Homeowners across Winchester call Big Toms Roofing because we do what we say — show up on time, explain what we find in plain language, and stand behind every Roofing job with a written warranty.
We built Big Toms Roofing to fix a problem every homeowner in Winchester has run into: contractors who don't return calls, no-show for appointments, or pad the invoice once the tarp's already on the roof. Our Roofing crews are local, licensed, and accountable — every estimate is in writing before a single shingle gets pulled.
Whether it's an emergency leak at 2am or a planned replacement you've been putting off, Big Toms Roofing brings the same certified crew and the same upfront pricing to every Winchester job.
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.
Commercial roofs fail differently than residential ones — ponding water, seam separation, and membrane wear don't always show up until there's a leak on the sales floor below. Our Winchester commercial division services TPO, EPDM, modified bitumen, and built-up roofing systems on retail, industrial, and multi-family properties.
A lot of roof failures are preventable with a twice-a-year inspection catching lifted flashing or worn pipe boots before they turn into interior water damage. Our Winchester inspection service checks the field, flashing, penetrations, gutters, and attic ventilation, then hands you a written report with photos.
Ice damming is a real problem in Winchester, IL winters when it happens. We install proper ice-and-water shield and improve attic insulation and ventilation to stop the freeze-thaw cycle that damages eaves.
Every one of these commitments exists because a Winchester homeowner asked for it, complained about a competitor's lack of it, or we learned it the hard way.
You'll know the exact scope and cost in writing before work starts, and that number doesn't move unless you approve a change.
Because our trucks stay staged around Winchester, we're rarely more than an hour from your address for emergency calls.
Our installers hold current manufacturer certifications, which means your warranty stays intact and the work meets code.
Every completed job comes with a written workmanship warranty separate from the manufacturer's material warranty.
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.
"We had a leak show up during a storm at night and I honestly didn't expect anyone to answer the phone. Big Toms Roofing had a crew tarping our roof within a couple hours and came back two days later to do the real repair. Can't recommend them enough."
"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."
"They handled the entire insurance claim conversation with our adjuster, sent over photo documentation, and honestly made a stressful situation way less stressful. Roof looks great too."
"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."
"Bought a house in Winchester last year and had them do the pre-purchase inspection. Found flashing issues the seller ended up covering. Saved us thousands before we even closed."
Our dispatch radius from Winchester reaches the surrounding Winchester, IL communities as well — if you're unsure whether your address is covered, one call confirms it in seconds.
Zip codes we serve in and around Winchester, IL include: 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
