Roofing Services in MA, including Quincy, Framingham & Boston.

Roofing Services in Greater Boston & MetroWest

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.

Every one knows the roof of their house is important, but it's easy to forget just how important until something goes wrong. Don't wait until there's a roof leak, torn shingles, or other damage to think about the condition of your roof.

Even when there's no evidence of roofing problems, it's smart to have your roof taken care of every year by an experienced roofing contractor.

Another time to schedule roof maintenance is after a severe storm. By taking care of basic roof maintenance and making minor roof repairs as required, you can avoid roof leaks that can damage your home and ruin your possessions.

Whether you are looking to fix a damaged roof, upgrade the look of your home with new roof installation, or replace missing or broken shingles, the expert team of roofers at O’LYN Roofing of Massachusetts can help. Our roofing services are available in and around the Greater Boston & MetroWest area.

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We only install the highest-quality roofing materials to ensure long-lasting results. Call us at 1-781-769-8599 or contact us online for a free roofing estimate!

Customer Reviews
  • 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 Helene S.
    Framingham, MA
    "Do you offer any roof raking services in the winter? Would like to use..."

    Customer Review

    By Helene S.
    Framingham, MA

    Do you offer any roof raking services in the winter? Would like to use someone i can trust not to destroy the roof that's just been replaced. If not, can you recommend someone?
  • By Douglas M.
    Medfield, MA
    "The salesman was an excellent, very knowledgeable, consultant and pointed..."

    Customer Review

    By Douglas M.
    Medfield, MA

    The salesman was an excellent, very knowledgeable, consultant and pointed out all the advantages of the product he presented and we were pleased that he was very professional. The salesman was an excellent, very knowledgeable, consultant and pointed out all the advantages of the product he presented and we were pleased that he was very professional.We were told the crew would arrive at 8:30 on the day of the appointment, weather permitting. The weather that morning was not "permitting" as it rained almost 2 inches of rain about the hour they were supposed to arrive. When it stopped raining we called to see if they planned to re-schedule. The person on the phone said, look out the window they are just pulling on to your street.A minute later they arrived, were very professional, taking care to protect the inside of our home and were gone within a few hours.A very pleasant transaction
  • By William A.
    Walpole, MA
    "We had the roof on the front of our house replaced, replace a course of..."

    Customer Review

    By William A.
    Walpole, MA

    We had the roof on the front of our house replaced, replace a course of cedar shingles that had rotted where the addition butted up against the main part of the house, and the roof of an addition cleaned (the roof on the addition did not need replacing but had algae and lichen on it). The gentleman who came to give us an estimate arrived on time, answered all our questions (told me that the roof on another section of the house I was considering replacing did not need to be replaced). On the day of the job, the crew arrived on time, striped the roof, applied the new shingles and then cleaned up all the debris as well as running a magnetic roller around the lawn to collect any nails that had escaped the tarps they had spread to catch the old shingles. The course of cedar shingles were painted and replaced the following day (I supplied the paint). Finally, the following Monday, a different crew came and did the roof cleaning on the addition. While I wasn't present to see them do the cleaning, I wouldn't have known that they had done the job, except that the roof that had the cleaning looked brand new. We were very satisfied with the entire project.
  • By Michael L.
    Walpole, MA
    "They removed old roof and installed new roofing.They began on time and..."

    Customer Review

    By Michael L.
    Walpole, MA

    They removed old roof and installed new roofing.They began on time and finished when promised.New roof looks good, Had roof leak, now do not.They cleaned the site very well.All at a competitive price.100% satisfied.
  • By Brigita B.
    Walpole, MA
    "We used O'lyn Roofing Contractors to repair our gutters.There was one leak..."

    Customer Review

    By Brigita B.
    Walpole, MA

    We used O'lyn Roofing Contractors to repair our gutters.There was one leak and they came out the next day and fixed it. There was no problem at all, and I have no complaints. I didn't compare their estimate with others. We were having a party here at the time they came out, but they weren't disruptive in any way.
  • By Rachelle V.
    Stow, MA
    "O'LYN removed old roof tiles on slanted roof and flat roof; replaced tiles..."

    Customer Review

    By Rachelle V.
    Stow, MA

    O'LYN removed old roof tiles on slanted roof and flat roof; replaced tiles on slanted roof and installed rubber on flat roof. supplies remained in my driveway for over a week before I heard from anyone; once I made contact things moved quickly; the job was done in one day and the clean up was not bad; just a few pieces of tile and nails left on the roof and on the ground; it looked great; come winter, it will be a pleasure not to get on my roof and shovel off snow so my bedroom won't leak; looking forward to the results of their work; my communication with the office was always pleasant; O'Lyn arranged for my funding with Wells Fargo, the Home Improvement card, at a good rate which was appreciated
  • By Don F.
    Natick, MA
    "Replace entire roof (42 squares) on a large 1896 Victorian home. Stripped..."

    Customer Review

    By Don F.
    Natick, MA

    Replace entire roof (42 squares) on a large 1896 Victorian home. Stripped old shingles, replaced damaged roof deck planks and put on a new roof.I found the crew to be very hard working and they did the job extremely well. The entire crew spent a lot of time cleaning up EVERYTHING every evening so we would not have a problem with nails in tires, etc. It is a large and very steep roof, with three dormers, lots of valleys and three chimneys, so they had their challenges cut out for them, and they did a tremendous job. From my initial contact with O'Lyn through the job completion, everyone was very professional and answered all of my questions. They gave me adequate notice of when the job would be started, and they were pretty accurate with their initial time estimate. The day after the roof was done, the dumpster was removed to get it out of our way. You would hardly have known that the roof was replaced, it was very well cleaned up. Also, the next day they sent an employee to pick up the few extra shingles and excess materials, and he visually inspected for nails in the entire work area, then swept the work area again with a wheeled magnet. They offered to come back in the spring to sweep again if necessary. I don't know of anyone who offers this level of service.Overall, it was a very positive experience. I would definitely recommend them to others. Yes, I would use them again if I had another roof to replace!
  • By Rod F.
    NATICK, MA
    "I have seen you at the New England home show, and your vans are..."

    Customer Review

    By Rod F.
    NATICK, MA

    I have seen you at the New England home show, and your vans are everywhere. I was impressed with the sales person's knowledge and willingness to explain the issues with my previous roof.
  • By Amy T.
    Sharon, MA
    "O'LYN completely replaced a complicated 20 year-old roof with new lifetime..."

    Customer Review

    By Amy T.
    Sharon, MA

    O'LYN completely replaced a complicated 20 year-old roof with new lifetime shingles.It went great. O'LYN's people came when they said they would, and finished AHEAD of schedule. (!) The workers were unfailingly polite and friendly. They worked all day Saturday to complete the job, then spent hours cleaning up after they were done. They said the debris would all be hauled away on Monday morning and - voila! - on Monday morning the dumpster and all the debris were gone. While I think O'LYN may be a little pricier than some of their competitors, the peace of mind and reliability (to say nothing of the highly professional workmanship) were well worth it. I hope never to need another roof on my house, but if I do, these are the people I'd call. Well done!
  • By Sue R.
    Sharon, MA
    "O'LYN replaced the roof on our 1930 Colonial home.Fine work and even..."

    Customer Review

    By Sue R.
    Sharon, MA

    O'LYN replaced the roof on our 1930 Colonial home.Fine work and even better customer service. Due to a chimney that needed repair (unrelated to O'LYN), we needed an evaluation after the initial work. They sent someone right out away and quickly diagnosed and fixed the problem for us. Great local company.
  • By Mary L.
    Dover, MA
    "Established company, quality materials."

    Customer Review

    By Mary L.
    Dover, MA

    Established company, quality materials.
  • By Maura F.
    Wayland, MA
    "O'LYN removed 2 layers of old shingles, replaced with new roof shingles,..."

    Customer Review

    By Maura F.
    Wayland, MA

    O'LYN removed 2 layers of old shingles, replaced with new roof shingles, and replaced gutters. From sales, to the roofers, to the follow-up, we had an incredible experience with O'LYN. They came exactly when they said they would, both in the sales process and when replacing the roof and gutters. The roofers were prompt, clean, and did a fabulous job. The roof came out beautifully! The gutters were replaced and also look great! I interviewed multiple roofers and by far O'LYN had the best price, responsiveness, and product.
  • By Laura W.
    Wellesley, MA
    "Complete roof replacementO'Lyn was one of three roofing companies we..."

    Customer Review

    By Laura W.
    Wellesley, MA

    Complete roof replacementO'Lyn was one of three roofing companies we called for an estimate. They responded immediately and Dan came out to the house to evaluate the job and take us through a detailed presentation on how O'Lyn would handle the job and how they were different from their competitors. We were impressed with the very long list of homeowners in our town (a few we knew by name) who would provide references. Both of the other companies we asked to quote the job came in with lower prices; one, would clearly do an inferior job. The second was very comparable in terms of the materials that would be used. However, the less expensive company basically told us to refer strictly to Angie's List if we wanted references and took 2 weeks to come out to do an estimate. They would also not commit to finishing the project within our timeframe. O'Lyn, on the other hand, called me every 4 days or so to see if we had made a decision or had additional questions. As a result, we hired O'Lyn. As soon as they received our signed contract we got a call letting us know we would be scheduled shortly. Within a week, the crew arrived, led by an English-speaking foreman. They worked a VERY long day (7am to 6pm for two straight days) and got the job done efficiently. The crew was professional, considerate and did a very tight job. Dan, and then Mr. Olen (the owner) came by to check on the job and follow-up with a few issues concerning our chimneys (extra services that we required) and clean-up. Our property was left clean but even so, O'Lyn told us to call back in the Spring after the snow melts if we find any additional materials in our yard. We were very happy with our decision and would recommend O'Lyn without reservation.
  • By Peter T.
    Wellesley, MA
    "They replaced the roof.The cleaned up after they were finished."

    Customer Review

    By Peter T.
    Wellesley, MA

    They replaced the roof.The cleaned up after they were finished.
  • By Stephanie P.
    WELLESLEY, MA
    "THEY PUT A NEW ASPHALT SHINGLE ROOF ON OUR 1930 HOME. THEY COMPLETED THE..."

    Customer Review

    By Stephanie P.
    WELLESLEY, MA

    THEY PUT A NEW ASPHALT SHINGLE ROOF ON OUR 1930 HOME. THEY COMPLETED THE JOB IN ONE DAY, WORKING LATE BECAUSE THEIR SUPPLIES WEREN'T DELIVERED ON TIME. THEY DID A GOOD JOB WITH THE ROOF, BUT I WASN'T THRILLED WITH THE CLEAN UP. I FOUND LOTS OF NAILS AND PIECES OF SHINGLES IN OUR YARD, AFTER THEY HAD ASSURED ME OF A VERY THOROUGH CLEAN UP.
  • By Bill S.
    Wellesley, MA
    "They replaced our entire roof and added gutters. We were missing gutters..."

    Customer Review

    By Bill S.
    Wellesley, MA

    They replaced our entire roof and added gutters. We were missing gutters in the front. They were very professional. Their whole routine was very well planned out. One of the things they offer is they take photographs of the exposed roof and we liked that service. We requested copies of the photographs for our records. They charge for replacing rotting boards, that's why they take the photos. It's a great view of the roof and it's a nice feature we thought.
  • By Sheldon W.
    Wellesley, MA
    "You guys performed with excellent results. Was a pleasure doing business..."

    Customer Review

    By Sheldon W.
    Wellesley, MA

    You guys performed with excellent results. Was a pleasure doing business with you.
  • By D R.
    Wellesley, MA
    "We have to reserve judgement to see how the work will hold up under harsh..."

    Customer Review

    By D R.
    Wellesley, MA

    We have to reserve judgement to see how the work will hold up under harsh New England conditions. From others who also had work done it seems that O'lLYN is relatively expensive but we believe that you get what you pay for.
  • By Dennis L.
    Wellesley, MA
    "Excellent, friendly, thoughtful polite!!!!"

    Customer Review

    By Dennis L.
    Wellesley, MA

    Excellent, friendly, thoughtful polite!!!!

Roof concerns go beyond the roofing material

When a roofing contractor evaluates the condition of your roof, the primary concern will be the roofing shingles or other finished roofing material. But before deciding whether roof repair or new roof installation is right for you, there are some other areas of the roof that should also be inspected.

Make sure that your roofer also inspects the following elements:

  • Gutters and downspouts. Basements can flood and exterior details can be damaged if gutters and downspouts don’t move water off the roof and away from the foundation. Prevent this problem by making sure your gutters are free of clogs, your downspouts are connected securely, and any long gutter runs are pitched properly to minimize overflows.
  • Roof flashing. The roofing contractor should check the flashing around chimneys, vent stacks and skylights, as well as step and valley flashing.
  • Skylights. During a roof inspection, it’s also smart to inspect the glazing seals between the skylight glass and the aluminum glazing bars. Leaks in these areas can often be repaired with special sealant.
  • Roof ventilation. Soffit vents and ridge vents rarely require maintenance or repair, but gable vents can give insects and rodents access to your attic if they are not properly screened. These vents may need to be inspected from inside your attic as well as from the house exterior.

A new roof gives your house a new look

The functional condition of your roof is obviously your first priority. There are various reasons for a new roof, but many homeowners elect to have new roofing installed before the old roofing wears out, simply because a new roof can really upgrade a home's appearance. 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 a roof replacement, there are some exciting new roofing materials available – like composite shingles that look like old-fashioned roofing slates but are made from recycled rubber. Modern asphalt-fiberglass shingles have never looked better – especially the architectural grade shingles designed with extra depth and texture.

Start by identifying your roofing needs

Over time, all roofs wear out and will eventually need to be replaced. If you wait too long to repair or replace the roof, you can end up with leaks and expensive damage. On the other hand, replacing the roof too soon is a waste of money.  It's important to be aware of the common roofing problems and which ones should be dealt with right away.

The professionals at O’LYN Roofing can assess the condition of your roof and determine any early signs of roof failure. Contact us today for a free cost estimate in MA, including Greater Boston & MetroWest and 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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