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TRUSTED BY CHESHIRE, MA HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon23
    Verified gutter cleaning services reviews

Verified Reviews for Gutter Cleaning pros in Cheshire, MA

*The Angi rating for Gutter Cleaning companies in Cheshire, MA 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 Cheshire, MA 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 November 17, 2025

Find Gutter cleaning pros in Cheshire

Avatar for Advanced Seamless Gutters

Advanced Seamless Gutters

4.68(
176
)
•Approved Pro

Advanced Seamless Gutters

4.68(
176
)
•Approved Pro
Super Service Award
Customers say: True professional
Recommended by 93% of Angi customers
Recommended by 93% of HomeAdvisor customers
230 local quotes requested

Advanced Basement Waterproofing, LLC. and Advanced Seamless Gutters, Inc. have been the leading basement waterproofing and gutter installation company in Western Massachusetts, Connecticut and surrounding areas for over 20 years. We have installed over 200,000 gutters throughout the area and we have remained a trusted installer with an A+ Better Business Bureau ranking.

"My crew, Joe, Vlad Jr, Nat and supervisor Vlad did an excellent job installing the gutter covers and the zinc strip. They went beyond what I expected. I no longer have to worry about cleaning out my gutters . They treated me like I was their grandmother. So much respect. So polite.. Such sweet men. They did a great job cleaning up afterwards. Thank you guys. Denise Fournier"

DENISE F on November 2024

Advanced Basement Waterproofing, LLC. and Advanced Seamless Gutters, Inc. have been the leading basement waterproofing and gutter installation company in Western Massachusetts, Connecticut and surrounding areas for over 20 years. We have installed over 200,000 gutters throughout the area and we have remained a trusted installer with an A+ Better Business Bureau ranking.

"My crew, Joe, Vlad Jr, Nat and supervisor Vlad did an excellent job installing the gutter covers and the zinc strip. They went beyond what I expected. I no longer have to worry about cleaning out my gutters . They treated me like I was their grandmother. So much respect. So polite.. Such sweet men. They did a great job cleaning up afterwards. Thank you guys. Denise Fournier"

DENISE F on November 2024

LeafFilter Gutter Protection

4.29(
1,488
)
•Approved Pro

LeafFilter Gutter Protection

4.29(
1,488
)
•Approved Pro
Customers say: Quality work
11 local quotes requested
20 years of experience

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 K browns Property Maintenance

K browns Property Maintenance

No reviews yet

K browns Property Maintenance

No reviews yet
Free onsite estimate

K Browns Property maintenence is a locally owned and operated Company in Berkshire County with reliable pricing my areas I cover is and services I offer Handy men work 14 year experience Snow plowing Snow blowing 10 year experience furniture assembly 3 year expensive Any work that you need done around house I am will to help fully licensed and insured Give me call at 413-841-7736 to discuss further on details of stuff you would like done as always stay safe stay blessed and have a great day Richmond ma Pittsfield ma Lanasbroro ma Chesher ma Adams ma And more Depending on job North adams ma

K Browns Property maintenence is a locally owned and operated Company in Berkshire County with reliable pricing my areas I cover is and services I offer Handy men work 14 year experience Snow plowing Snow blowing 10 year experience furniture assembly 3 year expensive Any work that you need done around house I am will to help fully licensed and insured Give me call at 413-841-7736 to discuss further on details of stuff you would like done as always stay safe stay blessed and have a great day Richmond ma Pittsfield ma Lanasbroro ma Chesher ma Adams ma And more Depending on job North adams ma

Eliascarrizoinc

No reviews yet

Eliascarrizoinc

No reviews yet
Free onsite estimate

I can fix brakes and do oil changes and more to vehicles. I can paint clean gutters do lawn services and flooring. I can also fix any iT equipment from any computer to any printer. I can give you references if needed.

I can fix brakes and do oil changes and more to vehicles. I can paint clean gutters do lawn services and flooring. I can also fix any iT equipment from any computer to any printer. I can give you references if needed.

Avatar for Carroll's Handy Services LLC

Carroll's Handy Services LLC

4.90(
73
)

Carroll's Handy Services LLC

4.90(
73
)
Customers say: Quick response
Recommended by 98% of Angi customers
Recommended by 98% of HomeAdvisor customers

We specialize in residential and commercial air duct cleaning & dryer vent cleaning! 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! Check out all the services we offer below and call -or- click to schedule a free estimate today!

"A first class operation!"

Cheryl H on April 2025

We specialize in residential and commercial air duct cleaning & dryer vent cleaning! 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! Check out all the services we offer below and call -or- click to schedule a free estimate today!

"A first class operation!"

Cheryl H on April 2025

Avatar for American Pro Wash

American Pro Wash

No reviews yet

American Pro Wash

No reviews yet
35 years of experience

American Pro Wash is a residential and commercial property washing company specializing in high-pressure water and low-pressure chemical cleaning applications. Roof Cleaning & Treatments | Home Washes | Gutter Cleaning | Concrete Cleaning & Brightening | Power Washing | Soft Washing | General Property Maintenance

American Pro Wash is a residential and commercial property washing company specializing in high-pressure water and low-pressure chemical cleaning applications. Roof Cleaning & Treatments | Home Washes | Gutter Cleaning | Concrete Cleaning & Brightening | Power Washing | Soft Washing | General Property Maintenance

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Gutter Cleaning questions, answered by experts

Avoiding cleaning your gutters can damage not only your gutters and downspouts but also your roof and exterior of your home. Debris buildup in gutters can result in moisture not properly draining. Without a place to go, water and debris can start to eat away at your surrounding roof shingles, attic, insulation, and walls.

Once you’ve installed your gutters, you'll need to maintain them. You should clean your gutters once or twice a year to keep them functioning correctly. But if climbing a ladder and scooping out handfuls of wet leaf gunk is just not your thing, you can hire a professional gutter cleaner near you to do the job. 

Failing to clean leaves out of gutters can lead to blockages, preventing proper water flow. This can cause gutters to overflow, leading to water pooling around your home’s foundation and increasing the risk of basement flooding or structural damage. Stagnant water in clogged gutters can attract pests like mosquitoes and rodents or cause the gutters to sag under the weight of debris. Regular cleaning ensures proper drainage and prevents these costly and inconvenient issues.

Underground downspouts refer to the sections of downspout extensions that lead away from your home and gutter system. While they cost more than traditional extensions, they can provide several benefits, such as less frequent damage and no need to move them for lawn care tasks. Whether they're worth it or not depends on your budget at installation time and how much convenience they'll add to your situation.

First, you’ll want to remove rust stains with a scouring pad. Next, you’ll need to thoroughly clean the galvanized gutters with hot water and mild dish soap—once dry, wipe down the gutters with turpentine (available for around $10). Finally, apply metal primer followed by a coat or two of high-quality exterior latex paint. You can also hire a painting company near you to tackle painting galvanized gutters.

The Cheshire, MA 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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