4.5 
489 *The Angi rating for Gutter Cleaning companies in Annapolis, 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 Annapolis, 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 March 30, 2026
Serving Annapolis, MD and surrounding areas
Approved
In business since 2022
Free estimates
Credit card accepted
"VERY PROMPT AND BEAUTIFUL INSTALLATION OF NEW GUTTERS, AT A VERY REASONABLE PRICE."
Serving Annapolis, MD and surrounding areas
Approved (Corporate)
In business since 2005
Free estimates
Warranties offered
"They don't clean gutters, they sell gutter leaf guards"
+63
Serving Annapolis, MD and surrounding areas
Approved
In business since 1965
Free estimates
Credit card accepted
"Took almost 2 months for service after scheduling gutter cleaning. Good result after gutters were cleaned."
+1
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.
"
+4
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
Serving Annapolis, MD and surrounding areas
Approved
In business since 2015
Free estimates
Small jobs welcome
"Outstanding job! Cleaned gutters. Quick, efficient, left no mess for us. Professional and friendly- keeping this company on speed dial!"
Serving Annapolis, MD and surrounding areas
Approved
In business since 2009
Emergency services offered
Customers say: True professional
Twins Evergreen Landscaping, LLC prides itself on being the number one home improvement company in the area. We service both residential (family home only) and commercial properties. We've built an excellent reputation for customer satisfaction by providing quick estimates, a great attention to detail, and competitive pricing. Being a screened and approved professional gives you the peace of mind you need to allow us to give your home the attention it deserves. Call us today and let's get started!
+13
Serving Annapolis, MD and surrounding areas
Approved
In business since 2012
Free estimates
Emergency services offered
Welcome to J.J. Handyman! 10 Years Experience! We take pride in the quality of work and customer satisfaction that we give each and every customer! We are known to pay exquisite attention to detail, while making customer satisfaction our top priority. Call us today to learn more about how we can help!
+6
Serving Annapolis, MD 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.
+1
Serving Annapolis, MD and surrounding areas
Approved
In business since 2020
Free estimates
Emergency services offered
"Danny cleaned and repaired our gutters. He did an EXCELLENT job. We couldn’t have been happier. He has an excellent work ethic. He also changed the handle on our fence door. Prices were very reasonable. I would recommend him 100%"
From average costs to expert advice, get all the answers you need to get your job done.
This guide to gutter cleaning costs in Baltimore, MD provides local estimates for cleaning gutters based on length, type, and number of stories on a home.
This guide to gutter cleaning costs in Washington, D.C. provides local estimates for cleaning gutters based on length, type, and number of stories on a home.
The average gutter guard installation cost varies depending on the type, materials, home height, and other factors. See what it costs to install in Baltimore, MD.
Looking to have your gutters cleaned? Learn how to hire a gutter cleaning pro, compare costs, verify credentials, and protect your home from water damage.
What is gutter cleaning, and why is it important? From benefits and cost to recommended cleaning frequency, we bring you essential gutter cleaning basics you need to know.
Learn who to hire to clean your gutters to find the right local professional for gutter cleaning quotes.
