About Caldwell Roofing
Caldwell Roofing is a Boca Raton roofing business focused on residential roof work. Its services include roof replacement, repairs, pressure cleaning and maintenance. Supported roof systems include tile, metal, shingle and flat roofing. A homeowner weighing a repair against a replacement can ask about the condition of the existing roof and which system options fit the project. When comparing roofing work, it helps to understand what is included, which materials are being considered and what conditions could change the scope. A clear discussion of those points can make it easier to compare proposals and decide what questions still need answers.
Business description
Welcome to Caldwell Roofing! South Florida’s premier residential Roofing Contractor for over 25 years. We pride ourselves on being the most respected Professional Roofing Contracting company in South Florida. Our success has been built on the following conservative and sound business policies: We are family owned and operated, with daily “Hands-On” management, and are licensed by the State of Florida, not just the counties in which we operate. All roofing work is performed by our OWN employees, helping us to achieve a consistent high level of quality un-paralleled in the industry. Our management supervisory personnel visits each project daily. All employees are covered by Workers Comp insurance. We carry liability insurance with limits exceeding the levels mandated by the state of Florida. All work is performed in its entirety once it has begun, eliminating the delays and excuses used by typical roofing contractors. We require a small up-front deposit, allowing for the proper permit application and filing process only. All construction operations are completed using our business stability and financial resources, not yours. You pay only for what is in place. Through our unique design process, we take an active roll in working with each customer throughout the decision making process of the many choices of roof coverings available. We also provide up-to-date and accurate information with regards to product availability. We clean each jobsite daily, and do not leave construction equipment, dumpsters, or trucks over night (like most companies do), and allow your residence to be occupied and enjoyed by the people who should…you! We answer our telephones, return phone calls, schedule appointments (and actually show up!), and respond to our customers needs, providing an unmatched level of customer satisfaction. We invite you to visit our facility in Boca Raton to meet our staff, take a tour, and see why the most discriminating homeowners, top tier government and building officials, building contractors, and management companies choose Caldwell Roofing as their trusted professional Roofing contractor.
Services
Listed services: Plumbing, Roofing, HVAC.
Explore the services below and confirm the scope of your project directly with the provider.
Roof replacement
Replacement work for existing roofs, with tile, metal, shingle and flat systems among the options.
Roof repairs
Repair work for roof problems, including issues such as leaks or damaged roof components.
Roof pressure cleaning
Pressure cleaning for roofs, as one of the company’s roofing services.
Roof maintenance
Maintenance work for roofs, in addition to replacement and repair services.
Decide what you need to learn about the roof
Before contacting a roofer, write down what you have noticed: where a leak appears, whether it happens during particular weather, and whether there are visible changes from the ground. Note the approximate age of the roof if you know it, along with any past repairs. These details help frame a conversation, but avoid climbing onto the roof to investigate. Ask whether the next step is focused on a specific repair or on evaluating the roof as a whole. Request an explanation of what the proposed work would address and what conditions could expand its scope. Caldwell Roofing offers both repair and replacement work, so a homeowner can ask about those options without assuming the roof requires one or the other.
Compare roof systems by project needs
Tile, metal, shingle and flat systems are among the options for Caldwell Roofing’s work. When reviewing material choices, consider the existing roof structure, the appearance you want and the maintenance questions that matter to you. If a community or property association has design rules, check those requirements before making a final selection. For each option under consideration, ask what the proposal includes beneath the visible roofing material, how transitions and penetrations will be handled, and what upkeep is recommended. Comparing the same points across options makes differences easier to understand than looking at samples alone.
Prepare to compare proposals
A useful proposal should make the work understandable: the areas involved, materials specified, work included and any important assumptions. Ask how unexpected conditions will be documented and discussed before additional work proceeds. Keep each proposal and any follow-up explanations together so you can compare the same elements side by side. For cleaning or maintenance inquiries, identify the roof material if known and describe the issue or goal. Ask what approach is appropriate for that roof and whether repairs should be considered separately. Caldwell Roofing offers pressure cleaning and maintenance alongside its other roofing services.
Common customer requests
Plan a roof replacement
Assess a roof that may need a full replacement and compare available roof system options.
Address a roof repair
Investigate a roof leak or damaged tile, flashing or another roof component.
Clean a roof
Ask about pressure cleaning for a roof and how to avoid harming its surface or components.
Maintain a roof
Review whether routine maintenance could address small issues before considering broader roof work.
Business details
Website: Visit Caldwell Roofing online
Services and specialties: Reroofing, New Roof Construction, Roof Pressure Cleaning, Roofing repairs, Solar panels, Cool Roofs
Highlights: 41 years of trusted experience
Additional business locations: 103 N.W. 43rd Street Boca Raton, FL 33431
Business hours
- Friday
- 7:00 AM - 5:00 PM
- Monday
- None
- Saturday
- 7:00 AM - 5:00 PM
- Sunday
- None
- Thursday
- 7:00 AM - 5:00 PM
- Tuesday
- 7:00 AM - 5:00 PM
- Wednesday
- 7:00 AM - 5:00 PM
Service area
Service coverage includes West Palm Beach, FL, Boynton Beach, FL, Boca Raton, FL, Delray Beach, FL, Lake Worth, FL, Greenacres, FL. Coverage spans 48 ZIP codes; use the full coverage list below to check a specific location.
Service coverage includes 48 ZIP codes across 6 communities.
View all towns and ZIP codes
- West Palm Beach, FL33402, 33405, 33406, 33413, 33415, 33416
- Boynton Beach, FL33424, 33425, 33426, 33435, 33436, 33437, 33472, 33473, 33474
- Boca Raton, FL33427, 33428, 33429, 33431, 33432, 33433, 33434, 33464, 33481, 33486, 33487, 33488, 33496, 33497, 33498, 33499
- Delray Beach, FL33444, 33445, 33446, 33448, 33482, 33483, 33484
- Lake Worth, FL33449, 33460, 33461, 33462, 33463, 33465, 33466, 33467
- Greenacres, FL33454
- Additional listed ZIP codes33447
Questions about Caldwell Roofing
What does a roof replacement involve?
A re-roof replaces an existing roof system. Before comparing proposals, ask what components are included, how any discovered deck damage would be handled and which material options are being considered. Caldwell Roofing offers roof replacement work.
When should I ask about a roof repair?
A repair may address a specific problem, such as a leak or damaged roof component, while replacement covers the roof system more broadly. The right scope depends on the roof’s condition, so it is useful to describe where water appears and when the problem occurs. Caldwell Roofing offers roofing repairs.
Does Caldwell Roofing offer roof pressure cleaning?
Caldwell Roofing offers pressure cleaning for roofs. Before arranging cleaning, ask what cleaning method is appropriate for the roof material and whether any existing damage should be addressed first. Those details can help avoid treating a roof surface as though all materials respond the same way.
Which roof materials can I ask about?
The roof systems include tile, metal, shingle and flat roofing. The best comparison depends on the home and the work planned. Ask about material weight, appearance, upkeep and how the proposed system works with the roof’s existing design.
Can I ask about roof maintenance?
Caldwell Roofing offers roof maintenance among its services. A homeowner can keep notes about recurring leaks, visible changes or prior repair areas and share them when asking about maintenance. Observations from the ground are useful context, but they do not replace a professional roof assessment.
Common industry questions
Last reviewed and updated November 06, 2026 by the Welcome to House Managers Editorial Team.