
Get matched with top gutter cleaning pros in Chester, NY
There are 13 highly-rated local gutter cleaning pros.
Need a pro for your gutter cleaning project in Chester, NY?
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Verified Reviews for Gutter Cleaning pros in Chester, NY
*The Angi rating for Gutter Cleaning companies in Chester, NY 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, NY 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 29, 2025
Find Gutter cleaning pros in Chester

Total Wash and Care LLC
Total Wash and Care LLC
Our mission is to be a contractor that brings back the personal touch with our customers. We will build a relationship that will last a lifetime after you see our quality work. As a locally owned and operated business we feel invested in our clients and constantly strive for customer satisfaction. We won't leave until the job is done right! Call or click to schedule an estimate today!
"Alex was friendly and professional. He showed up on time, and did a great job. I will definitely be calling him again."
Jodi M on January 2025
Our mission is to be a contractor that brings back the personal touch with our customers. We will build a relationship that will last a lifetime after you see our quality work. As a locally owned and operated business we feel invested in our clients and constantly strive for customer satisfaction. We won't leave until the job is done right! Call or click to schedule an estimate today!
"Alex was friendly and professional. He showed up on time, and did a great job. I will definitely be calling him again."
Jodi M on January 2025

Home Genius Exteriors
Home Genius Exteriors
Elevate your home with Home Genius Exteriors, setting the standard in New Jersey by offering full-service solutions for roofing, siding, windows, doors, gutters and insulation. We support our veterans and communities by supporting local and national charitable organizations through our Home Genius Cares initiative. With an Owens Corning® Platinum Preferred designation, we also offer flexible payment options, industry leading warranties and a wide range of premium products tailored for your home. It’s time for a different experience, entrust your next home project to a genius and schedule your free inspection today!
"I'm surprised how quick the crew was with finishing up. Everything was clean and tidy by the end of it. My neighbors are already giving me compliments on the new siding. I'm very impressed. Thanks home genius."
George T on December 2024
Elevate your home with Home Genius Exteriors, setting the standard in New Jersey by offering full-service solutions for roofing, siding, windows, doors, gutters and insulation. We support our veterans and communities by supporting local and national charitable organizations through our Home Genius Cares initiative. With an Owens Corning® Platinum Preferred designation, we also offer flexible payment options, industry leading warranties and a wide range of premium products tailored for your home. It’s time for a different experience, entrust your next home project to a genius and schedule your free inspection today!
"I'm surprised how quick the crew was with finishing up. Everything was clean and tidy by the end of it. My neighbors are already giving me compliments on the new siding. I'm very impressed. Thanks home genius."
George T on December 2024
LeafFilter Gutter Protection
LeafFilter Gutter Protection
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

Ned Stevens Gutter Cleaning
Ned Stevens Gutter Cleaning
When you choose Ned Stevens for your gutter cleaning, gutter repair, gutter installation, window cleaning and other services, you can count on exceptional quality of work and outstanding customer service. Our labor staff are all our own employees, and we train them in our state-of-the-art training facility focusing on quality work. Our work is 100% Guaranteed. Your satisfaction is our goal. We want to make your gutter cleaning experience effortless. You never need to be home! We are fully insured and guarantee all of our work. Our family owned company has been cleaning and installing gutters for over 50 years.
"The scheduling was easy over the phone, and the person I spoke with was able to coordinate with me to determine the best service approach for the gutters as well as dryer vent cleaning. We received a notification text when the team was on the way, and they were prompt and efficient. They cleaned up and left the bag on the curb, probably only took an hour or so. I received a follow-up call to confirm the job was completed, and there was an attempt to schedule more services, which I wasn't fond of (don't like being upsold to), but the service itself and scheduling processes were great. "
Katie G on October 2025
When you choose Ned Stevens for your gutter cleaning, gutter repair, gutter installation, window cleaning and other services, you can count on exceptional quality of work and outstanding customer service. Our labor staff are all our own employees, and we train them in our state-of-the-art training facility focusing on quality work. Our work is 100% Guaranteed. Your satisfaction is our goal. We want to make your gutter cleaning experience effortless. You never need to be home! We are fully insured and guarantee all of our work. Our family owned company has been cleaning and installing gutters for over 50 years.
"The scheduling was easy over the phone, and the person I spoke with was able to coordinate with me to determine the best service approach for the gutters as well as dryer vent cleaning. We received a notification text when the team was on the way, and they were prompt and efficient. They cleaned up and left the bag on the curb, probably only took an hour or so. I received a follow-up call to confirm the job was completed, and there was an attempt to schedule more services, which I wasn't fond of (don't like being upsold to), but the service itself and scheduling processes were great. "
Katie G on October 2025

Avid Developments, LLC
Avid Developments, LLC
With over 30 years of experience in the painting industry, we are the experts you need to take care of your home or business. We will treat your home as we would treat our own. Give Avid Developments, LLC, a call today, we look forward to working with you!
"They arrived early to start work. Very professional and friendly. Worked fast and cleaned up. I highly recommend them. I will be using them again."
Eunice M on July 2024
With over 30 years of experience in the painting industry, we are the experts you need to take care of your home or business. We will treat your home as we would treat our own. Give Avid Developments, LLC, a call today, we look forward to working with you!
"They arrived early to start work. Very professional and friendly. Worked fast and cleaned up. I highly recommend them. I will be using them again."
Eunice M on July 2024
Hudson Bear Home Improvement Inc.
Hudson Bear Home Improvement Inc.
We take great pride in our experience, expertise, quality and customer service that we provide to meet every consumer's needs. It is our mission to provide excellent customer service from start to completion of a project. To understand the needs and expectations of our customers, we take great care to work and communicate with every customer in a personal and professional manner. Our reputation is based on service, safety and quality, regardless of how large or small the job.
"It’s not done yet. Very friendly and understood the task and took his own measurements. Willing to negotiate a price. Easy to deal with."
Elaine J on October 2024
We take great pride in our experience, expertise, quality and customer service that we provide to meet every consumer's needs. It is our mission to provide excellent customer service from start to completion of a project. To understand the needs and expectations of our customers, we take great care to work and communicate with every customer in a personal and professional manner. Our reputation is based on service, safety and quality, regardless of how large or small the job.
"It’s not done yet. Very friendly and understood the task and took his own measurements. Willing to negotiate a price. Easy to deal with."
Elaine J on October 2024

Nice Guys Painting NY LLC
Nice Guys Painting NY LLC
Nice Guys Painting NY LLC is the premier painting company serving Orange County with 14 years of experience. Our #1 goal as a company is having complete customer satisfaction and there is no job that is too big or too small. We offer both residential and commercial - If you want the job done right, call Isaac today!
"We’re so glad we chose Isaac! His pricing was fair from the start, but the quality of his work far exceeded expectations. He made sure our home was properly prepped before getting started and left everything just as clean as he found it. We had nearly the entire interior painted, plus some exterior touch-ups and slab painting—and he tackled it all quickly but with impressive attention to detail. Our exterior paint was especially challenging to match, and Isaac went out three separate times to make sure the color was absolutely perfect. If I ever need anything painted again, he’ll be the first person I call!"
Tiana G on June 2025
Nice Guys Painting NY LLC is the premier painting company serving Orange County with 14 years of experience. Our #1 goal as a company is having complete customer satisfaction and there is no job that is too big or too small. We offer both residential and commercial - If you want the job done right, call Isaac today!
"We’re so glad we chose Isaac! His pricing was fair from the start, but the quality of his work far exceeded expectations. He made sure our home was properly prepped before getting started and left everything just as clean as he found it. We had nearly the entire interior painted, plus some exterior touch-ups and slab painting—and he tackled it all quickly but with impressive attention to detail. Our exterior paint was especially challenging to match, and Isaac went out three separate times to make sure the color was absolutely perfect. If I ever need anything painted again, he’ll be the first person I call!"
Tiana G on June 2025
Affordable Building Company
Affordable Building Company
All things Seamless Gutter, gutter guard, down spout, and rain water professional installation cleaning and repair services with the full range of options in color and material as well as style
All things Seamless Gutter, gutter guard, down spout, and rain water professional installation cleaning and repair services with the full range of options in color and material as well as style

Patlan.s roof
Patlan.s roof
Hello my name is Ivan Patlan I have more than 15 years Repairing And building new roofs Accumulated experience in all types of roofing It doesn't matter what material you choose High low steep walkable Patlan roof does it We also have other services Saiding Gutters Fireplace decks doors and windows We adapt to your budgets... cash offer and always quality first
Hello my name is Ivan Patlan I have more than 15 years Repairing And building new roofs Accumulated experience in all types of roofing It doesn't matter what material you choose High low steep walkable Patlan roof does it We also have other services Saiding Gutters Fireplace decks doors and windows We adapt to your budgets... cash offer and always quality first
The Chester, NY 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.

Should you tip your gutter cleaners? Learn some simple guidelines around tipping to show your appreciation to your gutter professional.

Your gutters only need routine cleaning twice a year to stop bigger issues. Find out the eight problems your clogged gutters could cause in your home.

Learn about the downspout cleaning tools to buy to prevent gutter clogs that can cause water to pool near your basement or foundation.

Harvesting your own rainwater is surprisingly simple. A rain barrel costs very little compared to how much you’ll save—and Mother Earth will thank you, too.
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