Top-rated gutter repair and replacement pros.

Get matched with top gutter repair and replacement pros in Chester, IL

Enter your ZIP and get matched with up to 5 pros

Need a pro for your gutter repair and replacement project in Chester, IL?

Select your specific project to find the pro for you.

TRUSTED BY CHESTER, IL HOMEOWNERS

  • Average homeowner rating star icon4.3
    Average homeowner rating
  • Verified reviews icon16
    Verified gutter repairs and replacements reviews

Find Gutter repair and replacement pros in Chester

Avatar for Kevin reed

Kevin reed

No reviews yet

Kevin reed

No reviews yet
14 years of experience

I am a Journeyman Union Carpenter by trade but after 15 years left it to pursue other things. I have had rental properties and done hundreds of property rehabs and remodels over the years. I have a working knowledge of plumbing and electrical and I take pride in my work. I also rehab and refinish antique wood furniture and build custom furniture out of old wood and recycled materials. No job is too small and I enjoy meeting all the people that this kind of work leads me too.

I am a Journeyman Union Carpenter by trade but after 15 years left it to pursue other things. I have had rental properties and done hundreds of property rehabs and remodels over the years. I have a working knowledge of plumbing and electrical and I take pride in my work. I also rehab and refinish antique wood furniture and build custom furniture out of old wood and recycled materials. No job is too small and I enjoy meeting all the people that this kind of work leads me too.


Maddy Roofing

No reviews yet

Maddy Roofing

No reviews yet
Free onsite estimate

Maddy Roofing serves the greater St. Louis, Jefferson county, St. Charles and St. Peters areas among other areas. We offer free estimates for residential and commercial roofing, and do new installation, replacement and repairs of roofing material including 3-tab asphalt shingles, architectural shingles, sheet metal roofing and other remodeling and new construction services, offering the best local roofing service available!

Maddy Roofing serves the greater St. Louis, Jefferson county, St. Charles and St. Peters areas among other areas. We offer free estimates for residential and commercial roofing, and do new installation, replacement and repairs of roofing material including 3-tab asphalt shingles, architectural shingles, sheet metal roofing and other remodeling and new construction services, offering the best local roofing service available!


Quality Seamless Guttering

1.00(
1
)

Quality Seamless Guttering

1.00(
1
)
Customers say: Quality work
25 years of experience

I have over 25+ years of experience. I check on my crews to make sure all is going right for you. I am A+ rated with the BBB. We take pride in our work, we treat every job as if it is our own home. We use top of the line materials.

"We dealt with Jim in April 2020 to have gutters installed on our pole barn. He was initially quick to respond and easy to deal with, but has failed to finish the job that we paid him for. His team installed the gutters, but didn't have the correct brackets on hand to make the gutter profile level (our 2x6 fascia is mounted at an angle). He assured us that he would come back soon to install the proper brackets and finish the job. After several weeks of not hearing from him, we called to follow up. He told us he'd get right on it. Well, it's been 5-6 calls later and nearly two years and he still hasn't made good on it. I guess it was a mistake for us to pay him and trust what he told us. I'm certainly looking elsewhere next time."

James A on March 2022

I have over 25+ years of experience. I check on my crews to make sure all is going right for you. I am A+ rated with the BBB. We take pride in our work, we treat every job as if it is our own home. We use top of the line materials.

"We dealt with Jim in April 2020 to have gutters installed on our pole barn. He was initially quick to respond and easy to deal with, but has failed to finish the job that we paid him for. His team installed the gutters, but didn't have the correct brackets on hand to make the gutter profile level (our 2x6 fascia is mounted at an angle). He assured us that he would come back soon to install the proper brackets and finish the job. After several weeks of not hearing from him, we called to follow up. He told us he'd get right on it. Well, it's been 5-6 calls later and nearly two years and he still hasn't made good on it. I guess it was a mistake for us to pay him and trust what he told us. I'm certainly looking elsewhere next time."

James A on March 2022


Avatar for Perfect Choice Home Solutions Your Authorized Bath Planet Dealer of St. Louis

Perfect Choice Home Solutions Your Authorized Bath Planet Dealer of St. Louis

4.78(
129
)

Perfect Choice Home Solutions Your Authorized Bath Planet Dealer of St. Louis

4.78(
129
)
Customers say: Terrific value
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor customers

Complete Bath and 2 Day Remodeling services offered: also roofing, siding, windows, and gutter/gutter cover installations. Bath Planet has been the go-to St. Louis bathroom remodeling company for over 17 years. From replacement shower surrounds to bathtubs that are designed to fit perfectly over your existing tub, our experienced team has what it takes to provide you with a bathroom that is beautiful and extremely easy to maintain. Not only do we believe very strongly in providing quality, long-lasting products, we also believe in providing an outstanding customer experience. We offer free estimates, and we can complete your project in as little as one day. We also have energy Star double pane windows, beautiful vinyl siding looks like real wood, roofing of all different styles.

"This company absolutely sucks!!! They will not stop harassing me with phone calls. They've called about 15 times, and I've told them each and every time that i no longer need help. And they won't stop!!! I had to report them to angis list. I would have reported them to BBB but they dont seem to exist anywhere except here and some website called Houzz where their account is suspended. I dont think this is a real company. Beware!!!!!"

Courtney M on July 2025

Complete Bath and 2 Day Remodeling services offered: also roofing, siding, windows, and gutter/gutter cover installations. Bath Planet has been the go-to St. Louis bathroom remodeling company for over 17 years. From replacement shower surrounds to bathtubs that are designed to fit perfectly over your existing tub, our experienced team has what it takes to provide you with a bathroom that is beautiful and extremely easy to maintain. Not only do we believe very strongly in providing quality, long-lasting products, we also believe in providing an outstanding customer experience. We offer free estimates, and we can complete your project in as little as one day. We also have energy Star double pane windows, beautiful vinyl siding looks like real wood, roofing of all different styles.

"This company absolutely sucks!!! They will not stop harassing me with phone calls. They've called about 15 times, and I've told them each and every time that i no longer need help. And they won't stop!!! I had to report them to angis list. I would have reported them to BBB but they dont seem to exist anywhere except here and some website called Houzz where their account is suspended. I dont think this is a real company. Beware!!!!!"

Courtney M on July 2025



A-Z Home Improvement Inc

No reviews yet

A-Z Home Improvement Inc

No reviews yet
12 years of experience

We specialize in exterior damage repairs or replacements caused by wind, hail or any other storm related damage. We repair and replace roofing, siding, soffit, fascia and gutters. We offer a free initial inspection to see if we can find any storm related damage, help file your insurance claim, and then complete your repairs or replacements to your satisfaction. We have done a complete exterior replacement including new roof, siding, soffit, fascia, and gutters for as low as $250 out of pocket to the home owner.

We specialize in exterior damage repairs or replacements caused by wind, hail or any other storm related damage. We repair and replace roofing, siding, soffit, fascia and gutters. We offer a free initial inspection to see if we can find any storm related damage, help file your insurance claim, and then complete your repairs or replacements to your satisfaction. We have done a complete exterior replacement including new roof, siding, soffit, fascia, and gutters for as low as $250 out of pocket to the home owner.


Dexter Clayton Construction

5.00(
1
)

Dexter Clayton Construction

5.00(
1
)
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

Dexter Clayton Construction is a family owned independent contractor. We want to bring to life the projects you want to take on. We have great references and competitive prices. We promise there will be no disappointment and we guarantee our services.

Dexter Clayton Construction is a family owned independent contractor. We want to bring to life the projects you want to take on. We have great references and competitive prices. We promise there will be no disappointment and we guarantee our services.



Mike Essex Contracting

No reviews yet

Mike Essex Contracting

No reviews yet
18 years of experience

Mike Essex Contracting offers competitive pricing and bids. We also offer a limited warranty and guarantee on all work of product completed by Mike Essex Contracting. No job is ever to small nor to big and completed in a timely manner.

Mike Essex Contracting offers competitive pricing and bids. We also offer a limited warranty and guarantee on all work of product completed by Mike Essex Contracting. No job is ever to small nor to big and completed in a timely manner.


TCS

No reviews yet

TCS

No reviews yet
33 years of experience

Gutters Sterling IL,Roofing Contractor Sterling IL,Roofing Contractors Sterling IL,Roofing Sterling IL,Roof Repair Sterling IL,Roof Repairs Sterling IL,Roofer Sterling IL Siding Sterling IL

Gutters Sterling IL,Roofing Contractor Sterling IL,Roofing Contractors Sterling IL,Roofing Sterling IL,Roof Repair Sterling IL,Roof Repairs Sterling IL,Roofer Sterling IL Siding Sterling IL

...
Showing 1-10 of 56
Gutter Repair and Replacement questions, answered by experts

On average, gutters need to be replaced every 20 years. Unprotected gutters in more extreme weather conditions are more prone to breaking and may need to be replaced sooner. Meanwhile, proper maintenance can extend your gutter’s life span even further. That said, proper installation, gutter hangers to provide additional support, and gutter guards or helmets all play an important role in how long your gutters last.

Yes, professionals can repair or replace sections with seamless copper for better durability.

Yes, gutter repair is almost always worth the investment. Some homeowners believe that gutter repairs are only to improve the home’s curb appeal, but gutters play a pivotal role in protecting your foundation from damage and structural instability, and they also prevent water damage to your soffits, fascia, roof, and exterior walls. You will pay an average of around $400 to have your gutters professionally repaired, but it’s worth it even for the peace of mind of knowing that one of your largest investments is adequately protected from the elements.

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.

Frequently, when water flows over gutters, it indicates a potential clog, necessitating cleaning. For instance, if a twig becomes lodged in the downspout, it can lead to a traffic jam, causing more leaves and sticks to accumulate. Another potential issue is an incorrect pitch, as gutters should channel water toward the downspout. If you observe water overflowing the end cap or leaking through it, it suggests that your gutters are improperly tilted.

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

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

What do you need done? We’ll find top pros.
  • 🌱 "Mow a small front yard"
  • 🛠 "Fix a leaking pipe under the sink"
  • 🏠 "Repair shingles on an asphalt roof"