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Top-Rated Gutter cleaning pros in New Windsor - Updated Nov 2026

Avatar for Inex Home Builders
Inex Home Builders
4.9(
51
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving New Windsor, NY and surrounding areas

Approved

Super Service Award Winner

In business since 2020

Free estimates

Small jobs welcome

"Highly recommend! Everything was excellent from the work to the price. Will be having them back to do more work around the house. I saw them doing gutters at my neighbors and took a chance and asked about a much needed new roof. Boy, I am so happy I did!"
Response time7 hrs
Response rate92%
8 neighbors recently requested a quote
Hudson Bear Home Improvement Inc.
4.7(
12
)
Gutters & Downspouts - Clean

Serving New Windsor, NY and surrounding areas

Approved

In business since 2012

Credit card accepted

Customers say: True professional

We take great pride in our experience, expertise, quality and customer service that we provide to meet every consumer's needs. \nIt is our mission to provide excellent customer service from start to completion of a project. \nTo understand the needs and expectations of our customers, we take great care to work and communicate with every customer in a personal and professional manner. \nOur reputation is based on service, safety and quality, regardless of how large or small the job.

Response time4 hrs
36 neighbors recently requested a quote
Recommended by70%of homeowners
Avatar for Ned Stevens Gutter Cleaning- Commercial
Ned Stevens Gutter Cleaning- Commercial
4.0(
1
)
Gutters & Downspouts - Clean- For Business

Serving New Windsor, NY and surrounding areas

Approved

In business since 1965

Free estimates

Credit card accepted

When you choose Ned Stevens for your gutter cleaning, gutter repair, gutter installation, window cleaning and other services, you can count on exceptional quality of work and outstanding customer service. Our labor staff are all our own employees, and we train them in our state-of-the-art training facility focusing on quality work. Our work is 100% Guaranteed. Your satisfaction is our goal. We want to make your gutter cleaning experience effortless. You never need to be home! We are fully insured and guarantee all of our work. Our family owned company has been cleaning and installing gutters for over 60 years.

Our Work
Our Work
Our Work
Our Work
Our Work

+1

4 neighbors recently requested a quote
Avatar for Nice Guys Painting NY LLC
Nice Guys Painting NY LLC
4.6(
10
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving New Windsor, NY and surrounding areas

Approved

In business since 2009

Free estimates

Credit card accepted

"Isaac is a master class painting professional. He is quick, thorough, and honest. The painting work was very skillful with great attention to detail. The clean up work at the end of each painting session was very thorough. We love the results and we are very happy with the reasonable price we were charged."
Entrance and Living room
Clean
Response time1 day
Response rate93%
7 neighbors recently requested a quote
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Showing 1-10 of 183
Gutter Cleaning FAQs, answered by experts

Using less toilet paper is the easiest way to prevent future clogs. Also, avoid flushing sanitary products, thick paper towels, or hair down the toilet. If you’ve been using a brick in the tank to reduce the water used to flush the toilet, take it out immediately. Bricks will eventually fall apart and clog your toilet drain. Keeping your toilet lid closed also helps avoid future clogs.

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.

There are several ways to tell if your gutter downspout drain is backed up. The most obvious sign is when you see water flowing over your gutter edges. This can occur during everything from light rain to a rainstorm. Additional signs can include peeling paint around your downspout, visible dirt around your downspout, and moisture on the side of the house. If you're having ongoing problems with clogs caused by a poorly designed or worn-out gutter system, consider getting a quote for gutter replacement cost.

At least twice a year, or more if surrounded by trees.

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. 

The New Windsor, NY homeowners’ guide to gutter cleaning services

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