Affordable, 5 Star Roofing Services in Ontario
18 Years of Roofing Excellence in Ontario
From high-wind shingle fastening in Milton to snow-load metal engineering in Muskoka,
we provide specialized solutions built for the Ontario climate.
A roof is the most critical structural component of your home. In Ontario, it must endure 100-degree temperature swings, gale-force winds, and heavy ice accumulation. Since 2008, Ollie’s Roofing has specialized in installing high-performance systems that don’t just meet the Ontario Building Code—they exceed it.
Ice Dam Removal & Winter Roof Protection
Ontario winters are tough on roofs. The freeze-thaw cycle can create massive ice dams at your eaves, forcing water to back up under your shingles and into your home. Do not attempt to remove an ice dam yourself with hammers or picks, as this often causes more damage to the roof than the ice itself.
Safe, Manual Removal: Our team uses specialized, non-abrasive roof rakes with rollers to carefully remove snow and break up ice dams without damaging your shingles or eavestroughs. We do not use high-pressure steam, as it can be detrimental to certain roofing materials and warranties.
Snow Load Management: For homes with excessive snow accumulation, especially in the Muskoka region, we offer professional rooftop snow removal to reduce structural stress and prevent collapses.
Preventative Solutions: We can assess your attic ventilation and insulation to address the root cause of ice dams, providing a long-term solution to winter roofing woes.
Emergency Roofing Repairs & Leak Detection
A roofing emergency doesn't wait for business hours. When a storm hits, a tree falls, or a sudden leak appears, you need a rapid response to protect your home's interior. At Ollie's Roofing, our 18 years of experience means we can quickly identify the source of a leak—whether it's compromised flashing, missing shingles, or a valley failure—and provide an immediate, temporary solution to stop water ingress.
Emergency Tarping Services: We provide professional, secure tarping to cover exposed areas, preventing further water damage until a permanent repair can be made.
Storm Damage Assessment: We conduct thorough inspections after severe weather events to identify hidden damage that could lead to future failures.
Fast-Track Repairs: For critical issues, we prioritize your service call to get your home watertight as quickly as possible.
Residential Asphalt Shingle Systems
Beyond the Code: We utilize high-temperature ice and water shields and 6-nail fastening patterns to survive the Niagara Escarpment wind zones.
Most roofers sell "shingles." We sell a System. At Ollie’s Roofing, we utilize a multi-layered approach to residential protection. We are certified installers of North America’s leading manufacturers, ensuring that your roofing investment is backed by the industry's strongest warranties.
The Deck Inspection: We never install roofing over compromised wood. Every project begins with a structural assessment of your roof deck.
High-Temperature Ice & Water Shields: We install premium membranes in all "critical zones"—valleys, chimneys, and eaves—to prevent the ice-damming common in Milton and Muskoka.
The 6-Nail Fastening Protocol: While the industry standard is 4 nails, we use a 6-nail pattern on every architectural shingle. This increases wind-resistance ratings and prevents "shingle blow-off" during high-wind events on the Niagara Escarpment.
Synthetic Underlayment: We’ve replaced outdated felt paper with high-grip synthetic underlayment, providing a secondary water-shedding layer that breathes while keeping moisture out.
Custom Metal Roofing
Lifetime Durability for the Canadian Shield. For homeowners in the Muskoka region or those looking for a "forever roof" in the GTA, our custom metal systems offer unrivaled longevity. Metal roofing is an investment in structural permanence.
Hidden Fastener Systems (Standing Seam): We specialize in standing seam metal roofs where the fasteners are protected from the elements. This eliminates the "leak points" found in cheaper, exposed-fastener metal roofs.
Heavy-Gauge Steel: We utilize 24 to 26-gauge steel, engineered to handle the massive snow loads of the Ontario snow belt without buckling or oil-canning.
Reflective Cooling Technology: Our metal systems feature Kynar 500 coatings that reflect solar radiation, significantly reducing your cooling costs during Ontario’s humid summers.
Soffits, Fascia, and Seamless Eavestroughs
Managing the Perimeter. Your roofing system isn't complete without a high-capacity water management system.
Seamless Eavestroughs: We roll-form our gutters on-site to the exact inch of your home. No seams means no leaks.
High-Flow Downspouts: We install oversized downspouts to ensure that even during a Southern Ontario "cloudburst," water is moved rapidly away from your foundation.
Vented Aluminum Soffits: Clean, professional-looking soffits that allow the intake of fresh air needed for your attic's health.
The Science of Attic Ventilation
Protecting the Roof from the Inside. An unventilated roof is a failing roof. During our 18-year existence, Ollie's Roofing has seen thousands of roofs rot prematurely because of poor airflow.
We perform a Ventilation Audit on every home. We calculate the exact ratio of intake (soffit) to exhaust (ridge) venting required to ensure your attic remains within a few degrees of the outdoor temperature. This prevents:
Attic Rain: Condensation that leads to mold.
Ice Dams: Heat escaping into the attic and melting snow on the roof.
Shingle Curling: Excessive heat baking the shingles from underneath.
Commercial Flat Roofing
Precision Drainage & Zero-Ponding. Flat roofs fail because of one thing: water sitting still. At Ollie’s Roofing, our flat roof installations focus on the science of drainage.
TPO & EPDM Membranes: We utilize commercial-grade Thermoplastic Polyolefin (TPO) and Ethylene Propylene Diene Terpolymer (EPDM) for their incredible UV resistance and flexibility in freezing temperatures.
Tapered Insulation Systems: If your existing flat roof has "ponding" issues, we engineer a tapered insulation layout to create a slope where none exists, forcing water toward the drains.
Induction Welding & Heat-Seaming: We use high-tech seaming processes to create a monolithic waterproof layer that is virtually impossible to penetrate.
Roofing Material Comparison Chart
Roofing Material
Best For
Lifespan
Wind Rating
Maintenance
Asphalt Shingles
Standard Residential
20-30 Years
High (with 6-nail)
Low
Custom Metal
Cottages & Modern Homes
50+ Years
Extreme
Very Low
Flat Roof (TPO/EPDM)
Low-slope/Commercial
20-25 Years
High
Moderate
roof leak & roof repair services in ontario, CANADA
Commercial & Residential Roofing Solutions
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Our Services
Residential Roofing
Commercial Roofing
Roofing Repairs
Asphalt Shingle Roofing
Metal Roofing
Latest Blogs
The Ultimate Ontario Winter Home Roof Guide | Ollie's Roofing
Expert winter roof protection guide for Ontario, GTA & Muskoka. 18+ years of authority on ice damming, snow loads, and attic insulation. Get a Free Estimate on any roof repair or replacement project! ...more
Winter Roofing
January 09, 2026•7 min read
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Head Office
32 Steeles Ave E #11, Milton, ON L9T 5A1, Canada