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*The Angi rating for Gutter Repair And Replacement companies in Chester, MT 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 Chester, MT 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 July 14, 2023

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

Avatar for Hampton Enterprise LLC
Hampton Enterprise LLC
3.7(
9
)
Copper Gutters - RepairGalvanized Gutters - RepairGutter Covers and Accessories - Install or Replace+5 more

Serving Chester, MT and surrounding areas

In business since 1989

Free estimates

Emergency services offered

"I only use James when I need some work done to my house. He responds fast, gets the work done quicker than just about anyone else I've ever used and seems very concerned with leaving his customers happy."
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Recommended by60%of homeowners
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Avatar for TCH Builders & Remodeling
TCH Builders & Remodeling
4.0(
2
)
Copper Gutters - RepairGalvanized Gutters - RepairGutter Covers and Accessories - Install or Replace+5 more

Serving Chester, MT and surrounding areas

In business since 1999

Emergency services offered

Credit card accepted

If you dream it, we can build it. What's the biggest difference between us and them? We build to last! We offer a full line of Green and Energy Star Certified products, backed by our labor and manufacturer's lifetime transferable warranties. Credit Cards Welcome Financing Available OAC.

Recommended by100%of homeowners
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Gutter Repair and Replacement FAQs, answered by experts

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.

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. 

Absolutely—and lots of it. Overflowing water from your gutters can damage your siding and your roof. All of the moisture getting into the cracks and crevices of your home can lead to mold or mildew problems down the line. In addition, when water pools around your home, it needs a place to go—and sometimes it ends up inside the house, creating a very unwanted flood.

Gutter repairs typically cost between $150 and $600. The final price is influenced by several factors, including the extent of the damage, the gutter material type, the accessibility of the damaged area, and the amount of labor required for the fix.

Buried downspouts can freeze during cold weather as cold water runs through them. If you’ve discovered your downspouts are frozen, you can carefully pour hot water down the top of the downspout to defrost them. If that doesn’t work, you may need to dig your downspout back up. Avoid trying to break the ice from the exterior using a hammer as this can cause cracks and damage to your downspout.

To avoid freezing the future, consider adding a heating cable to the exterior, which can adjust heat based on the surrounding temperature.

The Chester, MT homeowners’ guide to gutter repairs and replacements

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

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