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TRUSTED BY WINCHESTER, OR HOMEOWNERS

  • Average homeowner rating star icon4.7
    Average homeowner rating
  • Verified reviews icon24
    Verified gutter cleaning services reviews

Verified Reviews for Gutter Cleaning pros in Winchester, OR

*The Angi rating for Gutter Cleaning companies in Winchester, 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 Winchester, 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 January 20, 2026

Find Gutter cleaning pros in Winchester

Avatar for Around The House Home Maintenance, LLC

Around The House Home Maintenance, LLC

4.96(
68
)
•Approved Pro

Around The House Home Maintenance, LLC

4.96(
68
)
•Approved Pro
Customers say: Quality work
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
11 years of experience

Thank you for choosing Around the House Home Maintenance LLC. I pride myself on being the best handyman and service man in the area. I have built an excellent reputation for customer satisfaction by providing quick estimates, having great attention to detail, and competitive pricing. Being a screened and approved professional gives you the peace of mind you need to allow me to give your home the attention it deserves. Call me today and let's get started!

"He has retired and is no longer taking on jobs. October 2024"

Linda E on October 2024

Thank you for choosing Around the House Home Maintenance LLC. I pride myself on being the best handyman and service man in the area. I have built an excellent reputation for customer satisfaction by providing quick estimates, having great attention to detail, and competitive pricing. Being a screened and approved professional gives you the peace of mind you need to allow me to give your home the attention it deserves. Call me today and let's get started!

"He has retired and is no longer taking on jobs. October 2024"

Linda E on October 2024

Avatar for Quinn Services

Quinn Services

5.00(
19
)
•Approved Pro

Quinn Services

5.00(
19
)
•Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

I specialize in window cleaning, gutter cleaning, roof cleaning/moss removal, deck revitalizeation, and pressure washing of houses- fences- driveways. I have over a decade of experience in the trade and guarantee my work. Have flexible scheduling and am very dependable.

"Absolutely perfect. The consumate professional. I might never clean my gutters again. I highly recommend this young man. Couldn't be happier. Bob T"

Bob T on October 2021

I specialize in window cleaning, gutter cleaning, roof cleaning/moss removal, deck revitalizeation, and pressure washing of houses- fences- driveways. I have over a decade of experience in the trade and guarantee my work. Have flexible scheduling and am very dependable.

"Absolutely perfect. The consumate professional. I might never clean my gutters again. I highly recommend this young man. Couldn't be happier. Bob T"

Bob T on October 2021

Avatar for LeafFilter Gutter Protection

LeafFilter Gutter Protection

4.30(
1,534
)
•Approved Pro

LeafFilter Gutter Protection

4.30(
1,534
)
•Approved Pro
Customers say: Quality work
21 years of experience
Free onsite estimate

As the most reliable gutter protection brand in North America, LeafFilter Gutter Protection has improved the strength and longevity of gutter systems from coast to coast. The LeafFilter team provides gutter replacement, cleaning, and repairs in addition to installing gutter guards. From its innovative design and award-winning technology to its professional installation, LeafFilter protects the value of your home and is the perfect complement to your roof. Its patented three-piece system features a stainless steel micromesh screen, structural hangers, and uPVC framing to optimize debris repellence and weather resistance.

"Still waiting on install, but the sales process was a breeze"

Claire M on January 2026

As the most reliable gutter protection brand in North America, LeafFilter Gutter Protection has improved the strength and longevity of gutter systems from coast to coast. The LeafFilter team provides gutter replacement, cleaning, and repairs in addition to installing gutter guards. From its innovative design and award-winning technology to its professional installation, LeafFilter protects the value of your home and is the perfect complement to your roof. Its patented three-piece system features a stainless steel micromesh screen, structural hangers, and uPVC framing to optimize debris repellence and weather resistance.

"Still waiting on install, but the sales process was a breeze"

Claire M on January 2026

LeafFilter Gutter Protection

4.29(
1,488
)
•Approved Pro

LeafFilter Gutter Protection

4.29(
1,488
)
•Approved Pro
Customers say: Quality work
21 years of experience
Free onsite estimate

As the most reliable gutter protection brand in North America, LeafFilter Gutter Protection has improved the strength and longevity of gutter systems from coast to coast. The LeafFilter team provides gutter replacement, cleaning, and repairs in addition to installing gutter guards. From its innovative design and award-winning technology to its professional installation, LeafFilter protects the value of your home and is the perfect complement to your roof. Its patented three-piece system features a stainless steel micromesh screen, structural hangers, and uPVC framing to optimize debris repellence and weather resistance.

"Professional and fair pricing"

Patrick K on February 2025

As the most reliable gutter protection brand in North America, LeafFilter Gutter Protection has improved the strength and longevity of gutter systems from coast to coast. The LeafFilter team provides gutter replacement, cleaning, and repairs in addition to installing gutter guards. From its innovative design and award-winning technology to its professional installation, LeafFilter protects the value of your home and is the perfect complement to your roof. Its patented three-piece system features a stainless steel micromesh screen, structural hangers, and uPVC framing to optimize debris repellence and weather resistance.

"Professional and fair pricing"

Patrick K on February 2025

Avatar for Squeegee Bros

Squeegee Bros

5.00(
1
)
•Approved Pro

Squeegee Bros

5.00(
1
)
•Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
5 years of experience

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

Avatar for Matthew G Hunter

Matthew G Hunter

5.00(
81
)

Matthew G Hunter

5.00(
81
)
Customers say: True professional
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

Owner operated. Uses subs for electrical & plumbing. License number - 166860. May contact through email. Doors, fencing, decks, just about any type of handyman job.

"My carport collapsed from very wet, heavy snow. Even though it was a very busy time for him, Matt Hunter came up with a week of when I contacted him. The final cost of the job was less than his estimate and the new carport is much sturdier and better looking than the previous one. He also installed two handrails for the staircase inside my house and a grab bar in my shower. The cost was more than fair and the quality of the finished work was great. I would highly recommend Matt for any construction project."

Kent R on April 2021

Owner operated. Uses subs for electrical & plumbing. License number - 166860. May contact through email. Doors, fencing, decks, just about any type of handyman job.

"My carport collapsed from very wet, heavy snow. Even though it was a very busy time for him, Matt Hunter came up with a week of when I contacted him. The final cost of the job was less than his estimate and the new carport is much sturdier and better looking than the previous one. He also installed two handrails for the staircase inside my house and a grab bar in my shower. The cost was more than fair and the quality of the finished work was great. I would highly recommend Matt for any construction project."

Kent R on April 2021

Avatar for Gleaming The View

Gleaming The View

4.78(
487
)

Gleaming The View

4.78(
487
)
Customers say: Super punctual
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor customers

Established in 2000, Gleaming the View Inc. has been serving our customers needs with the utmost of care. Whatever service your considering, you can rest assured your getting a great deal and the projects are in the right hands for the job. Quotes are always free. Costs are always competitive.

"It was the most unpleasant stressfull experience I ever had! We agreed for 250$, guy come out with Husky dog, was smoking cigares while working. He knew house size, was here before. After work was done he asked for 400$!! When I asked why, he started to bully me, moved big heavy card on our parking lot, then asked for 500$ , and my credit card number. He also was threatening me that he will come back and brake my gutters! Scam! Awful services, not professional at all."

Julia C on October 2021

Established in 2000, Gleaming the View Inc. has been serving our customers needs with the utmost of care. Whatever service your considering, you can rest assured your getting a great deal and the projects are in the right hands for the job. Quotes are always free. Costs are always competitive.

"It was the most unpleasant stressfull experience I ever had! We agreed for 250$, guy come out with Husky dog, was smoking cigares while working. He knew house size, was here before. After work was done he asked for 400$!! When I asked why, he started to bully me, moved big heavy card on our parking lot, then asked for 500$ , and my credit card number. He also was threatening me that he will come back and brake my gutters! Scam! Awful services, not professional at all."

Julia C on October 2021

Avatar for Perfect Lawn Care

Perfect Lawn Care

5.00(
24
)

Perfect Lawn Care

5.00(
24
)
Customers say: Quality work
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

We have the experience and dedication to get the job done right! Specializing in lawn and yard services; We 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!

"These guys are awesome! Rene has been taking care of my yard for four years, across two different houses, and he's always done a spectacular job. The whole crew is very efficient, organized, and friendly! They're super easy to work with and great at managing special projects. They're also quite affordable! I'll definitely be using Perfect Lawn Care as long as I live in the valley."

Collin P on May 2025

We have the experience and dedication to get the job done right! Specializing in lawn and yard services; We 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!

"These guys are awesome! Rene has been taking care of my yard for four years, across two different houses, and he's always done a spectacular job. The whole crew is very efficient, organized, and friendly! They're super easy to work with and great at managing special projects. They're also quite affordable! I'll definitely be using Perfect Lawn Care as long as I live in the valley."

Collin P on May 2025

CASCADE SIDING & ROOF RESTORATION

4.74(
31
)

CASCADE SIDING & ROOF RESTORATION

4.74(
31
)
Customers say: Quality work
Recommended by 93% of Angi customers
Recommended by 93% of HomeAdvisor customers

Oregon based since 1993 4-6 employees (seasonal) VISA/MC, CCB#174644 Home-show/ new customer/ repeat business/ senior DISCOUNTS OSHA compliant practices!

Oregon based since 1993 4-6 employees (seasonal) VISA/MC, CCB#174644 Home-show/ new customer/ repeat business/ senior DISCOUNTS OSHA compliant practices!

Pacific Chimney & Masonry LLC

5.00(
9
)

Pacific Chimney & Masonry LLC

5.00(
9
)
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

Pacific Chimney and Masonry LLC; OR CCB #197597 PH#: 503-997-9018

"Vasiliy is an amazingly talented craftsman with many talents and years of experience. Our nearly 100 year old deteriorating brick chimney was leaking water into the interior of the house and had to be repaired. Vasiliy came highly recommended to me by one of the best contractors in Portland, and I called upon him to fix it. The chimney was red brick, but Vasiliy suggested a lighter, golden color brick as it was more economical. Since our house is yellow, the golden color looked even better than red brick would have, and I saved money. The chimney is beautiful, and the repair/rebuild was so well done that Ithink it will last another 100 years,"

Nancy B on January 2025

Pacific Chimney and Masonry LLC; OR CCB #197597 PH#: 503-997-9018

"Vasiliy is an amazingly talented craftsman with many talents and years of experience. Our nearly 100 year old deteriorating brick chimney was leaking water into the interior of the house and had to be repaired. Vasiliy came highly recommended to me by one of the best contractors in Portland, and I called upon him to fix it. The chimney was red brick, but Vasiliy suggested a lighter, golden color brick as it was more economical. Since our house is yellow, the golden color looked even better than red brick would have, and I saved money. The chimney is beautiful, and the repair/rebuild was so well done that Ithink it will last another 100 years,"

Nancy B on January 2025

Showing 1-10 of 37
Gutter Cleaning questions, answered by experts

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.

Icicles can form if your gutters are clogged, but that’s not always the issue. You could also have an ice dam on your roof from poor insulation inside. In that case, the melting snow can refreeze in the gutter even if there isn’t a clog. If you’re unsure of the underlying problem, call in a roofing company to assess the issue and implement a permanent solution for you.

For your gutters to function properly, you need downspouts (or a comparable alternative, like a rain chain) to carry water away from the roof and the foundation below. Without them, water would just pool in the gutters, leading to overflow and corrosion.

Aluminum gutters can be seamed or seamless. A seamed gutter system comes in pieces that can be joined together for easy installation. A more expensive alternative is a seamless gutter that's part of a custom fascia-style system that doesn't have gaps. A seamless system is generally considered better for preventing clogs, leaks, and cracking.

If you don’t have the right gutter sizes installed, the water may not flow properly. Small gutters need a sharper slope to move the water faster before it can overflow. Larger gutters can hold more water if you must use a shallow slope on the length of the gutter. A gutter installer can provide advice on the right gutter size.

The Winchester, 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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