Take a look at our past work!

Charleswood Roofing & Exteriors

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

Our Work

15 Collett Cove , Winnipeg, MB, US
  • CertainTeed Landmark
  • CertainTeed Landmark: Weathered Wood
76 Lindenshore Dr , Winnipeg, MB, US
  • CertainTeed Landmark
  • CertainTeed Landmark: Weathered Wood
257 Deer Run , Winnipeg, NB, US
  • CertainTeed Landmark
  • CertainTeed Landmark: Weathered Wood
76 Hillberry Bay , Winnipeg, MB, CA

Customer Review


When our roof needed to be replaced, they were the first company to provide us an estimate. They were also the quickest company to fit us in with the most accurate and detailed quote.


Great family business and quality workmanship and workforce. Highly recommended; turn key roofing solution!

  • CertainTeed Landmark
  • CertainTeed Landmark: Weathered Wood
3 Aspen Cove , Winnipeg, MB, US
  • CertainTeed Landmark
  • CertainTeed Landmark: Weathered Wood

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.