
Get matched with top gutter cleaning pros in Chester, MA
There are 8 highly-rated local gutter cleaning pros.
Need a pro for your gutter cleaning project in Chester, MA?
TRUSTED BY CHESTER, MA HOMEOWNERS
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Verified Reviews for Gutter Cleaning pros in Chester, MA
*The Angi rating for Gutter Cleaning companies in Chester, 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 Chester, 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 Chester

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
Evgeny korenevskiy
Evgeny korenevskiy
Furniture assembly, deck building, painting, fixing, remodeling, window door installation, siding , fences instaling , doing all kinds of stuff
Furniture assembly, deck building, painting, fixing, remodeling, window door installation, siding , fences instaling , doing all kinds of stuff
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.
Battles Remodeling
Battles Remodeling
Battles Remodeling for all your Remodeling needs from concrete work to roofing and everything in-between. At Battles Remodeling we offer top quality interior and exterior remodeling services with more then 30 years of experience on any projects your looking to have done! We are a family owned and operated as well!
Battles Remodeling for all your Remodeling needs from concrete work to roofing and everything in-between. At Battles Remodeling we offer top quality interior and exterior remodeling services with more then 30 years of experience on any projects your looking to have done! We are a family owned and operated as well!
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
Western Mass Power Cleaners
Western Mass Power Cleaners
We are an experienced, inexpensive pressure washing company based in Massachusetts. Due to the fact we are a sole proprietorship, we offer prices larger companies can't beat with the same tools and experience. We specialize in cleaning houses, patios, pool decks, fences, and just about anything needed with environmentally friendly chemicals. We have also worked for other companies, giving us commercial experience. We can be contacted by phone any time at 413-262-2159, or via email at [email protected]
We are an experienced, inexpensive pressure washing company based in Massachusetts. Due to the fact we are a sole proprietorship, we offer prices larger companies can't beat with the same tools and experience. We specialize in cleaning houses, patios, pool decks, fences, and just about anything needed with environmentally friendly chemicals. We have also worked for other companies, giving us commercial experience. We can be contacted by phone any time at 413-262-2159, or via email at [email protected]
DR. Wash
DR. Wash
Looking for a reliable pressure washing company to spruce up your property? Look no further than Dr Wash! Our team of experienced professionals uses state-of-the-art equipment and eco-friendly cleaning solutions to deliver prescription-strength clean to your home or business. Whether you need your driveway, patio, or entire building cleaned, we've got you covered. With Dr Wash, you can expect a thorough and efficient clean that will leave your property looking brand new. So why wait? Book your appointment today and experience the difference prescription-strength clean can make!
Looking for a reliable pressure washing company to spruce up your property? Look no further than Dr Wash! Our team of experienced professionals uses state-of-the-art equipment and eco-friendly cleaning solutions to deliver prescription-strength clean to your home or business. Whether you need your driveway, patio, or entire building cleaned, we've got you covered. With Dr Wash, you can expect a thorough and efficient clean that will leave your property looking brand new. So why wait? Book your appointment today and experience the difference prescription-strength clean can make!
The Chester, 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.
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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