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Best gutter cleaning pros near Prineville, OR

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

Avatar for James Roofing, LLC
James Roofing, LLC
4.8(
54
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Prineville, OR and surrounding areas

Approved

In business since 2017

Free estimates

Emergency services offered

"The original install was in 2019. We bought the house in 2022. After multiple leaks and almost a dozen "professionals" out to inspect, no one could figure out why my ceiling was leaking. So, we decided to try to find who did the original roof and call them on a warranty. After the roof was installed, the owner did a bunch of additions which ended up creating a lift in the flashing and shingles the gutters were just dumping water into the crease. Within 5 minutes of inspection, Cody figured it out right away. Not only did he fix it the very next day, but he stood by his business and didn't even charge us for the repair, and is coming back to do a moss treatment next week! This man has integrity and I will most definitely hire him again!"
Complete with ventridge ventilation
Complete roofing system
Proper ladder placement and an excellent roof
Back of house
Front of house

+23

Response time2 days
6 neighbors recently requested a quote
Recommended by93%of homeowners
Avatar for JK Cleanup and Hauling LLC
JK Cleanup and Hauling LLC
5.0(
1
)
Gutters & Downspouts - Clean

Serving Prineville, OR and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

Hi, we’re Jose and Dakota, co-owners of JK Cleanup & Hauling LLC, proudly born and raised in Prineville and serving all of Central Oregon.\n\nWe specialize in junk removal, property cleanups, hauling, light demolition, handyman work, yard debris removal, moving services, and more. Whether it’s a garage cleanout, rental turnover, fascia repair, trim work, gravel touch-ups, or helping move heavy furniture — we show up ready to work and get it done right.\n\nWe’re licensed & insured, locally owned, and hands-on with every job. When you hire JK, you’re working directly with us — not a big crew you’ve never met. We take pride in clear communication, fair pricing, and leaving your property cleaner than we found it.\n\nIf you’re looking for dependable, hardworking local guys who stand behind their work — we’d be happy to help.

1 neighbors recently requested a quote
Avatar for Ryan's Property Maintenance
Ryan's Property Maintenance
New to Angi
Gutters & Downspouts - Clean

Serving Prineville, OR and surrounding areas

Approved

Free estimates

Small jobs welcome

Offers commercial services

Solo owner/Operator with 8 years experience. I was a golf course assistant Superintendent then promoted to Landscape Manager at the beautiful Brasada Ranch Resort. Both of those positions require a very keen eye, knowledge, hardwork, dependability and taking pride in your work. I love what I do and it shows in the quality of the finished product. People deserve to have the beautiful landscape they want. Let's envision togther and make it happen! Services I provide include: mowing, trimming, edging, leaf/debris clean up, high powered backpack blowing, pruning, weeding, fertilizing (nutrients only, no pestcides) aerify, dethatch and pressure washing. Look forward to meeting you and exceeding your expectations.\n\nThank you,\nRyan

Avatar for Cascade Power Clean, LLC
Cascade Power Clean, LLC
4.9(
10
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Prineville, OR and surrounding areas

In business since 2019

Free estimates

Credit card accepted

"Highly recommend. He did amazing work getting everything clean for the home we were putting on the market. He was even able to get off some soot stains on paint that a prior cleaner said they couldnâ t remove. The house looked the best it had in years. He also looked out for the birds nest with some baby birds under the covered patio :). He easy to get ahold of, was timely, scheduled quickly and affordable."
Response time7 hrs
Response rate85%
Recommended by100%of homeowners
Showing 1-10 of 47
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.

Absolutely—and lots of it. Overflowing water from your gutters can damage your siding and your roof. All of the moisture getting into the cracks and crevices of your home can lead to mold or mildew problems down the line. In addition, when water pools around your home, it needs a place to go—and sometimes it ends up inside the house, creating a very unwanted flood.

Hiring a local gutter cleaner costs an average of $119 to $228. For many homeowners, it’s worth bringing in a pro to make sure there’s a regular cleaning schedule and that the job is done thoroughly. A pro can also inspect your gutters and roofline and flag any issues before you start experiencing costly mold, rot, or water damage.

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. 

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 Prineville, OR homeowners’ guide to gutter cleaning services

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