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Carrier Roofing Siding & Windows is a Webster exterior contractor with a 5-star Google average from 65 ratings and an A+ grade from the BBB. On its BBB profile, the company describes itself as providing roofing, siding and window services. A recent customer says Darrin and crew completed their new roof, 50 squares, in a day and a half, showed up on time and left the area as clean as it was. In a 2025 review, a customer said that after an ice storm sent several large tree branches through their roof, Darrin came out right away to seal the hole where a branch went into the attic; once Darrin and the insurance adjuster looked at the roof, the front roof was replaced in half a day. Another 2025 customer who had Darrin do two roofs on investment properties said he was the only contractor who got up on the roof to assess the problem instead of just telling them they needed a full replacement, and that he delivered right on schedule. A 2025 reviewer described a multi-family roof job that came with a quote, insurance information and product samples. In a 2025 review, a customer with a leak they believed was due to solar panels said Garrett came down free of charge, even though that isn't really what the company does, and told them what he thinks the problem is and that they could fix it themselves.
Typical Greater Boston range for this kind of work, from regional averages — not a quote from CARRIER ROOFING SIDING & WINDOWS. 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
You can trust the 5 stars others have posted! Darrin and crew completed our new roof in day and half, 50 squares. They showed up on time. Nice installation and left the area as clean as it was . Thank You
So glad we chose Carrier Roofing! Right company, right price! We couldn't be happier! Thank you Darrin and the entire crew!
I had a leak that I believe was do to solar panels and asked if they could take a look.even though that isn't really what they do garrett came down free of charge and told me what he thinks the problem is and I can do it myself.possibly saving me thousands...I would recommend this company to anyone and everyone.
Excellent, professional process from beginning to end for a muti-family roof. Professional package with quote, insurance info., product samples, etc. Very competitive pricing and a quality of work that shows. A definite standout in a field of non-professionals.
Darrin was excellent from start to finish. I had him do two roofs on my investment properties, and he was the only contractor who actually took the time to get up on the roof and assess the problem instead of just telling me I needed a full replacement. His pricing was fair, he was completely transparent throughout the process, and he delivered right on schedule. Everything went smoothly, and I’d absolutely recommend him to anyone in need of roofing work!
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3 changes recorded — last scanned Sep 27, 2026.
Certified MBE and WBE through 20283.5
Fast roof replacement5.0
Deck rebuilds4.7
Full kitchen remodels4.3
Public roof replacements3.2