Take a look at our past work!

Charleswood Roofing & Exteriors

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

Our Work

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
  • CertainTeed NorthGate: Weathered Wood
18 Monarch Mews , Winnipeg, MB, US
  • CertainTeed Landmark
  • CertainTeed Landmark: Weathered Wood
71 Maddin Cres , Winnipeg, MB, US
  • CertainTeed Landmark
  • CertainTeed Landmark: Weathered Wood
653 Fleet Ave , Winnipeg, MB, US
  • CertainTeed Landmark PRO
  • CertainTeed Landmark PRO: Weathered Wood

Customer Testimonials

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Ryan Harras - 478 Saint Charles Street , Winnipeg, MB, CA
Very professional and courteous company to deal with. Employees were respectful, on-time, knowledgeable, and did a great job. Could tell that they take pride in their work. Highly recommend!
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Sylvia Lagasse - 5677 Rannock Avenue , Winnipeg, MB, CA
Jonathan and Aaron, owners of Charleswood Roofing, are the most professional, friendly and dedicated people I have ever had the pleasure of hiring. Thank you for all the great services and and most especially your kindness. Thx a bunch!
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Marc Landry - 3602 Vialoux Drive , Winnipeg, MB, CA
I had my roof, soffits, fascia and eavestroughs replaced by Charleswood Roofing. Out of all quotes i received Charleswood was by far the most thorough, and their pricing was as competitive as the others. They brought up possible issues, and suggestions that none of the other companies even mentioned. They were also the only company that brought up safety. Work was completed as per schedule, and I was very happy with the final product. I would recommend to friends and family.
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Jon Pilkey - 51 Atkinson Road , Winnipeg, MB, CA
I was very impressed with Aaron Scott who helped me out with the repair on my roof. He was very professional and was able to repair it in a timely manner.
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Dan Herzog - 73 Wharton Boulevard , Winnipeg, MB, CA
Need a roof - This is who you get to do the job. My shingles arrived Thursday as promised and complete roof installed Friday, May 6th.. Tellus the Foreman ( I believe) was very very personable as well as his 4 Ukrainian employees, who were so friendly despite the language barrier. We had some good laughs while having lunch outside at our picnic table. One could tell they were all very professional in carrying out their work. Following completion of the job, Tellus did an inspection of all the ... Read more