Rated 4.8 Stars on Google

Roofing in Charleswood

We've been doing roof and exterior work in Charleswood since 2011, from full re-roofs on the area's 1960s and 70s bungalows to eavestrough work along Roblin Boulevard and Berkley.

Charleswood is south-west Winnipeg’s older suburban belt, most of the housing was built between the mid-1960s and the late 1970s, with newer infill scattered along Roblin Boulevard and the streets closer to the Charleswood Bridge. The neighbourhood is defined by mature trees, generous lots compared to inner-Winnipeg neighbourhoods, and bungalow and split-level housing that’s now reaching the third re-roof cycle. Most Charleswood homes today are either due for re-roofing or have been re-roofed recently, there’s not much in between.

What’s Specific to Charleswood Roofs

Three things define roofing work in Charleswood: the mature tree canopy that shades roofs heavily on the older streets, the original 1960s-70s ventilation that doesn’t meet current standards, and the larger lot sizes that mean more eavestrough running per house. Most jobs here involve both the roof and the eavestrough together.

The tree shade matters more than people realize. South- and west-facing slopes that should be wearing out from UV exposure are often holding up well in Charleswood because tall poplars and maples block direct sun. North-facing slopes, on the other hand, stay damp longer, grow moss faster, and need attention sooner. We see asymmetric wear patterns on Charleswood roofs that you wouldn’t see in more open neighbourhoods.

The original ventilation is the other issue. Many Charleswood attics were built with minimal soffit venting and no ridge venting at all, so heat loss into the attic in winter creates ice dam conditions. Updating the ventilation is usually part of any major re-roof in the area.

Services We Provide in Charleswood

In Charleswood we handle full asphalt roof replacement, roof repair, eavestroughs sized for larger Charleswood lots, and soffit and fascia updates that improve attic ventilation as part of the work.

For homes with persistent ice dam problems, we also handle seasonal ice dam removal through winter, and we’ll usually flag the underlying ventilation issue so it can be fixed properly during the next re-roof rather than treated annually as an ongoing problem.

Get a Quote in Charleswood

If you’re in Charleswood and the roof is showing its age, or the eavestroughs are sagging, get in touch. We’ll come out, look at the full exterior, and give you a written quote within 72 hours.

Get a Written Quote Within 72 Hours

Get in touch for a free written quote on roofing, eavestroughs, soffit and fascia, siding, or commercial work. We respond within 72 hours with a straight answer on what your roof actually needs.
  • (204) 232-3360
  • info@trudelroofing.ca
  • 19 Watt St #6, Winnipeg, MB R2L 1R5, Canada
Trudel Roofing Ltd. Logo
Trudel Roofing
Get in touch for a free written quote on roofing, eavestroughs, soffit and fascia, siding, or commercial work. We respond within 72 hours with a straight answer on what your roof actually needs.
Call Us
(204) 232-3360
Email
info@trudelroofing.ca
Address
19 Watt St #6, Winnipeg, MB R2L 1R5, Canada
Get A Quote

Get a Written Quote Within 72 Hours

Get in touch for a free written quote on roofing, eavestroughs, soffit and fascia, siding, or commercial work. We respond within 72 hours with a straight answer on what your roof actually needs.
Trudel Roofing Ltd. Logo
Trudel Roofing
Get in touch for a free written quote on roofing, eavestroughs, soffit and fascia, siding, or commercial work. We respond within 72 hours with a straight answer on what your roof actually needs.

Monday – Friday: 8:00 AM – 4:00 PM

Saturday: Closed

Sunday: Closed

© 2026 Trudel Roofing, All Rights Reserved