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Top-Rated Gutter cleaning pros in Crestwood - Updated Nov 2026

Avatar for Montes Roofing, LLC
Montes Roofing, LLC
4.5(
109
)
Gutters & Downspouts - Clean- For Business

Serving Crestwood, IL and surrounding areas

Approved

In business since 1970

Free estimates

Emergency services offered

At Montes Roofing, we don’t just build roofs—we build trust. From expert craftsmanship to a rock-solid commitment to excellence, our team delivers results you can see and feel from start to finish. Whether it’s a new installation or a repair, we take pride in doing it right the first time.\nGot questions? Reach out today—we’re here to help protect what matters most!\n

Roofing
Roofing
Roofing
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Roofing

+148

Response time2 days
238 neighbors recently requested a quote
Recommended by91%of homeowners
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Gutter Cleaning FAQs, answered by experts

Gutter cleaning costs about $170 on average, ranging from about $75 to $400. Cost factors include the type, length, and height of your gutters. A multiple-story home with gutters high off the ground and accessible only by ladder or working on a steep roof will cost more than a single-story house with a relatively flat roof.

Regular inspections, occasional rinsing, and removing large debris ensure long-term functionality.

There are several ways to tell if your gutter downspout drain is backed up. The most obvious sign is when you see water flowing over your gutter edges. This can occur during everything from light rain to a rainstorm. Additional signs can include peeling paint around your downspout, visible dirt around your downspout, and moisture on the side of the house. If you're having ongoing problems with clogs caused by a poorly designed or worn-out gutter system, consider getting a quote for gutter replacement cost.

The best times of year to clean your gutters are typically in the spring and fall. Cleaning in the fall is crucial for removing leaves and debris that have accumulated, which helps prevent clogs. A spring cleaning ensures your gutters are clear and prepared for seasonal rainfall.

As a general guideline, experts recommend cleaning your gutters at least twice a year. However, the optimal frequency depends on several factors, such as local weather patterns, the type of gutters you have, and the number of trees on your property. If your home is surrounded by many large trees or pine trees, you may need to clean your gutters as often as every three to four months. If you have few or no trees nearby, twice a year is likely sufficient. In some cases, you may need to clean them a couple of times during the fall and spring to keep them clear and allow water to flow freely.

No—gutters should be designed and properly installed so they are ready to handle any level of rainflow from your roof. If you notice pooling water around your gutters or on the roof, it’s imperative that you contact a gutter repair pro near you—the slope of your gutters could be off and need adjusting.

The Crestwood, IL homeowners’ guide to gutter cleaning services

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