Re-Roofing South Florida Homes for 40 Years

Tile, metal and shingle replacement and repairs from Lighthouse Point north through Jupiter, installed by our own crews on every roof.

4.9 ★ on Google/Family owned since the 1980s/Never subcontractors

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Start with the one question that matters. You get an honest answer and a written quote, with no pressure.

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Caldwell Roofing Co., Inc. · Boca RatonLic. CCC-033696

Prefer the phone? 561-392-0971

4.9 Rated on Google

40 yearsFamily owned and operated
CCC-033696Licensed and insured
Own crewsNever subcontractors
Guided by Tile Roofing Institute standards, installing systems from the manufacturers we trust.

Boral roof tile logoEagle Roofing Products logoGAF roofing materials logoCertainTeed roofing materials logoGulfeagle Supply logoABC Supply logoTile Roofing Institute logo

We work for the homeowner. Nobody else.

Caldwell Roofing does one thing at its core: we replace and repair the roofs of South Florida homes. About seven in ten roofs we replace are tile and two in ten are metal, most of them 1990s and 2000s installations reaching the end of their underlayment life. We have been doing this work from Boca Raton since the 1980s.

  • No new constructionwe are not on the builder’s side
  • No insurance restorationno storm-chasing business
  • No work for developersyour home is the whole job

What We Do

Three kinds of work, one standard: Caldwell employees on the roof, a supervisor on the ground, and a straight answer either way.

Completed Caldwell tile re-roof on a South Florida home with palm trees

Re-Roofing

Complete replacement, down to the deck and back. Most of the roofs we replace are 1990s and 2000s tile at the end of its underlayment life. We handle the permit, the inspections, and your community’s architectural approval, and our own crews do every hour of the work.

What a Re-Roof Involves

Roof Repairs

Cracked tile, failed flashing, and leaks around penetrations are repairable, and a repair costs a fraction of replacement. We would rather fix a roof with ten good years left than sell you a new one.More on Repairs

Caldwell crew view across a tile roof under repair in South Florida

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

Clay barrel tile roof profile and color on a South Florida home

The Roof You Cannot See

From the street, a twenty-year-old tile roof and a brand-new one look almost identical. The difference is buried under the tile, and it is the reason South Florida roofs get replaced. This is the drawing we wish every homeowner had seen before their first quote.

PLYWOOD DECKthe structureSECONDARYWATER BARRIERsealed to the deckUNDERLAYMENT20 to 25 yearsBARREL TILEdecades of lifeCALDWELL ROOFING CO., INC. · BOCA RATON, FLA.ROOF SYSTEM · EAVE SECTIONLIC. CCC-033696NOT TO SCALEFAMILY OWNEDTILEUND.S.W.B.DECKEAVE DETAIL

The tile

Decades of service life

Concrete and clay tile is the armor. It takes the sun, the salt and the wind, and it can outlast everything beneath it. Seven in ten roofs we replace are tile, and the tile itself is rarely what failed.

The underlayment

20 to 25 years in South Florida heat

This is the waterproof layer that actually keeps rain out of your house. The tile above protects it; the heat below ages it anyway. When the underlayment reaches the end of its life, the roof is done, even if every tile on it looks perfect from the driveway.

The secondary water barrier

The backup when weather wins

A sealed layer applied directly to the deck. If wind ever drives rain past the tile and the underlayment, this is what stands between the storm and your ceiling. It goes in while the deck is exposed, which is exactly why a re-roof is the moment to get it right.

The deck

The structure everything is nailed to

The wood everything above depends on. A re-roof is the only time anyone ever sees it. We replace what is rotten, re-nail what is sound to current code, and the county inspects it before we cover a single square foot.

A roof looks fine from the ground, right up until it does not. The layer that decides is the one you cannot see.

Why Homeowners Choose Caldwell

Every roof is installed by Caldwell employees, never subcontractors, with a manager walking the site every day the job runs.

Insured beyond mandates. Workers’ Compensation on every employee and liability coverage beyond Florida’s minimums, so a problem on our roof never becomes a problem on your homeowner’s policy.
Small deposit, self-funded. Your deposit covers permits. Construction is funded by our own resources, and you pay as the work is completed.
Magnet-swept job sites. Cleaned every evening, magnets run for stray nails, and no dumpster living in your driveway for a month.
Straight answers. If a repair will do instead of a replacement, that is what we will tell you, in writing.
Flat black Spanish tile roofline on a completed Caldwell re-roof among South Florida palms
A completed Caldwell re-roof in flat black Spanish tile. The tile is what you see; the workmanship underneath is what you are paying for.

What Customers Say

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
“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
“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.

ATLANTIC OCEANJUPITERPALM BEACH GARDENSWEST PALM BEACHPALM BEACHWELLINGTONLAKE WORTH BEACHBOYNTON BEACHDELRAY BEACHBOCA RATONHOME BASE · NW 43RD STDEERFIELD BEACHLIGHTHOUSE POINTNORTHCITY GUIDE AVAILABLESERVICE AREA

Know What a Roof Costs Before Anyone Quotes You

6,737Roofing permits issued across five Palm Beach County cities in 2025. We pulled the county’s own records so you can see what your neighbors actually paid.
$23,3002025 median declared job value, West Palm Beach
$51,7502025 median declared job value, Town of Palm Beach

Source: county building department permit records, 2025.

The Numbers, City by City

The full breakdown, medians for every city we work, plus a cost estimator, is 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.