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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%
118 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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+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

40 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

Water overflow, foundation damage, and mold growth are risks.

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.

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.

Hiring a local gutter cleaner costs an average of $119 to $228. For many homeowners, it’s worth bringing in a pro to make sure there’s a regular cleaning schedule and that the job is done thoroughly. A pro can also inspect your gutters and roofline and flag any issues before you start experiencing costly mold, rot, or water damage.

Walking on the roof to clean gutters is unsafe and not recommended due to significant safety risks. It is especially dangerous on steep or slippery roofs, or if the roof is wet or covered in leaves, which increases the chance of a fall. In addition to personal injury, walking on the roof can damage shingles, potentially leading to water leaks. Instead of walking on the roof, use a sturdy ladder positioned on a stable surface to access the gutters. Be aware that using a ladder also carries risks, as it can be difficult to maintain balance while performing the work. You can also use ground-based cleaning tools. For safety reasons and to prevent damage to your roof, hiring a professional to clean your gutters is the best and safest option.

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.