Verified record
When a New England winter turns into ice dams and leaks, Wooster Roofing is who Tewksbury-area homeowners reach for. The company says Charlie Wooster started it in 1984 after an honorable discharge from the Army and his brother Steve joined in 1985; the two sign the About page themselves and describe 42 years of shingle, flat and rubber roofing across the Merrimack Valley into southern New Hampshire. Emergency response is what homeowners write about most. Through February 2026 reviewers describe crews arriving within 45 minutes to three hours of an ice-dam call, clearing snow and ice and, in one condominium case, returning at 7:00 the next morning for a second leak. One homeowner texted about an ice dam and says the owner called back within the hour and had a crew there. Roof leaks get the same urgency — a homeowner who had lived with a small leak nobody could trace says Charlie found and fixed it. Steering a customer away from a replacement they do not need comes up across several years. In a June 2024 review a homeowner with three spots of lifted plywood says other roofers wanted a full re-roof and Charlie repaired the spots instead; in a December 2024 review another describes an insurer threatening to drop coverage over a 15-year-old roof and Charlie coming out to look before anything was torn off. On Reddit, a r/LowellMA commenter called the assessment very honest, and another described a crew arriving the same afternoon to quote and repair. Planned re-roofs land the same way: reviewers describe same-day quotes, a crew on site from 7:00am to 4:00pm, progress photographs sent during the day, and no dumpster left on the driveway because the company hauls with its own truck. The company holds Massachusetts home improvement contractor registration #100712, active in the state registry under Charles J. Wooster. It has been a BBB accredited business since September 2010 and holds an A+ grade. Ratings run 4.9 stars from 261 Google ratings, 5.0 from 14 on HomeAdvisor and 5.0 from a single Angi rating. For a Merrimack Valley homeowner facing an active leak or an ice dam mid-storm, this is a strong call for speed. For a planned re-roof, ask about scheduling, and ask the company to confirm the construction supervisor licence number it lists on its own site — the state registry has not answered for that number.
“I also had a good experience with Wooster Roofing, was very honest in their assessment that my roof didn't need immediate replacing and didn't try to up sell.”
“Wooster Roofing.978-851-7663 I had contacted them a year prior to having work done thinking I had a leak. I told him I recently hosed down my soffit, washing the outside of the house. He suggested I wait until after the next heavy rain in case the water on the ceiling was from the hose getting water in the soffit vents. He was right, it was from the hose. He could have taken advantage of that situation but didn’t.”
I contacted Wooster Roofing after researching many options. Charlie Wooster got back to me right away and explained the process of evaluating my issue without any pressure. His team arrived promptly and were efficient and very professional. They did an amazing job and made sure to clean up any debris. I highly recommend this company
Charlie was great he was the lowest price, his crew came out the day before to remove one shingle to take back to the shop so he could match my existing shingles. He removed my fake metal furnace stack and plywood the hole and used icy shield all the way down to the gutter. Done in 2 hours and left zero mess left behind. They been in business for 42 years doing roofs. So glad I hired them and I didn't know them prior to hiring them.
Charlie was responsive & sending the team out the next day to help us fix a leak. They did the job timely & well. Price was very reasonable. 2 thumbs up!
Quick fast repair of roof...
We got our roof replaced this week and it looks amazing. Got a quote same day as requested which is a great turnaround. The owner was very communicative and his crew did a great job. Finished the job in a day and cleaned up very well afterward. All in all an A+ experience.
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1 change recorded — last scanned Jul 30, 2026.
Typical Greater Boston range for this kind of work, from regional averages — not a quote from Wooster Roofing. Use it to sanity-check bids, then get the real number in writing.
A square is 100 sq ft of roof surface — bigger than the floor plan because of pitch and overhangs.
Estimated range
$9,000 – $18,600
Typical roofing project around $13,800
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Certified attributes are verified against the public registry. Others are the business's own statement.
Ownership
Certified attributes are verified against the public registry. Others are the business's own statement.