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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.


O'lyn Roofing's team standing outside in front of their office building.

With over 50 years of experience in the industry, O’LYN Roofing is your local expert for all of your roofing needs. Known as the ‘Victorian Specialists,’ we have cultivated a reputation for excellence in these and other types of roofing, making your home look and perform at its best. We favor ‘green’ options that will give you a long-lasting, sustainable roof while also doing your part for the environment. And most importantly, we offer all of this at an affordable price.

Our technicians are fully trained and certified to take care of any problem you might have. Their friendly attitudes and responsiveness will make you feel comfortable asking questions, ensuring you get what you desire. For quality service and craftsmanship, you can rely on, and a name you can trust, O’LYN Roofing is here for you!

What Our Clients Are Saying

5 stars for sure!!! Extremely happy with the work provided by O’Lyn. They were able to start 2 weeks before we thought they would be able to, arrived promptly, were very professional, extremely quick, and cleaned so well you would wonder if they were even there! The roof looks amazing! Would highly recommend!

Trish H.

O’LYN installed a roof for me this past November. They did an excellent job. The workers were prompt and courteous. They started the job at 8 a.m. and finished by 4 p.m. All materials were picked up, and the surrounding areas were spotless! I highly recommend them.

Eva O.

Our Qualities

Here at O’LYN Roofing, we are characterized by three major principles that prove our prowess in the roofing industry. These are:

Our Awards and Recognitions

Innovation: O’LYN Roofing is the first Boston area roofing company to offer environmentally safe roof cleaning that does not damage shingles or void their manufacturer’s warranty. This roof cleaning service saves our customers money on replacement roofing AND reduces energy consumption. Our pride in being a green company is not just us talking. We utilize a fully graphic-wrapped, fuel-efficient sales car. Our hauling company takes all tear off to a facility that recycles shingles into road fill. All recyclable materials in the office are condensed and recycled at our own expense.

O'lyn Roofing service vehicle.

Success: O’LYN Roofing is by far one of the very best-known roofing companies in New England, having installed nearly 20,000 roofs. Others imitate everything from our emphasis on quality to our marketing and advertising work, which clearly indicates we are doing something right. We have grown from a small mom-and-pop business to a company with a leadership role that has set new standards in the industry. We believe we have also demonstrated that in an industry that is sometimes known for unscrupulous roofers trying to make a quick buck, the most successful roofers stand on a strong and proud reputation for quality, honesty, and a top-notch work ethic.

Uniqueness: Having earned the title of “The Roofing Experts,” O’LYN Roofing only does roofs. Many other roofers maximize their profits and minimize their specialization by selling and installing siding and windows in addition to roofing. While many other roofers sell their jobs by offering cut-rate pricing, often at the expense of materials and features, O’LYN Roofing emphasizes the top quality of work, construction, and materials. This focus ensures the absolute best roof on a home and reinforces the excellent reputation that Michael Olen has worked hard to build.

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