4.4 
799 *The Angi rating for Roofing companies in Winter Park, FL is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Roofing needs.
*The HomeAdvisor rating for Roofing companies in Winter Park, FL is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Roofing needs.
Last update on June 30, 2025
Serving Winter Park, FL and surrounding areas
Approved
In business since 2018
Free estimates
Warranties offered
"Quality work by Liberty Roofing. Highly recommended! No wait time and roof was completed in one day!"
+9
Serving Winter Park, FL and surrounding areas
Approved
Super Service Award Winner
In business since 2025
Free estimates
Emergency services offered
"The drone footage they provided really helped me understand what was wrong with the roof. Edge Roofing and Restoration didn’t just tell me, they showed me. That made all the difference"
+14
Serving Winter Park, FL and surrounding areas
Approved
Super Service Award Winner
In business since 2023
Free estimates
Credit card accepted
"I had a great experience with Benjamin and Sun State roofing. Ben was very professional and knew exactly what my roof needed. He walked me through the entire process and was there if I had any questions. I would highly recommend Sun State Roofing to anyone who needs roofing work."
Serving Winter Park, FL and surrounding areas
Approved
In business since 2002
Free estimates
Emergency services offered
"Very happy with with the work done by G & G Roofing. The roof was completed on time as promised. The crew were very professional. The project superintendent, Jimmy Ollie, kept us informed on every step of the project. Definitely would recommend the company."
+5
Serving Winter Park, FL and surrounding areas
Approved (Corporate)
Free estimates
Warranties offered
Credit card accepted
"Come out for estimates was good. Ending cleaning and new roof looks great."
+1
Serving Winter Park, FL and surrounding areas
Approved (Corporate)
In business since 2014
Free estimates
Emergency services offered
"John McCuiston and his crew did a wonderful job in removing a metal roof over shingles and installing a new shingle roof. This was a historic home and they were very respectful in maintaining its historic nature. John was very good and timely in communicating issues they found…needed new wood, etc. Cleanup was excellent and the new roof looks great."
+96
Serving Winter Park, FL and surrounding areas
Approved
In business since 2006
Free estimates
Emergency services offered
"Very professional, roof repaired and new gutter installed in one day, everything looks and works great"
+17
Serving Winter Park, FL and surrounding areas
Approved
Super Service Award Winner
In business since 2017
Free estimates
Emergency services offered
"Very detailed and conscientious service. The roof looks great. Would hire again."
Serving Winter Park, FL and surrounding areas
Approved
In business since 2020
Free estimates
Emergency services offered
""We live in Orange County, Florida. In 2016 we replaced our bungalows flat roof. In August, 2019, after a little "blow" we had a few leaking issues. We called the 2016 roof installer and was referred to a third party for repairs: Travis Raper, who is now the Principal of Northman Roofing, was the professional who was assigned the task of replacing 3 skylights because the 3 skylights that were installed were manufactured for peaked roofs. Not Florida flat roofs. ... Did you know that Florida bungalows all have flat roofs? Well, for one, it doesn't snow. Second. A peaked roofs are far more susceptible to wind and rain damage. ... Right after a little "spinner" about 6 weeks ago, I called Mr. Raper about a small leak in the kitchen. Soon thereafter he and crew called and came out to make an assessment. Turns out my kitchen leak was easily resolved, but Mr. Raper took a cursory review of the roof. None of the "boots" at initial installation had been properly installed. ... Long story short: The day before Ian struck Orlando Mr. Raper and 3 members of his Crew were on my roof securing any and all possible leak issues. ... We have zero roof damage, and zero leak issues. ... Thank you Mr. Raper and Crew.""
+66
Serving Winter Park, FL and surrounding areas
Approved
Super Service Award Winner
In business since 2021
Free estimates
Credit card accepted
"My desire was for Florida 5 Star roofing to fix My roof up to the expectations of my Insurance Claim."
+44
From average costs to expert advice, get all the answers you need to get your job done.
Metal roofing is a durable, energy-efficient choice for your Orlando home. Learn how much a metal roof costs in Orlando, FL.
Florida’s extreme weather can lead to roof damage. Learn how much it costs to repair a damaged roof in Orlando, FL.
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All of the parts of your roof work together to protect your home. Learn the anatomy of a roof and how each part functions.
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