Best Roofing Contractors in Middletown, DE

We list 3 roofing contractors based in Middletown, New Castle County. 3 of them have Google reviews. Roofers in nearby Townsend and Port Penn also work in Middletown.

By review-weighted rating, the top 3 are Paddy's Roofing, Siding and Chimneys (4.9★ from 175 reviews), Roof It - Delaware Roofing Contractors (4.9★ from 44 reviews) and Diamond State Roofing (4.7★ from 53 reviews). The score rewards a high rating backed by many reviews, so a 5.0 from a handful of reviews doesn't automatically come first.

Of the 3 roofers listed in Middletown, 3 mention roof & leak repair, 3 mention gutters & leaf guards, 2 mention roof replacement, 2 mention asphalt shingle and 2 mention metal roofing. Use the service filters above the list to narrow it down, and confirm with the roofer before booking.

3 of the 3 roofers in Middletown list their hours. The most common weekday hours are 7:30AM–5:30PM. 1 roofer is open on Saturdays. Each profile shows full hours and an open-now badge.

Usually, yes. Most roof replacements in Delaware need a building permit, while small repairs often don't. Rules differ between towns, so check with the Town of Middletown or New Castle County. A reputable roofer pulls the permit for you; be wary of anyone who asks you to do it.

Get two or three written quotes from Middletown-area roofers and compare them line by line: tear-off or overlay, the shingle or metal product, underlayment, ice and water shield, flashing, ventilation, decking repairs (price per sheet), disposal, and both the manufacturer and workmanship warranties. The cheapest total often leaves one of these out.

Late spring through fall is the busiest season, because asphalt shingles seal best above about 40°F. Winter is quieter, and roofers can often schedule you sooner if the weather allows. After a big storm, expect waits while roofers handle emergency repairs first.