Take a look at our past work!

Charleswood Roofing & Exteriors

The company performs work related to Weathered Wood, Kaycan Wolf White, Moire Black, CertainTeed Landmark PRO, CertainTeed Landmark

Our Work

865 Borebank St , Winnipeg, MB, US

Re-roof garage: Landmark PRO Moire Black

  • CertainTeed Landmark PRO: Moire Black
15 Westlund Way , Winnipeg, MB, CA

Customer Review


Charleswood Roofing was recommended to us as the best roofing contractor. My neighbor said just call them up for a quote and don't bother getting one from anyone else. That's what we did and we got a good price and the installation was excellent. The clean up was thorough and you couldn't even tell it had been a construction site. You can go wrong on choosing CW for a contractor.

  • CertainTeed Landmark PRO
  • CertainTeed Landmark PRO: Moire Black
566 Tremblay St , Winnipeg, MB, US
  • CertainTeed Landmark PRO
  • CertainTeed Landmark PRO: Moire Black
110 Matlock Cres , Winnipeg, MB, US
  • CertainTeed Landmark PRO
  • CertainTeed Landmark PRO: Moire Black
416 Laxdal Rd , Winnipeg, MB, US
  • CertainTeed Landmark PRO
  • CertainTeed Landmark PRO: Moire Black

Customer Testimonials

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Michelle Bell - 1280 Liberty Street , Winnipeg, MB, CA
The entire experience was great. From prompt replies for the quote, detailed breakdown of costs and options, ease of payment and communication about the job. Really appreciated the attention to detail and how well the crew cleaned up every night. Our new roof looks great and I would recommend them to anyone looking for quality work done professionally.
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the pegger
Our home was in the narrow path of one of the recent hail storms. After the neighbours started making claims, I contacted our insurance provider. Their agent arrived, stated that we needed the shingles and eaves trough replaced and then emailed me a quote. I emailed them back, thanked them for their quote and asked a couple of questions. No reply, I emailed again, no reply. I called them and left a voice mail, no reply. I then called the company (name I recognized) that was doing the roof ... Read more
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christine.hanna1
Called early morning 03Nov2025. 2 nice gentleman fixed the shingle within hour and finished same day 4:00pm. Thanks so much we appreciate as winter is just around the corner..
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Ron Statham - 22 Inverness Boulevard , Winnipeg, MB, CA
A pleasurable experience, professional,respectful,honorable and fair. Totally recommend. Ron Statham
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Stuart Irvine - 18 Woodfield Bay , Winnipeg, MB, CA
This is our second roof by Charleswood Roofing. Communication, price, quality of work and speed of completion was all first class. They are very organized (probably because they have been reroofing homes in Charleswood, especially, for many years). I always recommend them to anyone I know who is needing a new roof.