Top-rated gutter cleaning pros.

Get matched with top gutter cleaning pros in Chester, NY

Enter your zip and get matched with up to 5 pros

Need a pro for your gutter cleaning project in Chester, NY?

Select your specific project to find the pro for you.

TRUSTED BY CHESTER, NY HOMEOWNERS

  • Average homeowner rating star icon4.7
    Average homeowner rating
  • Verified reviews icon227
    Verified gutter cleaning services reviews

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 September 10, 2025

Find Gutter cleaning pros in Chester

Avatar for LeafFilter Gutter Protection
LeafFilter Gutter Protection
3.9(
2,527
)

Serving Chester, NY and surrounding areas

Approved (Corporate)

In business since 2005

Free estimates

Warranties offered

"I was tired of cleaning my gutters so I had the gutters cleaned out, sealed, and LeafFilter Gutter Guards installed. Excellent job!"
Free no obligation estimates
Free no obligation estimates
Metal Screen mesh ontop of gutter
Free-flowing water in clean gutters
Debris resistant gutter protection

+63

10390 neighbors recently requested a quote
Recommended by83%of homeowners
Request Quote
Avatar for Ned Stevens Gutter Cleaning
Ned Stevens Gutter Cleaning
4.1(
3,399
)

Serving Chester, NY and surrounding areas

Approved

In business since 1965

Free estimates

Credit card accepted

"Took almost 2 months for service after scheduling gutter cleaning. Good result after gutters were cleaned."
Our work
Our work
Our work
Our work
Our work

+1

Response time11 hrs
Response rate100%
4957 neighbors recently requested a quote
Request Quote
Avatar for Randy's Construction LLC
Randy's Construction LLC
5.0(
35
)

Serving Chester, NY and surrounding areas

Approved

Super Service Award Winner

In business since 2023

Free estimates

Emergency services offered

"Randy and his team did an amazing job on my gutter replacement. I was impressed by the detail that the installers had, the gutters were created on-site using a machine in their vehicle and the company also used a sturdy filtering system on top of the gutters which eliminates the leaves entering the gutters."
Chimney built
Roof coating
ROOF COATING
ROOF COATING
STEPS

+49

Response time2 hrs
Response rate98%
15 neighbors recently requested a quote
Request Quote
Avatar for Inex Home Builders
Inex Home Builders
4.9(
50
)

Serving Chester, NY and surrounding areas

Approved

Super Service Award Winner

In business since 2020

Free estimates

Small jobs welcome

"Highly recommend! Everything was excellent from the work to the price. Will be having them back to do more work around the house. I saw them doing gutters at my neighbors and took a chance and asked about a much needed new roof. Boy, I am so happy I did!"
Response time7 hrs
Response rate92%
8 neighbors recently requested a quote
Request Quote
Avatar for Nice Guys Painting NY LLC
Nice Guys Painting NY LLC
4.6(
10
)

Serving Chester, NY and surrounding areas

Approved

In business since 2009

Free estimates

Credit card accepted

"Isaac is a master class painting professional. He is quick, thorough, and honest. The painting work was very skillful with great attention to detail. The clean up work at the end of each painting session was very thorough. We love the results and we are very happy with the reasonable price we were charged."
Entrance and Living room
Clean
Response time1 day
Response rate93%
10 neighbors recently requested a quote
Request Quote
Avatar for Ned Stevens Gutter Cleaning- Commercial
Ned Stevens Gutter Cleaning- Commercial
New to Angi

Serving Chester, NY and surrounding areas

Approved

In business since 1965

Free estimates

Credit card accepted

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.

Our Work
Our Work
Our Work
Our Work
Our Work

+1

Request Quote
...
Showing 1-10 of 178
Gutter Cleaning questions, answered by experts

The most common problem with gutters is clogging from debris like leaves, blossoms, and seeds from surrounding trees. This debris can block downspouts, leading to improper drainage and water overflow.

Other common issues include:

  • Leaks and holes, which can often be repaired with gutter sealant or caulk.

  • Rust, sagging, or detachment from the roofline.

  • Damage from strong storms.

  • Improperly pitched gutters that don't drain correctly.

Regular cleaning in the spring and fall is the best way to prevent most of these problems. You may need to clean them more often during periods of heavy leaf fall.

Properly installed gutters should be able to function normally in heavy rains. Allowing water to overflow can cause water damage around your home's basement or foundation. If the overflow is caused by a simple clog, paying a gutter cleaning cost of $125 to $250 may be enough to get the gutters running clear again. If there's a larger issue, you may need to repair or replace your gutters.

It’s best to schedule regular gutter cleanings before there’s a major issue, but sometimes life gets in the way. Luckily, a few telltale signs will let you know when to clean your gutters ASAP:

  • You notice built-up debris in your gutters.

  • Your gutters overflow with water when it rains.

  • Water doesn’t readily flow from your downspouts.

  • Your gutters are damaged or visibly leaking.

  • You notice evidence of leaking along your roof, siding, yard, or pavement.

  • Your gutters have pulled away from your roofing or exterior walls.

  • You see water damage on your soffits or fascia.

  • You have weeds growing in your gutters.

  • You start to see ants or other insects around your gutters or in your home.

  • You suddenly have issues with leaks in your crawl space or basement.

To clean the tops of gutter guards, use a soft-bristle brush or a leaf blower to remove debris like leaves, twigs, or dirt. For stubborn grime, spray the guards with a garden hose, directing water downward to avoid forcing debris into the gutter. If the guards are removable, take them off and rinse thoroughly before reattaching. Regular cleaning, especially during fall or after storms, will help maintain their effectiveness.

At least twice a year, or more if surrounded by trees.

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.

See all articles