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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 October 27, 2025

Find Gutter cleaning pros in Cheshire

LeafFilter Gutter Protection

1595 Georgetown Road
4.29(
1,488
)
•Approved Pro

LeafFilter Gutter Protection

1595 Georgetown Road
4.29(
1,488
)
•Approved Pro
Customers say: Quality work
20 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 Advanced Seamless Gutters

Advanced Seamless Gutters

44 Blanche Street
4.68(
176
)
•Approved Pro

Advanced Seamless Gutters

44 Blanche Street
4.68(
176
)
•Approved Pro
Super Service Award
Customers say: True professional
Recommended by 93% of Angi customers
Recommended by 93% of HomeAdvisor customers
231 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

Avatar for Tejada's Remodeling Inc

Tejada's Remodeling Inc

4.83(
24
)

Tejada's Remodeling Inc

4.83(
24
)
Customers say: Quality work
Recommended by 95% of Angi customers
Recommended by 95% of HomeAdvisor customers

Good work guarantee. I love making our customer's happy

"I was very impressed working with this company. Communication was superb right off the bat. We went over the job in detail, and it was completed perfectly. The company is very professional and pays attention to every detail. The price was good too! They also cleaned the area thoroughly and my property looks exquisite. Hire this company with confidence. Thank you!"

John C on October 2025

Good work guarantee. I love making our customer's happy

"I was very impressed working with this company. Communication was superb right off the bat. We went over the job in detail, and it was completed perfectly. The company is very professional and pays attention to every detail. The price was good too! They also cleaned the area thoroughly and my property looks exquisite. Hire this company with confidence. Thank you!"

John C on October 2025

Avatar for K browns Property Maintenance

K browns Property Maintenance

Wellington Ave
No reviews yet

K browns Property Maintenance

Wellington Ave
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

PO BOX 110461
4.90(
73
)

Carroll's Handy Services LLC

PO BOX 110461
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

Franklin St.
No reviews yet

American Pro Wash

Franklin St.
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

Avatar for The Empire Company

The Empire Company

459 E River St
4.95(
93
)

The Empire Company

459 E River St
4.95(
93
)
Customers say: Quality work
Recommended by 98% of Angi customers
Recommended by 98% of HomeAdvisor customers

We know how important it is to choose a company that will meet and exceed your expectations. We work with honesty and partner with our customers, as we're both always seeking 100% satisfaction.We're a family owned business. My wife and I run this to have a better life for our families. We offer interior & exterior painting, all types of handyman work, pressure washing, and housecleaning services.

"Excellent job! Took care of a fair amount of carpentry to get things looking good. Bruno was very responsive to how I wanted things to look and adjusted as necessary. Everyone loves how things came out. Highly recommend!"

Michael T on September 2025

We know how important it is to choose a company that will meet and exceed your expectations. We work with honesty and partner with our customers, as we're both always seeking 100% satisfaction.We're a family owned business. My wife and I run this to have a better life for our families. We offer interior & exterior painting, all types of handyman work, pressure washing, and housecleaning services.

"Excellent job! Took care of a fair amount of carpentry to get things looking good. Bruno was very responsive to how I wanted things to look and adjusted as necessary. Everyone loves how things came out. Highly recommend!"

Michael T on September 2025

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Gutter Cleaning questions, answered by experts

No—gutters should be designed and properly installed so they are ready to handle any level of rainflow from your roof. If you notice pooling water around your gutters or on the roof, it’s imperative that you contact a gutter repair pro near you—the slope of your gutters could be off and need adjusting.

While you don't technically need different gutters for metal roofs than you do for other types of roofs, most metal roofs use a half-round or K-style gutter system. On top of that, your gutters will need more brackets than homes that have shingle roofs since the gutters won’t fit as flush against the fascia as they would against traditional roofing systems, where they’re installed to the roof deck.

Vinyl is the cheapest gutter material, averaging around $3 per linear foot. They’re more affordable than other materials because they’re easier to install and more lightweight—which, unfortunately, also makes them less durable. But if you live in an area with a relatively mild climate throughout the year, vinyl should serve your home well for over a decade.

While minimal drippage may not be problematic, gutters that are constantly leaking or overflowing indicate damage or improper installation. A rain chain gutter or other ornamental feature may produce more dripping than usual. Likewise, rain dispersal systems may also cause water to sprinkle to the ground. However, if you notice pools of water or flooding around your property, then it’s a good idea to have your gutter system inspected.

The first rule of knowing how to install gutters is that water coming from gutters should be directed 4 feet to 6 feet away from your home. Depending on the specifics of your property, water can be directed to a cistern, municipal drainage ditch, or the street. Water should never be directed toward a neighbor's yard.

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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