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TRUSTED BY MIDDLEBURY, CT HOMEOWNERS

  • Average homeowner rating star icon4
    Average homeowner rating
  • Verified reviews icon122
    Verified gutter cleaning services reviews

Top-Rated Gutter cleaning pros in Middlebury - Updated Nov 2026

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

Serving Middlebury, 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
Recommended by98%of homeowners
Gutter Armor
4.5(
80
)
Gutters & Downspouts - Clean

Serving Middlebury, CT and surrounding areas

Approved

In business since 2022

Free estimates

Credit card accepted

"George agreed to do my job, which was small, so that was a blessing since most contractors are not interested in small jobs. His guy did a great job replacing 2 damaged gutters. However, a longer **drip shield** was needed, which was not mentioned or installed. George states this is not part of the gutter, so they created a solution. He offered to come back and fix the problem (for free), but it has been 3 months and I have still got brand new leaky gutters."
Response time7 hrs
Recommended by91%of homeowners
Avatar for All Clean LLC
All Clean LLC
4.5(
48
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Middlebury, CT and surrounding areas

Approved

In business since 1994

Free estimates

Customers say: Quick response

"Kevin and his crew showed up up for us on a very last minute request. He was very helpful and willing to make it work when we were under a time crunch. We had called several companies hoping to get someone out, and he was one of the few who was willing to come out and actually perform the work, rather than just come for an estimate only.  Furthermore, he was prompt in returning our initial phone call, and called us again before he planned to arrive at the house.
The crew was quick, efficient and I believe we were given a very fair price for the amount of windows- cleaned inside and out on a three story home. 
Thanks to Kevin and his crew for making it work for us.
A company who caters to their clients is a real bonus these days, when so often it is the other way around.
"
-
-
-
-
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+2

Response time2 days
5 neighbors recently requested a quote
Recommended by93%of homeowners
Avatar for The Builders & Cleaners
The Builders & Cleaners
4.9(
122
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Middlebury, 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

+1839

Response time1 day
Response rate92%
Recommended by85%of homeowners
Avatar for Dels Window Cleaning
Dels Window Cleaning
5.0(
5
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Middlebury, CT and surrounding areas

Approved

In business since 2022

Free estimates

Offers commercial services

Del's Window Cleaning, is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customer's interests, and make their concerns the basis of our business. We are a family business and take extreme pride in our work. Included is glass, screens, sills, and tracks. We also clean solar panels, mirrors, light fixtures, chandeliers \n

Window cleaning
Window cleaning
Window cleaning
Window cleaning
Window cleaning

+16

Response time30 mins
Response rate100%
Recommended by100%of homeowners
Avatar for Outstanding Pressure Washing Service
Outstanding Pressure Washing Service
5.0(
20
)
Gutters & Downspouts - Clean

Serving Middlebury, CT and surrounding areas

Approved

Super Service Award Winner

In business since 2023

Free estimates

Emergency services offered

"I recommend this company to friends all the time! Hired him to do certain things around my house and he did my deck, shudders, walkways, and windows is part of his cleaning and while he was here I asked him to to do my garage and he did and included them and no extra charge! His prices are reasonable and equal to others in are! Will have him back when needed!"
#1002 Ranch
#1002 Ranch
#1002 Ranch
#1002 Ranch
#1002 Ranch right front

+9

Response time4 hrs
Response rate97%
1 neighbors recently requested a quote
Avatar for Black Diamond Home Improvement
Black Diamond Home Improvement
4.8(
10
)
Gutters & Downspouts - Clean

Serving Middlebury, CT and surrounding areas

Approved

In business since 2015

Free estimates

Emergency services offered

"Very pleased with Michael. He was very professional and timely. Cleaned my gutters out and added guards . He is also hired to do other work for me . I would highly recommend Michael ."
Gutter guards
Gutter guards
Gutter guards
Roof cleaning
Roof cleaning

+84

28 neighbors recently requested a quote
Recommended by50%of homeowners
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Gutter Cleaning FAQs, answered by experts

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

If you do end up with frozen gutters, it's important to thaw them correctly. Thawing your gutters slowly is far safer than trying to break apart the ice. Once you get through the ice, bring in a gutter professional to check out the effectiveness of your heated system.

The trick to getting gleaming gutters can vary based on the material of your gutters. Aluminum gutters can often be restored to pristine condition by using a cloth to scrub them with a solution consisting of 1 cup of vinegar and 1 cup of water. Vinyl gutters can be whitened using dish soap and water. For deeply stained vinyl gutters, adding bleach with water and dish soap may help to remove black streaks. Many retailers sell premixed gutter sprays. Applying cleaning solutions to dry gutters before rinsing can help cleaners attach to dirt and grime for easier removal.

Ensures thorough cleaning, preventing blockages and potential water damage.

The kind of gutter guards you have will affect how often you need to clean them. The more basic type of gutter screen requires cleaning once or twice a year. With a micromesh screen, you may be able to extend the time between cleanings to every two years or so.

However, if you have trees near your roof, you’ll need to clean your gutters more frequently, especially if you have chicken-wire or colander-type gutter guards. If you have pine trees near your roof, you may even need to clean your gutters quarterly, as tiny pine needles can get through any type of gutter guard.

The Middlebury, CT homeowners’ guide to gutter cleaning services

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