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    Average homeowner rating
  • Verified reviews icon186
    Verified gutter cleaning services reviews

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

Avatar for LeafFilter Gutter Protection
LeafFilter Gutter Protection
3.9(
2,582
)
Gutters & Downspouts - Clean

Serving New Windsor, NY and surrounding areas

Approved (Corporate)

In business since 2005

Free estimates

Warranties offered

"LeafFilter doesn't clean gutters, they sell and install their LeafFilter Gutter products and only clean the gutters if you buy their product. I can't even begin to afford their product so I wasn't able to get my gutter cleaned by them."
Free no obligation estimates
Free no obligation estimates
Metal Screen mesh ontop of gutter
Free-flowing water in clean gutters
Debris resistant gutter protection

+63

11178 neighbors recently requested a quote
Recommended by81%of homeowners
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

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.

The cost to clean gutters usually ranges from  $120 to $230, depending on the type, length, and location. Seamless gutters usually come in at the lower end of that range since the lack of seams means there are fewer places for debris to build up. In fact, seamless gutter cleanings usually cost 10% to 25% less than sectional gutter cleanings.

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.

While you can clean your gutters without geting on a ladder, you won't know just how well you're cleaning them without the use of a telescopic water pole. Some ways to clean gutters from the ground include using telescopic cleaning tools and a leaf blower extension, wet/dry vacuum extension, pressure washer, or garden hose with a curved end.

Any small amount of standing water can be damaging to your gutters. It’s recommended that a ¼ inch puddle or more should be addressed. Failure to keep water from pooling in your gutters can result in clogs, algae growth, and pests that damage your gutters over time. 

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.