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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(
43
)
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

"I just had new gutters and gutter guards installed and could not be more pleased and impressed. George is very knowledgeable and gives the home owner quite an education in water drainage, gutter size and the distinction between gutter guards on the market. Not only did he offer the best price, half of other quotes, but David and his team are second to none. Like a well oiled machine they were thorough, efficient craftsman, fixing anything out of place as they went. In my 40 years of contracting repairs, they are a rare find. I wholeheartedly recommend Leafbusters."
Call now at (847) 521-2300
Response time12 hrs
Response rate98%
54 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

"Abe and Jon did a FANTASTIC job installing our new gutters. They came with a smile, and a really profound knowledge of the job. An absolute no-brainer for the 5-star service they delivered, so look no further if you're on the hunt for gutter help. This was our first time doing work on our gutters since moving in, and we?re glad we went with the 6? gutters. Our old 5? gutters were always leaking and overflowing - could not tell you how protected we feel lol."
3x4 Black Downspout
ONE Gutter Guard
ONE Gutter Guard
Black 5" Gutters
Black 5" Gutters

+5

Response time1 day
14 neighbors recently requested a quote
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%
3 neighbors recently requested a quote
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Gutter Repair and Replacement FAQs, answered by experts

Most repairs take 2-4 hours, but extensive repairs or full section replacements may take an entire day.

The duration of a repair job can range from a few hours to several days. Simpler issues may take 1-4 hours, while more complex work or extensive damage could take 1-3 days. The final timeline depends on the complexity of the problem, the extent of the damage, and the location of the work.

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.

The most common problem with gutters is clogging from debris like leaves, blossoms, and seeds from surrounding trees. This debris can block downspouts, leading to improper drainage and water overflow.

Other common issues include:

  • Leaks and holes, which can often be repaired with gutter sealant or caulk.

  • Rust, sagging, or detachment from the roofline.

  • Damage from strong storms.

  • Improperly pitched gutters that don't drain correctly.

Regular cleaning in the spring and fall is the best way to prevent most of these problems. You may need to clean them more often during periods of heavy leaf fall.

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.

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.