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 Chester roofers to your door, usually the same day you call.
We built Big Toms Roofing to fix a problem every homeowner in Chester 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 Gutter Installation crews are local, licensed, and accountable — every estimate is in writing before a single shingle gets pulled.
From a single missing shingle to a full tear-off, our Chester 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 Chester as urgent — temporary stabilization first, permanent fix scheduled right behind it.
When patching stops making financial sense, a full tear-off and reroof resets the clock on your home. We strip old material down to the deck, replace any rotten sheathing, install proper underlayment and ice-and-water protection, and finish with a manufacturer-certified shingle or metal system backed by a real warranty.
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 Chester commercial division services TPO, EPDM, modified bitumen, and built-up roofing systems on retail, industrial, and multi-family properties.
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 Gutter Installation company in Chester, MD — 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.
Because our trucks stay staged around Chester, 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 Chester.}
"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."
"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."
"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 Chester reaches the surrounding Chester, MD communities as well — if you're unsure whether your address is covered, one call confirms it in seconds.
We regularly work in the following Chester-area zip codes: 21619
One call gets a licensed Chester roofer looking at your problem, usually the same day, with a written estimate before anything starts.
📞 Call +1-855-469-0306 — Serving Chester, MD
