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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
)
Seamless Metal Gutters - InstallGutter Covers and Accessories - Install or Replace

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
13 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%
2 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. 

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.

There are a handful of things you can look for to determine if you need to pay for gutter repairs, including the following:

  • Water leaking from the underside of your gutters during rainfall

  • Visible gaps between your gutters and your roof

  • Frequent issues with gutters overflowing or holding standing water

  • Gutters that sag or pull away from the house

  • Water damage to soffits, fascia boards, or other building materials

  • Mold growth on your exterior walls

  • Soil erosion underneath your roof overhang

  • Foundation leaks or inward bowing of foundation walls

Costs depend on gutter length, damage severity, and labor rates.

Water overflow, foundation damage, and mold growth are risks.

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.