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TRUSTED BY CHESTER, MA HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon63
    Verified gutter cleaning services reviews

Find Gutter cleaning pros in Chester

Avatar for Advanced Seamless Gutters

Advanced Seamless Gutters

4.68(
176
)
•Approved Pro

Advanced Seamless Gutters

4.68(
176
)
•Approved Pro
Customers say: True professional
Recommended by 93% of Angi customers
Recommended by 93% of HomeAdvisor customers
26 years of experience

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 MPC General Cleaning LLC

MPC General Cleaning LLC

5.00(
14
)
•Approved Pro

MPC General Cleaning LLC

5.00(
14
)
•Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
4 years of experience

We are a professional and reliable cleaning company that offers a wide range of services to both residential and commercial clients. Our expert are dedicated to providing top-quality cleaning that meet the unique needs of each of our clients. We take pride in our work and always strive to exceed our client’s expectations

"Marco did a wonderful job and I was totally happy with how my windows look now. I will be recommending him to my friends."

Joan F on August 2025

We are a professional and reliable cleaning company that offers a wide range of services to both residential and commercial clients. Our expert are dedicated to providing top-quality cleaning that meet the unique needs of each of our clients. We take pride in our work and always strive to exceed our client’s expectations

"Marco did a wonderful job and I was totally happy with how my windows look now. I will be recommending him to my friends."

Joan F on August 2025

Avatar for SOS Powerwash

SOS Powerwash

4.96(
12
)
•Approved Pro

SOS Powerwash

4.96(
12
)
•Approved Pro
Customers say: Quality work
3 years of experience
Free onsite estimate

SOS Power Wash is a family-run power washing business in Hampden County, MA. We offer residential and commercial services to keep your property looking its best. From deck cleaning to graffiti removal, our experienced team will get the job done quickly and professionally.

"Lyn and Ronald were happy with the overall work he did a wonderful job he was very neat outside nice and friendly"

Ronald E on August 2025

SOS Power Wash is a family-run power washing business in Hampden County, MA. We offer residential and commercial services to keep your property looking its best. From deck cleaning to graffiti removal, our experienced team will get the job done quickly and professionally.

"Lyn and Ronald were happy with the overall work he did a wonderful job he was very neat outside nice and friendly"

Ronald E on August 2025

Avatar for LeafFilter Gutter Protection

LeafFilter Gutter Protection

4.30(
1,531
)
•Approved Pro

LeafFilter Gutter Protection

4.30(
1,531
)
•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.

"Excellent work. Was originally 4 times more than expensive than others, but more professional. Offered lower price as I had other lower quote. Even though they were 50% high price, I’m glad I still choose Leaf Filter as they were very professional and warranted their work while others did not."

Kevin L on December 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.

"Excellent work. Was originally 4 times more than expensive than others, but more professional. Offered lower price as I had other lower quote. Even though they were 50% high price, I’m glad I still choose Leaf Filter as they were very professional and warranted their work while others did not."

Kevin L on December 2025

LeafFilter Gutter Protection

4.29(
1,488
)
•Approved Pro

LeafFilter Gutter Protection

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 Eco-Friendly Roof Cleaning

Eco-Friendly Roof Cleaning

4.97(
118
)

Eco-Friendly Roof Cleaning

4.97(
118
)
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

Roof Cleaning Specialist, Eco-Friendly, Environmentally Safe, Low Pressure. Have your roof cleaned before you have to have it replaced, Will not damage shingles, gutters, lawns, shrubs or flowers, Also Pet Friendly. Over 1700 homes cleaned with the most experience in the business. Free Estimates !!!

"We were thoroughly pleased with the service from Eco-Friendly Roof Cleaning. We got a fast, friendly response to our initial request for an estimate. Charles came out as soon as weather permitted and gave us a clear explanation of the work needed on our 15-year-old roof so it would pass muster with the insurance company. He was able to schedule us in quickly, and he was clear on what we needed to do beforehand. He and his helper did an excellent job despite the windy conditions, and they left no mess for us to deal with. His rate was very reasonable. I would recommend this company to anyone who needs a clean roof so they can get their insurance policy renewed."

paul t on March 2025

Roof Cleaning Specialist, Eco-Friendly, Environmentally Safe, Low Pressure. Have your roof cleaned before you have to have it replaced, Will not damage shingles, gutters, lawns, shrubs or flowers, Also Pet Friendly. Over 1700 homes cleaned with the most experience in the business. Free Estimates !!!

"We were thoroughly pleased with the service from Eco-Friendly Roof Cleaning. We got a fast, friendly response to our initial request for an estimate. Charles came out as soon as weather permitted and gave us a clear explanation of the work needed on our 15-year-old roof so it would pass muster with the insurance company. He was able to schedule us in quickly, and he was clear on what we needed to do beforehand. He and his helper did an excellent job despite the windy conditions, and they left no mess for us to deal with. His rate was very reasonable. I would recommend this company to anyone who needs a clean roof so they can get their insurance policy renewed."

paul t on March 2025

Avatar for Great White Cleaning Co

Great White Cleaning Co

4.98(
131
)

Great White Cleaning Co

4.98(
131
)
Customers say: True professional
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers

"Killing Germs & Eating Dirt" We love Dirt! .. its Delicious! But most of all We love our customers! Hello, I'm Scott Call me toll free @ 1-833-EAT-DIRT * We have 30 years of cleaning experience in customers' homes. * Not a franchise, we live here, and owner operated. (Westfield, MA) * References in your neighborhood, possibly your own street. * Angie’s List Super Service Awarded for the past 6 years. * A+ Better Business Bureau member since 2005. * Customers know us a being honest, dependable & hardworking. Proudly served my country from 85-89 (USMC Veteran MAG 32) and now proudly serving you with the same integrity, dedication and pride! Greatwhitecleaning.com, Facebook.com/attackingdirt Attackingdirt.com

"Fabulous crew! Exceptionally professional, efficient, quiet . The windows were spotless, top to bottom! We were thrilled with their work."

Debbie H on November 2024

"Killing Germs & Eating Dirt" We love Dirt! .. its Delicious! But most of all We love our customers! Hello, I'm Scott Call me toll free @ 1-833-EAT-DIRT * We have 30 years of cleaning experience in customers' homes. * Not a franchise, we live here, and owner operated. (Westfield, MA) * References in your neighborhood, possibly your own street. * Angie’s List Super Service Awarded for the past 6 years. * A+ Better Business Bureau member since 2005. * Customers know us a being honest, dependable & hardworking. Proudly served my country from 85-89 (USMC Veteran MAG 32) and now proudly serving you with the same integrity, dedication and pride! Greatwhitecleaning.com, Facebook.com/attackingdirt Attackingdirt.com

"Fabulous crew! Exceptionally professional, efficient, quiet . The windows were spotless, top to bottom! We were thrilled with their work."

Debbie H on November 2024

JEN PRESSURE WASHING CO

4.93(
44
)

JEN PRESSURE WASHING CO

4.93(
44
)
Customers say: Quality work
Recommended by 97% of Angi customers
Recommended by 97% of HomeAdvisor customers

Jen Pressure Washing is an owner/operated company serving the Northampton, Amherst area and all of Western Mass.Estimates are free and your satisfaction is guaranteed. If your not happy with an area I will re clean it. If your still not happy there will be no charge.I accept cash,check, visa and MC.

Jen Pressure Washing is an owner/operated company serving the Northampton, Amherst area and all of Western Mass.Estimates are free and your satisfaction is guaranteed. If your not happy with an area I will re clean it. If your still not happy there will be no charge.I accept cash,check, visa and MC.

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 Precision Home Care

Precision Home Care

5.00(
21
)

Precision Home Care

5.00(
21
)
Customers say: Super punctual
Recommended by 95% of Angi customers
Recommended by 95% of HomeAdvisor customers

Precision Home Care is a family owned and operated business. The owners have over 40 years combined experience in the wide array of household maintenance and cleaning services we have to offer. We are dedicated to providing exceptional customer service to all of our clients. Our main goal is to build long lasting relationships based on loyalty and satisfaction.

"Heather and her company did a wonderful job preparing and deep cleaning my property for the summer rental season in 2024. We rent to a corporate client who is demanding about cleanliness for their staff members who live in the home for the summer. We value the client's business. We always feel secure knowing that Heather's team will exceed the client's expectations and help ensure their continued business."

Steven S on June 2024

Precision Home Care is a family owned and operated business. The owners have over 40 years combined experience in the wide array of household maintenance and cleaning services we have to offer. We are dedicated to providing exceptional customer service to all of our clients. Our main goal is to build long lasting relationships based on loyalty and satisfaction.

"Heather and her company did a wonderful job preparing and deep cleaning my property for the summer rental season in 2024. We rent to a corporate client who is demanding about cleanliness for their staff members who live in the home for the summer. We value the client's business. We always feel secure knowing that Heather's team will exceed the client's expectations and help ensure their continued business."

Steven S on June 2024

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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 December 30, 2025

Gutter Cleaning questions, answered by experts

In the Christmas days of yore, people braved winter weather to staple or tack their Christmas lights onto their rooftops or nearby surfaces like the fascia boards. Problems quickly emerged with that approach. Damage to the roof, even small marks from staples, provides entryways for moisture and similar issues that can hasten roof rot, wear, and associated leaks. Plus, some homes had tough fiber cement boards or other materials where staples and screws didn’t work.

This question requires personal discernment. Most homeowners leave gutter guards in place throughout the year. However, metal gutter guards can potentially freeze at low temperatures. In areas with heavy snowfall and ice formation, ice dams and snow can build up on metal gutters. Inexpensive foam gutter guards should also be removed in places that experience freezing winter temperatures due to the fact that frozen guards can become breeding spots for moss and weeds while unthawing in the spring. If you have questions about leaving gutter guards on all year long, ask a local gutter guard pro to help you analyze your options.

Fewer joints mean less leaking, better aesthetics, and reduced maintenance.

Signs that your gutters need to be cleaned include:

  • Debris built up in the gutters

  • Gutters overflow when it rains

  • Water doesn’t flow freely from downspouts

  • Gutters leak or there’s visibly damaged

  • Evidence of leaking along your roof, siding, yard, or pavement

  • Gutters pulled away from roof

  • Water damage to soffit and fascia

  • Weeds or small trees growing in the gutters

  • Pests visible in your gutters

  • Leaks in crawl space or basement may indicate overflowing gutters

Water should not be dripping behind your gutters. Rain dripping between your gutters and the fascia might indicate that the gutters are misaligned with the fascia board or there are loose screws in the gutters, allowing water to pass through. Start by checking for these issues and make repairs ASAP.

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.

See all articles

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