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Typical Greater Boston range for this kind of work, from regional averages — not a quote from Greenwood Industries Inc. 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
Greenwood Industries is a large, established Worcester roofing contractor — its Massachusetts home improvement contractor registration is active, and the company describes itself as a union shop operating since 1992, working commercial, institutional, and government roofing projects across the Northeast rather than typical residential jobs. BBB gives it an A+ grade. The roofing work itself draws detailed, specific praise. Reviewers describe named foremen and crews — Gordon, Shawn, Sean Booker, and a crew member reviewers call Mush — handling projects like an elementary school's storm damage repair, a historic church roof estimate done with drone inspection, and a multi-month project at a state park through difficult summer heat. Several reviewers single out safety compliance, cleanliness, and communication on commercial job sites, and more than one describes wanting to work with the same foreman again on future projects. Two separate and serious issues are worth knowing about, though, and they aren't about the roofing craftsmanship itself. First, reviews spanning 2022 through 2026 repeatedly describe dangerous driving by company trucks — cutting off other drivers, sideswiping a car and blaming the other driver, blocking an off-ramp, and one 2022 account describing a driver who pulled over and tried to fight a motorist who'd yelled at him. That's not a single incident; it's a pattern reported across six separate reviews over four years. Second, in an April 2026 review, a customer alleged the company has open workers' compensation cases from on-the-job injuries and is refusing to pay owed medical claims — a serious allegation about how the company handles its own workers, not about a homeowner's project. Neither of those concerns speaks to the quality of a finished roof, and the reviews that do describe actual projects are consistently strong. But they're real, dated, specific accounts reported publicly, and worth raising directly — about vehicle safety practices and about how outstanding claims, if any, get resolved — before signing a contract, especially for a large commercial or institutional job. For commercial and institutional roofing — schools, churches, industrial and government facilities — Greenwood Industries has decades of experience and a track record of skilled, professional crews, alongside a documented pattern of driving complaints and at least one unresolved labor dispute that any prospective client should ask about directly.
One of these trucks was driving on the Mass Pike and beer cans fell out the back!
They have open workers comp cases due to on the job injuries. They refuse to compensate medical claims. They don't want to close the cases out. They still owe me money for medical treatment.
Gordon, Jeremy, Josh, and Kevin. They did a phenomenal job on our recent elementary school storm damage repair. Not only where they professional, but they also expedited the process and made it easier to identify future problems. I have nothing but wonderful things to say about Greenwood in general, but these four guys really did the job and I appreciate that.
Shawn and the team have always given me excellent customer service. On top of that they use quality materials and deliver a great finished product.
Shawn and the team at Greenwood is great. They do great work and very responsive.
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Certified attributes are verified against the public registry. Others are the business's own statement.
Established 3.1 rating
Added 23 new comments, added 52 new photos, verified active license
Fast, clean roof jobs5.0
Fast ice dam response5.0
Slate expertise5.0
Exterior renovations5.0
Complex structural work5.0