Take a look at our past work!

Charleswood Roofing & Exteriors

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

Our Work

862 Ebby Ave , Winnipeg, MB, US
  • CertainTeed Landmark
  • CertainTeed Landmark: Atlantic Blue
501 Sydney Ave , Winnipeg, MB, US
  • CertainTeed Landmark
  • CertainTeed Landmark: Birchwood
105 Wexford St , Winnipeg, MB, US
  • CertainTeed Landmark
  • CertainTeed Landmark: Atlantic Blue
48 Dumore Bay , Winnipeg, MB, US
  • CertainTeed Landmark
  • CertainTeed Landmark: Atlantic Blue
18 Costello Drive , Winnipeg, MB, CA

Customer Review


We had Charleswood Roofing replaced our shingles last year. From the day i requested for a quote, Jeffrey came to check and measure our roof. He is nice, kind and knowledgeable of their product. I liked their quoting system via email. The crew that installed our roof were polite and on time, they finished the job within the day and cleaned up after themselves. The process was smooth and everything goes well. Now, im still pleased looking at our beautiful atlantic blue shingles chosen by my son who was 4 years old then. Thank you Charleswood Roofing, HAPPY with the service!

    Customer Testimonials

    Reviewer photo
    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!
    Reviewer photo
    Darlene Dyck - 49 Magellan Bay , Winnipeg, MB, CA
    All around an excellent experience! Needed new roof and eaves as part of a hail insurance claim and Charleswood Roofing & Exteriors provided a smooth and professional job. They were courteous, efficient, and cost effective. I loved the way that they were so unobtrusive .... no loud music, no mess, showed up on time, worked hard, did the job and disappeared!
    Reviewer photo
    Gezis Krizdt
    Had our cottage roof done by them a year ago with great results. Also a small section of eavestrough. Well priced, fast, easy to deal with, HONEST, thorough, great cleanup….i could go on. Also called Jon recently for a very small repair at home and he came same day and tied it up nicer than expected and priced very very fairly. Can’t recommend them enough. Great staff too.
    Reviewer photo
    Katrina Mayer
    We had a great experience with charleswood roofing from start to finish. The crews that came out were fantastic—friendly, respectful, and professional. They worked efficiently and kept our property incredibly clean throughout the process, which we really appreciated. The quality of the work was excellent, and everything was completed on time. Dealing with the owner was also a breeze—easygoing, communicative, and genuinely friendly. Highly recommend them if you’re looking for quality roofing and ... Read more
    Reviewer photo
    Justen Forge
    Excellent! Professional, prompt, personable and precise! Highly recommended! We needed a new roof, long overdue in fact. Andrew from Charleswood Roofing responded quickly, attended promptly onsite with an estimate and quote. Aaron showed up to install the new shingles, which had already been delivered onto the roof earlier. I am truly impressed with the careful attention to detail, efficiency and organization that the installer employed. The finished job looks amazing. You couldn't tell anyo... Read more