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TRUSTED BY SHEBOYGAN, WI HOMEOWNERS

  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon19
    Verified gutter cleaning services reviews

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

Avatar for LeafFilter Gutter Protection
LeafFilter Gutter Protection
3.9(
2,588
)
Gutters & Downspouts - Clean

Serving Sheboygan, WI and surrounding areas

Approved (Corporate)

In business since 2005

Free estimates

Warranties offered

"LeafFilter doesn't clean gutters, they sell and install their LeafFilter Gutter products and only clean the gutters if you buy their product. I can't even begin to afford their product so I wasn't able to get my gutter cleaned by them."
Free no obligation estimates
Free no obligation estimates
Metal Screen mesh ontop of gutter
Free-flowing water in clean gutters
Debris resistant gutter protection

+63

10953 neighbors recently requested a quote
Recommended by80%of homeowners
Avatar for S&S Painting and Restoration, LLC
S&S Painting and Restoration, LLC
3.9(
37
)
Gutters & Downspouts - Clean- For Business

Serving Sheboygan, WI and surrounding areas

Approved

In business since 2016

Free estimates

Warranties offered

"They were very forthright about the type and extent of work needed I.e. a thorough cleaning of all the cabinetry in our condo vs an actual refinishing. Also followed up promptly with some minor finishing touches. Highly recommend!"
After Restoration
Before Restoration
Before Restoration
After Restoration
Before Restoration

+14

Response time1 day
Response rate93%
93 neighbors recently requested a quote
Avatar for A2Z Power Washing
A2Z Power Washing
5.0(
1
)
Gutters & Downspouts - Clean

Serving Sheboygan, WI and surrounding areas

Approved

In business since 2024

Free estimates

Emergency services offered

A2Z Power Washing is a locally owned and operated company that values honesty and integrity in all aspects of our business. We pride ourselves on our innovative ideas and suggestions tailored to your projects. Our services are customized to your individual needs, paying close attention to the details of each project that we are involved with. Please feel free to contact us today! \n

B4 n after
B4 n after
B4 n after
Response time30 mins
Recommended by100%of homeowners
Avatar for Woodya look at that tree service
Woodya look at that tree service
New to Angi
Gutters & Downspouts - Clean

Serving Sheboygan, WI and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

I’m Nick Herman, from the Green Bay area. Most of my career has been in flexo printing — running plants, training operators, and solving problems when the line is down. That same mindset is how I run Woodya Look At That Tree Service. I started it as a one-man operation because I like being on the tools and I like finishing a job clean. I do removals, storm cleanup, and large hardwoods — oaks included — using proper lowering and rigging so we’re not tearing up yards. I’m not a big crew with a fancy truck wrap. I’m the guy who shows up, assesses the tree, and takes it down safely. If that’s what you need, the number is 920-634-6352.

100’ Oak
10 neighbors recently requested a quote
Avatar for Weekend Handyman
Weekend Handyman
New to Angi
Gutters & Downspouts - Clean

Serving Sheboygan, WI and surrounding areas

Approved

Emergency services offered

Small jobs welcome

I’m a reliable and hardworking handyman who takes pride in doing quality work and making sure every job is completed right. I offer help with drywall repairs, painting, flooring, tile work, home repairs, and general handyman projects. I pay attention to detail, keep my work area clean, and communicate clearly with customers from start to finish. My goal is to provide dependable service, fair pricing, and quality results on every job.

3 neighbors recently requested a quote
Avatar for Forster Gutter Solutions
Forster Gutter Solutions
5.0(
30
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Sheboygan, WI and surrounding areas

In business since 2022

Free estimates

Credit card accepted

"Jed was very professional and extremely punctual. I just got my gutters cleaned and had gutter guards installed. Will update this if I encounter any insured with the new gutter guards or if I have to contact them for any repairs/warranty related requests"
Front of Garage (1)
Front of Garage (2)
Garage LeafFilter Install
Back of Garage (2)
Response time1 day
Response rate91%
Recommended by96%of homeowners
Avatar for Milwaukee Gutterglove LLC
Milwaukee Gutterglove LLC
4.0(
245
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Sheboygan, WI and surrounding areas

In business since 2005

Free estimates

Credit card accepted

"Purchased Angie's deal.  It was a bit difficult coordinating the appointment. After that, the original appointment was cancelled last minute due to worker injury  Owner promptly rescheduled for the following week with someone else.  I received courtesy call and workers showed up on time. Gutters on a small ranch home were cleaned in under 30 minutes.  The equipment left more of a mess at the back of my house than I'd anticipated. (On siding, windows and objects below.) In all fairness, the gutters were in bad shape with lots of accumulated debris. This is the first time I've had gutters cleared  on our newly purchased house, so this may just be a common side effect of the work. I have no basis of comparison. Overall, the experience was good and I feel like I paid a fair price.
"
Recommended by82%of homeowners
Avatar for The Brothers That Just Do Gutters
The Brothers That Just Do Gutters
5.0(
3
)
Gutters & Downspouts - Clean

Serving Sheboygan, WI and surrounding areas

In business since 2023

Free estimates

Warranties offered

We are a community minded, client-focused gutter contractor who understands the importance in investing in our employees and providing our clients with a 5-star experience. We believe in the importance of honesty, integrity, and transparency. Because of this, we are fully committed to posting every review; positive, or negative! We do this to not only keep ourselves honest, but to also use as a learning tool to better ourselves as service professionals. As a result, we have gained not only many loyal clients, but also, friends and neighbors. You may even recognize some of them as your own neighbors!

Recommended by100%of homeowners
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Gutter Cleaning FAQs, answered by experts

Installing a leaf protection system that keeps leaves and pine needles out of your gutter downspout is the best way to prevent clogs. Additionally, you may want to remove any trees or branches that are hanging over your downspouts to prevent leaves and branches from making their way into your gutter system. Of course, routine downspout cleaning and inspection can also help you stay ahead of clogs that create water damage at your home.

Icicles don't necessarily mean your gutters are clogged or bad, but they can indicate an underlying issue. While clogged gutters can cause icicles to form, the problem could also be an ice dam on your roof from poor insulation. In that case, melting snow can refreeze in the gutter even without a clog. Regardless of the cause, the weight of the ice can damage your gutters or even rip them completely off the house. If you are unsure of the underlying problem, it's best to call a roofing company to assess the issue and implement a permanent solution.

Using less toilet paper is the easiest way to prevent future clogs. Also, avoid flushing sanitary products, thick paper towels, or hair down the toilet. If you’ve been using a brick in the tank to reduce the water used to flush the toilet, take it out immediately. Bricks will eventually fall apart and clog your toilet drain. Keeping your toilet lid closed also helps avoid future clogs.

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.

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.

The Sheboygan, WI homeowners’ guide to gutter cleaning services

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