Re-Roofing South Florida Homes for 40 Years
Tile, metal and shingle roof replacement and repairs, from Lighthouse Point north through Jupiter. Family-owned, our own crews on every roof, and an honest answer before you spend a dollar.
Caldwell Roofing does one thing at its core: we replace and repair the roofs of South Florida homes. We do not do new construction, we do not do insurance restoration, and we do not work for developers. We work for the homeowner, and we have been doing it from Boca Raton since the 1980s.
What We Do
Re-Roofing
Complete roof replacement, down to the deck and back. Most of the roofs we replace are 1990s and 2000s tile reaching the end of its underlayment life. We handle the permit, the inspections, and your community’s architectural approval. What a re-roof involves.
Roof Repairs
Cracked tile, failed flashing, and leaks around penetrations are repairable, and repairs cost a fraction of replacement. We would rather fix a roof with ten good years left than sell you a new one. More on repairs.
Maintenance & Design
Careful pressure cleaning, small maintenance that extends a roof’s life, and help choosing the profile and color your architectural review board will actually approve. All services.
Why Homeowners Choose Caldwell
Every roof is installed by our own employees, never subcontracted crews, and our management visits every job site daily. All employees are covered by Workers’ Compensation, and we carry liability insurance beyond Florida’s mandates. We ask only a small deposit to cover permits; construction is funded by our own resources and you pay as the work is completed. Job sites are cleaned every evening, including running magnets for stray nails, and no dumpster lives in your driveway. And if a repair will do instead of a replacement, that is what we will tell you.
What Customers Say
“From the first minute the crew arrived to remove the old roof my wife and I were impressed; so were our neighbors. There were no delays.”
Joe & Diana Schmoke, Boca Raton
“The last two hurricane seasons were quite a test. In 2004 I sustained no damage at all. In 2005 I did not lose one tile!”
Alan L. Winniman, Boca Raton
“Every evening they cleaned up after themselves and even used a magnet to locate any nails. Caldwell proved to be a great choice for us.”
Cheryl and Jeff Dean, Boca Raton
Rated 4.9 on Google. Read the letters our customers write us.
Where We Work
Based on NW 43rd Street in Boca Raton, working the corridor from Lighthouse Point north through Jupiter. Every city permits differently; our guides cover what applies to your roof.
See all communities on the service areas map.
Know What a Roof Costs Before Anyone Quotes You
We pulled the county’s own permit records: 6,737 roofing permits were issued across five Palm Beach County cities in 2025, with median declared job values from $23,300 in West Palm Beach to $51,750 in the Town of Palm Beach. See the numbers, city by city, plus a cost estimator on our Florida roof replacement statistics page.
Is Your Roof Due?
The underlayment beneath a South Florida tile roof typically reaches the end of its life at 20 to 25 years, while the tile above it looks fine from the ground. If your home was built before roughly 2005 and has never been re-roofed, it is worth an inspection, and ours comes with a straight answer.
Start With an Inspection and an Honest Answer
Tell us what your roof is doing. If it is a repair, we will say so. If it is time, we will walk you through the options that fit your home, your neighborhood’s approvals, and your budget.
Request a Quote
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