Take a look at our past work!

Charleswood Roofing & Exteriors

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

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
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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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.