
Get matched with top gutter cleaning pros in Cheshire, MA
There are 5 highly-rated local gutter cleaning pros.
Need a pro for your gutter cleaning project in Cheshire, MA?
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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 04, 2025
Find Gutter cleaning pros in Cheshire

JHL Home Services
JHL Home Services
JHL Home Services has been proudly serving its’ customers for 25 years. JHL Home Services strives to exceed customer expectations and provide exemplary service.
"Excellent!"
Tom G on September 2024
JHL Home Services has been proudly serving its’ customers for 25 years. JHL Home Services strives to exceed customer expectations and provide exemplary service.
"Excellent!"
Tom G on September 2024

Advanced Seamless Gutters
Advanced Seamless Gutters
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
Tejada's Remodeling Inc
Tejada's Remodeling Inc
Good work guarantee. I love making our customer's happy
"Tejada's Remodeling did a wonderful job removing a sleeper sofa! Very prompt, prepared, courteous, knowledgeable, efficient, and reasonable! Highly recommend."
Valerie C on September 2025
Good work guarantee. I love making our customer's happy
"Tejada's Remodeling did a wonderful job removing a sleeper sofa! Very prompt, prepared, courteous, knowledgeable, efficient, and reasonable! Highly recommend."
Valerie C on September 2025
K browns Property Maintenance
K browns Property Maintenance
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
Eliascarrizoinc
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.
Herman Exterior Homes LLC
Herman Exterior Homes LLC
We fabricate our own high quality custom seamless gutters in house and offer affordable seamless gutter solutions as well as premium gutter protection. We are a fully insured family owned business that creates its own value by cutting out the big time corporate gutter companies that offer a grossly over priced product with minimal quality.
"Very well including my request to replace unsettled shingled. High quality job performed very quickly and cleanely."
Sergey S on October 2024
We fabricate our own high quality custom seamless gutters in house and offer affordable seamless gutter solutions as well as premium gutter protection. We are a fully insured family owned business that creates its own value by cutting out the big time corporate gutter companies that offer a grossly over priced product with minimal quality.
"Very well including my request to replace unsettled shingled. High quality job performed very quickly and cleanely."
Sergey S on October 2024
Carroll's Handy Services LLC
Carroll's Handy Services LLC
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
Supreme Gutters LLC
Supreme Gutters LLC
SEAMLESS GUTTERS GUTTER CLEANING REPLACEMENT REPAIRS INSPECTIONS GUTTER GUARDS CUT AND DROPS ALUMINUM FASCIA WRAP
SEAMLESS GUTTERS GUTTER CLEANING REPLACEMENT REPAIRS INSPECTIONS GUTTER GUARDS CUT AND DROPS ALUMINUM FASCIA WRAP
American Pro Wash
American Pro Wash
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
The Empire Company
The Empire Company
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
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.
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.
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.
Learn who to hire to clean your gutters to find the right local professional for gutter cleaning quotes.
Gutter guards won’t completely protect your gutters against debris, but they make clean-up a lot easier. Learn how you can clean gutters with gutter guards.
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