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 Roof Replacement job with a written warranty.
Big Toms Roofing isn't a national call center that dispatches whoever's cheapest that week. We're a licensed roofing operation built around Winchester and the surrounding Winchester, KY communities, with crews who know the local building codes, the weather patterns, and the housing stock inside and out.
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.
Whether your roof is past its expected lifespan or storm damage made repair impractical, our replacement crews handle permitting, disposal, and installation start to finish, with a written timeline you can plan around.
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.
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, KY 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.
We're not trying to be the biggest Roof Replacement company in Winchester, KY — we're trying to be the one you'd actually recommend to your neighbor.
Every estimate is itemized and handed to you before we touch the roof — no verbal quotes that change once the ladder comes down.
Local dispatch means less time waiting and more time getting your roof actually fixed.
Certification isn't a marketing badge here — it's required training that affects how your warranty is honored.
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.
Our team has sat through enough adjuster meetings in Winchester, KY to know what documentation actually moves a claim forward.
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 Roof Replacement 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."
"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."
Our dispatch radius from Winchester reaches the surrounding Winchester, KY communities as well — if you're unsure whether your address is covered, one call confirms it in seconds.
We regularly work in the following Winchester-area zip codes: 40391 40392
Whether it's an emergency or a project you've been planning, +1-855-469-0306 connects you to a real local roofer — not a call center.
📞 Call +1-855-469-0306 — Serving Winchester, KY
