Top-rated gutter cleaning pros.

Best gutter cleaning pros near New Windsor, NY

Enter your zip and get matched with up to 5 pros

Need a pro for your gutter cleaning project in New Windsor, NY?

Select your specific project to find the pro for you.

TRUSTED BY NEW WINDSOR, NY HOMEOWNERS

  • Average homeowner rating star icon4
    Average homeowner rating
  • Verified reviews icon186
    Verified gutter cleaning services reviews

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%
9 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
39 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
...
Showing 1-10 of 183
Gutter Cleaning FAQs, answered by experts

The most common problem with gutters is clogging from debris like leaves, blossoms, and seeds from surrounding trees. This debris can block downspouts, leading to improper drainage and water overflow.

Other common issues include:

  • Leaks and holes, which can often be repaired with gutter sealant or caulk.

  • Rust, sagging, or detachment from the roofline.

  • Damage from strong storms.

  • Improperly pitched gutters that don't drain correctly.

Regular cleaning in the spring and fall is the best way to prevent most of these problems. You may need to clean them more often during periods of heavy leaf fall.

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 cleaning, checking for leaks, and ensuring that downspouts direct water away from the foundation help prolong gutter life.

If you do end up with frozen gutters, it's important to thaw them correctly. Thawing your gutters slowly is far safer than trying to break apart the ice. Once you get through the ice, bring in a gutter professional to check out the effectiveness of your heated system.

Underground downspouts refer to the sections of downspout extensions that lead away from your home and gutter system. While they cost more than traditional extensions, they can provide several benefits, such as less frequent damage and no need to move them for lawn care tasks. Whether they're worth it or not depends on your budget at installation time and how much convenience they'll add to your situation.

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.