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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

11222 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

5 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

The cost to install a downspout extension or reroute a downspout generally falls between $30 and $200. The final price depends on factors like whether you DIY the project or hire a gutter professional, the complexity of your gutter system, and the length of the new extension. A simple, above-ground DIY installation can cost as little as $30 for materials. In contrast, a more complex project involving professional installation and digging trenches for underground piping could cost over $1,000. This is still a significant saving compared to replacing your entire gutter system, which costs around $1,900 on average.

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.

There’s more to gutter cleaning services than simply scooping out fallen leaves and debris. You should consult your gutter professional about which services they’ll provide during your appointment to ensure you receive the best value for your investment.

Gutter cleaning usually consists of some basic services, including:

  • Removing debris such as leaves, twigs, pests, moss, algae, and pollen

  • Uninstall and reinstall gutter guards

  • Flush the gutter with a hose

  • Inspection for any damage or leaks

  • Recommendations for repairs

Pressure washing isn’t the only way to clean your gutters. Use a hose and a long-handled brush if you aren’t afraid of a little elbow grease. Alternatively, set up a stable ladder and scrub by hand with a brush. It’s also possible to purchase gutter wand extensions for hoses or a gutter vacuum if you don’t mind the investment. These help clean thoroughly without you having to scale a ladder.

The trick to getting gleaming gutters can vary based on the material of your gutters. Aluminum gutters can often be restored to pristine condition by using a cloth to scrub them with a solution consisting of 1 cup of vinegar and 1 cup of water. Vinyl gutters can be whitened using dish soap and water. For deeply stained vinyl gutters, adding bleach with water and dish soap may help to remove black streaks. Many retailers sell premixed gutter sprays. Applying cleaning solutions to dry gutters before rinsing can help cleaners attach to dirt and grime for easier removal.

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.