Ollie’s Roofing Ltd

Your Local Roofing Specialists



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Serving the Milton Area with Pride

Ollie’s Roofing is an accredited locally-owned business working in Milton and the surrounding areas to provide high-quality commercial and residential roofing services. As an A+ BBB Rated, BP Certified and WSIB Certified roofing company, our number one priority is ensuring your satisfaction with every job, no matter if it’s a repair, a replacement, or an upgrade. Rated the best roofing company in Milton, here at Ollie’s Roofing, each one of our team members is a trained professional providing not only top-notch roofing services but also customer service that goes the extra mile to help assure you that you’re in good hands.

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Areas We Service

Servicing Milton and the surrounding areas, including: 


  • Burlington
  • Oakville
  • Muskoka
  • Halton Hills
  • Guelph

We believe in transparent, professional work, and operate with integrity. Our contractors are fully licensed and insured.

Repair to Removal: Our Roofing Services

We offer a variety of roofing services to help ensure your comfort at home

Roof Replacement and Instalment

Roof Repair and Maintenance

Skylight Installation

Ice Dam Removal

Protect Your Property with Local Roofing Services

  • Roof Repairs and Replacements

    With an average lifespan of 20 years, roofs will eventually need replacing. And with the constant wear and tear of the elements, they’ll need repairs every now and then too. However, scheduling and having your roof repaired or replaced shouldn’t be a hassle, which is why we’re dedicated to working with you to help pick the best options for your home. 

  • Skylight Installation

    Skylights not only add value to your home but can be a great source of natural light. When installed in a proper location, they can also provide solar heating for a more sustainable source of heating in your home. While they may seem like a luxurious touch, skylights can be added to nearly any home, and there are many budget-friendly options.

  • Ice Dam Removal

    Ice dams are caused by unequal installation and can lead to water damage when left unattended. We will repair your roof to help remove existing damage while also fixing the roof of the cause to help prevent ice dams once winter comes. While not a concern in areas that experience warm climates year-round, if you experience routine freezing, it’s important to remove and prevent ice dams to maintain your roof’s longevity.


    Download our flyer "What Causes Ice Dams" to learn more.

Get A Quality-Built Roof Today

Whether you’re wanting to remodel your roof to help better fit your home or are looking for repairs to restore your comfort, we get the job done right. If you are looking for estimates on getting replacements, then contact us for free estimates today!

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Frequently Asked Questions

  • How much will a new roof cost?

    There’s no sure way to tell how much your new roof will cost you without an evaluation of your property. There are many important factors to take into consideration, such as size and what materials you choose. However, we understand it can be daunting to get started without a price, which is why when it comes to roof replacements, we offer free estimates!

  • How long will my roof last?

    On average, roofs last around 20-30 years. However, depending on the material you choose and the climate in your area, your roof can last up to 50 years. If you’re looking into a new roof and want to make sure it lasts as long as possible, it’s important to weigh out your options.

  • What are ice dams?

    If you live in an area in cold weather climates, then you’re probably already familiar with ice dams. Ice dams are build-ups of ice that occur on your roof when unequal heating causes ice to melt in some areas and water to freeze in others. This can lead to roof damage as a result of the weight of water. 

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