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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 The Premier Roofing Choice in Medford, MA

O’LYN Roofing is proud to provide the community of Medford, MA, with its full-service repair and replacement roofing contractors. Being a leading company in Massachusetts, we have done a range of different projects throughout Medford and are continuing to provide free estimates to those looking for help!

Medford, located just outside of Boston, has become a more and more popular area to live with the growth of the surrounding communities of Somerville & Cambridge. Homeowners are renting out their space to professionals working around the city, and homeowners who have called Medford their home for their whole lives are still enjoying the city’s charms. No matter what your situation is, finding a trusted and reliable roofing company is extremely difficult. We find horror stories of people getting ripped off or their roofers just not doing things the right way. With O’LYN Roofing, you’re getting trusted preferred contractors that install a roof the way it should be.

An O'lyn Roofing team member on a ladder working on a home.

O’LYN Roofing Services in Medford

We provide free no-obligation estimates to all of our customers, so there is no reason not to get an estimate! Depending on what each and every customer wants, we have a wide range of roofing services and amazing products to back our work.

Asphalt Roofing

Get the roof of your dream with the team of O’LYN Roofing and Owens Corning shingles. We provide homeowners with a wide range of shingle types, along with all the colors and warranties to back our service. From getting the perfect shingle that matches your home, you will also be working with a Platinum Preferred Contractor. This is the highest level of recognition that Owens Corning provides to contractors across the country. Owens Corning Roofing Platinum Preferred Contractors have to meet extremely strict standards for professionalism and craftsmanship. It also means that only we can provide customers with the best roofing system warranty out of all contractors.


Rated 5/5 based on 2 local customer reviews

Local Customer Reviews:

Medford, MA

by Susan G. , Sept 5, 2017

5/5 stars

Great job from initial sit down to discuss the job to completion of the job. The crew was terrific and did outstanding work on the roof in less than 2 days. Cleaned and put everything back in its place. No problems from beginning to end. Thank you for a great experience.

Medford, MA

by Rosanne K. , May 21, 2017

5/5 stars

I was thoroughly impressed by how professional and courteous they were. Special thanks to Mike Riley for his coordination and cooperation. This was a lot less stressful than I thought it would be. I highly recommend O’Lyn for roofing and gutter replacement. I had an excellent experience, start to finish.

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