Take a look at our past work!

Charleswood Roofing & Exteriors

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

Our Work

526 Greenacre Blvd , Winnipeg, MB, US
  • CertainTeed Landmark
  • CertainTeed Landmark: Moire Black
104 Des Meurons St , Winnipeg, MB, US

Matthew Stewart: Re-roof, deck repairs, 3 layers old shingles.

  • CertainTeed Landmark: Moire Black
  • CertainTeed Landmark: 4 Star Warranty
63 Civic St , Winnipeg, MB, US
  • CertainTeed Landmark
  • CertainTeed Landmark: Mission Brown
319 Lynbrook Dr , Winnipeg, MB, US
  • CertainTeed Landmark PRO
  • CertainTeed Landmark PRO: Mission Brown - Discontinued
87 Bourkewood Pl , Winnipeg, MB, US
  • CertainTeed Landmark PRO
  • CertainTeed Landmark PRO: Mission Brown - Discontinued

Customer Testimonials

Reviewer photo
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.
Reviewer photo
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
Reviewer photo
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..
Reviewer photo
Ron Statham - 22 Inverness Boulevard , Winnipeg, MB, CA
A pleasurable experience, professional,respectful,honorable and fair. Totally recommend. Ron Statham
Reviewer photo
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.