Licensed & Insured Roofing Contractor โ€” Chestnut Hill, MA Live Dispatch 24/7: +1-855-469-0306
Serving Chestnut Hill Since Day One

Chestnut Hill's Go-To Team for Roofing

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 โ€” not a call center that puts you on hold. Big Toms Roofing sends licensed, local Chestnut Hill roofers to your door, usually the same day you call.

โญ 4.9/5 Rated by Chestnut Hill Homeowners ๐Ÿ›ก๏ธ State-Licensed Contractor โฑ๏ธ 24/7 Emergency Crews
Licensed Roofing service in Chestnut Hill, MA - Big Toms Roofing
๐Ÿ  Hundreds of Local Roofs Restored ๐Ÿ• Round-the-Clock Storm Response ๐Ÿ“ Free, No-Pressure Estimates ๐Ÿ† GAF & CertainTeed Certified
Professional Roofing technician working in Chestnut Hill, MA
15+Years Local
Who We Are

Real Roofers, Rooted in Chestnut Hill

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.

  • Fully licensed and insured Roofing contractor in MA
  • Live phones 24/7 โ€” a real person answers, not a machine
  • Certified installer status that protects your extended warranty
  • Every price in writing, every time, no exceptions
  • Full photo documentation provided for your insurance claim
Our Services

Core Roofing Services in Chestnut Hill

From a single missing shingle to a full tear-off, our Chestnut Hill crews handle every stage of roofing work with the same attention to detail โ€” licensed, permitted, and cleaned up when we leave.

01

Storm Damage & Emergency Tarping

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.

โšก Same-day response๐ŸŒง๏ธ Active leak stabilization๐Ÿ“‹ Insurance photo documentation
02

Residential Roof Replacement in Chestnut Hill

A Roofing replacement is one of the biggest investments a Chestnut Hill homeowner makes in their property, and we treat it that way โ€” daily site cleanup, magnetic nail sweeps, and a final walkthrough with the crew lead before we consider the job done.

๐Ÿ—๏ธ Full tear-off & deck inspection๐Ÿงพ Manufacturer warranties๐Ÿงน Daily jobsite cleanup
03

Flat & Low-Slope Commercial Roofing

Commercial roofs fail differently than residential ones โ€” ponding water, seam separation, and membrane wear don't always show up until there's a leak on the sales floor below. Our Chestnut Hill commercial division services TPO, EPDM, modified bitumen, and built-up roofing systems on retail, industrial, and multi-family properties.

๐Ÿข TPO, EPDM & modified bitumen๐Ÿ“… Scheduled around business hours๐Ÿค Property manager coordination
04

Roof Inspections & Maintenance

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.

๐Ÿ” Full attic & flashing check๐Ÿ“ธ Photo-documented report๐Ÿก Pre-purchase inspections
05

Flashing, Gutters & Attic Ventilation

Poor attic ventilation cooks shingles from underneath and can void manufacturer warranties. Our Chestnut Hill crews balance intake and exhaust ventilation to extend the life of your Roofing system and lower attic temperatures in summer.

๐ŸŒฌ๏ธ Ridge & soffit ventilation๐Ÿงฑ Chimney & valley flashing๐ŸงŠ Ice dam prevention
24/7 Emergency Roofing experts in Chestnut Hill, MA
Why Choose Us

Why Chestnut Hill Homeowners Pick Big Toms Roofing

Every one of these commitments exists because a Chestnut Hill homeowner asked for it, complained about a competitor's lack of it, or we learned it the hard way.

01

Upfront, Written Pricing

Every estimate is itemized and handed to you before we touch the roof โ€” no verbal quotes that change once the ladder comes down.

02

Rapid Local Response Times

Because our trucks stay staged around Chestnut Hill, we're rarely more than an hour from your address for emergency calls.

03

Licensed & Manufacturer-Certified

Certification isn't a marketing badge here โ€” it's required training that affects how your warranty is honored.

04

We Stand Behind Every Job

Every completed job comes with a written workmanship warranty separate from the manufacturer's material warranty.

05

Insurance Claim Support

We document damage the way adjusters expect to see it, which shortens the back-and-forth on storm claims.

06

Daily Cleanup Standard

Magnetic nail sweeps and tarp-protected landscaping are standard on every job, not an upsell.

Customer Reviews

Real Reviews From Chestnut Hill Customers

We don't cherry-pick these โ€” they're representative of the calls, texts, and reviews we get after most Roofing jobs in Chestnut Hill.

โ˜…โ˜…โ˜…โ˜…โ˜…

"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."

โ€” Kevin P.
Homeowner, Chestnut Hill
โ˜…โ˜…โ˜…โ˜…โ˜…

"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."

โ€” Sandra M.
Verified Chestnut Hill Customer
โ˜…โ˜…โ˜…โ˜…โ˜…

"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."

โ€” James H.
Homeowner, Chestnut Hill
โ˜…โ˜…โ˜…โ˜…โ˜…

"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."

โ€” Property Manager, Chestnut Hill Plaza
Multi-Site Client
โ˜…โ˜…โ˜…โ˜…โ˜…

"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."

โ€” Melissa F.
Verified Chestnut Hill Customer
Frequently Asked Questions

Common Questions About Roofing in Chestnut Hill

What's your response time for Chestnut Hill emergencies?+
For active leaks or storm damage, we prioritize Chestnut Hill calls and typically have a crew on-site within a few hours. Standard inspections and estimates are usually scheduled within 24 to 48 hours, often sooner depending on our current route through Chestnut Hill.
Do you provide free, upfront pricing before starting work?+
Yes. Every job starts with a free inspection and a written, itemized estimate. We don't start work off a verbal quote, and the price you approve is the price on the final invoice unless you request additional work.
What licensing and insurance do you carry?+
We hold an active MA contractor license and full insurance coverage, and we'll provide proof of both on request โ€” most Chestnut Hill customers ask, and we expect that.
Do you offer 24/7 emergency roof repair?+
We offer 24/7 emergency response for active leaks, storm damage, and fallen debris. If your roof is actively leaking, call +1-855-469-0306 right away โ€” we'll walk you through immediate steps and dispatch a crew to stabilize the damage.
Will you work directly with my insurance company?+
We regularly coordinate directly with insurance adjusters across Chestnut Hill, MA and provide the photo documentation and scope reports they need to process claims efficiently.
How many days will a reroof take at my Chestnut Hill home?+
A standard single-family reroof usually wraps in a day or two once we're on-site; larger or steeper roofs, or metal systems, can take a bit longer. You'll get an exact estimate before we schedule.
What brands do you work with?+
We install asphalt shingle systems from GAF, CertainTeed, and Owens Corning, plus standing-seam metal roofing and flat/low-slope commercial membranes like TPO and EPDM.
Is your workmanship guaranteed?+
Every Roofing job comes with a written workmanship warranty from Big Toms Roofing, separate from the manufacturer's material warranty on shingles or metal panels. Terms are outlined in your estimate.
Do you do pre-listing or pre-purchase roof inspections?+
We do these regularly for Chestnut Hill homebuyers, sellers, and their realtors. You'll get a documented report covering material condition, flashing, ventilation, and estimated remaining lifespan.
Are you only in Chestnut Hill or do you cover nearby towns?+
We serve Chestnut Hill and the surrounding communities throughout Chestnut Hill, MA โ€” see the coverage section below for the specific zip codes and nearby cities we handle regularly.
Service Coverage

Roofing Coverage Across Chestnut Hill, MA

Our dispatch radius from Chestnut Hill reaches the surrounding Chestnut Hill, MA communities as well โ€” if you're unsure whether your address is covered, one call confirms it in seconds.

Zip codes we serve in and around Chestnut Hill, MA include: 2467

Reliable Roofing contractor in Chestnut Hill, MA by Big Toms Roofing

Call Big Toms Roofing for Roofing in Chestnut Hill

One call gets a licensed Chestnut Hill roofer looking at your problem, usually the same day, with a written estimate before anything starts.

๐Ÿ“ž Call +1-855-469-0306 โ€” Serving Chestnut Hill, MA
Affordable Roofing solutions in Chestnut Hill, MA

Our Services in Chestnut Hill, MA

Ready for your free estimate? ๐Ÿ“ž +1-855-469-0306
๐ŸŸข Techs On Duty in Chestnut Hill, MA Call +1-855-469-0306