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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

11106 neighbors recently requested a quote
Recommended by82%of homeowners
Avatar for Ned Stevens Gutter Cleaning
Ned Stevens Gutter Cleaning
4.1(
3,424
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Cheshire, CT and surrounding areas

Approved

In business since 1965

Free estimates

Credit card accepted

"10 Stars for Ned Stevens gutter cleaning!! I had small trees growing in my gutters and the front gutter was coming loose. They cleaned the gutters, fixed the gutter where it was loose and they bagged all the trash up. They did not charge extra for the loose gutter either. Nice and neat and EXCELLENT service!! So happy I found you guys!! Kathy from Dallas"
Our work
Our work
Our work
Our work
Our work

+1

Response time11 hrs
Response rate100%
5557 neighbors recently requested a quote
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
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
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Gutter Cleaning questions, answered by experts

Absolutely—and lots of it. Overflowing water from your gutters can damage your siding and your roof. All of the moisture getting into the cracks and crevices of your home can lead to mold or mildew problems down the line. In addition, when water pools around your home, it needs a place to go—and sometimes it ends up inside the house, creating a very unwanted flood.

The cost to install a downspout extension or reroute a downspout generally falls between $30 and $200. The final price depends on factors like whether you DIY the project or hire a gutter professional, the complexity of your gutter system, and the length of the new extension. A simple, above-ground DIY installation can cost as little as $30 for materials. In contrast, a more complex project involving professional installation and digging trenches for underground piping could cost over $1,000. This is still a significant saving compared to replacing your entire gutter system, which costs around $1,900 on average.

On a typical three-bedroom home, gutter cleaning takes about one hour. For larger homes, especially those with multiple stories, the job can take two to three hours. The time required may increase if the gutters need extensive cleaning, the roof is steep, the gutters are hard to reach, or if gutter guards need to be uninstalled and reinstalled.

Regular cleaning, checking for leaks, and ensuring that downspouts direct water away from the foundation help prolong gutter life.

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.

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.