Take a look at our past work!

Charleswood Roofing & Exteriors

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

Our Work

257 Churchill Dr , Winnipeg, MB, US
  • CertainTeed NorthGate
89 Galbraith Cr , Winnipeg, MB, US
  • CertainTeed Landmark
  • CertainTeed Landmark: Weathered Wood
42 Norlorne Dr , Winnipeg, MB, US
  • CertainTeed Landmark
  • CertainTeed Landmark: Silver Birch
28 River Road , Winnipeg, MB, CA

Customer Review


Very happy customer. We contacted Charleswood in the fall of 2019 to replace our shingles, skylight and eavestrough, as well as do spray foam for all vaulted portions of our home. We contacted a number of different companies within Winnipeg. Of the three that gave us quotes, Charleswood was the most affordable. They were also to only ones that recognizes that our roof was having serious issues that couldn't wait, so they did a patch job to tide us over until the spring when the job could be performed. Thank goodness they did that because due to the pandemic, supplies cease to produce shingles and skylights and our job was delayed until August 2020.


As for the job itself, we couldn't be happier. The work is excellent. They took their time to ensure everything was done properly and looked good. Any issues they found were explained to us. All the workers were super friendly and always took the time to answer questions or explain issues they found/work needed. During the replacement, a huge electrical issue was discovered. They recommended an excellent electrician who was able to be onsite the next day.


In addition to the actual job, all dealings we've had with the company have been fantastic. Everyone has answered all our questions as promptly as possible.


The work itself is a quality above and beyond what I have experienced in the past. Because of our skylight, we actually have a close-up of large sections of the roof and we are very very impressed. Those sections that we cant see, they took pictures of so we could inspect the work.


We couldn't be happier. When our shingles need replacing in 25 years, we'll use them again. I highly recommend this company for any of your roofing needs.

  • CertainTeed NorthGate
18 Monarch Mews , Winnipeg, MB, US
  • CertainTeed Landmark
  • CertainTeed Landmark: Weathered Wood

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!