Exterior Services Built for Ancaster, ON Weather
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6 Months No Interest on all Roofing, Siding, Gutters, Window and Door Projects through May!

Great exterior work should be more than just a fresh coat of paint or a nice color choice. It should finally silence those nagging worries about hidden leaks, chilly drafts, or siding that has seen better days.
At Gerry’s Roofing & Siding, we turn aging exteriors into weather-tight systems, ensuring your home stays safe through every winter snowfall and summer downpour. Since we’ve been a part of this community for over 45 years, we’ve seen firsthand which materials actually stand the test of time and which ones crumble when the ice hits. From the peak of your roof to your front doorstep, we build results that look beautiful today and stay bone-dry for decades.
What a Well-Planned Home Upgrade Looks Like
One of the biggest headaches with exterior work is juggling multiple contractors. That’s why we cover everything the outside of your home needs, so your project stays coordinated and consistent throughout.
Services available to Ancaster homeowners include roof replacement and installation, siding and exterior cladding, window replacement, entry and patio door replacement, skylights and sun tunnels, and eavestrough and gutter guard installation.
You might start with one urgent fix and eventually decide to bundle several improvements together to give your home a complete transformation. Addressing everything in one go creates a seamless look and provides a much stronger defense against the elements.
The Early Warnings Most Homeowners Miss
Every part of your home's exterior sends signals when it's ready for attention. Here's what to look for across each system:
Roofing: Curling or cracked shingles, missing granules, water stains on interior ceilings, or recurring leaks are all worth taking seriously. Ancaster's winter conditions can also cause ice damming, which often points to underlying failure with ventilation or insulation.
Siding: Fading, warping, cracking, and panels that have come loose are signs that the material is giving out. Once siding stops sealing properly, moisture can seep behind it, causing much more costly problems later.
Windows: Drafts, fogging between panes, frames that stick, and higher energy bills usually mean windows are no longer doing their job. The difference in comfort, especially through a cold Ontario winter, can be significant after a replacement.
Doors: Entry and patio doors that are hard to latch, drafty around the frame, or just visibly worn affect more than curb appeal. They also impact insulation and security in ways that are easy to overlook until they become a real issue.
Gutters: When gutters sag or water pools around your foundation, it’s time to have your drainage system inspected. Gutter guards can help with ongoing upkeep, but aging or poorly pitched gutters often need more than a patch job.
Most exterior damage happens slowly and out of sight, but once a leak or draft becomes obvious, the repair bill has likely already grown. By addressing these signs now, you can secure your home and enjoy the peace of mind that comes with a perfectly sealed exterior.
Our Approach That Keeps Everything on Track
Moving forward with an exterior project should never feel like guesswork. We follow a structured path so you feel confident about every decision and detail from start to finish.
Evaluation: Every project begins with a careful look at your home and a conversation about your specific concerns. We focus on identifying exactly where your exterior is struggling before we ever discuss products or pricing.
Planning: Once we understand the condition of your home, we’ll provide a plain-language breakdown of your best options. This includes a list of what needs immediate work and which parts of your home are still in good shape.
Scheduling: After you approve the plan, we’ll set a firm timeline so you know exactly when our team will arrive and finish. We coordinate every detail in advance so the work fits into your busy life without any surprises.
Installation: Our crew carries out the work with a focus on how each part of your home connects to the next. Whether we’re working on one section or your whole home, we make sure every material works together to keep the outdoors where they belong.
Inspection: Before we consider the job done, we’ll conduct a final review and a thorough site cleanup. We leave your property looking better than we found it and verify that every inch of the installation meets our high standards.
And once the tools are packed away, you can relax knowing your investment is protected. Every project is backed by our Transferable Lifetime Workmanship Guarantee, which covers you for as long as you own the home and remains an asset for the next owner for up to 20 years.
Why Choose Gerry’s Roofing & Siding?
Gerry’s Roofing & Siding has been a fixture in the Ancaster and Hamilton community for decades. We operate as a local, family-owned business rather than a distant franchise, which means we take personal responsibility for every project we handle. You get long-term accountability from neighbors who care about the area, not a corporate office in another city.
Our reputation is built on years of steady, honest work and is backed by recognition from the Better Business Bureau, HomeStars, and ThreeBest Rated. We also believe that home renovations should be accessible, so we offer flexible payment plans for qualifying projects.
Frequently Asked Questions
Do you work throughout all of Ancaster?
Yes. Ancaster is one of the core service areas, and being based in Hamilton makes for consistent scheduling and oversight from start to finish.
Is it better to combine multiple exterior updates into one project?
Often, yes. Addressing roofing, siding, and gutters together improves system performance and prevents revisiting these areas down the road.
Do older homes in Ancaster require different considerations?
They can. Homes that are 15 to 25 years old or more often have multiple systems aging at the same time, so it's worth looking at the full picture rather than tackling issues one by one.
What role does winter play in exterior wear?
Quite a big one. Freeze-thaw cycles, snow buildup, and ice damming all stress exterior materials differently than warmer climates.
Ready to Love Your Exterior Again?
Since 1980, we’ve walked the same streets as you and worked on the homes right next door. We treat every project as if we were working on our own house because our reputation is built on your satisfaction.
Reach out to Gerry’s Roofing & Siding today to see what forty years of local experience can do for your property.

Trusted By the Biggest Names in the Business!
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Mon - Fri: 7:00AM - 9:00PM
Saturday: 9:00AM - 5:00PM
Sunday: 9:00AM - 5:00PM