Emergency Response 24/7 in Windsor & Essex County (226) 348-3923
Windsor roofer installing shingles
Windsor's #1 Roofers

Windsor's #1
Choice
For Roofing

Protect your biggest investment with Windsor's most trusted roofing experts. 30+ years of flawless execution.

  • Licensed & Insured
  • Local Experts
  • Premium Materials
  • 30+ Years Experience

Our Elite Services

We deliver uncompromising quality across all our core specialties.

Residential Roofing

Residential Roofing

Complete replacements, rapid repairs, and thorough inspections. We protect your home with premium materials and a 10-year workmanship warranty.

Get Free Estimate
Flat & Low-Slope

Flat & Low-Slope

Expert solutions for residential flat roofs, porches, additions, and light commercial repairs. We emphasize leak repair, drainage fixes, and reliable patching.

Get Free Estimate
Exterior Siding

Exterior Siding

Transform your home's exterior with premium vinyl or engineered wood siding — installed 100% in-house.

Get Free Estimate

Why Windsor
Trusts Heywood.

We don't cut corners. We build roofs that withstand the harshest Canadian weather, backed by decades of proven expertise.

Locally Owned & Operated

We live here, we work here, and we understand exactly what Windsor roofs need to survive.

Fully Licensed & Insured

Total peace of mind. We carry comprehensive liability insurance and WSIB coverage for all our crews.

30+ Years Experience

There isn't a roofing problem we haven't seen and solved. Our expertise is unmatched.

Heywood Crew
100%
Satisfaction Guarantee on Every Project
Emergency Roof Repair
24/7 Emergency Service

Storm Damage?
Active Leak? We're On It.

Don't wait for a small leak to cause major structural damage. Our emergency response team is ready to deploy, tarp your roof, and provide a permanent fix.

  • Rapid Response to Stop Water Entry
  • Temporary Tarping & Securing
  • Comprehensive Damage Assessment
  • Permanent, High-Quality Repairs
Call (226) 348-3923 Now

Proven Results

Don't just take our word for it. See the transformations for yourself.

Residential Roof Replacement

Before
Damaged roof before
After
New roof after

Flat & Low-Slope Repair

Before
Damaged flat roof before
After
New flat roof after

What Our Clients Say

"Shawn is amazing. He does a great job and stands by it. He completed a garage roof for me in spring 2023, needed some extra attention summer 2024 and he came back within the same week of my request to warranty his work. I highly recommend him, you won’t be disappointed."

Kenesha Monday
Homeowner

"We had a great experience with Heywood Roofing and Renovations. They were very professional and efficient. They checked any areas of concern and gave us different options to fix those areas while still being budget friendly. They went above and beyond to make sure our roof was in good condition and safe. They even sent photos when the job was completed."

Katie Orshinsky
Homeowner

"No BS is right. They told me exactly what was wrong, didn't try to upsell me on things I didn't need, and the crew worked their tails off. Best contractors I've ever hired."

David R.
LaSalle Resident

"Shawn is amazing. He does a great job and stands by it. He completed a garage roof for me in spring 2023, needed some extra attention summer 2024 and he came back within the same week of my request to warranty his work. I highly recommend him, you won’t be disappointed."

Kenesha Monday
Homeowner

"We had a great experience with Heywood Roofing and Renovations. They were very professional and efficient. They checked any areas of concern and gave us different options to fix those areas while still being budget friendly. They went above and beyond to make sure our roof was in good condition and safe. They even sent photos when the job was completed."

Katie Orshinsky
Homeowner

"No BS is right. They told me exactly what was wrong, didn't try to upsell me on things I didn't need, and the crew worked their tails off. Best contractors I've ever hired."

David R.
LaSalle Resident

Frequently Asked Questions

Straight answers to common roofing concerns. No fluff, just facts to help you make the right choice.

How do I know if I need a full replacement or just a repair?
It depends on the age of your roof, the extent of damage, and underlying issues like decking condition or ventilation. We do a thorough inspection and give you honest options — repair where it makes sense, replacement when it doesn’t.
How long does a typical roof installation take?
Most residential roof replacements take 1–3 days depending on size, pitch, and weather. We protect your landscaping, clean up every evening, and walk you through the finished work before we leave the site.
What kind of warranties do you offer?
We back our installations with a 10-year workmanship warranty on top of the manufacturer’s material warranty (often 25–50 years on premium shingles). Everything is in writing.
Will my property be a mess during the project?
No. We tarp landscaping, use catch-alls around the perimeter, magnetic-sweep for nails, and haul old material away same-day. Your driveway and yard look like we were never there.
Do you handle commercial flat roofs as well?
Yes — light commercial flat roofs (TPO, EPDM, modified bitumen) are a core specialty. We focus on leak repair, drainage, and reliable patching for residential and small-commercial buildings.

Ready to Secure Your Home?

Get a free, no-obligation inspection or see an instant ballpark estimate for your roof replacement. Our instant estimates provide you with Good, Better, and Best material choices along with pricing.

Book Free Inspection

Or tap the logo to call us directly.