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Find Gutters & downspouts cleaners in Prineville

Avatar for James Roofing, LLC
James Roofing, LLC
4.8(
48
)

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 JR All Haul
JR All Haul
5.0(
4
)

Serving Prineville, OR and surrounding areas

Approved

In business since 2023

Free estimates

Emergency services offered

"They were very responsive. They came on the day requested and were very professional and good at making sure that they were doing everything that we wanted done. The yard debris was cleaned up in a timely manner."
Response time5 hrs
23 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for Pressure Washer Dude
Pressure Washer Dude
5.0(
1
)

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
)

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.

7 neighbors recently requested a quote
Avatar for Bend Window Cleaning - Crystal Clear Cleaning Inc
Bend Window Cleaning - Crystal Clear Cleaning Inc
5.0(
67
)

Serving Prineville, OR and surrounding areas

In business since 1984

Free estimates

Emergency services offered

"Bend Window Cleaning is an excellent company!! Amy was so accommodating, fitting us into their very busy schedule. Connor and his crew member were very professional, friendly, and courteous. They were very thorough, making our windows clean and beautiful! We have used Bend Window Cleaning in the past, with equally excellent results, and will continue to use their services in the future! We highly recommend Bend Window Cleaning for their great customer service and excellent workmanship!! Cheryl C. Sunriver, OR"
Recommended by98%of homeowners
B & R Continuous Guttering Co Inc
4.6(
11
)

Serving Prineville, OR and surrounding areas

In business since 1978

Free estimates

Warranties offered

"I cannot speak highly enough of Band R Gutters. They have always been prompt at responding to my needs. They are courteous always very friendly every time they came out. They installed some gutters for us per our specs but then I decided I wanted things changed and they came right out and made it happen without any problems at all. I always felt like their motto was definitely and quot;the customer is always rightand quot; and they bent over backwards to make sure we were satisfied with their product. We love our new gutters and I highly recommend them. <br />"
Recommended by100%of homeowners
Avatar for Cleaner Living NW
Cleaner Living NW
5.0(
8
)

Serving Prineville, OR and surrounding areas

In business since 2014

Free estimates

Emergency services offered

"We have had our house cleaned by various folks over the past 30 years, but none have done as good a job as the 5 Star cleaning done yesterday by Geneva. The house just sparkles!! And Geneva is especially wonderful to work with. I am so glad we hooked up with Cleaner Living NW and with Geneva."
Recommended by100%of homeowners
Showing 1-10 of 37
FAQs for gutters & downspouts cleaning service projects in Prineville, OR

You’ll want to clean gutters once or twice a year—in early spring and again in fall—to keep water flowing and avoid pricey leaks. Homes tucked beneath tall trees or hit with heavy debris may need two to four visits instead. Staying on schedule protects your roof, siding, and foundation from costly water damage.

Even with gutter guards, plan on an occasional cleaning—just not as often as homes without guards. Installing gutter guards blocks leaves, but grit and shingle granules still slip through and pile up over time. A quick sweep keeps water moving and stops overflow that can damage your roof or foundation.

Watch for overflowing water, slow or silent downspouts, sagging sections, or debris peeking over the gutter edge. You might also spot water stains, weeds, or an increasing number of ants in certain areas. Any of these red flags means it’s time to call a gutter cleaning pro for service before minor clogs turn into major leaks.

Skip cleanings for too long and gutters overflow, sending water under shingles, down siding, and toward the foundation. The result can be mold, rotted fascia, basement leaks, and repair bills that dwarf the price of a quick cleaning. It can also mean that future cleanings will be more expensive as it will take pros longer to deep clean gutters that are full of heavy debris. Staying on schedule saves money and headaches.

Plan on gutter cleaning service to take an average of one hour for an average single-story home and two to three hours for taller houses. Add extra time if gutter guards need to come off or clogs are packed in. Pros work methodically, clearing every linear foot so water can flow freely again.

The Prineville, OR homeowners’ guide to gutters & downspouts cleaning services

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