A damaged roof doesn't wait for a convenient time, and neither do we. Big Toms Roofing keeps trucks staged around Chestnut Hill so a certified roofer can be looking at your roof within hours, not days, with a straight-talk estimate before any work starts.
Big Toms Roofing isn't a national call center that dispatches whoever's cheapest that week. We're a licensed roofing operation built around Chestnut Hill and the surrounding Chestnut Hill, MA communities, with crews who know the local building codes, the weather patterns, and the housing stock inside and out.
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 Chestnut Hill job.
When a tree limb punches through decking or shingles peel back in a wind event, water gets in fast. We prioritize emergency calls in Chestnut Hill above scheduled work, get a tarp on within hours, and document everything with photos for your insurance file.
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 Chestnut Hill to keep flat and low-slope roofs maintained on a predictable schedule, instead of waiting for emergency calls that disrupt business.
Buying or selling a home in Chestnut Hill? A pre-purchase roof inspection gives you real leverage in negotiations and peace of mind about what you're actually buying — no guessing about remaining roof life.
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 Skylight Repair company in Chestnut Hill, 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.
Because our trucks stay staged around Chestnut Hill, 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.
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.
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 Skylight Repair jobs in Chestnut Hill.
"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."
"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 Chestnut Hill 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 Chestnut Hill reaches the surrounding Chestnut Hill, MA communities as well — if you're unsure whether your address is covered, one call confirms it in seconds.
We regularly work in the following Chestnut Hill-area zip codes: 2467
One call gets a licensed Chestnut Hill roofer looking at your problem, usually the same day, with a written estimate before anything starts.
📞 Call +1-855-469-0306 — Serving Chestnut Hill, MA
