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.
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.
Boca Raton and surrounding South Florida communities.
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Services include roof replacement, new roof installation, roof repair, re-roofing, tile roofing, flat roof work, and related waterproofing components.
Recent reviews emphasize professional teams, strong communication from managers and supervisors, and clean, well-organized worksites. Homeowners report timely completion, fair pricing on changes, and quality outcomes on tile roofs and HOA projects. Several reviewers mention using Caldwell Roofing over many years for both replacements and repairs. Ratings on Google are consistently high with frequent 5-star feedback.
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
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.
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!
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.
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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