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Over 40,000 Satisfied Customers

With over 50 years of experience, backed by the best warranty in the industry, you can trust O'LYN Roofing to get the job done right, on-time, and on-budget.

Roof Replacement


O'LYN Roofing are your local experts for complete roof replacements through Massachusetts.

Gutters and Downspouts


Enjoy effective water displacement with beautiful aesthetics provided by our gutter installations.

Roofing Services


Prevent roof leaks and other damage by having your roof regularly inspected to be sure it is in quality condition.

Ice Melt Systems


Have peace of mind with a quality rood de-icing system from the specialists at O'LYN Roofing.

O'LYN Roofing: A Family Owned Business Since 1974.

Over the past 50 years, O’LYN Roofing has grown from a small, locally owned business to the best-known roofing contractor in Greater Boston & MetroWest. If your roof has been damaged due to ice and hail damage or simple wear and tear, we can repair it. We provide roof repair services for slate, copper, wood, asphalt, and flat roofing. If a roof is beyond repair, we provide complete roof replacement services with a variety of materials and colors for you to choose from. You don’t need to worry if your home has Victorian roofing or gingerbread details. We have worked on thousands just like it and are known as the ‘Victorian Specialists’.

We can also repair or replace your gutters and downspouts. It doesn’t matter if they are K-style, half-round, aluminum, or copper, we do it all. We can even replace or install skylights to give your home more natural lighting. If you need immediate roof repair or simple roof maintenance, give us a call today (1-781-300-7231) for a roof inspection or estimate. We provide the best roofing services in Arlington, Boston, Cambridge, Framingham, Norwood, Quincy, Waltham, Wellesley & all Greater Boston & MetroWest areas.

Why Choose O'LYN For Your Roofing Needs

Fully insured, locally owned and operated with an A+ rating from the BBB.

Reliability and knowledge from over 50 years in the industry.

Quality materials & top credentials from the industry's top manufacturers.

Cutting edge installation and patented roofing workmanship.

The longest and most robust warranties in the roofing industry.

Financing options and insurance assistance.

Certainteed Logos
Owens Corning 50 Year Warranty
National Roofing Contractors Association
Better Business Bureau
Gutter Shutter

View Our Past Projects

Visit our interactive map and search for projects by city, service, reviews, and more!

Your Trusted Roofing Specialist Throughout Greater Boston & MetroWest

O’LYN Roofing is a proud member of the National Roofing Contractors Association (NRCA), the North/East Roofing Contractors Association (NERCA), and CertainTeed’s Professional Roofers Advisory Council. O’LYN Roofing is an Owens Corning Platinum Preferred Contractor, a standard that only 1% of the industry has achieved. To date, we have worked with more than 40,000 satisfied customers in the Greater Boston & MetroWest area. So, if you need help with your roof, we are your trusted roofing contractor. We provide roof inspections and estimates for homeowners and businesses in Brookline, Cambridge, Somerville, Newton, Weston, Dover, Sherborn, Needham & all Greater Boston & MetroWest areas.

What Our Clients Are Saying

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