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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%
11 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

33 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%
1 neighbors recently requested a quote
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

Snow and ice can both accumulate on the top of a metal roof and slide off as the weight of the snow increases or as the snow and ice melt. This can rip the gutters off your roof and damage the gutters or the roof if you don’t take preventative measures. Snow guards are one of the easiest methods for helping to prevent snow accumulation on your metal roof from damaging your gutters.

Outside of regular maintenance, most gutter repairs are best left to the pros. Most gutter projects require basic ladder safety and (sometimes) getting on top of your roof. Without the proper equipment (or if you generally get a little nervous with heights), you could put yourself at risk of serious injury. On top of that, improperly repaired gutters could result in longer term damage that requires a full replacement.

Properly installed gutters should be able to function normally in heavy rains. Allowing water to overflow can cause water damage around your home's basement or foundation. If the overflow is caused by a simple clog, paying a gutter cleaning cost of $125 to $250 may be enough to get the gutters running clear again. If there's a larger issue, you may need to repair or replace your gutters.

Yes, caulking or sealing your vinyl gutters is a good way to help prevent gutter leaks. When you’re installing gutters, it’s important to overlap the sections to help avoid issues like leaks or drips, but they can still happen. In this case, adding caulk can help. Make sure to use a caulk designed for multiple surfaces, like a silicone-based caulk. You can also purchase a gutter sealant as well, which is specifically designed for this purpose.

Any small amount of standing water can be damaging to your gutters. It’s recommended that a ¼ inch puddle or more should be addressed. Failure to keep water from pooling in your gutters can result in clogs, algae growth, and pests that damage your gutters over time. 

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.