Single Family Residence at 288 Island Pond Road, Derry
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$524,000

Under contract
288 Island Pond Road
Derry, NH 03038
Listed by Davis B McVay · Keller Williams Realty Evolution
Bedrooms
2
Bathrooms
1
Living area
N/A
Year built
1935

About this home

The classic New England charm of an old school house meets thoughtful modern updates. Set on a picturesque lot in East Derry, this beautifully improved Cape offers the perfect blend of character, comfort, and peace of mind. Inside, you'll find hardwood floors throughout, a remodeled kitchen, updated bathrooms, and a flexible floor plan. The inviting living room is anchored by a high-efficiency wood stove installed in 2024, creating a warm and welcoming gathering space. Major improvements include Renewal by Andersen windows, new vinyl siding, new roof, and new oil tank. Outside, enjoy the freshly paved large driveway and walkway, welcoming front porch, and spacious yard with room to relax, garden, or entertain. The detached garage/workshop has also been extensively updated with new garage doors, windows, siding, and propane heat, offering outstanding flexibility for hobbies, storage, or workspace. The property has previously supported a legal business use, with buyers encouraged to verify future use requirements with the Town of Derry. Conveniently located near Island Pond recreation, shopping, dining, commuter routes, and local amenities, this move-in ready home combines timeless appeal with an impressive list of upgrades that are hard to find.

Property details

MLS
Prime MLS
MLS #
5098484
Property type
Single Family Residence
Subdivision
N/A
Status
Under contract
Days on market
6
On market date
N/A
Stories
N/A
Total bathrooms
1
Garage spaces
1
Parking spaces
N/A
Lot size
0.95 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
East Derry Memorial Elementary School
1.47 mi away · Grades 0-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
374
Student:teacher ratio
12.5:1
District
Derry School District
Middle
Hampstead Middle School
2.7 mi away · Grades 5-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
354
Student:teacher ratio
9.8:1
District
Hampstead School District
High
Pinkerton Academy
4.59 mi away · Grades 9-13
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
3,108
Student:teacher ratio
13.1:1
District
Pinkerton Academy School District

Walkability

Blended score for Derry's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

27
Car-dependent
out of 100
EPA National Walkability Index
7.0 / 20 -- Below average walkable
Google Places amenity density
15 / 100
Restaurants & cafes0
Grocery stores0
Parks3
Schools0
Transit stops0
Pharmacies0

Market position

How this listing compares to current activity in Derry, from live MLS data.

On the market 6 days -- 136 fewer days than Derry's current average of 142 days.
For reference, the median list price across 116 active listings in Derry right now is $521,500.

Mortgage calculator

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Est. monthly payment
$3,306/mo
$104,800 down
$419,200 loan
Principal & interest$2,719
Property tax (est.)$437
Home insurance (est.)$150

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Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 07/14/26.