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TRUSTED BY PRINCESS ANNE, MD HOMEOWNERS

  • Average homeowner rating star icon4.9
    Average homeowner rating
  • Verified reviews icon18
    Verified gutter cleaning services reviews

Top-Rated Gutter cleaning pros in Princess Anne - Updated Nov 2026

Avatar for LeafFilter Gutter Protection
LeafFilter Gutter Protection
3.9(
2,584
)
Gutters & Downspouts - Clean

Serving Princess Anne, 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

11079 neighbors recently requested a quote
Recommended by80%of homeowners
Avatar for Turf Dog Landscaping LLC
Turf Dog Landscaping LLC
5.0(
4
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Princess Anne, MD and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

Started Turf Dog Landscaping in 2024 to provide reliable, high-quality lawn care. I focus on clean work, sharp edges, and showing up on time. Every yard is treated with pride and done right the first time. God Bless you all looking to provide great service. Business cell (804)6949887

Front view flower bed with stone edging
Patio make over
Patio make over
Patio make over
Patio make over

+1

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

Serving Princess Anne, 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
Avatar for A10 Experience
A10 Experience
4.0(
1
)
Gutters & Downspouts - Clean

Serving Princess Anne, MD and surrounding areas

Approved

In business since 2016

Emergency services offered

Small jobs welcome

We take great pride in our experience, expertise, quality, and customer \nservice that we provide to meet the consumer's needs. It is our mission \nto provide excellent workmanship and complete \ncustomer satisfaction from start to completion of a project. In order to \nunderstand the needs and expectations of our customers, we take great \ncare to work and communicate with every customer in a professional \nmanner. Our reputation is based on service, safety, \nand quality, regardless of how large or small the job. \n

Response time3 hrs
KW Coastal Cleaning
New to Angi
Gutters & Downspouts - Clean

Serving Princess Anne, MD and surrounding areas

Approved

I'm Kaitlin! I'm a dependable, detail-oriented cleaner who takes pride in creating fresh, spotless spaces. Whether you need routine house cleaning, a deep clean, or help getting your vacation rental ready for the next guests, I'm committed to providing reliable, high-quality service.\n\nLiving and working in a beach community, I understand the unique challenges of sand, salt, and high guest turnover. I pay close attention to the details that make a home feel clean, comfortable, and welcoming.\n\nI believe in treating every home with care and respect, showing up on time, communicating clearly, and making sure you're happy with the results. I look forward to helping you keep your home clean so you can spend more time enjoying life at the beach!

Tiptop, cleaning and home maintenance
New to Angi
Gutters & Downspouts - Clean

Serving Princess Anne, MD and surrounding areas

Approved

Welcome to Tip Top Cleaning & Home Maintenance LLC! We are a locally owned, licensed, and insured company providing dependable cleaning and home-maintenance services.\n\nI’m Jessica, and I manage the cleaning side of our business. With more than 15 years of experience and excellent references, I provide detailed residential and commercial cleaning services tailored to each client’s needs. My husband manages the maintenance side and can handle a wide variety of household repairs, improvements, and general maintenance projects.\n\nOur goal is to make caring for your property simple by providing professional, reliable service at affordable prices. Whether your home or business needs a thorough cleaning or something repaired, Tip Top Cleaning & Home Maintenance is ready to help. Contact us today for a free estimate!

After
Before
2 neighbors recently requested a quote
Avatar for R & M Pressure Washing LLC.
R & M Pressure Washing LLC.
4.5(
49
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Princess Anne, MD and surrounding areas

In business since 2005

Free estimates

Credit card accepted

"Not really what I expected ... we had a communications breakdown to start with and they showed up at the house unannounced at 8am on a holiday weekend. When we have had our gutters cleaned in the past, they normally would either sweep out or scoop out the gutters and then run water through them to cleanout the rest. This company just brought a leaf blower to get the job done. Considering the fact that I have a three story townhouse, who really knows how well they cleaned them out?"
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+5

Recommended by88%of homeowners
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Gutter Cleaning FAQs, answered by experts

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.

Using less toilet paper is the easiest way to prevent future clogs. Also, avoid flushing sanitary products, thick paper towels, or hair down the toilet. If you’ve been using a brick in the tank to reduce the water used to flush the toilet, take it out immediately. Bricks will eventually fall apart and clog your toilet drain. Keeping your toilet lid closed also helps avoid future clogs.

At least twice a year, or more if surrounded by trees.

While both underground and above-ground downspout extensions are a step up from no downspout extensions, underground downspouts are better for those looking for a more discreet option. Underground downspouts are hidden away—out of sight, out of mind. You won't be bumping into the extended sections with your lawn mower, nor will you see the downspouts sticking out like a sore thumb.

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.

The Princess Anne, MD homeowners’ guide to gutter cleaning services

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