Roofing and Siding Waterdown, ON | Gerry's Roofing & Siding

Exterior wear rarely announces itself all at once. It tends to creep in slowly: a shingle that looks a little off, siding that feels softer than it should, or a stubborn draft near the front door that wasn't there last winter. On their own, these things seem minor. Together, they're usually telling you something worth paying attention to.

Gerry's Roofing and Siding has been helping Ancaster homeowners navigate these situations for more than 45 years. As a family-owned company based in Hamilton, we've completed over 30,000 projects with a consistent approach backed by a Transferable Lifetime Workmanship Guarantee. We don't just fix what’s in front of us. We look at the big picture to make sure your whole home looks and feels right again.

Stop Guessing What Your Roof Needs

A roofing concern that seems minor today can affect insulation, ventilation, and interior comfort if left unchecked for too long. That's why we start every project by understanding the full condition of your roof before recommending anything. Sometimes targeted repairs make the most sense. Other times, a replacement is the smarter long-term call.

We work year-round, which matters in Ancaster, where ice damming, freeze-thaw cycles, and heavy snow loads can accelerate wear and tear. Whatever your roof needs, we have it covered:

Roof Replacement: Asphalt shingles, fiberglass shingles, and Euroshield rubber roofing
Roof Inspections & Repairs: Focused on extending system life where possible
Blown-In Attic Insulation: Helps regulate temperature and reduce energy loss
Flat Roofing Systems: Roofing for low-slope and modern home designs
Skylight & Sun Tunnels: Adds natural light with properly integrated systems

Whether you’re dealing with a sudden leak or planning an upgrade, we provide the clarity you need to make an informed decision. Explore how we can preserve your home from the top down on our roofing page, or see how we bring the outside in on our skylights page.

When Your Siding Starts Losing Its Edge

Ancaster weather doesn't pull punches. Between the deep freezes and the summer swelter, your siding has to be built for the long haul. When it starts to fade, shift, or lose its protective value, replacement is an opportunity to improve both durability and appearance.

Every home has its own story and structural requirements. We offer a range of options to ensure your exterior is as functional as it is beautiful:

Vinyl Siding: Versatile and easy to care for, with plenty of colour and profile options
Fiber Cement Siding: Built to stand up to the elements, with a natural wood look
Wood Shake Siding: A classic aesthetic with texture and curb appeal
Metal Siding: Premium aluminum and steel systems engineered to last
Composite Siding: Designed for strength and minimal upkeep

We also handle soffit, fascia, eavestroughs, and gutter guards so water moves away from your home the way it should. Learn how we can refresh your exterior’s character on our siding page, or see how we keep the foundation dry on our gutters page.

A Better Standard for Windows & Doors

While they may seem like simple fixtures, your windows and doors are critical to your home’s energy efficiency and climate control. Drafts, condensation between panes, or a door that sticks every time the weather changes are all signs that it might be time for an update. Beyond fixing those frustrations, newer installations change how comfortable your home feels.

From single-unit swaps to home transformations, our vinyl windows are precision-fitted to ensure peak performance for decades to come. For doors, we offer steel and fiberglass entry doors, as well as patio and garden doors.

Many homeowners roll window and door work into a larger exterior project, so everything comes together at once. Visit our dedicated windows and doors pages for more details.

Why Choose Gerry's Roofing & Siding?

Your home is likely your most significant investment, and who you choose to maintain it matters. We don’t just provide a service. We provide a standard of care that looks at your property’s future, not just its current needs. This is why our Transferable Lifetime Workmanship Guarantee stays with the home, backing you today and adding tangible value for the next owner for up to 20 years.

Because we‘re certified installers for the industry’s leading manufacturers, your material warranties remain ironclad, and your systems perform exactly as engineered. Behind our A+ rating and HomeStars awards are thousands of handshakes and honest conversations with your neighbors. We also offer flexible financing, because we believe financial timing shouldn't be a barrier to a safe home.

We aren’t the "lowest bid" contractor, and we don’t aim to be. We’re the team for homeowners who prioritize the "done once, done right" philosophy.

Frequently Asked Questions

Do you work on homes throughout Ancaster?

Yes. We serve Ancaster and the surrounding communities throughout the Hamilton area. Please check out our service areas page for more information on where we work.

Can I replace just one area for now?

Absolutely. Some homeowners start with the most urgent concern and come back for additional work later. We can map out a phased approach so everything still fits together when it’s all said and done.

How do I know if I need repair or replacement?

We look beyond surface-level damage. If the underlying structure is still sound, repair may be the better choice. If not, replacement avoids the cycle of ongoing fixes.

Do you work year-round?

Yes! We work year-round and plan projects around weather conditions whenever possible, which is especially important for roofing concerns tied to snow, ice, and leaks.

The Patterns Are Familiar, The Solutions Are Proven

Since 1980, we've worked on homes throughout Ancaster, Hamilton, Dundas, Stoney Creek, Waterdown, Mount Hope, and the surrounding area. That history means we understand how homes here age, where problems tend to start, and how to address them.

If your exterior is showing signs of wear or you're ready to start planning, reach out to Gerry’s Roofing & Siding today.

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