Roofs as low as $89 a month - contact us today!

Learn more!

Roofing Services

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.

Everyone 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.

Get a Free Roofing Estimate
Schedule A Free* Estimate

We only install the highest-quality roofing materials to ensure long-lasting results. Call us at 1-855-280-6691 or contact us online for a free roofing estimate!

Before and After
  • Roof Cleaning in Natick, MA
    Before
    Roof Cleaning in Natick, MA
    After

    This unattended roof was starting to grow moss on it. This would break down the shingles and allow moisture damage to occur to the decking below. We came out and professionally cleaned the roof so that it can go on protecting this garage for years to come. 

  • New Roof Replacement in Sharon, MA
    Before
    New Roof Replacement in Sharon, MA
    After

    This home and attached garage was in need of an new roof. Our roof inspector took all the measurements needed to come up with an accurate estimate. We took extra care of the chimney and satellite dish when we installed the roof.

  • Roof Cleaning in Sharon, MA
    Before
    Roof Cleaning in Sharon, MA
    After

    Black streaks on your roof don't just look bad, they can be damaging too! Algae feeds on the asphalt shingle, causing the shingle to break down and deteriorate, and rain spreads the algae down the roof causing the black streaks. O'LYN Roofing restored this Sharon roof's appearance using their eco-friendly roof wash and custom roof cleaning equipment, which completely cleans black roof algae without damage to the roof or environment! 

  • Roof Reshingling in Sudbury, MA
    Before
    Roof Reshingling in Sudbury, MA
    After

    A strip and shingle replacement job that took place in Sudbury, MA in June of 2017. Now the house looks better than ever and is protected from leaks and water damage! If you want to stay protected, call for your free estimate today! 

  • Roof Replacement in Wellesley, Mass
    Before
    Roof Replacement in Wellesley, Mass
    After

    This Roof needed to be replaced, and it's exposed flashing wasn't helping either. Our specially trained inspector went out to write up an estimate for the homeowner and the work was completed by our expert crew. Now the valley on this roof is flashed and shingled. Every layer of protection helps. 

  • Roof Removal and Replacement in Wellesley, MA
    Before
    Roof Removal and Replacement in Wellesley, MA
    After

    This roof had all the signs of needing replacement. It was easy for our roof inspector to come up with an estimate to complete the work. When we finished installing the new roof, we couldn't help but notice what a difference the new shingles made to the overall appearance. 

  • New Roofing in Wellesley, Massachusetts
    Before
    New Roofing in Wellesley, Massachusetts
    After

    This roof needed to be replaced after years of weathering. Our inspector looked over the whole roof to write an estimate to finish the job. While replacing the roof, we made sure that all the flashing and the pipe boot was also properly put in around the skylights especially, so that there wouldn't be roof leaks. 

  • Old Weathered Roof Replacement in Wellesley, MA
    Before
    Old Weathered Roof Replacement in Wellesley, MA
    After

    This roof was so old an warn that vegetation was growing on it. Our inspector knew that the roof needed to be completely replaced, so he wrote the estimate. We removed all the old, rotted materials and installed a whole new roof. 

  • Wellesley, MA New Roof Installation
    Before
    Wellesley, MA New Roof Installation
    After

    Tired, old asphalt shingles in Wellesley replaced with a brand new architectural asphalt shingle roof, giving lots of new dimension to it. New rigid ridge vent also added to give increased ventilation, keeping the roof deck cooler and adding protection against icing.

  • Roof Replacement in Wellesley, MA
    Before
    Roof Replacement in Wellesley, MA
    After

    Tired, old asphalt shingles in Wellesley replaced with a brand new architectural asphalt shingle roof, giving lots of new dimension to it. New rigid ridge vent also added to give increased ventilation, keeping the roof deck cooler and adding protection against icing.

  • Full Roof Replacement in Needham, MA
    Before
    Full Roof Replacement in Needham, MA
    After

    Besides from being old and needing replacement, the roof where the garage met the house was rotted and leaking. This would only cause more damage to the home if left alone. Our inspector wrote the estimate and our crew finished the new roof with expertise! 

  • Strip Roof and Re-Shingle in Needham, MA
    Before
    Strip Roof and Re-Shingle in Needham, MA
    After

    This roof in Needham was so weathered that the whole thing needed to be removed and replaced. The homeowner agreed to the estimate that our inspector presented and we went right to work. Now the roof looks great!

  • Needham, Massachusetts Full Roof Replacement Contractor
    Before
    Needham, Massachusetts Full Roof Replacement Contractor
    After

    O'LYN Roofing is the go to contractor for all roofing jobs in the Needham area. If you are looking for roof repairs, replacement, cleanings, or even skylight installs, call for an estimate today!

  • Roof Cleaning in Weston, MA
    Before
    Roof Cleaning in Weston, MA
    After

    O'LYN Roofing cleaned this roof with its specialized, eco-friendly roof wash.  Now the roof and home are protected against leaks and water damage and is looking brand new! If you want to stay protected, call for an estimate today!

Customer Reviews
  • By Armand P.
    Hopkinton, MA
    "I chose O'LYN because it was one of the few firms I contacted that was..."

    Customer Review

    By Armand P.
    Hopkinton, MA

    I chose O'LYN because it was one of the few firms I contacted that was responsive to my inquiry and developed a work plan that was well thought out. I had originally heard about O'LYN from a brochure received in the mail. Mike St. Pierre was very professional and responded very promptly to all of our questions.
  • 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 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 United S.
    Walpole, MA
    "For many years, I've known Olyn's outstanding reputation in residential..."

    Customer Review

    By United S.
    Walpole, MA

    For many years, I've known Olyn's outstanding reputation in residential roofing. We were pleased to know that reputation was equally applied to repairing our steeple-leak.
  • By Joseph E.
    Sudbury, MA
    "We chose O'LYN because of the sales presentation and your attention to..."

    Customer Review

    By Joseph E.
    Sudbury, MA

    We chose O'LYN because of the sales presentation and your attention to detail. You also put a roof on another home we owned and did an excellent job!
  • 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!!!!
  • By Linnea U.
    Norwood, MA
    "Love my roof on the house and the shed! I am so happy every time I pull in..."

    Customer Review

    By Linnea U.
    Norwood, MA

    Love my roof on the house and the shed! I am so happy every time I pull in the driveway.
  • By Bruce R.
    Westwood, MA
    "Because of Mike St. Pierre's presentation and honesty. Also the warranty."

    Customer Review

    By Bruce R.
    Westwood, MA

    Because of Mike St. Pierre's presentation and honesty. Also the warranty.
  • By Steven L.
    Wellesley, MA
    "Ultimately the determination will be made to see how the roof holds up and..."

    Customer Review

    By Steven L.
    Wellesley, MA

    Ultimately the determination will be made to see how the roof holds up and the quality of the work is tested. That being said, everyone was professional from start to finish and the crew did a great job.
  • By Ellen B.
    Wellesley, MA
    "Very impressed with work crew. They worked straight through rain and..."

    Customer Review

    By Ellen B.
    Wellesley, MA

    Very impressed with work crew. They worked straight through rain and hail...amazing!
  • By Diane
    Needham, MA
    "Mike St. Pierre is the best - stayed on top of everything!"

    Customer Review

    By Diane
    Needham, MA

    Mike St. Pierre is the best - stayed on top of everything!
  • By Ross A.
    Needham, MA
    "Was impressed with how many worked on the job and how hard-working and..."

    Customer Review

    By Ross A.
    Needham, MA

    Was impressed with how many worked on the job and how hard-working and well coordinated they were.
  • By Joan L.
    Pepperell, MA
    "Marco the project manager kept me informed about everything on the..."

    Customer Review

    By Joan L.
    Pepperell, MA

    Marco the project manager kept me informed about everything on the installation to make sure I was pleased. John o'Lyn came to the site during and after to make sure we were happy with the result.
  • By Robert H.
    Canton,, MA
    "We had 2 porch roofs, (30+ years old), stripped and re-shingled. The trash..."

    Customer Review

    By Robert H.
    Canton,, MA

    We had 2 porch roofs, (30+ years old), stripped and re-shingled. The trash removed was amazing! But the most amazing part was it all got cleaned up! Even though I hadn't cut the lawn or trimmed the bushes recently. I really could not believe how well they did with the clean up! You expect the best from the actual installation (and get it!), but there really wasn't anything left behind!
  • By Richard S.
    Dedham, MA
    "Unbelievable. The driveway and yard was cleaner than when they arrived."

    Customer Review

    By Richard S.
    Dedham, MA

    Unbelievable. The driveway and yard was cleaner than when they arrived.
  • By Betty L.
    Waban, MA
    "Thanks for responding quickly to our request for a bid, and also thanks..."

    Customer Review

    By Betty L.
    Waban, MA

    Thanks for responding quickly to our request for a bid, and also thanks for doing the job so quickly. Your workers were excellent.
  • By Jack L.
    Waban, MA
    "Neighbor's satisfaction, word-of-mouth opinions over time"

    Customer Review

    By Jack L.
    Waban, MA

    Neighbor's satisfaction, word-of-mouth opinions over time
  • By Clare K.
    Auburndale, MA
    "You did our roof a few years ago. During the 2015 February Snow Deluge, We..."

    Customer Review

    By Clare K.
    Auburndale, MA

    You did our roof a few years ago. During the 2015 February Snow Deluge, We have had NO leaks!!!!!!! Thank you!
  • By Nancy C.
    Brockton, MA
    "Reviews and the caliber of employees from the salesperson, the job leader..."

    Customer Review

    By Nancy C.
    Brockton, MA

    Reviews and the caliber of employees from the salesperson, the job leader and the workers. Would highly recommend.
  • By Peggy H.
    Newton Centre, MA
    "O'Lyn Roofing Co. was everything the company and the reviews promised: a..."

    Customer Review

    By Peggy H.
    Newton Centre, MA

    O'Lyn Roofing Co. was everything the company and the reviews promised: a quality job, on time, professionally handled, clean up was perfect, and follow up to be sure I was satisfied. All in all, a job well done. I would definitely recommend this company. John Olen, who oversaw the work, was a delight to work with, from start to finish!
  • By Peggy R.
    Newton Centre, MA
    "Thank you! It was a pleasure doing business with your company."

    Customer Review

    By Peggy R.
    Newton Centre, MA

    Thank you! It was a pleasure doing business with your company.
  • By Ed D.
    Newton Center, MA
    "Great crew for the roof cleaning and installation of the ice melt system!"

    Customer Review

    By Ed D.
    Newton Center, MA

    Great crew for the roof cleaning and installation of the ice melt system!
  • By Charles E.
    Newton, MA
    "We used OLyn for the last roof we had installed on the house and we were..."

    Customer Review

    By Charles E.
    Newton, MA

    We used OLyn for the last roof we had installed on the house and we were very satisfied with the installation and when you promptly responded on several occasions to repair slipping shingles.
  • By Maruta V.
    Newton, MA
    "You have worked on our roof before, and did a great job. The experience..."

    Customer Review

    By Maruta V.
    Newton, MA

    You have worked on our roof before, and did a great job. The experience was excellent. Even though the job was very expensive, I do feel better knowing that it's quality work that I can depend on. In this case, it's worth the money! I also appreciated the company giving me a $250 discount because of a flyer that I received *after* signing the contract on the work for the roof. That was very nice!
  • By Donna T.
    West Roxbury, MA
    "The workers that came to my house were all polite and professional. The..."

    Customer Review

    By Donna T.
    West Roxbury, MA

    The workers that came to my house were all polite and professional. The roof job was completed quickly and the cleanup was done thoroughly. The good news, my roof no longer leaks!!
  • By Barbara B.
    West Roxbury, MA
    "I was very pleased with this experience from the initial consultation..."

    Customer Review

    By Barbara B.
    West Roxbury, MA

    I was very pleased with this experience from the initial consultation through to the final installed product. The people I interacted with were professional, courteous and knowledgeable.
  • By Ed
    West Roxbury, MA
    "Everything else was excellent. The workers and supervisors were great."

    Customer Review

    By Ed
    West Roxbury, MA

    Everything else was excellent. The workers and supervisors were great.
  • By Beri G.
    West Newton, MA
    "Had seen your trucks and wanted a big company, not a one man band. I..."

    Customer Review

    By Beri G.
    West Newton, MA

    Had seen your trucks and wanted a big company, not a one man band. I wanted a company that would be around if there were any problems. I was very very pleased. Everyone I dealt with was friendly, courteous, professional. I almost wish I had another roof to replace!!

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.

our service area

We serve the following areas

Our Locations:

O'LYN Roofing
916 Pleasant St #4
Norwood, MA 02062
1-781-886-2006
Top