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TRUSTED BY OLD GREENWICH, CT HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon93
    Verified gutter cleaning services reviews

Top-Rated Gutter cleaning pros in Old Greenwich - Updated Nov 2026

Avatar for Gutter Bros, LLC
Gutter Bros, LLC
4.6(
37
)
Gutters & Downspouts - Clean

Serving Old Greenwich, CT and surrounding areas

Approved

In business since 1998

Free estimates

Warranties offered

"I spoke with Joe, from Gutter Brothers, about checking out my gutters for alignment and cleaning them. His team came when at their scheduled time and performed the work that I had asked. The very next day we had a heavy rain for several hours and my gutters go the job done."
Copper Gutter Installation
Copper Downspout Installation
Copper Gutter & Downspout
Response time1 day
Response rate97%
2 neighbors recently requested a quote
Avatar for Danilo Painting
Danilo Painting
4.7(
155
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Old Greenwich, 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
Avatar for All State Leaf Guard, Inc.
All State Leaf Guard, Inc.
4.8(
115
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Old Greenwich, CT and surrounding areas

Approved

In business since 1984

Free estimates

Emergency services offered

"Quick response with a fair estimate for this area. Got me on the schedule right away, and the work was top notch. Would definitely recommend, and will return if I need any gutter work in the future."
Dark Bronze Half Round
Dark Bronze Seamless Half Round
Dark Bronze Seamless Half Round
Dark Bronze Seamless Half Round
Seamless Galvalume Half Round Gutters

+7

Response time5 hrs
Response rate94%
113 neighbors recently requested a quote
Avatar for All Clean LLC
All Clean LLC
4.5(
48
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Old Greenwich, 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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-
-
-
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+2

Response time2 days
5 neighbors recently requested a quote
Recommended by93%of homeowners
Avatar for MAZUR CONSTRUCTION LLC
MAZUR CONSTRUCTION LLC
4.9(
14
)
Gutters & Downspouts - Clean

Serving Old Greenwich, CT and surrounding areas

Approved

In business since 2020

Free estimates

Emergency services offered

"These guys are competitively priced and highly professional. Thorough job power washing our 3 story British Colonial Home (circa 1754) including a good deal of intricate molding around the windows and western red cedar roof. Diagnosed necessary repairs to our copper gutter system and downspouts. Quickly provided a detailed quote on that overhaul work. They are on my short list of home service providers going forward. These guys are a diamond in the rough."
Gutter cleaning
Gutter cleaning
Gutter cleaning
Gutter cleaning
Gutter cleaning

+26

39 neighbors recently requested a quote
Avatar for All Quality, LLC
All Quality, LLC
4.7(
104
)
Gutters & Downspouts - Clean- For Business

Serving Old Greenwich, CT and surrounding areas

Approved

In business since 2017

Free estimates

Emergency services offered

"They came out the same day I called and had an estimate to me the next day. I asked them to estimate some other work and in the end we hired them to fix our rear gutters, install gutter guards and repair our chimney. We plan to hire them for some other projects."
Brick Chimney and Chimney Cap
Chimney
Chimney work
Vinyl Siding
Torch Down Roof

+37

Response time5 hrs
Response rate89%
2 neighbors recently requested a quote
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Gutter Cleaning FAQs, 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.

Ensures thorough cleaning, preventing blockages and potential water damage.

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, 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. 

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.

The Old Greenwich, CT homeowners’ guide to gutter cleaning services

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