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

501 Sydney Ave , Winnipeg, MB, US
  • CertainTeed Landmark
  • CertainTeed Landmark: Birchwood
105 Wexford St , Winnipeg, MB, US
  • CertainTeed Landmark
48 Dumore Bay , Winnipeg, MB, US
  • CertainTeed Landmark
18 Costello Drive , Winnipeg, MB, CA

Customer Review


We had Charleswood Roofing replaced our shingles last year. From the day i requested for a quote, Jeffrey came to check and measure our roof. He is nice, kind and knowledgeable of their product. I liked their quoting system via email. The crew that installed our roof were polite and on time, they finished the job within the day and cleaned up after themselves. The process was smooth and everything goes well. Now, im still pleased looking at our beautiful atlantic blue shingles chosen by my son who was 4 years old then. Thank you Charleswood Roofing, HAPPY with the service!

    40 Gablehurst Cr , Winnipeg, MB, US
    • CertainTeed Landmark

    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
    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.