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TRUSTED BY CHESTER, MA HOMEOWNERS

  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon60
    Verified gutter cleaning services reviews

Find Gutter cleaning pros in Chester

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
234 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


"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 Battles Remodeling

Battles Remodeling

31 Columbia Dr
No reviews yet

Battles Remodeling

31 Columbia Dr
No reviews yet
Free onsite estimate

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!


Western Mass Power Cleaners

No reviews yet

Western Mass Power Cleaners

No reviews yet

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

No reviews yet

DR. Wash

No reviews yet
5 years of experience

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!


Avatar for Expert Guttah' Cleaning

Expert Guttah' Cleaning

Bates Rd
4.83(
6
)

Expert Guttah' Cleaning

Bates Rd
4.83(
6
)
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

We offer expert gutter cleaning and gutter guard installation for single and multifamily houses in Western MA. VETERAN-OWNED AND OPERATED - INSURED Gutter cleaning services entail clearing all debris from valleys, gutters, and downspouts by hand and with a commercial grade moderate pressure water pump to ensure gutters are cleaned down to the bare metal. Downspout clogs above the ground are located and cleared. Full cleanup is performed afterward and properties are left looking cleaner than before! **Gutter Guard Installation** Do you have a TON of trees near your home? big leaves? small Leaves? pine needles? 'Expert Guttah' Cleaning' is proud to install professional-grade gutter guards with affordable pricing. We install "Leaf Blaster Pro" gutter guards on the top of your existing gutters. NOTE: Pressurized water is discontinued during freezing temperatures.

"My gutter clean out went well. Expert guttah was quick to return my call and get me scheduled for a cleaning. I will be using them again."

Neal C on October 2022

We offer expert gutter cleaning and gutter guard installation for single and multifamily houses in Western MA. VETERAN-OWNED AND OPERATED - INSURED Gutter cleaning services entail clearing all debris from valleys, gutters, and downspouts by hand and with a commercial grade moderate pressure water pump to ensure gutters are cleaned down to the bare metal. Downspout clogs above the ground are located and cleared. Full cleanup is performed afterward and properties are left looking cleaner than before! **Gutter Guard Installation** Do you have a TON of trees near your home? big leaves? small Leaves? pine needles? 'Expert Guttah' Cleaning' is proud to install professional-grade gutter guards with affordable pricing. We install "Leaf Blaster Pro" gutter guards on the top of your existing gutters. NOTE: Pressurized water is discontinued during freezing temperatures.

"My gutter clean out went well. Expert guttah was quick to return my call and get me scheduled for a cleaning. I will be using them again."

Neal C on October 2022

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Gutter Cleaning questions, answered by experts

It is not recommended to clean gutters, or do any work on your roof for that matter, without the use of a ladder. Please make sure you have a spotter and avoid slippery surfaces when performing this task.

When connecting a gutter to a downspout, make sure that both have the same outlet capacity. Meaning starting from your gutter and moving downwards, the diameter should match so you have a secure seal. Make sure you’re working downwards when attaching the pipes (for example, the gutter fits inside the downspout) as doing the reverse will cause leaks.

Yes, it’s okay to use a pressure washer to clear and clean your gutters. Be careful to avoid the outside of the gutters, as getting too close with the powerwasher can peel away the paint. Also, be careful to avoid causing any damage to seams that may be in the corners or along the length of the gutter.

If you’re replacing your roof, you don’t need to worry about replacing your gutters as long as they’re functional and in good condition. Some roofers may recommend temporarily removing gutters to prevent them from damage during a roof replacement, but the right professional can reduce this risk. Replacing your gutters would only be necessary if your gutters are in bad shape and already need replacing.

Sagging gutters stress your downspout, so have your gutters fixed before you secure your downspout.

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.