Top-rated gutter cleaning pros.

Get matched with top gutter cleaning pros in Cheshire, CT

Enter your zip and get matched with up to 5 pros

Find Gutter cleaning pros in Cheshire

Avatar for Danilo Painting
Danilo Painting
4.7(
155
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Cheshire, CT and surrounding areas

Approved

In business since 2015

Free estimates

Customers say: Terrific value

"I have not contacted Danilo as of yet, so my review is not a fair one. Although I am VERY pleased with Danilo's work in cleaning the gutters, However, the solution he used left stains on my window pains and I recently had all my windows cleaned professionally - Normally, I would just clean them myself, but age has deterred me from doing so. F. Calise"
2018
2018
2018
2018
2018

+37

Response time8 hrs
3 neighbors recently requested a quote
Recommended by98%of homeowners
Avatar for LeafFilter Gutter Protection
LeafFilter Gutter Protection
3.9(
2,546
)
Gutters & Downspouts - Clean

Serving Cheshire, CT and surrounding areas

Approved (Corporate)

In business since 2005

Free estimates

Warranties offered

"LeafFilter doesn't clean gutters, they sell and install their LeafFilter Gutter products and only clean the gutters if you buy their product. I can't even begin to afford their product so I wasn't able to get my gutter cleaned by them."
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

11060 neighbors recently requested a quote
Recommended by82%of homeowners
Avatar for Double S Powerwashing
Double S Powerwashing
5.0(
21
)
Gutters & Downspouts - Clean

Serving Cheshire, CT and surrounding areas

Approved

Super Service Award Winner

In business since 2024

Free estimates

Emergency services offered

"Double S contacted me immediately about my need for house/roof washing. They were wonderful to work with. Very responsive. Good reviews and experience ... knew what they were talking about! Did a fantastic job on my challenging "green-tinged from algea" house :) As well as getting some moss off the roof and cleaning up my brick front walk. I was very pleased with the work they did and their professionalism."
Wallingford Driveway
Clinton Patio roof
Clinton Patio roof
Meriden Driveway
Meriden Drive Before

+9

Response time4 hrs
Response rate95%
89 neighbors recently requested a quote
Provisional Maintenance
4.9(
196
)
Gutters & Downspouts - Clean

Serving Cheshire, CT and surrounding areas

Approved

Super Service Award Winner

In business since 2000

Free estimates

Customers say: Super punctual

"Nick visited my home for a pre-proposal visit for gutter cleaning services. This was a due diligence request since we hadn’t had them cleaned in the 5+ years we’ve lived there. He used a ladder to get up on all 4 sides of our home and determined cleaning was not needed. Appreciated his honesty and would recommend."
Response time6 hrs
Response rate92%
21 neighbors recently requested a quote
Avatar for The Builders & Cleaners
The Builders & Cleaners
4.9(
120
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Cheshire, CT and surrounding areas

Approved

In business since 2018

Free estimates

Emergency services offered

"Reached out to get our gutters cleaned. David was very responsive and offered a reasonable rate. Did the job quickly and thoroughly, sent lots of pictures and video of the finished work. Very satisfied, would definitely recommend"
Dust out from the ductwork
Dust out from the ductwork
Clean vent
Clean vent
Dust in the return

+1817

Response time1 day
Response rate92%
Recommended by87%of homeowners
...
Showing 1-10 of 281
Gutter Cleaning questions, answered by experts

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.

Using less toilet paper is the easiest way to prevent future clogs. Also, avoid flushing sanitary products, thick paper towels, or hair down the toilet. If you’ve been using a brick in the tank to reduce the water used to flush the toilet, take it out immediately. Bricks will eventually fall apart and clog your toilet drain. Keeping your toilet lid closed also helps avoid future clogs.

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

Yes, there are several downsides to installing rain chains. For one, rain chains have a lower flow capacity than a typical gutter and downspout system. This means that if there is a rainstorm, the rain chain can stop working completely. Rain chains also cannot redirect rainwater away from your house. In homes with a sloped yard, this could cause water damage in your foundation or basement. 

Yes, gutters can still get clogged even with gutter guards installed. While guards significantly reduce the amount of debris that enters your gutters, they are not 100% effective.

Small debris such as pine needles, seedlings, algae, small leaves, and pebbles can pass through the guard's screen or mesh and accumulate over time. Clogs can also form if the guards themselves are not cleaned and become overwhelmed with debris on top, preventing water from entering the gutter.

If this buildup is neglected, it can lead to clogs, water leaks, mold growth, and even plants sprouting from the gutters. The primary benefit of gutter guards is not the complete elimination of maintenance, but a dramatic reduction in how often you need to perform it, often from several times a year to just once a year or less.

The Cheshire, CT homeowners’ guide to gutter cleaning services

From average costs to expert advice, get all the answers you need to get your job done.