Top-rated gutter cleaning pros.

Get matched with top gutter cleaning pros in Chester, CT

Enter your zip and get matched with up to 5 pros

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

Select your specific project to find the pro for you.

TRUSTED BY CHESTER, CT HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon65
    Verified gutter cleaning services reviews

Verified Reviews for Gutter Cleaning pros in Chester, CT

*The Angi rating for Gutter Cleaning companies in Chester, CT 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, CT 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 February 05, 2026

Find Gutter cleaning pros in Chester

Gutter Armor
4.5(
80
)
Gutters & Downspouts - Clean

Serving Chester, CT and surrounding areas

Approved

In business since 2022

Free estimates

Credit card accepted

"We have never been so pleased with work done on our home. Gutter Armor was quick to respond, review our project, provide options and do an outstanding job. They came within the week, were right on time as promised and completed the the job within the estimated time. They cleaned up the old materials so it looked as if no one had even been here except for the great new gutters. They definitely improved the value and appearance of our house. We highly recommend George with no hesitation. It s not often you feel that trust that you ve chosen the right company. I d rate Gutter Armor ten stars!"
Response time7 hrs
Recommended by91%of homeowners
Request Quote
Avatar for LeafFilter Gutter Protection
LeafFilter Gutter Protection
3.9(
2,522
)
Gutters & Downspouts - Clean

Serving Chester, CT 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

9592 neighbors recently requested a quote
Recommended by83%of homeowners
Request Quote
Avatar for Luis Gutter Clean, Soft Wash, Power Wash
Luis Gutter Clean, Soft Wash, Power Wash
4.8(
26
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Chester, CT and surrounding areas

Approved

In business since 2020

Free estimates

Emergency services offered

"Luis did a excellent job cleaning and flushing the gutters. The price was fair and he stayed with his estimated price."
Our work
Our work
Response time7 hrs
Response rate85%
Recommended by100%of homeowners
Request Quote
Avatar for Ned Stevens Gutter Cleaning
Ned Stevens Gutter Cleaning
4.1(
3,389
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Chester, CT 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 rate97%
4012 neighbors recently requested a quote
Request Quote
Avatar for Double S Powerwashing
Double S Powerwashing
5.0(
20
)
Gutters & Downspouts - Clean

Serving Chester, CT and surrounding areas

Approved

Super Service Award Winner

In business since 2024

Free estimates

Emergency services offered

"He came on time and did a great job and cleaned up after himself. Perfect !"
Wallingford Driveway
Clinton Patio roof
Clinton Patio roof
Meriden Driveway
Meriden Drive Before

+9

Response time4 hrs
Response rate94%
95 neighbors recently requested a quote
Request Quote
Avatar for Beachfront Softwash
Beachfront Softwash
4.7(
49
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Chester, CT and surrounding areas

Approved

In business since 2022

Free estimates

Emergency services offered

"I hired Josh to wash my momâ s house and clean/treat the roof and gutters. It looks fantastic! They were very responsive and willing to accommodate my schedule. Their estimate was reasonable. Great communicators and attention to detail. Wonderful to work with. I recommend that you hire this company!"
cedar softwash before and after
vinyl siding wash
Power wash Deck
concreate pressure wash
Aluminum house wash

+19

Response time7 hrs
57 neighbors recently requested a quote
Recommended by93%of homeowners
Request Quote
Nathan Henry Prestash
4.7(
16
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Chester, CT and surrounding areas

Approved

In business since 2021

Free estimates

Customers say: Quick response

"Nate was quick with a quote- arrived the next business day and cleaned our gutters in a little over an hour- cleaned all the debris and repaired some gutters that were damaged. I would highly recommend Nate."
Response time1 day
2 neighbors recently requested a quote
Recommended by100%of homeowners
Request Quote
Avatar for Outstanding Pressure Washing Service
Outstanding Pressure Washing Service
5.0(
20
)
Gutters & Downspouts - Clean

Serving Chester, CT and surrounding areas

Approved

Super Service Award Winner

In business since 2023

Free estimates

Emergency services offered

"Nelson was very nice! He did a great job! Cleaned my vinyl shed carport!! Very happy withNelson!"
#1002 Ranch
#1002 Ranch
#1002 Ranch
#1002 Ranch
#1002 Ranch right front

+9

Response time4 hrs
Response rate96%
11 neighbors recently requested a quote
Request Quote
Avatar for Integrity Enterprises, LLC
Integrity Enterprises, LLC
5.0(
50
)
Gutters & Downspouts - Clean

Serving Chester, CT and surrounding areas

Approved

In business since 2007

Free estimates

Emergency services offered

"It was great. Chris, Pete and Mike answered all of our questions, they were honest, helpful, clean and very professional. Our bathroom is beautiful thanks to them."
Luxury Vinyl Floor
Full Tile Bath
Custom Closet
Glass Door
New Vanity

+24

Response time6 hrs
Recommended by93%of homeowners
Request Quote
...
Showing 1-10 of 120
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.

Regular inspections, occasional rinsing, and removing large debris ensure long-term functionality.

Installing a leaf protection system that keeps leaves and pine needles out of your gutter downspout is the best way to prevent clogs. Additionally, you may want to remove any trees or branches that are hanging over your downspouts to prevent leaves and branches from making their way into your gutter system. Of course, routine downspout cleaning and inspection can also help you stay ahead of clogs that create water damage at your home.

The cost to clean gutters usually ranges from  $120 to $230, depending on the type, length, and location. Seamless gutters usually come in at the lower end of that range since the lack of seams means there are fewer places for debris to build up. In fact, seamless gutter cleanings usually cost 10% to 25% less than sectional gutter cleanings.

Hiring a local gutter cleaner costs an average of $119 to $228. For many homeowners, it’s worth bringing in a pro to make sure there’s a regular cleaning schedule and that the job is done thoroughly. A pro can also inspect your gutters and roofline and flag any issues before you start experiencing costly mold, rot, or water damage.

The Chester, CT 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