4.3 
1.7k+ *The Angi rating for Roofing companies in Windermere, 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 Windermere, 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 May 14, 2026
Serving Windermere, 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 Windermere, 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 Windermere, FL and surrounding areas
Approved (Corporate)
Free estimates
Warranties offered
Credit card accepted
"Covenant Roofing did a great job on our roof. They replaced the roof in one day! They did a great job in communicating with us and answering our questions. I highly recommend Covenant for your roofing needs."
+1
Serving Windermere, 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 Windermere, 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 Windermere, FL and surrounding areas
Approved
Super Service Award Winner
In business since 2021
Free estimates
Credit card accepted
"Chad did an awesome job with my roof repair. I highly recommend Florida 5 Star Roofing."
+44
Serving Windermere, FL and surrounding areas
Approved
In business since 2005
Free estimates
Emergency services offered
"They replaced our whole roof. It lasted 20 years or longer!"
+148
Serving Windermere, FL and surrounding areas
Approved
In business since 2003
Free estimates
Credit card accepted
"Our old roof was an eyesore—faded, patched, and sagging in places. Now? It looks like a brand new home. The transformation is incredible. Integrity Roofing gave our house a second life."
Serving Windermere, FL and surrounding areas
Approved
Super Service Award Winner
In business since 2021
Free estimates
Small jobs welcome
"Kelbie Home Services answered our questions and explained how they were going to repair the roof. We agreed and they did the work right away in a very professional manner, and even provided before and after photos. We highly recommend Kelbie Home Service for any roofing projects. Angie, thanks for referring them to us. Dave"
+55
Serving Windermere, FL and surrounding areas
Approved
In business since 2022
Free estimates
Emergency services offered
"Robert the owner..was on time..very professional..and he did a beautiful job..washed the roof...blew dried the gutters..sealed what needed to be sealed on the roof..then he applied the roof sealant..let the first coat ..dry..then he applied the second coat..cleaned the area...nice guy..A++ work..I'll hire him again..for all my roofing needs...thanks Robert...Jackie..I live in the Villages.."
+10
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