Free Estimate
Ask about our Financing, 24 months, No Interest!!
Contact Us
A collage of images showing O'lyn has been in business for 40 years, O'lyn team members at an event, and an O'lyn Roofing crew.


Roofing Services in Greater Boston & MetroWest Area

From A Small Roof Leak To a Roof Installation, We Have You Covered

Roofing is one of the most important aspects of a home’s exterior. It holds the responsibility of shielding the house from rainfall, snow, debris, and other external elements, making it all the more important for it to be in the best shape possible. Because of this, don’t wait until the flaws become obvious and arrive in the form of a roof leak, torn shingles, or water damage, all of which can result in major internal damage if left unattended.

It is recommended to have your roof inspected once per year by an experienced roofing contractor. Roof assessments are optimally done during the fall, just before the more intense weather of winter hits, and you can schedule inspections and make repairs in advance. Another time to schedule roof maintenance is after a severe storm to check if the abnormal conditions caused any degradation. By taking such preventative measures and making minor repairs as required, you can avoid major damages that will cost you a lot more in the long run.

O'lyn contractor working on top of a residential home during a roof replacement job.

O’LYN Roofing is here to help with all of your home services. When you want to take precautions before damage happens, have repairs made after damage, or upgrade your home’s look, our team of experts is here to help. Our contractors know roofing and have the experience your project needs. We’ve honed our skills with years of roof installation and repair experience.

Past Roofing Services Case Studies

Ice, Ice, Baby! Ice Dam Solutions – Newton, MA

The Charles Playhouse of Boston

The Solar Roofing Project – Cambridge, MA

Roof Concerns Go Beyond the Roofing Material.

Many people don’t know that a lot of roofing problems actually have nothing to do with the shingles. While the state of your shingles is a good indicator of the condition of your roof, several other factors come into play, like gutters, flashing, and the internal structure and insulation. So before you rule out the need for inspection based solely on how things look from the outside, think about all the other aspects of a roof first!

A New Roof Gives Your House a New Look.

Roofs, of course, serve more than just a functional purpose. As a major component in a home’s appearance, because they desire an aesthetic upgrade. As a result, numerous homeowners choose to install new roofs before the old one wears out, sometimes just for cosmetic purposes, other times to increase property value. This, while usually a good decision, can sometimes prove to be unnecessary and make little financial sense.

As experienced, professional Massachusetts roofing contractors, we can help you decide if roof replacement or installation makes sense for your needs and budget. If you are considering roof replacement, there are a variety of exciting new roofing materials available, such as composite shingles, an eco-friendly roofing slate made from recycled rubber, and newer asphalt-fiberglass shingles, which have never looked better.

Start by Identifying Your Roofing Needs.

It is an inevitability that your roof will wear out over time, and will eventually need to be replaced. This is an eventuality you need to be prepared for, as failing to keep up to it can lead to costly consequences. On the one hand, if you wait too long to repair or replace a roof, you can end up with leaks and expensive damage. However, going to the other extreme and replace the roof too soon is a waste of money. Therefore, it is essential to prioritize and determine which is worth your time and money currently.

At O’Lyn Roofing, we can assess the condition of your roof and give our expert opinion on what should be done. Contact us via phone or through our inquiry form. We service all of Greater Boston and MetroWest, as well as most of the surrounding area.

CertainTeed Logo
Owens Corning Logo
BBB Logo
Gutter Shutter Logo

Request A Free Estimate Today!