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 Gutter Installation job with a written warranty.
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.
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.
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.
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.
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.
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.
Ice damming is a real problem in Winchester, MA 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.
Every estimate is itemized and handed to you before we touch the roof — no verbal quotes that change once the ladder comes down.
Because our trucks stay staged around Winchester, we're rarely more than an hour from your address for emergency calls.
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.
We document damage the way adjusters expect to see it, which shortens the back-and-forth on storm claims.
Magnetic nail sweeps and tarp-protected landscaping are standard on every job, not an upsell.
We don't cherry-pick these — they're representative of the calls, texts, and reviews we get after most Gutter Installation 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."
"I got three quotes for a full reroof and Big Toms Roofing wasn't the cheapest, but they were the only ones who explained exactly what was included and stuck to it. Zero surprises on the final bill."
"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."
"As a property manager I've worked with a lot of roofing companies and Big Toms Roofing is one of the few that actually communicates before showing up and after the job's done."
"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, MA 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, 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
