Take a look at our past work!

Charleswood Roofing & Exteriors

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

Our Work

69 Deloraine Dr. , Winnipeg, MB, US
  • CertainTeed Landmark PRO
  • CertainTeed Landmark PRO: Driftwood
55 Colebrook Dr. , Winnipeg, MB, US
  • CertainTeed Landmark PRO
  • CertainTeed Landmark PRO: Weathered Wood
59 Hillberry Bay , Winnipeg, MB, US
  • CertainTeed Landmark PRO
  • CertainTeed Landmark PRO: Moire Black
619 Elmhurst Rd , Winnipeg, MB, US
  • CertainTeed Landmark PRO
  • CertainTeed Landmark PRO: Burnt Sienna
6 Marston Drive , Headingley, MB, CA

Customer Review


Charleswood Roofing installed new shingles on our house & shed this week in Headingley. I'm very satisfied with the complete experience. Jerry gave me samples to take home to show my wife, and he also gave us locations where we could view various shingle colours on houses they had done so we could see them installed. Jonathan & Jerry were great to deal with and Josh's crew were obviously very experienced, and competent. They did a very careful job and did complete cleanup after. Jonathan came later to do an inspection and also performed some extra detailed work in a known problem area with poor drainage. I highly recommend Charleswood Roofing.

  • CertainTeed Landmark PRO
  • CertainTeed Landmark PRO: Burnt Sienna

Customer Testimonials

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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.
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David Yarycky - 631 Waterloo Street , Winnipeg, MB, CA
Charleswood Roofing did an amazing job to get my project finished. It wasn’t a big job but they were professional right from the start to finish. They came when the said, finished the job from start to finish and left my property how they found it. I would recommend Charleswood Roofing and will use them on my next project.
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Mitchell Rygiel - 15 Prominence Point , Winnipeg, MB, CA
We hired Charleswood Roofing & Exteriors to install HardieBoard siding on our home, and we are pleased with the results. Throughout the installation process, the team demonstrated a high level of professionalism, skill, and attention to detail. The installation was completed using industry best practices and finished within the expected timeline. The craftsmen on-site were not only knowledgeable, but also proactive in problem solving when they encountered a unique challenge during the install. T... Read more
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Luda Fain
The Charleswood Roofing made all in the best quality, gave extend explanation about the work. We very appreciate their service. The price is fair , worth every dollar invested. Thank the company and all their workers.
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Gerald Medel
Charleswood Roofing responded to my request for eavestrough service promptly and professionally. Their crew contacted me the day before the project began, communicated with me throughout, and sent me photos of the final product once they were finished. My yard was clean and tidy when I got home and the eavestroughs looked great. 10/10, would recommend!