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Best gutter repair and replacement pros near Middlesboro, KY

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Top-Rated Gutter repair and replacement pros in Middlesboro - Updated Nov 2026

All Around Guttering
4.8(
34
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - InstallSeamless Metal Gutters - Repair

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."
Response time7 hrs
Response rate87%
10 neighbors recently requested a quote
Avatar for Leafguard
Leafguard
4.2(
311
)
Seamless Metal Gutters - InstallGutter Covers and Accessories - Install or Replace

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!

Leafguard gutter inside
Leafguard
A new leaf guard system
Leaves going over gutter
Angled view of Leaf Guard

+1

21 neighbors recently requested a quote
Recommended by89%of homeowners
Avatar for Clinton Hwy Roofing
Clinton Hwy Roofing
5.0(
12
)
Galvanized Gutters - RepairPVC Gutters - RepairSeamless Metal Gutters - Install+1 more

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."
Roof Install
Gatlinburg Cabin
New Roof Install
New Roof Install
New Roof Install

+1

Response time9 hrs
Response rate100%
Let It Rain Roofing & Gutters, LLC
3.5(
2
)
Copper Gutters - RepairGalvanized Gutters - RepairGutter Covers and Accessories - Install or Replace+5 more

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."
Recommended by100%of homeowners
Showing 1-10 of 34
Gutter Repair and Replacement FAQs, answered by experts

Regular cleaning, checking for leaks, and ensuring that downspouts direct water away from the foundation help prolong gutter life.

It is possible to repair your own gutters, but we don’t recommend it. First, gutters need to sit at a precise slope to direct water toward the downspouts but also appear level from the yard, and this task is challenging to get right through DIY gutter repair. Second, any mistakes you make could be costly if they cause water damage or foundation damage. It might seem unnecessary to spend $400 on professional gutter repair, but it pales in comparison to what you might pay if you make a mistake doing the work yourself.

Water overflow, foundation damage, and mold growth are risks.

With routine maintenance, gutters don’t usually need to be replaced for 20 years, but there are warning signs that they might need early replacement. Signs that your gutters need to be replaced include sagging, visible cracks or holes, peeling paint, rust, standing water in your gutter, and water leaking into your basement. Pushing off replacing your gutters can lead to extensive damage to both the interior and exterior of your home. Regular maintenance can help your gutters last all 20 years — and sometimes, even longer. 

Downspouts channel water from your roof and gutters into the ground following a specific route so water doesn’t accumulate around your house’s foundation. Without a downspout, the standing water will wash away material and disrupt the soil, leading to foundation erosion. The standing water will also form ice around your house during cold weather, causing a safety hazard.

The Middlesboro, KY homeowners’ guide to gutter repairs and replacements

From average costs to expert advice, get all the answers you need to get your job done.