "no public commute available in this area. a car is a must to be able to get around town especially in the winter"
    1
    Flag
  • Joanna A.
    "I've lived here a couple of months. it's a pretty great place to stay but there's no public transportation "
    1
    Flag
  • Sheryl Lynn
    "Derryfest and Derry after dark are just a few. There are concerts in the park during the summer as well"
    2
    Flag
  • John W.
    "There are a lot of properties that have enough land for your dogs to have a large fenced in area. Downtown area has sidewalks for dog walkers "
    0
    Flag
  • Nancy L.
    "We see people walking there dogs and they don’t pickup after them. That they have to be responsible owners and respect the area we live in."
    1
    Flag
  • Heather W.
    "I’ve lived in Derry for thirteen years and love it. It’s friendly and great for kids. The town is well maintained and the parks are great!"
    0
    Flag
  • John W.
    "It is quiet and can see the stars at night. Neighbors are friendly but not intrusive. The area is wooded and we see deer, turkeys, and various birds."
    0
    Flag
  • Hayley W.
    "I lived here since 2010! We live this neighborhood, the only thing is people race up the street that our street is off of (pinhurts) "
    1
    Flag
  • Brittney L. D.
    "I notice drivers don't pay much attention so I'd be nervous to let my dog lose but we have a great walking trail close by."
    0
    Flag
  • Eugene K.
    "It’s off the main roads. The only traffic is neighbors or friends and the deer or other animals which frequent our woods and yard. "
    1
    Flag

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Apartments for Rent

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Homes for sale near 20 Cunningham Dr

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Off Market Homes Near 20 Cunningham Dr

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Frequently asked questions about 20 Cunningham Dr

  • What is 20 Cunningham Dr estimated to be worth?
    Trulia's estimated value for 20 Cunningham Dr in Derry, NH is $579,100.
  • What is the price history for 20 Cunningham Dr?
    20 Cunningham Dr in Derry, NH last sold for $310,000 in April 2020.
  • Is Derry a buyer's or seller's market?
    Derry is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Derry?
    The median sale price in Derry is $457K. That is down $4.17K from the prior month.
  • Does 20 Cunningham Dr have laundry facilities?
    Yes, 20 Cunningham Dr in Derry, NH has laundry facilities.
  • How big is the lot at 20 Cunningham Dr?
    The lot at 20 Cunningham Dr in Derry, NH is about 1 acre.