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TRUSTED BY PORTLAND, CT HOMEOWNERS

  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon155
    Verified gutter cleaning services reviews

Verified Reviews for Gutter Cleaning pros in Portland, CT

*The Angi rating for Gutter Cleaning companies in Portland, CT is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Cleaning needs.

*The HomeAdvisor rating for Gutter Cleaning companies in Portland, CT is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Cleaning needs.

Last update on October 30, 2025

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

Gutter Armor
4.5(
80
)
Gutters & Downspouts - Clean

Serving Portland, CT and surrounding areas

Approved

In business since 2022

Free estimates

Credit card accepted

"We have never been so pleased with work done on our home. Gutter Armor was quick to respond, review our project, provide options and do an outstanding job. They came within the week, were right on time as promised and completed the the job within the estimated time. They cleaned up the old materials so it looked as if no one had even been here except for the great new gutters. They definitely improved the value and appearance of our house. We highly recommend George with no hesitation. It s not often you feel that trust that you ve chosen the right company. I d rate Gutter Armor ten stars!"
Response time7 hrs
Recommended by91%of homeowners
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Avatar for Luis Gutter Clean, Soft Wash, Power Wash
Luis Gutter Clean, Soft Wash, Power Wash
4.8(
26
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Portland, CT and surrounding areas

Approved

In business since 2020

Free estimates

Emergency services offered

"Luis did a excellent job cleaning and flushing the gutters. The price was fair and he stayed with his estimated price."
Our work
Our work
Response time7 hrs
Response rate85%
2 neighbors recently requested a quote
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Avatar for Double S Powerwashing
Double S Powerwashing
5.0(
25
)
Gutters & Downspouts - Clean

Serving Portland, CT and surrounding areas

Approved

Super Service Award Winner

In business since 2024

Free estimates

Emergency services offered

"He came on time and did a great job and cleaned up after himself. Perfect !"
Wallingford Driveway
Clinton Patio roof
Clinton Patio roof
Meriden Driveway
Meriden Drive Before

+9

Response time4 hrs
Response rate95%
146 neighbors recently requested a quote
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Avatar for Ned Stevens Gutter Cleaning
Ned Stevens Gutter Cleaning
4.1(
3,525
)
Gutters & Downspouts - Clean

Serving Portland, CT and surrounding areas

Approved

In business since 1965

Free estimates

Credit card accepted

"Took almost 2 months for service after scheduling gutter cleaning. Good result after gutters were cleaned."
Our work
Our work
Our work
Our work
Our work

+1

Response time11 hrs
Response rate100%
3257 neighbors recently requested a quote
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Nathan Henry Prestash
4.7(
16
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Portland, CT and surrounding areas

Approved

In business since 2021

Free estimates

Customers say: Quick response

"Nate was quick with a quote- arrived the next business day and cleaned our gutters in a little over an hour- cleaned all the debris and repaired some gutters that were damaged. I would highly recommend Nate."
Response time1 day
Response rate90%
3 neighbors recently requested a quote
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Avatar for Scrub-A-Ray, LLC
Scrub-A-Ray, LLC
5.0(
5
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Portland, CT and surrounding areas

Approved

In business since 2023

Free estimates

Offers commercial services

"Robert was very professional and worked to make my job happen how and when I needed it done. Everything was done quickly for my gutter cleaning job. He left everything clean when he left. There was no debri laying around. I will definitely use him again for my next job."
Canton gutters
Windsor gutter cleaning
Screen cleaning
Windsor window cleaning
Window cleaning

+11

Response time5 hrs
Recommended by80%of homeowners
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Avatar for Outstanding Pressure Washing Service
Outstanding Pressure Washing Service
5.0(
20
)
Gutters & Downspouts - Clean

Serving Portland, CT and surrounding areas

Approved

Super Service Award Winner

In business since 2023

Free estimates

Emergency services offered

"Nelson was very nice! He did a great job! Cleaned my vinyl shed carport!! Very happy withNelson!"
#1002 Ranch
#1002 Ranch
#1002 Ranch
#1002 Ranch
#1002 Ranch right front

+9

Response time4 hrs
Response rate97%
1 neighbors recently requested a quote
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Gutter Cleaning FAQs, answered by experts

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.

Gutter guards and covers can minimize debris accumulation.

Failing to clean your gutters can lead to serious and costly damage. When leaves and other debris cause blockages, water cannot drain properly and will overflow. This can lead to water pooling around your home’s foundation, causing basement flooding and structural damage. The overflow can also damage your roof, siding, and fascia boards, with the constant moisture promoting mold, mildew, and rot. The weight of wet debris can cause gutters to sag or break, while stagnant water creates a breeding ground for pests like mosquitoes and rodents. Additionally, runoff can damage landscaping or freeze on driveways and patios, causing cracks. To prevent these issues, it is recommended to clean your gutters at least once or twice a year.

Regular inspections, occasional rinsing, and removing large debris ensure long-term functionality.

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 Portland, CT homeowners’ guide to gutter cleaning services

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

See all articles