4.8 
38 *The Angi rating for Gutter Cleaning companies in Chestertown, 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 Chestertown, 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 July 28, 2026
Serving Chestertown, MD and surrounding areas
Approved (Corporate)
In business since 2005
Free estimates
Warranties offered
"I was tired of cleaning my gutters so I had the gutters cleaned out, sealed, and LeafFilter Gutter Guards installed. Excellent job!"
+63
Serving Chestertown, 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 Chestertown, MD and surrounding areas
Approved
Free estimates
Emergency services offered
Small jobs welcome
My name is Andrew, and I was born and raised and delco. I went to Strath Haven High School. Lived in Wallingford for as long as I can remember. Now I start my own Junk Removal and many other property services. We have been slowly growing, and each day I work towards being the best and biggest business around.
Serving Chestertown, 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.
+64
Serving Chestertown, 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 50 years.
+1
Serving Chestertown, MD and surrounding areas
Approved
Emergency services offered
Small jobs welcome
Offers commercial services
Getting the job done the rite way and building great relationships with clients
Serving Chestertown, MD and surrounding areas
Approved
I'm a great cleaner for all homes.and business
Serving Chestertown, MD and surrounding areas
Approved
"As the owner and operator, I personally clean every home, so you always know who is coming to your door. I take pride in delivering detailed, dependable service not rushed cleanings. My goal is to leave every home spotless while providing friendly communication, flexible scheduling, and a cleaning experience you can count on." Also we do a week follow up call to see if everything done was to your liking
Serving Chestertown, 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
+9
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.
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.
The cost of seamless gutters varies based on home size, labor rates, gutter materials, and more. Here’s what you can expect to pay in Baltimore, MD.
Wondering how to clean gutters without a ladder? Our guide will show you six methods you can use to keep your gutters clear from the ground.
Learn who to hire to clean your gutters to find the right local professional for gutter cleaning quotes.
