*The Angi rating for Gutter Repair And Replacement companies in Middlesboro, KY is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Repair And Replacement needs.
*The HomeAdvisor rating for Gutter Repair And Replacement companies in Middlesboro, KY is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Repair And Replacement needs.
Last update on October 15, 2025
Serving Middlesboro, KY and surrounding areas
Approved (Corporate)
In business since 2005
Free estimates
Warranties offered
"Fast response to request for quote. Thorough explanation of repair needed & cost of the job. Prompt & efficient repair of gutters & replacement of gutter guards."
+79
Serving Middlesboro, KY and surrounding areas
Approved
In business since 2000
Free estimates
Customers say: Quick response
"Within a few short hours our gutters were quickly replaced! Their quality is great and their knowledge about effectively running off water from and around the house is valuable."
Serving Middlesboro, KY and surrounding areas
Approved
In business since 1993
Free estimates
Credit card accepted
LeafGuard is a market-leading, unique, customized gutter protection system for your home. It carries water away from your property faster, protecting it from water damage associated with clogged, or faulty gutters. The system is 20% thicker than regular gutters and provides added strength against the elements. \n \nLeafGuard is the only gutter brand to offer a Lifetime, No-Clog Warranty. What does this mean? Simple--your gutters are guaranteed not to clog for as long as they're installed on your home. If they do, we'll clean them out for free!
+1
Serving Middlesboro, KY and surrounding areas
In business since 2024
Free estimates
Emergency services offered
"Great guy, gutters were beautiful and done in a timely manner. No complaints"
Serving Middlesboro, KY and surrounding areas
In business since 2023
Free estimates
Warranties offered
"Absolutely impressed with this Clinton Hwy Roofing From the final cleanup, everything was handled professionally. The crew worked efficiently, communicated clearly, and delivered excellent quality. I highly recommend them for any roofing needs."
+1
Serving Middlesboro, KY and surrounding areas
In business since 2004
Free estimates
Emergency services offered
"I had roof repair at my home and gutter and siding replacement on my rental. Both went well, I had a problem with the siding and they came out and fixed it.
"
Serving Middlesboro, KY and surrounding areas
Free estimates
Emergency services offered
"Barrett is amazing in everything he done. I had him build a back porch and roof over it. He built every thing in a timely manner. He will have all of my business in the future, and I would recommend him to anyone."
+3
Serving Middlesboro, KY and surrounding areas
In business since 2024
Free estimates
Credit card accepted
"Matt did a fantastic job installing my seamless gutters at my home I will have him install or repair my gutters every time now"
Serving Middlesboro, KY and surrounding areas
In business since 2016
Emergency services offered
"They were good guys and they got in here and didn't mess around. They got everything done in 2 days. They were good people. I liked them so much I asked them to do my gutters as well."
Serving Middlesboro, KY and surrounding areas
In business since 2011
Free estimates
Emergency services offered
"Let It Rain worked very hard with our insurance company to get necessary storm damage to our roof replaced. Let It Rain met with the adjuster and worked out all details with insurance company. Insurance approved for full roof replacement and Let It Rain had job complete within 2 days. The clean up from the job was unbelievable, looked as if no one had been on premises doing any work at all."
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