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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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Gutter Cleaning FAQs, answered by experts

Once you’ve installed your gutters, you'll need to maintain them. You should clean your gutters once or twice a year to keep them functioning correctly. But if climbing a ladder and scooping out handfuls of wet leaf gunk is just not your thing, you can hire a professional gutter cleaner near you to do the job. 

Ensures thorough cleaning, preventing blockages and potential water damage.

It’s recommended that you clean your gutters after a severe storm, however, regular storms don’t raise the same concerns. Look for signs your gutter might need cleaning after a harsh storm. Do you see broken branches and excessive leaves all over your yard? Chances are your gutters caught quite some debris. Also, ensure a few drying days before cleaning your gutters. Dry debris is much easier to clean.

Icicles don't necessarily mean your gutters are clogged or bad, but they can indicate an underlying issue. While clogged gutters can cause icicles to form, the problem could also be an ice dam on your roof from poor insulation. In that case, melting snow can refreeze in the gutter even without a clog. Regardless of the cause, the weight of the ice can damage your gutters or even rip them completely off the house. If you are unsure of the underlying problem, it's best to call a roofing company to assess the issue and implement a permanent solution.

Yes, it is generally considered safe to use a leaf blower to clear debris from gutters as long as you are wearing safety goggles and gloves. It's also necessary to have a gutter extension tool. In cases of severe clogs, it's necessary to manually clear debris that cannot be removed by the pressure of the leaf blower. Homeowners should be aware that the incredible power and speed of the output of a leaf blower can blow debris into downspouts. When this happens, water won't be able to flow through the gutters properly. For this reason, many homeowners hire professional gutter cleaners.

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.