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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
4 neighbors recently requested a quote
Recommended by93%of homeowners
Paul Turnbull Construction
4.8(
11
)
Gutters & Downspouts - Clean

Serving Prineville, OR and surrounding areas

Approved

In business since 2002

Free estimates

Emergency services offered

Paul Turnbull Handyman provides a wide variety of professional construction services.\n I am committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers interests, and make their concerns the basis of our business.

1 neighbors recently requested a quote
Avatar for Pressure Washer Dude
Pressure Washer Dude
5.0(
1
)
Gutters & Downspouts - Clean

Serving Prineville, OR and surrounding areas

Approved

In business since 2021

Free estimates

Customers say: Quick response

When you are looking for a contractor that follows business practices such as promptly returning phone calls, arriving on time for appointments and following through on promises then call our reputable business today.. We will be the one and only contractor you'll ever need.

Recommended by100%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 Crooked Road Project Pros
Crooked Road Project Pros
5.0(
1
)
Gutters & Downspouts - Clean

Serving Prineville, OR and surrounding areas

Approved

Free estimates

Small jobs welcome

Offers commercial services

We are a family-owned contracting and landscaping business. Founded by family members who are committed to honesty, integrity, and quality. Hailing from the Appalachian mountains we aim to bring the same hard work, determination, and grit to all our projects thats defined the heritage we came from.

After
Before
Tiling after
Before
Before

+2

14 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 Eagle Eye Services
Eagle Eye Services
5.0(
9
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Prineville, OR and surrounding areas

In business since 2020

Free estimates

Credit card accepted

We provide Lawn Care, Mowing, Pressure Washing, and other Lawn Services.\n\nWe guarantee your satisfaction and we won’t leave until the job is done right. We pride ourselves on the quality work we provide, while delivering great customer service! Check out our services offered and call or click to schedule an estimate today!

Overrun with dandelions and crabgrass, this lawn was in desperate need of our help!
Overrun with dandelions and crabgrass, this lawn was in desperate need of our help!
NE Bend Lawn Rescue
NE Bend Lawn Rescue
Additional Photos

+1

Recommended by100%of homeowners
Showing 1-10 of 47
Gutter Cleaning FAQs, answered by experts

Yes, gutters can still get clogged even with gutter guards installed. While guards significantly reduce the amount of debris that enters your gutters, they are not 100% effective.

Small debris such as pine needles, seedlings, algae, small leaves, and pebbles can pass through the guard's screen or mesh and accumulate over time. Clogs can also form if the guards themselves are not cleaned and become overwhelmed with debris on top, preventing water from entering the gutter.

If this buildup is neglected, it can lead to clogs, water leaks, mold growth, and even plants sprouting from the gutters. The primary benefit of gutter guards is not the complete elimination of maintenance, but a dramatic reduction in how often you need to perform it, often from several times a year to just once a year or less.

Regular inspections, occasional rinsing, and removing large debris ensure long-term functionality.

Yes, professionals can spot and rectify downspout issues such as clogs, leaks, or disconnections during cleaning. They ensure proper water flow, protecting the building's foundation and preventing water damage or erosion.

Frequently, when water flows over gutters, it indicates a potential clog, necessitating cleaning. For instance, if a twig becomes lodged in the downspout, it can lead to a traffic jam, causing more leaves and sticks to accumulate. Another potential issue is an incorrect pitch, as gutters should channel water toward the downspout. If you observe water overflowing the end cap or leaking through it, it suggests that your gutters are improperly tilted.

Regular cleaning, checking for leaks, and ensuring that downspouts direct water away from the foundation help prolong gutter life.

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.