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Caldwell Roofing

Roofers in Boca Raton, Florida
Ranked #11 in Boca Raton | Grade C+
4.90 (32 reviews)

Caldwell Roofing

Caldwell Roofing provides residential and commercial roofing services from its Boca Raton base, with a focus on organized job sites, clear updates, and durable installations suited to South Florida conditions.

Caldwell Roofing business photo 1 - Roofing in Boca Raton
Caldwell Roofing business photo 2 - Roofing in Boca Raton
Caldwell Roofing business photo 3 - Roofing in Boca Raton
Caldwell Roofing business photo 4 - Roofing in Boca Raton
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Why Homeowners Choose This Business

Customers highlight organized job sites, responsive project management, and workmanship that meets expectations the first time. Feedback also points to fair handling of change orders and courteous interaction with neighbors and HOA communities Local experience that helps homeowners across Boca Raton, Florida compare a more region-aware provider.

Service Area

Boca Raton and surrounding South Florida communities.

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Listing details

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  • Service information
  • Customer review signals
  • Photo gallery
  • Public contact information
  • Published local profile

How This Business Compares

A quick local comparison based on review strength, business detail, and local service fit.
  • Shows strong customer satisfaction signals based on review quality and volume.

Services Covered

  Roofing Contractor
  Roof repair
  Roof replacement
  Tile Roofing
  Flat Roof Systems
  Re-Roofing
  Repairs
  Commercial roofing
  Residential roofing
  Waterproofing Underlayment
  HOA Roofing Projects
  Roof inspections
  Leak Detection
  Roof maintenance

Services include roof replacement, new roof installation, roof repair, re-roofing, tile roofing, flat roof work, and related waterproofing components.

Reviews

Customer Reviews

Christopher Hibbard
Did my replacement roof 22 years ago and now made some repairs.

Incredibly professional. Nothing needed to be cleaned up after them. All my neighbors using them have the same experience.

Highly recommend
Charles Chase
I could not be happier with the work performed by Caldwell Roofing. From the owner to the site supervisors, project managers, and the crew, every member of the team was exceptionally professional. They were respectful of our property and ou…
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I could not be happier with the work performed by Caldwell Roofing. From the owner to the site supervisors, project managers, and the crew, every member of the team was exceptionally professional. They were respectful of our property and our condominium owners, keeping the worksite clean and organized throughout the entire project.

Jon & Josh completed the project ahead of schedule and was more than fair in pricing the necessary change orders, which were due to significant termite damage in the original roof structure.

If you are looking for a reputable, honest roofing company that provides excellent work at a fair price, I highly recommend Caldwell Roofing.
Michelle LaMorte
I recently had my concrete S tile roof installed by Caldwell Roofing, and I couldn't be happier with the results! From start to finish, their professionalism, expertise, and attention to detail were truly top-notch. The team worked efficien…
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I recently had my concrete S tile roof installed by Caldwell Roofing, and I couldn't be happier with the results! From start to finish, their professionalism, expertise, and attention to detail were truly top-notch. The team worked efficiently and ensured everything was done with precision, using a high-quality Polyglass underlayment that gives me peace of mind about durability and protection.

Throughout the process, communication was excellent. They kept me informed, addressed any concerns promptly, and delivered exactly what was promised. The craftsmanship speaks for itself—my roof looks fantastic and is built to last. If you're looking for a reliable and skilled roofing company, I highly recommend Caldwell Roofing. Exceptional service and quality workmanship!
Thomas Stallone
Caldwell Roofing swiftly replaced the roof of my HOA 2200 SQFT home, their team was very communicative. There was no check list in the end because the job came out perfect the first time. I am very happy with their services, and their prici…
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Caldwell Roofing swiftly replaced the roof of my HOA 2200 SQFT home, their team was very communicative. There was no check list in the end because the job came out perfect the first time. I am very happy with their services, and their pricing was very reasonable. I live in Delray Beach next to the Medical Center.
Diana Stallone
The Stallone family have been using Caldwell Roofing for over 20 years, and they are the Best in the Business. Very professional and their customer service is wonderful. As a Real Estate Broker in South Florida for about 25 years I always…
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The Stallone family have been using Caldwell Roofing for over 20 years, and they are the Best in the Business. Very professional and their customer service is wonderful. As a Real Estate Broker in South Florida for about 25 years I always highly recommend this company to all of my clients, and they never disappoint. The owner Jon Milanese and his staff always go above and beyond for their customers. Highly Recommended.
Diana Stallone

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Frequently Asked Questions

Customer feedback references concrete S-tile projects and flat roof work, and the company provides both residential and commercial roofing. Material availability depends on project needs and local supply. They can discuss options during an estimate and explain underlayments and accessories appropriate for South Florida weather.

Timelines vary by size, material, and permitting, but reviews note projects completed on or ahead of schedule. Your project manager will provide a projected timeline and keep you updated as work progresses. Weather and inspections can affect final duration.

Yes, customers mention successful HOA re-roofs with attention to site cleanliness and communication. The team coordinates with property managers and residents to minimize disruption. They can review HOA guidelines before work begins.

Reviews indicate customers have returned years later for repairs on roofs originally installed by Caldwell Roofing. The company evaluates the existing system and recommends targeted repairs or replacement if needed. They will discuss options and expected lifespan.

Feedback notes clear communication and fairness when change orders are necessary. You will receive an explanation of scope changes before work proceeds. Final invoices reflect agreed adjustments documented during the project.
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Opening Hours

  • Monday 9:00 AM – 5:00 PM
  • Tuesday 9:00 AM – 5:00 PM
  • Wednesday 9:00 AM – 5:00 PM
  • Thursday 9:00 AM – 5:00 PM
  • Friday 9:00 AM – 5:00 PM
  • Saturday 9:00 AM – 5:00 PM
  • Sunday 9:00 AM – 5:00 PM

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Business Details

Business Rating
4.90 (32 reviews) Pro Listing
Address
103 NW 43rd St, Boca Raton, FL 33431
Business Type
Roofing Contractor
Website
https://caldwellroofing.com/
City Page
Roofers in Boca Raton, Florida

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