O'LYN Roofing
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O'LYN Roofing
Over 20,000 Satisfied Customers With over 40 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. O'LYN Roofing are your local experts for complete roof replacements through Massachusetts. Enjoy effective water displacement with beautiful aesthetics provided by our gutter installations.

Prevent roof leaks and other damage by having your roof regularly inspected to be sure it is in quality condition. Have peace of mind with a quality roof de-icing system from the specialists at O'LYN Roofing. Over the past 40 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.
Services
With over 40 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.
Reviews (24)
Mikenmilton
Mikenmilton
Dec 31, 2021
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Contacted O’Lyn for an estimate to replace fascia and install all new gutters. Quick contact back and timely visit. Start time was about 10 days later than expected but a large crew showed up and took care of the job in one day. It’s been a wet week and they did a good job keeping the yard clean. Crew manager (John) kept in contact and came over next day for a walk through. Very pleased with service.
Danielle Boudrot
Danielle Boudrot
Dec 24, 2021
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I’m very pleased with my new roof! The team at O’LYN were professional and kind. I especially enjoyed working with Tanya (scheduling and materials) and Guy, my job supervisor, who went above and beyond to make sure I was happy with the clean up and all the details before he left the job. He also did an exceptional copper installation under my upper dormer windows. It makes all the difference in how the new roof shingles look on the front of the house!
Thank you O’LYN!
Akiyo Fujii
Akiyo Fujii
Dec 17, 2021
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We loved working with O’Lyn Roofing. They were very responsive and efficient, very service oriented and took into account our timing constraints in scheduling their work. We appreciated Mike’s detailed explanation of what needed to be done. The project manager,Guy, was great as well and he went out of his way to make sure that we were happy with the work that was done (and he even helped us install a window screen - which was not part of our roof repair). In addition, we also had our chimney repaired and that was done very efficiently. Thanks!!
Alex Moffitt
Alex Moffitt
Dec 16, 2021
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Positive: Professionalism, Punctuality, Quality, Responsiveness, Value
Came in with the best quote, Quick, on-time, clean and professional. They finished the whole job in about 6 hrs.
Service: Roof installation
Judith Coquillette
Judith Coquillette
Dec 12, 2021
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Positive: Professionalism, Punctuality, Quality, Responsiveness, Value
Excellent work. Very hard working team who completed the work on time and on budget. Meticulous clean up!
Services: Roof installation, Skylight installation
Karen Yee
Karen Yee
Dec 03, 2021
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The O'lyn company was professional from the first introduction of their excellent website to the excellent in-person presentation by Justin of their products and services. We chose them based on both of those excellent first impressions and were pleased with the follow through excellent work and craftsmanship as they worked with our many skylights and small details. The roofers were pleasant, respectful and professional.
William Verry
William Verry
Oct 14, 2021
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Mark was excellent crew leader , personable, knowledgeable. Installation completed promptly. Skylights weather tight.
Considerate of neighbors property. Careful cleanup at day’s end. Would not hesitate to have Mark do further work on my property .
W. Verry, Cambridge
Nadine B.
Nadine B.
Jun 14, 2021
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I had a very small leak in my roof. Bob from O'Lyn came to my house and said that I would have to have the rubber part of the roof replaced as well as half of the shingled roof for a cost of over $11,000. My second quote came from a different very reputable roofing company. The representative climbed up on the roof and took a picture of the problem. Where the flashing comes together on the peak, the seal had broken and they would have to reseal it. It cost a tiny fraction of what O'lyn wanted to charge me.
Fred B.
Fred B.
Sep 10, 2019
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I want to amend my previous review. The delays in having the skylight replaced were not the fault of O'Lynn, but the Skylight producer. However, there was little reaching out from the office to tell us what was happening.
Jack D.
Jack D.
May 12, 2019
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$4,950 price quote for north side roof cleaning, plumbing vent collar, and 2'x2' shingle repair. Triple my other quotes. Beyond overpriced!
Frank C.
Frank C.
Nov 28, 2018
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I've worked with O'Lyn twice. The first was a small job that I was happy with, they worked fast and keep to the planned schedule. The second job was a full pitched roof and a flat roof replacement. It was a sizeable job, and I compared sevaral bids and their potential over run rates. O'Lyn's estimate and rates were competitive. Their finished job ended up 20% over estimate and included costs that are not listed anywhere on the contract.

I got an expensive surprise of $20 per foot of extra costs not listed or priced in the "Additional Charges" portion, or any other
Jay R.
Jay R.
Nov 19, 2018
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On Nov 7, 2018, we hired Olyn Roofing to shingle our house, and replace the gutters. It looks like they did a good job as far as I can tell. The guys showed up on time and finished the same day. Early in the morning the sales manager, Tod knocked on my door looking for his money.,The job hadn't even been started yet. What a money hungry bunch of guys,not a very professional company. I gave him the 2 checks and he left. Twenty minutes later another guy showed up named John looking for the money I gave the first guy. Tried to collect the money twice and insinuated that
I never paid the first
Willem S.
Willem S.
Oct 23, 2018
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Although it is a busy time of the year, it took almost two weeks to set up appointment to quote a 250sqft replacement of an EPDM membrane on a roof. Mike came out and ultimately indicated that if I expected to have have the job done under 12-14k$, I should be disappointed. I would also have to wait till the Spring for the work to be done. Other roofers with excellent Yelp reviews have quoted me around $4,000 for the job. Needless to say the amount of the quote and demeanor of Mike make me skip O'Lyn Roofing and go for a reputable roofer.
Jody B.
Jody B.
Sep 16, 2018
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Linda M. West Roxbury

We were very pleased with O'lynn Roofing from writing up the proposal to the last of the old shingles were picked out of my garden. They did a wonderful job and would recommend them highly.
Ron M.
Ron M.
Jul 18, 2018
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When I needed a new roof I searched several companies. O'yln gave me the best price and offered a start date that worked with the family schedule. Being in Quincy I was looking for a local company to do the work, that way I knew I could contact them for problems. The house had 3 roofs and they went on seamlessly. the workers were neat and the yard was cleaner when they left than at the start. NO nails were found in the yard and everything was removed.

I notice a slight problem a few weeks later and I called John Olen and he sent out Guy a few days later and he cured the slight problem. Thanks
Dixie L.
Dixie L.
Feb 13, 2018
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O'Lyn replaced the leaky roof on my old house quickly and well, so I called them to come and give me an estimate and assessment of the roof on my current house, which we've lived in for almost 3 years now. It did take a while to set up the appointment (but it's February so no big deal!) I was thrilled with the honest assessment - they said I didn't need a new roof, it should last another 8 - 15 years - just two small repairs. A refreshingly honest assessment - the last person just handed me a quote for 18+K.
Dave D.
Dave D.
Jun 10, 2017
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Dan was our salesperson and after a great presentation we negotiated a fair deal with Dan and O'Lyn Roofing.
John was the production supervisor and Byron was the crew manager.
Everything happen just as Dan and John laid out in or conversations. They were on time , and completed the job in 2 days at my Mansfield home. The crew was amazing the way they attacked their job in the time they were at my home. At my house at 6:45 AM and got to work. I do not have an easy roof, lots of peaks and valleys. They were even able to repair rotted rake boards for me.
The new roof looks terrific!! And
Mike S.
Mike S.
Mar 27, 2017
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I would like to clarify for the Yelp readers out there that the essence of my review was for how poorly I was treated by O'lyn as soon as a new roof was not in the cards, which was clearly noted in my review. I did not even get a call back when I was promised one after I had the opportunity to talk to my wife first. That is clear example of what I was talking about here.

O'lyn in their response was trying to deflect the issue to whether i needed a replacement. I got a successful repair done so that clearly was not the problem here. My review was very clear on the issue. Thank you for
Chandra C.
Chandra C.
Sep 28, 2016
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I spoke with Dan of O'lyn roofing after I had given the company a bad review because of a employee. After speaking with Dan he was able to resolve the negative feelings I had.

I could see myself conducting business with them after my concerns were addressed. Their products to me are of good quality. Addressing concerns are essential to a company and this was done.
Ellen B.
Ellen B.
Apr 11, 2016
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Excellent experience, our work was done within a week (1/2 of roof). Professional staff and complete and thorough clean up.
Todd B.
Todd B.
Oct 26, 2015
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For those considering O'Lyn Roofing, please read - buyer beware!!!!
After speaking with contractor and realtor friends in Newton/Needham, I received positive feedback about O'Lyn Roofing. The word "quality" kept coming up and since quality was # 1 for me, I chose them above the other competing quotes, which were $1000 - $1500 less. I had planned to renovate my kitchen after replacing my roof and I did not want to worry about leaks in my kitchen ceiling, so I chose the quality play.

Overall, I was satisfied with their installation work, but less than 18 months later, a
Ellen G.
Ellen G.
Dec 04, 2013
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I was also skeptical about O'Lyn, given their low ratings, but thought I'd give them a try, since I'd seen their signs everywhere and in order to have a basis of comparison.

My sales rep, Scott Woolf, was not only personable, but he was also the most knowledgeable person on the subject of roofing that I have ever met (he's been in the business 37 years). They are definitely not the cheapest, but they seem to be the only company that offers a warranty like this, and that was worth it to me. Plus they are very neat and quick. I have had so many bad experiences with contractors
Freshy G.
Freshy G.
Nov 01, 2013
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I can see why these guys have just one star!

Foolishly, I had these guys repair a roof for me last year. They were promptly paid and I swear that the roof leaked before the check cleared!

Repeated calls to their office got me nowhere. They were always too busy or too uninterested to come back to fix their shoddy work. That's the thing about shoddy roofers....do you really want them "fixing" the problem? I just wanted a roof that didn't leak!

After several weeks of getting the runaround by these sheisters (and rainy season on the way), I had to have a reputable roofing company
Telling It Like It Is T.
Telling It Like It Is T.
Sep 24, 2013
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I called and made an appointment for a free estimate which was scheduled for 3 weeks (after the day of my phone call). A bad rainstorm had previously leaked thru the side of the house and into our stairwells and bathroom.

The appointment was scheduled from 12-2 on a Monday. He showed up close to 2 and was in and out of my home in 3 minutes. He only looked at the downstairs stairwell and never made his way up to the next level. If that wasn't bad enough, once outside, he never even climbed a ladder to assess the damage on the roof. Then he just left.

I called the office to express