When a shingle blows off in a storm or a slow leak finally shows up on your ceiling, you need a crew that answers the phone and shows up — not a call center that puts you on hold. Big Toms Roofing sends licensed, local Winchester roofers to your door, usually the same day you call.
Big Toms Roofing has spent years building a reputation in Winchester for doing Gutter Installation 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.
High winds, hail, and fallen limbs don't schedule appointments, and neither should your repair. Our Winchester emergency crews arrive with tarps, decking material, and fasteners to stop active leaks the same day you call, then follow up with a full repair plan once the storm passes.
A Gutter Installation 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.
Downtime costs money, so commercial Gutter Installation jobs get scheduled around your operating hours whenever possible, with clear communication to property managers and tenants throughout the project.
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.
Poor attic ventilation cooks shingles from underneath and can void manufacturer warranties. Our Winchester crews balance intake and exhaust ventilation to extend the life of your Gutter Installation system and lower attic temperatures in summer.
We're not trying to be the biggest Gutter Installation company in Winchester, MA — 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.
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 Gutter Installation 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."
"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."
"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."
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.
Zip codes we serve in and around Winchester, MA include: 1890
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, MA
