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TRUSTED BY WINNETKA, IL HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon321
    Verified gutter repairs and replacements reviews

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

Avatar for Get LeafBusters, Inc.
Get LeafBusters, Inc.
4.9(
44
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - Install

Serving Winnetka, IL and surrounding areas

Approved

In business since 2019

Free estimates

Warranties offered

"George came out and talked to me about what was wrong about the gutters I had up and showed me what to look for in bad gutters. He was great on showing what was wrong and what needed fixed. His crew came out and took down my old gutters and replaced them with new ones. They were also had the best rice to do gutters and gutter guards. Very happy with them and the work they did."
Call now at (847) 521-2300
Response time12 hrs
Response rate98%
59 neighbors recently requested a quote
Avatar for Batu Gutters, Fascia, Soffit, Installation and Repairs
Batu Gutters, Fascia, Soffit, Installation and Repairs
4.9(
116
)
Seamless Metal Gutters - Repair

Serving Winnetka, IL and surrounding areas

Approved

In business since 2018

Free estimates

Emergency services offered

"They were very easy to work with and was very professional. Listened to my concerns and and provided great solutions to a pretty complicated bay window gutter situation! Would highly recommend for gutter repair and replacement work."
Replaced gutter
Replaced gutter
Replaced gutter
Replaced gutter
Annually window wash

+26

Response time11 hrs
Response rate90%
6 neighbors recently requested a quote
Avatar for Chicago Weather Pro
Chicago Weather Pro
4.8(
51
)
Seamless Metal Gutters - Install

Serving Winnetka, IL and surrounding areas

Approved

Super Service Award Winner

In business since 2020

Free estimates

Emergency services offered

""Great customer service! They were extremely responsive and prompt via phone and text throughout the entire process. Their team did an excellent job with both the gutter repair and installation. They also replaced the gutters on both my house and garage with RainDrop gutter guards. I’m very satisfied with their work and highly recommend them!""
Response time6 hrs
Response rate100%
10 neighbors recently requested a quote
Avatar for The Brothers that just do Gutters
The Brothers that just do Gutters
5.0(
9
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - Install

Serving Winnetka, IL and surrounding areas

Approved

Super Service Award Winner

In business since 2025

Free estimates

Warranties offered

"The team from The Brothers that just do Gutters was really top notch! We were having issues with gutters overflowing during heavy rain and their sales person Adam was really fair to point out where we needed our system fixed and where we could wait a little longer. We went with the 6 inch seamless gutters to help handle the higher water volume on the longest stretch of our roof. It's not that usual pushy sales pitch that I hate! They were very accommodating to work with us on our needs and we will definitely use them again when we install gutter guards in the summer!"
3x4 Black Downspout
ONE Gutter Guard
ONE Gutter Guard
Black 5" Gutters
Black 5" Gutters

+5

Response time1 day
15 neighbors recently requested a quote
Avatar for Mateos Roofing inc
Mateos Roofing inc
5.0(
27
)
Copper Gutters - RepairGutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - Install+1 more

Serving Winnetka, IL and surrounding areas

Approved

In business since 2018

Free estimates

Warranties offered

"I needed larger downspouts and a small repair on one gutter. I Hired Mateos Roofing Inc. because they had great reviews and because his price was pretty good. They replaced my standard downspouts with larger 3x4 inch downspouts. I also had them reinforce a bulging portion of a gutter. While the workers were out there installing the downspouts, they also cleared debris from my gutters which was not required. The gutters are spotless. I dealt with Leonel (Leon) from beginning to end and he was a joy to work with. It was an enjoyable and smooth process from getting the estimate to finishing the project. Really hassle free. I would strongly recommend them for the great customer care and for excellent workmanship and quality materials used."
Response time4 hrs
Response rate90%
Recommended by92%of homeowners
Avatar for US Exterior Chicago
US Exterior Chicago
5.0(
31
)
Seamless Metal Gutters - Install

Serving Winnetka, IL and surrounding areas

Approved

In business since 1970

Free estimates

Emergency services offered

We are your new source for exceptional siding, roofing, roof replacement, K-Guard gutters, and windows. At U.S. Exterior Chicago, we have been the trusted partner for quality home remodeling services since 1970. We’re dedicated to enhancing your home’s value through unparalleled services and excellent customer satisfaction.\n\nUS Exterior Chicago, is your go to team for all of your needs. We work tirelessly to meet and exceed your expectations and constantly strive for perfection. Give us a call today and lets get started!

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2
3
4
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+89

Response time12 hrs
Response rate85%
1 neighbors recently requested a quote
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Gutter Repair and Replacement FAQs, answered by experts

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. 

There are gutter repair experts who specialize in gutter maintenance. These professionals can help with clogging, leaks, sagging, or other issues. An experienced pro should also be able to tell you when a repair won’t be enough and a full replacement will be necessary. Keeping your gutters in great shape is how you prevent bigger problems from forming.

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.

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.

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.

The Winnetka, 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.