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Verified Reviews for Gutter Cleaning pros in Henderson, MD

*The Angi rating for Gutter Cleaning companies in Henderson, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Cleaning needs.

*The HomeAdvisor rating for Gutter Cleaning companies in Henderson, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Cleaning needs.

Last update on August 04, 2025

Top-Rated Gutter cleaning pros in Henderson - Updated Nov 2026

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

Serving Henderson, MD 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

11216 neighbors recently requested a quote
Recommended by81%of homeowners
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Avatar for Small-Town Pressure Washing
Small-Town Pressure Washing
5.0(
5
)
Gutters & Downspouts - Clean

Serving Henderson, MD and surrounding areas

Approved

In business since 2025

Free estimates

Small jobs welcome

Soft and Power washing services for residential and commercial properties. Buildings, homes, roofs, driveways, windows, patios, walkways, pavers, & more - you’ve got grime, we can clean it away! Delaware licensed and insured. Services for property maintenance and improvement needs. Call 302-632-4869 today!

Before and After
Before and After
Before and After
Before and After
Before and After

+10

4 neighbors recently requested a quote
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Wynne Services
4.9(
38
)
Gutters & Downspouts - Clean

Serving Henderson, MD and surrounding areas

Approved

In business since 2013

Free estimates

Emergency services offered

"I needed my gutters cleaned out and asked for a cost estimate. They came, looked at the job, gave me an estimate which was almost exactly what I was planning on, and two hours later all my gutters were cleaned. Friendly people, excellent work."
Bathroom remodel
Bathroom remodel
Bathroom remodel
Bathroom remodel
Bathroom remodel

+10

Response time1 day
6 neighbors recently requested a quote
Recommended by100%of homeowners
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Avatar for Ace Handyman Services Eastern Shore
Ace Handyman Services Eastern Shore
5.0(
6
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Henderson, MD and surrounding areas

Approved

In business since 2022

Warranties offered

Small jobs welcome

As a locally owned business Ace Handyman Services Eastern Shore employs local craftsman who are experienced in their field and trained in exceptional customer service. We back up this up with the support of a national respected brand, 1 year guarantee to give you the peace of mind you deserve. We are bonded, licensed and insured, and all of our employees are background checked and trained. \n

Custom crawl space access
Kitchen backsplash
New railings and stairs
Drywall and paint
Shiplap fireplace wall

+9

29 neighbors recently requested a quote
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Avatar for Roofing Solutions
Roofing Solutions
4.5(
6
)
Gutters & Downspouts - Clean- For Business

Serving Henderson, MD and surrounding areas

Approved

In business since 2019

Free estimates

Emergency services offered

Roofing Solutions your Flat & Metal Roof specialist Whether you are facing a leaky roof or need to install a new roof . Roofing Solutions provides high-quality roofing services at competitive prices. Free Estimate Same day service deal directly with the owners. Roofing solutions operate at the highest level, providing products and services of the highest quality, always giving a 100%. Client satisfaction is our priority. With a highly skilled and professionally trained team of experts, we aim to provide the best possible services while ensuring that our prices are reasonable. We offer complete roofing solutions, allowing our clients to find everything they need under one roof. We target efficiency, affordability, and quality. We specialize in providing roofing services for commercial properties. We are Licensed and Insured.

What We Do...
What We Do...
What We Do...
What We Do...
What We Do...

+64

Response time5 hrs
Response rate98%
17 neighbors recently requested a quote
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Avatar for Triple Threat pressure washing & cleaning service
Triple Threat pressure washing & cleaning service
New to Angi
Gutters & Downspouts - Clean

Serving Henderson, MD and surrounding areas

Approved

Free estimates

Emergency services offered

Offers commercial services

Triple Threat Pressure Washing & Cleaning Services specializes in professional exterior cleaning that restores and protects your property’s appearance. We provide high-quality pressure washing for house siding, driveways, sidewalks, patios, and fences, removing dirt, mold, mildew, algae, and stains to leave your home or business looking fresh, clean, and well-maintained.

Power washing
Power washing
Power washing
Power washing
Power washing

+4

2 neighbors recently requested a quote
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Gutter Cleaning FAQs, answered by experts

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.

If you want to avoid burying your downspouts, several alternatives can help direct water away from your home's foundation. One option is to connect a rain barrel to your downspout. During a storm, the barrel collects water that you can later use for irrigating your lawn or garden. Another common solution is to install an above-ground downspout extension. This can be done in a couple of ways:

  • Splash Guards: Placing a splash guard, available at most hardware stores, under your downspout can act as a simple funnel to direct water away from the house.

  • Downspout Extensions: You can add an extension to the end of the downspout's elbow to carry water further into your yard. Some extensions are flexible, allowing you to maneuver them around landscaping.

These above-ground solutions are particularly useful if your home has a slab foundation that you cannot dig up. However, they have limitations. An extension may not move water as far from your home as an underground system. More importantly, if your yard slopes back toward your house, these methods will be ineffective, and burying your downspouts remains the best option to prevent potential flooding and water damage.

You may have a clogged gutter. Downspouts can also clog if your gutter collects too much debris. Hire a professional gutter cleaner, and if you still have problems, install a gutter guard (which prevents debris from entering your gutter system) and a downspout extension (which helps drain water further away from your foundation, so it doesn't pool near your house). Follow these tips to keep your gutter downspouts clean.

It’s best to schedule regular gutter cleanings before there’s a major issue, but sometimes life gets in the way. Luckily, a few telltale signs will let you know when to clean your gutters ASAP:

  • You notice built-up debris in your gutters.

  • Your gutters overflow with water when it rains.

  • Water doesn’t readily flow from your downspouts.

  • Your gutters are damaged or visibly leaking.

  • You notice evidence of leaking along your roof, siding, yard, or pavement.

  • Your gutters have pulled away from your roofing or exterior walls.

  • You see water damage on your soffits or fascia.

  • You have weeds growing in your gutters.

  • You start to see ants or other insects around your gutters or in your home.

  • You suddenly have issues with leaks in your crawl space or basement.

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 Henderson, MD homeowners’ guide to gutter cleaning services

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

See all articles