Expert Roofing Services in Greater Boston & MetroWest

We are MA’s Victorian Roofing Specialists and so much more

Why Buy O’LYN?

  • Fully Insured
  • BBB A+ Rating
  • Environmentally Conscious
  • Reliability and Knowledge from 40 Years in the Industry
  • Quality Materials from the Industry’s Top Manufacturers
  • Cutting Edge Installation and Patented Roofing Workmanship
  • Top Credentials from the Best Shingle Manufacturers
  • Thousands of Satisfied Customers

Your roof is one of the most essential features of your home. Without it, you really wouldn’t have a home at all! When something goes awry, you need the help of a contractor who can quickly diagnose the problem and give you a roof to protect your family for years to come – and looks nice in the process.

With 40 years of experience in the roofing industry, O’LYN Roofing is the best-known contractor in the area and offers quality without compromise. Having completed almost 20,000 roofs to date, look around your street - there’s a great chance that we did your neighbor’s roof!

We are equipped with the industry’s highest credentials and backing from major manufacturers, meaning that we have the skills and means necessary to get you what you need. Our technicians are attentive to detail in their craftsmanship and in their customer care. Come to us if you’re looking for a job done correctly… the first time.

Looking to get started?

At O’LYN Roofing, we provide residents of Massachusetts with Free Estimates for roofing installation, replacement or repair. Have residential or commercial concerns? Call us today at 1-781-769-8599 or contact us online to schedule your appointment today! We service Boston, Cambridge, Quincy, Framingham, Waltham, Arlington and areas nearby.

Affiliations

  • CertainTeed Master Shingle Applicator
    CertainTeed Master Shingle Applicator
  • CertainTeed SELECT ShingleMaster™
    CertainTeed SELECT ShingleMaster™
  • Commonwealth of Massachusetts Construction Supervisor License
    Commonwealth of Massachusetts Construction Supervisor License
  • Owens Corning Platinum Preferred Contractor
    Owens Corning Platinum Preferred Contractor
  • GAF Materials
    GAF Materials
  • National Roofing Contractors Association (NRCA)
    National Roofing Contractors Association (NRCA)
  • North/East Roofing Contractors Association (NERCA)
    North/East Roofing Contractors Association (NERCA)
  • ABC Supply Customer Advisory Panel
    ABC Supply Customer Advisory Panel
  • CertainTeed Professional Roofers Advisory Council
    CertainTeed Professional Roofers Advisory Council
See All Affiliates

We have all the answers to your roofing problems

Roof Services in Massachusetts

A leaky roof or damaged shingles are typically the most obvious signs of roof damage. A professional roofer can help identify the areas of your roof that need attention and determine the best plan of action.

Chances are if you’re experiencing an issue with your roof, we have seen it before. We can replace your roof if necessary, or repair it from several types of damage, including long-term leaks, wear and tear, ice and hail damage, and more.

Our team can respond quickly to your requests. We work with all kinds of shingles that come in different styles and looks to best suit your needs and tastes, and we also perform gutter work. A big part of our business is slate repair and copper and wood roofing and gutters, as well as composite gutters and fascia as a wood alternative. We also specialize in Victorian home and gingerbread details. All of our products are industry-certified, giving you a high-quality roof that will work best for you!

Don’t hesitate – restore your roof today!

Unfortunately, the problems you are experiencing with your roof will not simply disappear. Waiting to complete repairs will only compound the issues and will cost you more time and money in the long run.

Call us at 1-781-769-8599 or send us an email to schedule an inspection today! We are locally owned and operated and work hard to achieve total customer satisfaction. Our technicians will put you at ease with their friendly demeanors and real knowledge of their trade.

Our roofing services are available to residents throughout Greater Boston & MetroWest, in these cities: Boston, Cambridge, Quincy, Framingham, Waltham, Arlington, Weston, Wellesley Hills, Sudbury, Wellesley, Wayland, Newton Center, Westford.

Greater Boston & MetroWest Roofing Services

Victorian Roofing, Gutter Installation, Roof Repair…

Roof Services in Massachusetts

A professional roofer can help identify the areas of your roof that need attention and determine the best plan of action.

Over the past 40 years, O’LYN Roofing has grown from a small, locally-owned businesses to the best-known roofing contractor in Greater 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 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 (1-781-769-8599) for a free roof inspection and no-obligation estimate. We service Boston, Cambridge, Quincy, Framingham, Waltham, Arlington & all Greater Boston & MetroWest. 

Quality Roofing & Satisfied MA Customers…

When you work with O’LYN Roofing you are guaranteed quality, sustainable roofing that protects your home and looks great. We carefully select GAF & Owens Corning roofing materials that are long-lasting, attractive, and have the best warranties in the industry. With a broad range of colors and materials, we can match your current roof for repair work or let you create your dream roof for a complete replacement job. Quality materials does not mean high costs. We make sure our customer pricing for Greater Boston & MetroWest homeowners is affordable and fair.

Our roofing technicians who install these materials are trained and certified. They can quickly and accurately diagnose a roof problem and know exactly how to fix it. We pride ourselves on customer service, which means our technicians are not just knowledgeable, but also friendly. They will gladly answer all of your questions, explain the roofing process and make sure you are completely satisfied with the end result.

Customer Reviews
  • By Dave G.
    Upton, MA
    "Everyone I dealt with was as nice and professional as you could hope for..."

    Customer Review

    By Dave G.
    Upton, MA

    Everyone I dealt with was as nice and professional as you could hope for. From the people answering calls to the salesman to the job foreman (Danny, who was "Topnotch"), to the workcrew. They Did everything exactly as promised on contract and were super considerate about taking care of brand new deck and landscape and really went the extra mile about picking of any roofing nails( inevitable) that may have gotten off of the tarps they laid out. Job was done when I wanted and in 1 day as they had told me. The roof looks absolutely great! Materials are as good as you can buy! Price was right in line with everyone else but feels like an even better deal when you look at great job that was done! I would have no problem recommending O'lyn Roofing to anyone.
  • By Gary S.
    Northborough, MA
    "We had our entire roof replaced and new gutters with downspouts and gutter..."

    Customer Review

    By Gary S.
    Northborough, MA

    We had our entire roof replaced and new gutters with downspouts and gutter screens. Everything went as planned, on time, efficient, professional and cleaned up behind them. We upgraded to a Lifetime Owens Corning roof and on the gutters we upgraded by getting the gutter screen. We had other roofers who quoted lower prices, but they were only going to have a subcontractor do the work. We selected O'LYN because they used their own crew.We originally called O'LYN because they were advertised on TV. They appeared to be a reputable longstanding company. They were very professional on the phone. We made an appointment, and they then showed up on time. Mike St. Pierre was the sales rep. He was very professional and answered all our questions and provided us with a high quality product at a reasonable price. He was the only roofing person to go into our attic to look at the underside of the roof to see if there was any evidence of water leaks. There wasn't any, but it told us that there wouldn't be any unexpected costs that we couldn't afford.We set our date to do the work, and they came in as expected, to do the work. They were were organized and had a great supervisor watching over the crew. They kept the old roofing material off of the new garden growth and cleaned up all the debris from the old roof. We had a couple of follow up items to address, and they came the very next day to complete the job no questions asked.The followup guy, Kevin Close was very professional and took care of the items timely and efficiently. They didn't request the final payment until everything was completed to our satisfaction.
  • By Dennis P.
    North Attleboro, MA
    "Cleaned my embarrassing black, ugly dirty roof.My roof was covered with..."

    Customer Review

    By Dennis P.
    North Attleboro, MA

    Cleaned my embarrassing black, ugly dirty roof.My roof was covered with the most unattractive black streaks and was highlighted with an ugly green moss type growth. The roof is only a few years old, so this really was quite discerning. I received three estimates, and decided to use O'Lyn Roofing because they were (by far) the most professional. Their reputation in the roofing business was confirmed to us by both neighbors and local lumber yards. The cleaning process was guaranteed not to damage our landscaping and to make our roof look "new" again. The O'lyn workmen did just that. They were prompt, friendly, and did the job in a timely fashion. Most importantly, it looks as if O'Lyn installed a "new" roof. The price was reasonable for the work performed and the result was EXCELLENT. I would not hesitate to recommend them for any type of roofing, gutter, or roofing work. Good job! Good Company!
  • By Richard T.
    Franklin, MA
    "O'LYN removed & replaced existing shingles,made necessary repairs to..."

    Customer Review

    By Richard T.
    Franklin, MA

    O'LYN removed & replaced existing shingles,made necessary repairs to plywood ,replace ridge vents. The work crew showed up as scheduled and completed the job in a very professional manner. They did everything that was on the contract. The entire yard was cleaned before they left. The next day, a rep' from O'LYN stopped by to make sure I was satisfied and that the job was completed.The very next day,the salesman also stopped by to check the job and make sure that we were happy with it.
  • By Jim B.
    Plainville Ma02762, MA
    "I posted a very positive comment on you're website.I have an issue with a..."

    Customer Review

    By Jim B.
    Plainville Ma02762, MA

    I posted a very positive comment on you're website.I have an issue with a leaky downspout on the Barn.I have one on the house,the eave runoff misses the gutter.could you set up a service call for me? Thanks Jim Beresford
  • By Rich & Jane I.
    Norfolk, MA
    "Replaced to ridge caps and shingles on two sections of house.The roof was..."

    Customer Review

    By Rich & Jane I.
    Norfolk, MA

    Replaced to ridge caps and shingles on two sections of house.The roof was damaged in a wind storm. O'Lyn (Mike St. Pierre) was very prompt in responding. Mike inspected the roof and provided both adequate and best fix alternatives for doing the repairs. He also provided a general assessment of the condition of the roof and discussed remedies for some mold issues. We accepted the best alternative later that day after reviewing insurance options. Mike returned to finalize the contract and review the process and timeline. The process was completed just as he described and the roof was fixed on2/20/13 approximately 2 weeks after we had made initial contact. Given the number of snowstorms that occurred in those two weeks, that is very impressive. The crew that completed the job were there about a half day and were efficient and neat.Overall a very good experience with this company.
  • By Lawrence K.
    Bolton, MA
    "Complete removal of original slate roof on 1896 colonial and replacement..."

    Customer Review

    By Lawrence K.
    Bolton, MA

    Complete removal of original slate roof on 1896 colonial and replacement with architectural grade asphalt shingles. Included replacement of rotten roof boards and all flashing, underlayment, flanges, vents, and drip-edge.Nothing less than amazing. Three days from start to finish (including a downpour that halted work for a while in mid-job) and not a trace of debris once they were gone. From the first contact with Mike Olen, it was clear that these guys were professionals who actually care about the work they do -- and the people they do it for. Mike took the time to educate us about the ancient slate roofing we were replacing, our options for new materials, what we might run into on a house and roof that was over 100 years old, and how they would handle the impact of the job on our grounds and those of our neighbors as well.Final cost was well within expectations for a house and roof that old, and the final result is gorgeous. And what's more, the yard looks like they were never even there. Straight A's for these guys.
  • By Jay A.
    Mansfield, MA
    "We had a new roof installed.I highly recommend O'LYN Roofing. From..."

    Customer Review

    By Jay A.
    Mansfield, MA

    We had a new roof installed.I highly recommend O'LYN Roofing. From beginning to end, everyone in the organization is professional, courteous and well qualified. I first met with Michael O'LYN. He described exactly what would be done. You could tell the details mattered to him. The crew of 8 guys arrived on time (7:30 am) and stayed until the job was completed (6:00 pm). I could not believe they got it all done in one day! And they cleaned up everything...it was like they were not even there. We are very happy with the work...
  • By Steve M.
    Taunton, MA
    "They removed 3 old layers of roofing material and installed new roof and..."

    Customer Review

    By Steve M.
    Taunton, MA

    They removed 3 old layers of roofing material and installed new roof and flashing.They showed when they said they would for the estimate and even though they were a little pricey, they were very professional. Samples of the materials to be used were provided and there was no forcing of additional work or materials. They got to back to me with a date to work within two days and three days later showed up on time, completed the job and clean up in about 10 hours. Roof looks great, have had big storms since and all seems to be doing fine.
  • By Pam M.
    Framingham, MA
    "Full roof replacement after storm damage.Great customer service from..."

    Customer Review

    By Pam M.
    Framingham, MA

    Full roof replacement after storm damage.Great customer service from beginning to completion of job, helpful and friendly workers from office staff to work crew. Very responsive to questions and ensuring customer satisfaction.Prompt scheduling, reliable and attentive work crew, good clean up and timely completion of job
  • By Dino M.
    Framingham, MA
    "O'Lyn performed a complete strip and re-roof on the back and sides of my..."

    Customer Review

    By Dino M.
    Framingham, MA

    O'Lyn performed a complete strip and re-roof on the back and sides of my home as well as the installation of new facia trim. This included new aluminum drip edge, ice & water shield, O'Lyn membrane, ridge vents and of course new architectural shingles. The workers showed up on time worked continuously until completion only breaking briefly for lunch. Following install work area was cleaned and all debris was placed in a container which was picked up promptly. They performed the work in a timely and professional manner from start to finish and followed up after to make sure I was happy.
  • By Barbara J.
    FRAMINGHAM, MA
    "We have a Cape Cod house built in 1929. The prior owner had put new..."

    Customer Review

    By Barbara J.
    FRAMINGHAM, MA

    We have a Cape Cod house built in 1929. The prior owner had put new shingles over the existing roof before we bought the house in 1996. O'Lyn removed two layers of asphalt shingles and original underlayment, and replaced with FELTEX high performance roofing underlayment, aluminum drip edge, and CertainTead XT25 Yr - GAF Royal Sovereign 25 Yr shingles. The whole experience with O'Lyn was very positive. The owner, Michael, arrived on time and provided a quote as well as samples of the materials he planned to use. He's not the typical charming salesman, so don't expect a lot of chit-chat. However, he knows his business and gave me clear answers to my questions about flashing, soffitts, and ridge vents. We originally scheduled our roof replacement about 3 weeks out but, due to some cancellations, the foreman contacted us the day after we signed the contract and asked if we would like our roof done the next day. The team arrived around 7:00am and finished about 8:00pm. There was some minor damage to our flowers and plants but nothing drastic. As you can see from the photo, our house looks fabulous! I got five estimates for the roof ranging from $7,200 - 10,500. O'Lyn's was the highest quote but I chose them because:Quality of materials and installation were very important as I only want to do a roof replacement once in my lifetimethey only use high quality materials - some of the other companies offered the lower-end types of underlayment and ridge vent filtersthe majority of the reviews I read about them were positivemy very, picky sister used them to replace their roof a few years ago and she was very happy with the results and would definitely hire them again
  • By Albert F.
    Framingham, MA
    "O'Lyn responded promptly to my request for an estimate to reshingle a..."

    Customer Review

    By Albert F.
    Framingham, MA

    O'Lyn responded promptly to my request for an estimate to reshingle a large roof. The representative (Marty) came to my home and provided both technical and financial information to my satisfaction and returned a second time to clarify terms. The job was completed in a single day, and more efficiently than expected. The job supervisor (Kevin) spend considerable time after completion checking the quality and removing any remaining debris.I was completely satisfied, but it has not rained yet !

O’LYN Roofing is part of the National roofing contractors association (NRCA), the North/East Roofing Contractors Association (NERCA), and CertainTeed’s Professional Roofers Advisory Council. To date, we have worked on over 20,000 homes in the Greater Boston & MetroWest area and have thousands of satisfied customers. So if you need help with your roof, we are your trusted roofing contractor. We provide free roof inspections and cost estimates for homeowners and businesses in Arlington, Framingham, Cambridge, Waltham, Quincy, Boston and all surrounding areas.

Looking for a price? Get a no cost, no obligation free estimate.

Serving MA including the Greater Boston area
Cities in Essex County, MA
Saugus

Cities in Middlesex County, MA
Arlington
Arlington Heights
Auburndale
Bedford
Belmont
Burlington
Cambridge
Chestnut Hill
Concord
Everett
Framingham
Hanscom Afb
Lexington
Lincoln
Malden
Medford
Melrose
Natick
Newton
Newton Center
Newton Highlands
Newton Lower Falls
Newton Upper Falls
Newtonville
Reading
Sherborn
Somerville
Stoneham
Sudbury
Waban
Wakefield
Waltham
Watertown
Wayland
West Newton
Weston
Wilmington
Winchester
Woburn

Cities in Norfolk County, MA
Avon
Braintree
Brookline
Canton
Cohasset
Dedham
Dover
East Walpole
East Weymouth
Holbrook
Medfield
Milton
Needham
Needham Heights
North Weymouth
Norwood
Quincy
Randolph
Sharon
South Walpole
South Weymouth
Stoughton
Walpole
Wellesley
Wellesley Hills
Westwood
Weymouth

Cities in Plymouth County, MA
Duxbury
Hanover
Hingham
Hull
Marshfield
Norwell
Pembroke
Rockland
Scituate

Cities in Suffolk County, MA
Allston
Boston
Brighton
Charlestown
Chelsea
Dorchester
Dorchester Center
Hyde Park
Jamaica Plain
Mattapan
Revere
Roslindale
Roxbury
Roxbury Crossing
South Boston
West Roxbury
Winthrop

Please call us at: 1-781-886-2006
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