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

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

Select your specific project to find the pro for you.

TRUSTED BY CHESHIRE, CT HOMEOWNERS

  • Average homeowner rating star icon4.7
    Average homeowner rating
  • Verified reviews icon126
    Verified gutter cleaning services reviews

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

11130 neighbors recently requested a quote
Recommended by82%of homeowners
Avatar for The Gutter Shutter of CT
The Gutter Shutter of CT
4.4(
514
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Cheshire, CT and surrounding areas

Approved

In business since 2006

Free estimates

Credit card accepted

"Ray was very knowledgeable and explained a good deal. He and his coworker completed the job rapidly and left everything clean afterward. The gutters look great and should be a big improvement. Would recommend Ray and his ptoducts"
Gutters
Gutters
Gutters
Gutters
Additional Photos

+4

10 neighbors recently requested a quote
Recommended by98%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%
94 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%
19 neighbors recently requested a quote
...
Showing 1-10 of 282
Gutter Cleaning questions, answered by experts

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.

Regular cleaning, applying rust-resistant coatings, and checking for leaks help extend their lifespan.

Gutters should be cleaned at least twice a year, in the spring and in the fall, to remove the debris from trees that can clog the eavestroughs and downspouts. Debris like leaves, twigs, and seed pods can build up and cause your gutters to overflow, potentially causing damage to your roof and foundation. Water backing up under the shingles can rot the edge of your roofline. Overflow water falling next to your foundation can end up leaking into your basement or crawl space.

The best times of year to clean your gutters are typically in the spring and fall. Cleaning in the fall is crucial for removing leaves and debris that have accumulated, which helps prevent clogs. A spring cleaning ensures your gutters are clear and prepared for seasonal rainfall.

As a general guideline, experts recommend cleaning your gutters at least twice a year. However, the optimal frequency depends on several factors, such as local weather patterns, the type of gutters you have, and the number of trees on your property. If your home is surrounded by many large trees or pine trees, you may need to clean your gutters as often as every three to four months. If you have few or no trees nearby, twice a year is likely sufficient. In some cases, you may need to clean them a couple of times during the fall and spring to keep them clear and allow water to flow freely.

Yes, you can use a pressure washer to effectively clean debris, dirt, and grime from your gutters, but it must be done with caution to avoid damage. Always use a low-pressure setting, with a recommended range between 1,200 and 1,800 PSI. Excessive pressure can bend or dent aluminum gutters, damage seams, peel paint, or even knock shingles off your roof, potentially leading to leaks and moisture issues. For a safer alternative, consider soft washing or cleaning them by hand. When using a pressure washer, it is safer to use gutter elbow extensions from the ground rather than climbing a ladder, as the force can cause instability. Due to the risks, you may want to hire a licensed and insured contractor for the job.

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.