
Get matched with top gutter cleaning pros in Trail, OR
There are 2 highly-rated local gutter cleaning pros.
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TRUSTED BY TRAIL, OR HOMEOWNERS
4.7
Average homeowner rating175
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Verified Reviews for Gutter Cleaning pros in Trail, OR
*The Angi rating for Gutter Cleaning companies in Trail, OR is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Cleaning needs.
*The HomeAdvisor rating for Gutter Cleaning companies in Trail, OR is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Cleaning needs.
Last update on October 05, 2025
Find Gutter cleaning pros in Trail

Infinity Pro Maintenance LLC
Infinity Pro Maintenance LLC
Infinity Pro Maintenance LLC in Medford, OR offers top-notch landscape services: maintenance, clean-up, hedge trimming, fuel reduction, leaf removal, plowing, pruning, mowing, edging, and trimming. Plus, enjoy free estimates and discounts! We serve in Medford, OR, Phoenix OR; Central Point OR; Eagle Point OR; White OR; Talent OR; and the surrounding areas. For more information visit our website: https://landscaperinmedfordor.com/
"Focused on job. Came on date & Time scheduled. Were polite & courteous. Yard looks very nice now. My realtor is going to use thèm on jobs for her properties. She was very Pleased to see how Nice The yard looks. People looking at my home made positive comments about The yard. Great job."
Tamera W on September 2025
Infinity Pro Maintenance LLC in Medford, OR offers top-notch landscape services: maintenance, clean-up, hedge trimming, fuel reduction, leaf removal, plowing, pruning, mowing, edging, and trimming. Plus, enjoy free estimates and discounts! We serve in Medford, OR, Phoenix OR; Central Point OR; Eagle Point OR; White OR; Talent OR; and the surrounding areas. For more information visit our website: https://landscaperinmedfordor.com/
"Focused on job. Came on date & Time scheduled. Were polite & courteous. Yard looks very nice now. My realtor is going to use thèm on jobs for her properties. She was very Pleased to see how Nice The yard looks. People looking at my home made positive comments about The yard. Great job."
Tamera W on September 2025

Squeegee Bros
Squeegee Bros
With several years of experience, we work hard to bring each customer the best possible service and quality available. We look forward to working with you on your next project. We welcome your questions and thank you for your interest.
"Cougar Sheldrake was very thorough and cleaned up after himself. He was very professional and had all the appropriate tools. Overall I was very pleased with his service!"
Gean C on January 2022
With several years of experience, we work hard to bring each customer the best possible service and quality available. We look forward to working with you on your next project. We welcome your questions and thank you for your interest.
"Cougar Sheldrake was very thorough and cleaned up after himself. He was very professional and had all the appropriate tools. Overall I was very pleased with his service!"
Gean C on January 2022

Rogue Pro Softwash
Rogue Pro Softwash
Our Mission: We are committed to providing every home and business owner in the Rogue Valley with the best service of exterior cleaning to our specialty of Roof Moss Removal And Treatment backed by our guarantee.
"They are very curtious friendly and professional. Did a good job and fast, I would have them back to wash my R.V. in a minute."
Millie M on July 2023
Our Mission: We are committed to providing every home and business owner in the Rogue Valley with the best service of exterior cleaning to our specialty of Roof Moss Removal And Treatment backed by our guarantee.
"They are very curtious friendly and professional. Did a good job and fast, I would have them back to wash my R.V. in a minute."
Millie M on July 2023
Keith Bollhoefer
Keith Bollhoefer
I have been a professional roofer for over 7 years, with extensive knowledge on safe conduct working on ladders, tile roofs, metals roofs, two story houses, and steep pitch roofs. I follow all safety regulations and wear a harness and rope at all times while operating on a roof. I pride myself on thoroughness and efficiency, with customer satisfaction being my number one goal.
I have been a professional roofer for over 7 years, with extensive knowledge on safe conduct working on ladders, tile roofs, metals roofs, two story houses, and steep pitch roofs. I follow all safety regulations and wear a harness and rope at all times while operating on a roof. I pride myself on thoroughness and efficiency, with customer satisfaction being my number one goal.
The Movers
The Movers
Moving labor service offering packing and unpacking along with loading and unloading, we do not provide or drive a truck. Family owned and operated with a combined 25 years of logistics experience. Let us take the labor out of your move.
Moving labor service offering packing and unpacking along with loading and unloading, we do not provide or drive a truck. Family owned and operated with a combined 25 years of logistics experience. Let us take the labor out of your move.
M. C. Hammers Contracting
M. C. Hammers Contracting
M. C. Hammers Contracting is proud to offer Handyman services to the greater Douglas County Area. Built on service owner / operators Mike and Corey come from law enforcement and military backgrounds bringing the same professionalism and dedication to your projects.
"The job M.C. Hammers did was exceptional! Great work ethics! They arrived on time, were courteous, and knowledgable about putting the gazebo together. It had a lot of parts and pieces, and they went the extra mile to get the job finished. They also installed a bar that went with the gazebo that wasn't factored in the build. They did a fantastic job. I will hire them to do other jobs for me in the future."
Lynn A on October 2023
M. C. Hammers Contracting is proud to offer Handyman services to the greater Douglas County Area. Built on service owner / operators Mike and Corey come from law enforcement and military backgrounds bringing the same professionalism and dedication to your projects.
"The job M.C. Hammers did was exceptional! Great work ethics! They arrived on time, were courteous, and knowledgable about putting the gazebo together. It had a lot of parts and pieces, and they went the extra mile to get the job finished. They also installed a bar that went with the gazebo that wasn't factored in the build. They did a fantastic job. I will hire them to do other jobs for me in the future."
Lynn A on October 2023
Rogue Pro Softwash
Rogue Pro Softwash
"Rogue Pro SoftWash is proud to offer Moss Removal, Pressure washing and soft washing, Patio/Deck, House washing, Roof cleaning, Gutter cleaning/Brightening, Graffiti Removal, Wood Fence/Deck Renewal and more to the Rogue Valley and surrounding areas in Southern Oregon."
"Rogue Pro SoftWash is proud to offer Moss Removal, Pressure washing and soft washing, Patio/Deck, House washing, Roof cleaning, Gutter cleaning/Brightening, Graffiti Removal, Wood Fence/Deck Renewal and more to the Rogue Valley and surrounding areas in Southern Oregon."
Grays Complete Care
Grays Complete Care
Owner-Operated new landscaping business born and raised here in the rogue valley. I offer anything from simple leaf and gutter cleanings up to landscape construction. My goal is to make your life a little easier.
Owner-Operated new landscaping business born and raised here in the rogue valley. I offer anything from simple leaf and gutter cleanings up to landscape construction. My goal is to make your life a little easier.
The Clean Team
The Clean Team
The Clean Team is a family owned business that wants everyone to feel like family. We specialize in residential and commercial cleaning. We are trained and certified through the Department of Labor in housekeeping. We will do anything from floor to ceiling, including windows and gutters. If you need it done, we can do it.
The Clean Team is a family owned business that wants everyone to feel like family. We specialize in residential and commercial cleaning. We are trained and certified through the Department of Labor in housekeeping. We will do anything from floor to ceiling, including windows and gutters. If you need it done, we can do it.
FAQs for gutter cleaning projects in Trail, OR
Yes, it’s okay to use a pressure washer to clear and clean your gutters. Be careful to avoid the outside of the gutters, as getting too close with the powerwasher can peel away the paint. Also, be careful to avoid causing any damage to seams that may be in the corners or along the length of the gutter.
Gutter cleaning costs about $170 on average, ranging from about $75 to $400. Cost factors include the type, length, and height of your gutters. A multiple-story home with gutters high off the ground and accessible only by ladder or working on a steep roof will cost more than a single-story house with a relatively flat roof.
Gutters should be cleaned at least twice a year, in the spring and in the fall, to remove the debris from trees that can clog the eavestroughs and downspouts. Debris like leaves, twigs, and seed pods can build up and cause your gutters to overflow, potentially causing damage to your roof and foundation. Water backing up under the shingles can rot the edge of your roofline. Overflow water falling next to your foundation can end up leaking into your basement or crawl space.
Yes, gutter cleaning methods without using a ladder are available, including:
A curved wand attachment for your hose
Gutter tongs on an extension pole
A leaf blower gutter cleaning kit
Vacuum designed for cleaning gutters
Just be sure that your downspouts are connected and can direct water away from the house if you’re using a water-powered method. This will keep the water from dumping next to the house.
You can clean the gutters on a two-story house using gutter tongs on an extension pole. However, cleaning second-story gutters from a ladder or the roof is very dangerous and should be done by a professional.
The Trail, OR homeowners’ guide to gutter cleaning services
From average costs to expert advice, get all the answers you need to get your job done.
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This guide to gutter cleaning costs provides estimates for cleaning different types of gutters, tips for saving money on gutter cleaning, and answers to how to clean gutters.
Learn how to unclog a downspout to keep your gutters working properly.
What is gutter cleaning, and why is it important? From benefits and cost to recommended cleaning frequency, we bring you essential gutter cleaning basics you need to know.
Gutters clogged with debris can cause your system to leak, sending water down the side of your home and into your foundation. Learn how this problem can lead to soil erosion, slab foundation damage, and basement column damage.
Learn about the downspout cleaning tools to buy to prevent gutter clogs that can cause water to pool near your basement or foundation.
Regular gutter cleaning protects your home from water damage. Find out how often you should clean your gutters and look for signs like accumulated debris.
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- 🌱 "Mow a small front yard"
- đź› "Fix a leaking pipe under the sink"
- 🏠"Repair shingles on an asphalt roof"