Locally Owned
Cape Cod Roofer
Based in Eastham, Cape Cod Massachusetts
Expert Residential and Commercial Cape Cod Roofing Contractor
since 1999
Why Choose Callahan Roofing?
Choosing a Cape Cod roofer can be a daunting task, but with Callahan Roofing, you can rest assured you’re making the right choice. Our commitment to excellence, coupled with our prompt and reliable service, makes us the preferred choice for homeowners on Cape Cod.
Over 25 Years of Experience
Estimates in 24 Hours
Fully Licensed + Insured
10-Year Workmanship Guarantee
CertainTeed + Velux
Owner Is On-Site
~ Owner Response in 24 Hours ~

We offer a 10-year workmanship guarantee, providing you with peace of mind knowing that our work is built to last. We are not just contractors; we are your partners in ensuring your home remains safe and protected.
Built on Trust

A Pleasure to Deal With
Ed and his helper did a great job. They were punctual and hard-working and they were good at cleaning up. Ed is very good about communicating what he is doing, and what his daily schedule is. He was a pleasure to deal with. We had other quotes and felt that Ed’s prices were very fair.
– Ellen. E.

Quote + Contract Delivered as Promised
Appointment after first contact on time, informative. Quote and contract delivered as promised. The scheduled date for service was kept as promised, they also e-mailed a picture of the work in progress. Work finished on time and impressed my neighbors who inquired and took his card!
– Barbara E.

We Gladly Recommend Callahan Roofing
Ed Callahan and his team were excellent roofers. They were as quiet as possible in the early AM, very neat and above all covered & protected my wife’s gardens. They worked around weather conditions and tried to finish on schedule. Callahan Roofing left us with a new 30-year roof & a clean property.
– Roger D.
Cape Cod Roofing Services
Residential Asphalt Roof Replacement
New Construction Asphalt Roofing
Roof Repairs
Roof Inspections
Skylight Replacement
Serving all Cape Cod towns from Provincetown t o Bourne!

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Safeguard Your Home With Expert Residential Roofing Services
When it comes to residential roofing, you need a service that is reliable, efficient, and high-quality. At Callahan Roofing, we offer high-quality roofing solutions that not only meet your needs but also exceed your expectations.
Safeguard Your Home With
Expert Residential Roofing Services
Free quotes provided
within 24 hours
We are equipped to handle your needs
promptly and efficiently.
Trust Our Skilled
Residential Roofing Team

Competitive Prices
Edward Callahan owner of Callahan Roofing has been providing homeowners with a high-quality Cape Cod roofing service for over 25 years.
With over two and a half decades of experience and integrity in replacing and repairing asphalt roofs Ed and his team do the job and DO IT RIGHT.
Brands We Use





Our Latest Cape Cod Roofing Jobs
Brewster Cape Cod Roof Restoration
Refreshed in Brewster! We removed an aging red cedar roof and installed CertainTeed Landmark Pro shingles in Moire Black. It’s a sharp, modern update that blends seamlessly with the home’s classic design.
New Roof in Eastham Cape Cod
Updated and coastal-ready in Eastham. This home now features CertainTeed Landmark Pro shingles in Moire Black—a durable, timeless choice perfect for standing up to Cape Cod weather.
New Roof Replacement in Wellfleet Cape Cod
Big improvements in Wellfleet. We replaced an old, failing IKO roof with premium CertainTeed Landmark Pro shingles in Charcoal Black. We also upgraded four outdated skylights with new Velux models featuring solar-powered shades.
Brewster Cape Cod Roofing Job Completed
Sleek new look in Brewster! This home got an upgrade with CertainTeed Landmark Pro shingles in Moire Black—a clean, polished finish that ties the exterior together beautifully.