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Typical Greater Boston range for this kind of work, from regional averages — not a quote from Guaranteed Building Maintenance. 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
A leaking slate roof and loose gutters brought one recent customer to Guaranteed Building Maintenance. In an August 2026 Google review, they described the crew searching a hot attic for the leak, replacing cracked and missing slate, and re-anchoring the gutters. Another customer, writing in July 2026 after heavy storms, said the company assessed a living-room leak the next day and completed the work two days after the initial call. The Sturbridge company says it has 30 years in business and provides roofing and exterior property services for residential and commercial properties. Its stated service area includes Sturbridge, Southbridge, Holland, Charlton, Webster and Auburn. Massachusetts home improvement contractor registration 124019 is active, with Daniel Truax as the registry holder. The business is BBB accredited with an A+ grade, and Google lists 4.9 stars from 118 ratings. The work customers describe extends beyond roofs. An August 2026 reviewer praised Danny's communication and said Patrick replaced a basement window and door and repaired a bathroom drywall patch caused by moisture damage. In a July 2024 review, a customer described replacing old wood siding with vinyl after another company's work had caused a leak. They said Dan answered questions within minutes, the crew kept to the schedule, and the property was left clean. A March 2022 reviewer described a rubber roof on a Dudley home that had held up for almost 25 years, followed by a repair near the chimney that the crew completed inside a day. Some customers reported problems. In October 2024, one Google reviewer alleged poor installations, damage to interior walls, unsecured gutters that let rainwater through, and repeated unanswered requests for itemized receipts and warranty information since 2023. A May 2025 reviewer praised a new roof and cleanup but said an initial miscalculation led to extra cost. In March 2022, another reviewer reported poor roof-repair installation and mismatched shingles; they said Guaranteed returned to correct the work after receiving photographs. That reviewer gave five stars while describing those problems.
I had a leak and damaged gutters on my multi family that has a slate roof. It's getting very hard to find people with experience, but Danny's guys do. They crawled around in the hot attic looking for where the leak was originating, then went up and replace cracked and missing slate. Also re-anchored my gutters. Very pleasant, confidence inspiring crew. Highly recommended
Danny was communicative and responsive from the start which I truly appreciated! Most contractors don’t respond or stop responding but that wasnt the case with GBM. Patrick did a great job at replacing basement window and door and fixed a drywall patch in our bathroom from some moisture damage.
I called Dan on Monday, the job was done on Friday. The price was less than I expected and the quality was A+. I highly recommend Dan and his crew.
Guaranteed responded late in the afternoon; I had a leak in my living room after the recent heavy storms. They were out the next day to assess, had materials the following day, and all work was completed two days after I called. The work looks great, the guys were really friendly, and the price was excellent. Highly recommend, and I am looking to have them quote a separate job for my deck either later this summer or for next spring.
We are very happy with the roofing and siding work done on our garage. Great communication, showed up on time, cleaned up daily.
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2 changes recorded — last scanned Sep 30, 2026.
Detailed roofing work5.0
Hired by the same customer for over 25 years5.0
Porch reconstruction5.0
Roof replacement with permits pulled4.6
37 years in business3.2
Deck rebuilds4.7