A family-owned Boca Raton roofing contractor, re-roofing South Florida homes with our own crews for 40 years.
Florida Certified Roofing Contractor · CCC-033696
Caldwell Roofing is family-owned and operated with daily hands-on management. Our office is on NW 43rd Street in Boca Raton, most of our work happens within a short drive of it, and a good share of the roofs we replace are ones we can point to years later. We work for the homeowner: no new construction, no insurance restoration, no developers.

All roofing work is performed by our own employees, never subcontracted crews. That is how we keep oversight consistent and quality reliable, and it is why our management personnel can visit every project site daily to monitor progress and standards.
We work with tile, standing seam metal, shingle and flat roof systems, on projects ranging from repairs and routine maintenance to complete replacements, for both residential and commercial properties across Boca Raton, Delray Beach, Boynton Beach and the surrounding communities.
We hold a State of Florida Certified Roofing Contractor license, CCC-033696. Every employee is covered by Workers’ Compensation insurance, and we maintain liability insurance limits that exceed Florida state mandates.
Ask any roofer for the same two proofs before they set foot on your roof: the license in their own name, and current certificates of insurance for the people actually doing the work.
Once a project begins, we work until it is finished. Our goal is to eliminate the delays often associated with typical contracting: no roof stripped and left under tar paper for weeks, no dumpster living in your driveway.
We require only a small upfront deposit to cover permit applications and filing. Construction is funded by our own business resources, and you pay for the work as it is completed and in place.
A consultative approach. Roofing materials and product availability change constantly in Florida. We take an active role in walking you through the options that fit your home, your neighborhood’s approval requirements, and your budget, before you sign anything.
The people on your roof are Caldwell employees, trained to our standard and supervised by our own management every day of the job.
We clean each job site daily, including running magnets for stray nails and metal. Unlike many companies, we do not leave equipment, dumpsters or trucks overnight, so you keep full use of your property during the project.
Our office handles phone calls and inquiries promptly, appointments are scheduled and kept, and if a repair will do instead of a replacement, that is what we will tell you.

We are based in Boca Raton and work the corridor from Lighthouse Point north through Jupiter and Palm Beach Gardens. If you are weighing a repair against a replacement, start with an inspection and an honest answer.
Read what customers say on our testimonials page, see what a re-roof involves on re-roofing services, browse real cost and permit data on Florida roof replacement statistics, or find your city in our service area guides.
Tell us where the roof is and how to reach you, and we will schedule an assessment. You get an honest answer on repair versus replacement, a written quote, and no pressure.
Prefer the phone? 561-392-0971
★★★★★ Rated 4.9 on Google Reviews · 40 years in South Florida