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TRUSTED BY OAKFIELD, WI HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon23
    Verified gutter cleaning services reviews

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

Avatar for LeafFilter Gutter Protection
LeafFilter Gutter Protection
3.9(
2,584
)
Gutters & Downspouts - Clean

Serving Oakfield, 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

11079 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 Oakfield, WI and surrounding areas

Approved

In business since 2016

Free estimates

Warranties offered

"This was a HUGE project. This very big 1910 farm house needed to be scrapped and repainted, several areas of woodwork needed to be replaced and/or repaired. The scraping team of two people were fast and efficient and they also executed the painting. The owner and his father did the carpentry repairs and did a great job. While repairing several holes in the soffits they discovered that the 2nd floor roof hardly existed, the structure having rotted out over time for a lack of gutters on the 3rd floor roof. They will soon come and replace the roof decking and joists and ribbing. During the painting, I had them trim back the huge trees that were hovering over the house adding to the bad condition of the sides of the house. I can't recommend this fine company enough. Bob Sr. and his son, Bob Jr. run a great "We do it All" company."
After Restoration
Before Restoration
Before Restoration
After Restoration
Before Restoration

+14

Response time1 day
Response rate93%
78 neighbors recently requested a quote
All Heart cleaning services
New to Angi
Gutters & Downspouts - Clean

Serving Oakfield, WI and surrounding areas

Approved

Hi my name is Tiffany, I’ve been a housekeeper for 12+ years. I do residential, commercial, and construction cleans. From basic cleaning to deep cleaning, I have an eye for detail, with great communications skills. This is my way to put a smile on peoples faces walking into a clean home or environment. I love what I do and l would like to continue showing my skills as a cleaner.

KC Cleaning Crew
New to Angi
Gutters & Downspouts - Clean

Serving Oakfield, WI and surrounding areas

Approved

Offers commercial services

At KC Cleaning Crew, we specialize in post construction cleaning and general cleaning that gets your space ready for the spotlight — whether it's a grand opening, new office launch, or a freshly renovated property. We know the final step before opening your doors is making sure everything is spotless, safe, and presentation-ready. That’s where we come in.\n\nAs a proud local business, we’re more than just a cleaning crew — we’re part of the community. We’re committed to supporting other local businesses by providing reliable, detailed cleaning services that help you shine from day one.\n\nFrom dust to debris, we handle the mess so you can focus. We work with you to ensure all your cleaning needs are met with quality and in a timely manner. \n\nClean space and Clean start\n

Three cousins cleaning
New to Angi
Gutters & Downspouts - Clean

Serving Oakfield, WI and surrounding areas

Approved

Three Cousins Cleaning is a family business run by three cousins who are also hardworking moms. We know firsthand how important it is to have a clean and healthy space for your family and your workplace.\n\nWe bring years of experience, strong work ethic, and attention to detail to every job. Our team is reliable, trustworthy, and flexible to fit your schedule. Whether it’s your home or your business, we clean with care and pride.\n\nWhen you choose Three Cousins Cleaning, you’re choosing family, honesty, and quality service.

Avatar for Woodya look at that tree service
Woodya look at that tree service
New to Angi
Gutters & Downspouts - Clean

Serving Oakfield, 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 Rays Property Maintenance LLC
Rays Property Maintenance LLC
New to Angi
Gutters & Downspouts - Clean

Serving Oakfield, WI and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

I’m a dependable, hardworking handyman focused on providing quality work, clear communication, and honest service. I have experience with a variety of home improvement and property maintenance projects, and I take pride in showing up, doing the job right, and treating every home with respect. My goal is to help homeowners, landlords, and property managers with reliable service they can count on for repairs, maintenance, and improvement projects.\n

Solution painting Llc
New to Angi
Gutters & Downspouts - Clean

Serving Oakfield, WI and surrounding areas

Approved

Offers commercial services

Hello! We are a professional painting company serving Madison, Wisconsin, and the surrounding areas. We specialize in interior and exterior painting for homes, apartments, offices, and commercial properties. We are committed to providing quality workmanship, attention to detail, clean and organized work areas, and excellent customer service. From refreshing a single room to painting an entire property, we work hard to deliver beautiful, lasting results. We value honesty, reliability, clear communication, and customer satisfaction. Our goal is to make every project smooth and stress-free while helping customers transform and protect their spaces. Contact us today for a free estimate!

1 neighbors recently requested a quote
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Gutter Cleaning FAQs, answered by experts

At least twice a year, or more if surrounded by trees.

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.

The cost to install a downspout extension or reroute a downspout generally falls between $30 and $200. The final price depends on factors like whether you DIY the project or hire a gutter professional, the complexity of your gutter system, and the length of the new extension. A simple, above-ground DIY installation can cost as little as $30 for materials. In contrast, a more complex project involving professional installation and digging trenches for underground piping could cost over $1,000. This is still a significant saving compared to replacing your entire gutter system, which costs around $1,900 on average.

On a typical three-bedroom home, gutter cleaning takes about one hour. For larger homes, especially those with multiple stories, the job can take two to three hours. The time required may increase if the gutters need extensive cleaning, the roof is steep, the gutters are hard to reach, or if gutter guards need to be uninstalled and reinstalled.

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 Oakfield, WI homeowners’ guide to gutter cleaning services

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