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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%
58 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
18 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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+89

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

Yes, many homeowners find that seamless gutters are worth the investment. Although they have a higher upfront cost than standard gutters—an average of $2,700 compared to $2,000—their benefits often outweigh the price difference. Seamless gutters last longer, require less maintenance, and are less prone to clogs and leaks due to having fewer seams. In contrast, standard gutters typically have seams every 10 feet, which can leak and require new sealant every one to five years. Additionally, seamless gutters are considered more aesthetically pleasing, come in a variety of colors to match your home, and can improve your home's curb appeal and potential value.

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. 

Unless you've chosen to install underground downspouts, your gutter downspouts shouldn't touch the ground. If they come into contact with the soil or pavement next to your home, rainwater can back up into them during a storm, preventing them from doing their job effectively. Instead, aim to have your downspouts end about 12 inches from the ground.

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.

If you don't repair your home’s gutter leaks, water or the gutters themselves can damage your home’s siding, roofing, foundation, and landscaping. Untreated leaks encourage mildew, mold, and rot, depending on the type of siding material. The foundation, chimney, window frames, and drywall can also crack over time, leading to costly repairs. 

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.