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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

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Gutter Cleaning FAQs, answered by experts

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

Ensures thorough cleaning, preventing blockages and potential water damage.

Regular cleaning to remove debris and ensure functionality throughout the year.

Gutter guards and covers can minimize debris accumulation.

Yes, you can use a pressure washer to effectively clean debris, dirt, and grime from your gutters, but it must be done with caution to avoid damage. Always use a low-pressure setting, with a recommended range between 1,200 and 1,800 PSI. Excessive pressure can bend or dent aluminum gutters, damage seams, peel paint, or even knock shingles off your roof, potentially leading to leaks and moisture issues. For a safer alternative, consider soft washing or cleaning them by hand. When using a pressure washer, it is safer to use gutter elbow extensions from the ground rather than climbing a ladder, as the force can cause instability. Due to the risks, you may want to hire a licensed and insured contractor for the job.

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.