Top-rated gutter cleaning pros.

Best gutter cleaning pros near Osceola, WI

Enter your zip and get matched with up to 5 pros

Need a pro for your gutter cleaning project in Osceola, WI?

Select your specific project to find the pro for you.

TRUSTED BY OSCEOLA, WI HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon17
    Verified gutter cleaning services reviews

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

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

Serving Osceola, 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

10983 neighbors recently requested a quote
Recommended by80%of homeowners
Clear Choice Window Clean & Services
5.0(
1
)
Gutters & Downspouts - Clean

Serving Osceola, WI and surrounding areas

Approved

In business since 2011

Free estimates

Credit card accepted

Clear Choice Window Clean & Services, LLC, offers professional carpet cleaning, pressure washing and gutter cleaning services since 2011. We are your cleaning specialist! If you want it clean, call the clear choice. We use the latest technology to ensure that your carpets are cleaned to perfection.

Response time1 day
Recommended by100%of homeowners
Avatar for Clear Sky Cleaning
Clear Sky Cleaning
New to Angi
Gutters & Downspouts - Clean

Serving Osceola, WI and surrounding areas

Approved

Emergency services offered

Small jobs welcome

Credit card accepted

Hi, we are a family owned business with 8 years of experience in the cleaning industry, we’ve learned that a truly clean home or workspace setting is all in the details. We don’t just surface clean; we focus on those often-overlooked spots like ceiling fans and behind appliances to ensure your space feels brand new. Our goal is to give you back your free time by providing a consistent, high-quality clean you can rely on every single week. From routine weekly maintenance to heavy-duty deep cleans, we provide top-tier service tailored to your schedule. We treat every home and/or building with the same care and respect we would our own. We look forward to making your home/work space sparkle!

Bathroom Cleaning
Bedroom Cleaning
Avatar for NY Cleaning Services LLC
NY Cleaning Services LLC
New to Angi
Gutters & Downspouts - Clean

Serving Osceola, WI and surrounding areas

Approved

Hello,\n\nMy name is Nancy, and I am the owner of NY Cleaning Services LLC. We provide reliable, high-quality cleaning services for both residential and commercial clients. Our services include:\n\nDeep Cleaning\nStandard Cleaning\nMove-In/Move-Out Cleaning\nOffice Cleaning\nCommercial Cleaning\n\nAt NY Cleaning Services LLC, we are committed to delivering exceptional service and leaving every space clean, fresh, and welcoming. If you're looking for dependable cleaning services, I would be happy to discuss your cleaning needs and provide a free estimate.\n\nThank you, and I look forward to hearing from you!

Avatar for AJ Epperson
AJ Epperson
New to Angi
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Osceola, WI and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

Hi there! I provide professional exterior pressure washing and softwashing services to help homeowners protect and beautify their biggest investment. I handle driveways, decks, walkways, and siding with the right equipment and care for each specific job. I'm dedicated to reliable scheduling, fair pricing, and making sure you love the final look of your home.

Avatar for Magical Solutions Services
Magical Solutions Services
New to Angi
Gutters & Downspouts - Clean

Serving Osceola, WI and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

Hello! My name is Michael Cole, and I’m proud to provide dependable, high-quality services through MAGICAL SOLUTIONS SERVICES LLC. I believe every customer deserves exceptional service, honest pricing, and results that exceed expectations. Whether you need residential or commercial cleaning, organizing, moving assistance, or junk removal, I approach every job with professionalism, dedication, and attention to detail. Your satisfaction is my priority, and I’m not just here to complete a job—I’m here to earn your trust and become the professional you can always count on! I look forward to making your life easier!

8 neighbors recently requested a quote
...
Showing 1-10 of 79
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.

It’s best to schedule regular gutter cleanings before there’s a major issue, but sometimes life gets in the way. Luckily, a few telltale signs will let you know when to clean your gutters ASAP:

  • You notice built-up debris in your gutters.

  • Your gutters overflow with water when it rains.

  • Water doesn’t readily flow from your downspouts.

  • Your gutters are damaged or visibly leaking.

  • You notice evidence of leaking along your roof, siding, yard, or pavement.

  • Your gutters have pulled away from your roofing or exterior walls.

  • You see water damage on your soffits or fascia.

  • You have weeds growing in your gutters.

  • You start to see ants or other insects around your gutters or in your home.

  • You suddenly have issues with leaks in your crawl space or basement.

Walking on the roof to clean gutters is unsafe and not recommended due to significant safety risks. It is especially dangerous on steep or slippery roofs, or if the roof is wet or covered in leaves, which increases the chance of a fall. In addition to personal injury, walking on the roof can damage shingles, potentially leading to water leaks. Instead of walking on the roof, use a sturdy ladder positioned on a stable surface to access the gutters. Be aware that using a ladder also carries risks, as it can be difficult to maintain balance while performing the work. You can also use ground-based cleaning tools. For safety reasons and to prevent damage to your roof, hiring a professional to clean your gutters is the best and safest option.

Once you’ve installed your gutters, you'll need to maintain them. You should clean your gutters once or twice a year to keep them functioning correctly. But if climbing a ladder and scooping out handfuls of wet leaf gunk is just not your thing, you can hire a professional gutter cleaner near you to do the job. 

Buried downspouts can freeze during cold weather as cold water runs through them. If you’ve discovered your downspouts are frozen, you can carefully pour hot water down the top of the downspout to defrost them. If that doesn’t work, you may need to dig your downspout back up. Avoid trying to break the ice from the exterior using a hammer as this can cause cracks and damage to your downspout.

To avoid freezing the future, consider adding a heating cable to the exterior, which can adjust heat based on the surrounding temperature.

The Osceola, WI homeowners’ guide to gutter cleaning services

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