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  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon168
    Verified gutter cleaning services reviews

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

Avatar for Ned Stevens Gutter Cleaning
Ned Stevens Gutter Cleaning
4.1(
3,525
)
Gutters & Downspouts - Clean

Serving Crestwood, IL and surrounding areas

Approved

In business since 1965

Free estimates

Credit card accepted

"10 Stars for Ned Stevens gutter cleaning!! I had small trees growing in my gutters and the front gutter was coming loose. They cleaned the gutters, fixed the gutter where it was loose and they bagged all the trash up. They did not charge extra for the loose gutter either. Nice and neat and EXCELLENT service!! So happy I found you guys!! Kathy from Dallas"
Our work
Our work
Our work
Our work
Our work

+1

Response time11 hrs
Response rate100%
3358 neighbors recently requested a quote
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
Roofing
Roofing

+148

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

While you can clean your gutters without geting on a ladder, you won't know just how well you're cleaning them without the use of a telescopic water pole. Some ways to clean gutters from the ground include using telescopic cleaning tools and a leaf blower extension, wet/dry vacuum extension, pressure washer, or garden hose with a curved end.

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 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.

Gutters overflow in heavy rain for several reasons. The main reasons why your gutters could be overflowing in heavy rain include:

  • Not enough downspouts to effectively remove water from your gutters

  • Too small of a gutter width—the average gutter size is four to six inches

  • Clogged gutters

  • Incorrect slope

If you believe your gutters were installed incorrectly, it’s a good idea to know who to call for gutter leaks. Speak with a local gutter specialist to get to the bottom of your gutter system to stop water from flooding your property or yard ASAP.

If not properly maintained, an underground downspout may damage your home's foundation. A clogged downspout can back up, causing water to pool around the base of your home and seep into the foundation. Regular inspections and maintenance keep your downspout in good working order, preventing damage and protecting your home.

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.