A damaged roof doesn't wait for a convenient time, and neither do we. Big Toms Roofing keeps trucks staged around Winchester so a certified roofer can be looking at your roof within hours, not days, with a straight-talk estimate before any work starts.
Big Toms Roofing has spent years building a reputation in Winchester for doing Roofing the right way — proper permits, manufacturer-approved materials, and a crew lead on-site for every job, not just a subcontractor nobody vetted.
From a single missing shingle to a full tear-off, our Winchester crews handle every stage of roofing work with the same attention to detail — licensed, permitted, and cleaned up when we leave.
A leak that starts as a small stain can rot decking and framing within weeks. Our emergency response teams treat every active-leak call in Winchester as urgent — temporary stabilization first, permanent fix scheduled right behind it.
A Roofing replacement is one of the biggest investments a Winchester homeowner makes in their property, and we treat it that way — daily site cleanup, magnetic nail sweeps, and a final walkthrough with the crew lead before we consider the job done.
We work directly with property management companies and HOAs across Winchester to keep flat and low-slope roofs maintained on a predictable schedule, instead of waiting for emergency calls that disrupt business.
After a wind or hail event, insurance companies want documented proof of damage. Our inspection team photographs and reports storm damage in a format adjusters recognize, which speeds up claim approval.
A roof is only as good as the parts that direct water off it. We repair and replace step flashing, valley flashing, chimney flashing, and gutters that have pulled away from the fascia — small jobs that prevent big leaks down the road.
We're not trying to be the biggest Roofing company in Winchester, IL — we're trying to be the one you'd actually recommend to your neighbor.
You'll know the exact scope and cost in writing before work starts, and that number doesn't move unless you approve a change.
Local dispatch means less time waiting and more time getting your roof actually fixed.
Our installers hold current manufacturer certifications, which means your warranty stays intact and the work meets code.
If something about the finished work doesn't sit right with you, call us back and we'll make it right — that's the deal.
We document damage the way adjusters expect to see it, which shortens the back-and-forth on storm claims.
We treat your yard and driveway like we'd want ours treated — swept, protected, and cleared before we leave each day.
{We don't cherry-pick these — they're representative of the calls, texts, and reviews we get after most Roofing jobs in Winchester.}
"Called around 9pm after a branch came through part of our roof and Big Toms Roofing actually picked up. They had someone out that night to stop the water and scheduled the repair for that week. That kind of response is rare."
"The estimate they gave us matched the final invoice exactly, which after two other quotes from companies that kept adding line items, was a relief. Crew was professional and cleaned up better than I expected."
"After the hail storm last year, Big Toms Roofing documented everything for our claim and dealt directly with our adjuster. We barely had to do anything except sign off on the estimate."
"We manage a small retail plaza and Big Toms Roofing has handled our flat roof maintenance for two years now. Scheduled work, no drama, invoices that match the estimate. Exactly what we need as a property manager."
"Their inspection before we bought our house flagged ventilation and flashing problems that weren't obvious on a walkthrough. Glad we called them before closing, not after."
Big Toms Roofing crews are staged to cover all of Winchester and the neighborhoods around it, from established residential streets to newer developments and commercial corridors.
We regularly work in the following Winchester-area zip codes: 62694
One call gets a licensed Winchester roofer looking at your problem, usually the same day, with a written estimate before anything starts.
📞 Call +1-855-469-0306 — Serving Winchester, IL
