Take a look at our past work!

Charleswood Roofing & Exteriors

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

Our Work

118 Harwood Crescent , Winnipeg, MB, US

Kaycan Board & Batton, #65 Evergreen

  • Kaycan DaVinci Siding: Board&Batton #65 Evergreen
82 Matlock Crescent , Winnipeg, MB, US

Eavestrough - Gentek Slate

  • Eavestrough: Gentek Slate
365 Lynbrook Dr , Winnipeg, MB, US

Re-roof - Landmark Burnt Sienna, 4 Star Warranty

  • CertainTeed Landmark: Burnt Sienna
  • CertainTeed Landmark: 4 Star Warranty
3 Harrogate Bay , Winnipeg, MB, US
  • Soffit, Fascia & Eavestrough: Kaycan Wolf White
722 School Rd , Winnipeg, MB, US

Re-roof IKO Charcoal Gray, with drip-edge.

  • IKO Cambridge: Charcoal Gray

Customer Testimonials

Reviewer photo
Great Nate Eavestrough Cleaning
We recently worked with Charleswood Roofing and were thoroughly impressed with their professionalism, communication, and quality of work. As a service-based company ourselves, we truly value punctuality and safety on-site—and they deliver on all fronts. — Great Nate Eavestrough Cleaning Inc.
Reviewer photo
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!
Reviewer photo
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!
Reviewer photo
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.
Reviewer photo
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.