Get matched with top gutter cleaning pros in Annapolis, MD

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4.5

(483 reviews)

Top-rated gutter cleaning pros.

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Avatar for Gutter Aid Services LLC
Gutter Aid Services LLC
5.0(
55
)

Serving Annapolis, MD and surrounding areas

Approved

In business since 2022

Free estimates

Credit card accepted

"We love working with Gutter Aid. Jake and his brother and staff are excellent at their work. They?ve cleaned and repaired the gutters and downspouts for our family?s 3 story property since 2023. Reliable, communicative and great at the work."
7 neighbors recently requested a quote
Recommended by62%of homeowners
Avatar for Joe's Gutters
Joe's Gutters
5.0(
7
)

Serving Annapolis, MD and surrounding areas

Approved

In business since 2025

Free estimates

Credit card accepted

"Very pleased with the gutter systems and interaction with Joe. He demonstrated his expertise of the various products and provided honest guidance that assisted in product selection. Joe was professional throughout the process and with following up to ensure customer satisfaction. Highly recommend."
Response time8 hrs
3 neighbors recently requested a quote
Avatar for Step It Up Construction
Step It Up Construction
4.6(
84
)

Serving Annapolis, MD and surrounding areas

Approved

In business since 2003

Free estimates

Emergency services offered

"Mike came out prompty to look at the damaged siding. Came out a second time to show me color samples for the replacement siding. Told me when the siding would be received and came out today and did the work. He and his helper cleaned up after the work was done. They did an excellant job of fixing the siding. He had given me a very reasonable estimate. I have asked him for an estimate to replace the roof and will have him do the work. Very professionable and friendly. I will recommend him to friends and family for any work they might need done."
Window Replacement
Window Replacement
Window Replacement
Bathroom Remodel
Bathroom Remodel

+15

Response time10 hrs
Response rate97%
3 neighbors recently requested a quote
Avatar for A-1 WORLD CONSTRUCTION LLC
A-1 WORLD CONSTRUCTION LLC
5.0(
21
)

Serving Annapolis, MD and surrounding areas

Approved

In business since 2018

Offers commercial services

Customers say: Quick response

"I recently hired their gutter cleaning service and I was very satisfied, they arrived on time, were very professional and made sure to clean both gutters and downspouts without leaving any debris around the house. And they also made sure the downspouts were clean and not clogged. They showed me pictures of before and after without asking. The team worked quickly but carefully, and I can tell they know what they’re doing, I would definitely hire them again and highly recommend them to anyone who needs a reliable high-qualify gutter cleaning service."
Gutter Cleaning
Gutter Cleaning
Gutter Cleaning
Gutter Cleaning
Gutter Cleaning

+2

Response time2 hrs
Response rate89%
9 neighbors recently requested a quote
Avatar for Mr. Handyman of Anne Arundel and PG County
Mr. Handyman of Anne Arundel and PG County
4.5(
732
)

Serving Annapolis, MD and surrounding areas

Approved

In business since 2005

Warranties offered

Credit card accepted

"The contractor arrived exactly on time and started work immediately after being given a description of  the work that needed to be done. The original schedule was to complete in one day, but due to a unforeseen problem (not attributable to the contractor), a second day was required. After completing the work, the contractor cleaned up the work area and disposed of all the scrap material. The quality of work was very good and were general pleased with the outcome.
"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+4

4 neighbors recently requested a quote
Recommended by88%of homeowners
Avatar for Top Notch Home Services LLC
Top Notch Home Services LLC
5.0(
17
)

Serving Annapolis, MD and surrounding areas

Approved

In business since 2022

Free estimates

Offers commercial services

Top Notch Home Services LLC is a leader in providing our customers with the highest quality service in an honest, efficient, and professional way. Our pledge is to create successful relationships with our customers, employees and community by building trust, treating every project with the utmost integrity and exceeding expectations. We look forward to working with you!\n

Shingles blown off
Repaired carport
Response time40 mins
Response rate94%
Recommended by100%of homeowners
Avatar for Pineda's Construction
Pineda's Construction
5.0(
7
)

Serving Annapolis, MD and surrounding areas

Approved

In business since 2020

Free estimates

Warranties offered

We pride our company on reliability, great communication, integrity, and quality work. We are experts in our trade and will do our best to keep you as educated as we can on your particular task or project. We look forward to earning your business.

Response time7 hrs
Response rate100%
1 neighbors recently requested a quote
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Gutter Cleaning questions, answered by experts

Installing a leaf protection system that keeps leaves and pine needles out of your gutter downspout is the best way to prevent clogs. Additionally, you may want to remove any trees or branches that are hanging over your downspouts to prevent leaves and branches from making their way into your gutter system. Of course, routine downspout cleaning and inspection can also help you stay ahead of clogs that create water damage at your home.

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.

There are several ways to tell if your gutter downspout drain is backed up. The most obvious sign is when you see water flowing over your gutter edges. This can occur during everything from light rain to a rainstorm. Additional signs can include peeling paint around your downspout, visible dirt around your downspout, and moisture on the side of the house. If you're having ongoing problems with clogs caused by a poorly designed or worn-out gutter system, consider getting a quote for gutter replacement cost.

Regular inspections, occasional rinsing, and removing large debris ensure long-term functionality.

Water overflow, foundation damage, and mold growth are risks.

The Annapolis, MD homeowners’ guide to gutter cleaning services

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