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Testimonials From Medfield
...the surrounding areas were spotless!
Testimonial by Eva O. from Medfield, MA
Company Awards
Spirit Award The Owens Corning Spirit Award recognizes a Platinum Preferred Contractor that has taken action consistent with Owens Corning’s spirit... [Read more]
The Angie's List Super Service Award honors excellence among service and health providers who maintain superior service ratings and reviews... [Read more] annual surveys are designed to put the people in your community in position to determine who is this year's... [Read more]
More Awards

O'LYN Roofing serving Medfield, MA

They did an excellent job from start to finish....
Happy Customers Surrounding Medfield, MA
Work Requests

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Medfield, MA Top Roofing Repair and Replacement Contractor

At O'LYN Roofing, we specialize in affordable, green roofing and gutter services in Medfield, MA. We are proud to have been the first of our kind in the area, and continue to maintain our place at the top as the best roofer in Boston. Since 1974 we have committed to putting our customers first and dedicate ourselves to providing superior quality results at every job. Without hesitation, you can expect the most affordable and environmentally friendly solutions to your roofing and gutter needs.

As is custom to Medfield, MA weather, trees, snow, and high winds can certainly do significant damage to roofs and gutters. However, with our help, we can ensure your home's roof is repaired at a higher quality than another company. We're the local GAF Master Elite "Weather Stopping" Roofing Contractor-- you can trust our services rise to each challenge and perform to a high standard expected of elite roofers.

O'LYN Roofing Services in Medfield

  • Roof replacement & repair
  • Roof cleaning
  • Roof ice melt systems
  • Attic insulation
  • Gutter installation
  • Copper, wood, aluminum gutters and more!
  • Asphalt, architectural, metal, wood, energy efficient shingles, and more!
  • Variety of roofing types
  • Free estimates!

Contact O'LYN Roofing today to schedule your free estimate for any of our roofing services in Medfield, MA.

Press Releases From Medfield
O'LYN announces Eva O'Brien as the winner of No Roof Left Behind and invites you to come celebrate on November 9.... [Read more]
Work Requests From Medfield, MA
High St in Medfield
Ice Damns
Wood End Lane in Medfield
Leaky roof. In need of 1) a roof repair, then 2) roof replacement
Nebo Street in Medfield
The house is only 5 years old, but recently we had a leak few times when it rained. Thank you.
Village Way in Medfield
Looking estimate for redo roof ...
Harding St in Medfield
Looking to replace roof. Curious about financing options
Bunker Road in Medfield
This would be a full roof replacement. Current one is about 20 years old and deteriorating.
Causeway St in Medfield
Approx 25' run of new gutter on garage with approx 10' downspout. Approx 20' run of replacement gutter on kitchen roof with approx 10' downspout.
in Medfield
In need of asphalt roof replacement
Saw Mill Ln in Medfield
Need a new roof.
Lakewood Drive in Medfield
Want to replace shingle roof and gutters and any fascia that may be rotted.
Noon Hill Rd in Medfield
I am thinking about a PV system and may need to replace my roof. I am looking to better understand my options and to get a cost proposal for a roof replacement. It's best to email me, but if you want to call and I don't pick up please leave a message and I will call you back.
Whichita Rd in Medfield
I have blown in insulation in my attic however it is likely blocking much of the soffit venting as there are no baffles installed. Was looking to have soffit baffles installed as well as any other recommended venting upgrades your team may notice prior to having additional insulation blown in. Please let me know what additional information you need in order to obtain a quote and schedule services accordingly. Many thanks
Harding St in Medfield
Roof leak in need of repair
Lee Road in Medfield
Roof leaking in one particular spot looking to repair.
Main St in Medfield
I would like an estimate for gutter installation
Main Street in Medfield
I realize the cold weather is coming, and your team is most likely booked until spring, but I'd like to get an estimate to replace our roof and get on your list for upcoming jobs. Thanks!
Emerson Road in Medfield
Replace gutters and downspouts
Snyder Road in Medfield
Two issues 1)Small leak in roof in one spot when ice dams were present (room only 6 years old) 2) Water behind gutters, I do not think there is flashing. I saw water flowing out my continous soffits last winter.
Newport Lane in Medfield
New roof estimate
Wheelwright Rd in Medfield
Need insulation sprayed into the attic to prevent the escape of heat which resulted in multiple ice dams and damage last winter

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