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Certified Roofing Company. Registered 600 Month Roof Materials Warranty. Free Roof Inspection and Roof Estimate.
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Local Roofing Contractor – Orlando Central Florida

Calloway Roofing LLC is a Certified Florida Roofing Company License CCC1331061, and a Certified Florida Building Contractor License number  CBC1262426.  As your local roofing company we are located at 504 N Hudson Street, Orlando FL 32835.   24/7 Live-Answer Operators at (407) 792-5187.

Roofing Contractor Customer Reviews and Testimonials image

Roofing companies are sometimes told they are not transparent enough.  As a Certified Orlando Roofing Contractor, Calloway Roofing LLC is different.  We break down our projects into three phases to expertly manage the job from initial visit to the end of construction.

Initial Roof Inspection

First Meeting – A 5-months trained Calloway Roof Inspector will come to your property to mark, note, and record any and all damage found.  This includes the roof and all exteriors areas potentially affected.

  • Roof Inspection
  • Exteriors Inspection

Then, he or she will come down and go over everything with you including collateral damage items inside the home.

  •  Interiors Inspection

As we also believe that a homeowner makes  better decisions when they have full information, we always provide you with a free copy of the complete inspection pictures.

Calloway’s Servicing Department

Second Meeting – Once you select Calloway Roofing as your roofing contractor, you will be updated weekly by one our trained Servicing Department personnel.  Servicing will communicate with you consistently  and as your project progresses.

  • Communications with your insurance adjuster (if elected)
  • Communications with your mortgage company (if any)

In addition, your assigned Calloway Roof Inspector will meet with you again to go over every detail of the Adjuster’s Summary (if there is an insurance claim involved).  He or she will also go over the entirety of our Calloway Estimate; listing all Florida Building Code required roofing LINE ITEMS.

This meeting is also when we have a chance to match and deliver on what we found and could assist with at the First Meeting.

Drew Calloway’s Promise

Third meeting – After your roof is replaced and your home is restored, we will bring you our Labor and Workmanship Warranty in addition to the Registered Materials Warranty CODE as promised.  This is a registered roof installation with a 600 month manufacturers’ warranty.  We will then make ourselves available to answer any final questions you may have.  Finally, we will also ask if you would like the Calloway Roofing Engraved Roof Warranty Plaque installed on your property.

This is so that as part of complete and registered roof services, you never have to worry about where the warranty registration code is.

Local Roofing Contractor Non-Paid Customer Testimonials

I’m very happy with the Calloway company.  They have been honest and upright with me.  I think that’s a big part of it.  That’s a huge part.  Knowing that we’ve got the roof quality that we should have. The best quality.  Don’t ever doubt if you got Calloway, I tell you they have been just wonderful.  We did the right thing when we signed with them.”

Joanne Wisner – Melbourne FL

Your Home Restored

If there is one place you can arrive at and be yourself is Home.  However, when hurricanes, hail, or high winds damage your roof’s integrity or your roof begins to show its age, Calloway Roofing is your local roofing company here in Orlando and Central Florida.  We have a strong supplier and materials network and invest in the tools and training to ensure you have a local, reputable, and reliable roof and building contractor available whenever the need arises.

We generously inspect, repair, and replace roofs throughout Florida.  Our goal is to restore your property to its pre-storm condition. 

The goal being to help you regain the joy and comfort that is your Home!

Calloway Roof Services Customer Feedback Welcomed!

As your roofing contractor, take a moment at the end of each meeting to let us know how we did and where we are getting it right, and how we can improve!

Why?  Because your feedback is the only way for Calloway Roofing to continue on its journey and become a better roofing company.  And we use your commentary to further improve our service, processes and communication.

Calloway Orlando Roofing Contractor Roofing Company Roof Services

Complete Residential and Commercial Roofing Services

Drew Calloway built the company to be a full-service building construction and roofing company.  This means a large investment in the supplier and vendor resources to accommodate the needs of homeowners and the demands of our commercial clients.

As an expert roofing contractor in Orlando Metro and all of Central Florida, we work with:

1. Homeowners – Local and Abroad

2. Business owners – Retail Centers and Single Use

3. Realtors – In network and Investment Property)

4. Attorneys – Forensic Experts and Insurance Claims

5. Property management companies – Contractual

6. Homeowners Associations – Strategic Alliances

7. Related Tradespersons – Bonded and Insured

As such, our full compliment of roof services include:

  • Re-Roofs (residential and commercial)
  • Roof Replacements (shingles, metal, tile, TPO)
  • Roof Installation (New Construction)
  • Roof Repair (Insurance and under Warranty)
  • Interiors Restoration – Insurance or Retail
  • Exteriors Restoration – Insurance or Retail
  • Roof Tarping – As Needed Schedule NOW
  • Roof Type Upgrades – Call for Details

Calloway Roofing knows there are other choices when it comes to Florida roofing companies.  We therefore appreciate the privilege of being selected as your roofing contractor.


Here’s what you can expect from Calloway Roofing:

  • Over 50 years of roofing construction and building trades industry and experience. 
  • We have in-house inspectors’ training, in-house estimating AND in-house production.
  • Fully CCC and CBC licensed; local, and triple insured as a Florida contractor.
  • REGISTERED ROOFS (50 Year|600 Month) Registered Roof Materials Warranty Installations.
  • In-contract Labor and Workmanship Warranty inclusive of 5-Year annual roof re-inspections (free) to ensure lasting integrity and quality on your roof installation.
  • Full Roof Line Items Build process with a matching roofing system and no swapping.
  • Compliance with all applicable state and county laws, and local ordinances.
  • Full and thorough explanation of the entire process from the First meeting to the very last.
  • A clear and transparent process with advice and answers at every stage.
  • No pushy salespeople.  5 months in training is designed to educate our staff completely.
  • Calloway Roofing provides full information so our Customers can make informed decisions.
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