4.7 
21 *The Angi rating for Gutter Repair And Replacement companies in Leonardtown, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Repair And Replacement needs.
*The HomeAdvisor rating for Gutter Repair And Replacement companies in Leonardtown, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Repair And Replacement needs.
Last update on July 27, 2026
Serving Leonardtown, MD and surrounding areas
Approved (Corporate)
In business since 2005
Free estimates
Warranties offered
"Fast response to request for quote. Thorough explanation of repair needed & cost of the job. Prompt & efficient repair of gutters & replacement of gutter guards."
+79
Serving Leonardtown, MD and surrounding areas
Approved
Super Service Award Winner
In business since 1981
Free estimates
Warranties offered
"This is an excellent company and the product really works. I used to have to worry about constantly keeping my gutters free of leaves. Gutter Helmet screens keep the leaves out. The company is very responsive whenever I need maintenance. I highly recommend them."
+19
Serving Leonardtown, MD and surrounding areas
Approved
In business since 2004
Free estimates
Credit card accepted
"Showed up on time , courteous, and did the gutter replacement job in a timely manner."
+77
Serving Leonardtown, MD and surrounding areas
Approved
Super Service Award Winner
In business since 2011
Free estimates
Emergency services offered
"Brian Shenk was very professional and helpful through the process of replacing our roof. When we had questions he called us back in a timely manner. Project timing was on point. The quality of the roof was good.. Very pleased with the new roof!"
+21
Serving Leonardtown, MD and surrounding areas
In business since 1991
Emergency services offered
"We called Vincent on a Sunday morning for an emergency cleaning since we were leaving for vacation Monday evening. We had a huge flood from the ac unit in our attic and we thought it was due to the gutters being clogged, not allowing the water the properly drain. When I called he informed me he was located approx. 2 hrs from my home so I immediately thought there was no way he would come out on a Sunday to clean gutters. However, he called back and offered to send someone if we couldn't find another company. We agreed to a time and Jamie showed up at 2:00 and immediately went to work. He also went in the attic to check the issue. Although, the gutters were not the issue the service and response time was fantastic. I would highly recommend using them."
Serving Leonardtown, MD and surrounding areas
In business since 1980
Free estimates
Credit card accepted
"Technician was prompt, friendly, and efficient with climbing onto roof to assess its condition. Provided a wide range of recommendations to include short-term fixes and long-term replacement. I would use this contractor again
"
+17
Serving Leonardtown, MD and surrounding areas
In business since 2005
Free estimates
Emergency services offered
"Scheduled an appointment with Albert Hoffman, Senior Product Specialist, to come out and give me an estimate to replace 15 windows and a sliding glass door. He's great...was punctual and very professional!! The estimate he gave was by far the best I had received plus it included adjusting my storm door and wrapping my garage door. I decided to move forward with Supreme and do the project in stages. I started with the first floor and replaced the eight windows with energy-efficient triple pane Simonton 5500 windows. Albert said I would receive a call within a week for someone to come and take measurements and that he would also follow-up with me after the install was completed. Within that time frame I received a call from John and scheduled him to come and take the measurements. He indicated it would take approximately 3-5 weeks for the windows. In a little over three weeks I received a call that the windows were ready to be installed. Due to the frigid cold weather, I scheduled the install for Friday, January 9th. The crew: John, Bobby, Carlos, and Justin arrived around 8:15 am. They set up and started removing the windows one at a time. Carlos and Justin worked outside and John and Bobby worked inside. They were very professional and cleaned up as they went along replacing each window. They also wrapped my garage door and Justin adjusted my storm door. The whole process went extremely well. I couldn't have asked for a better crew...they were awesome!! Albert did follow-up with me a few days later to see how everything went. I am a very happy customer and can already feel the difference with my new windows!! Highly recommend Albert and Supreme Window & Door!!
P.S. The remaining seven windows on the second floor and the sliding glass door will be replaced at a later date.
"
Serving Leonardtown, MD and surrounding areas
In business since 2008
Free estimates
Credit card accepted
"Very thorough job, and very professional. Would definitely use again.
"
Serving Leonardtown, MD and surrounding areas
In business since 2011
Free estimates
Emergency services offered
"I can't really give much feedback as I wasn't home when the service occurred - but gutter cleaning was indeed performed and everything seemed fine.
"
Serving Leonardtown, MD and surrounding areas
In business since 2006
Emergency services offered
Credit card accepted
"The company showed up on time and conducted the shingle replacement being careful not to damage the gardens around the house. They brought the roof up to current code, (the roof no longer complied with local codes), and worked with our chimney company to install the flashing properly. The cleanup was performed in an acceptable manner and the work was finished on time. Follow-up inspections by the company and I showed I had a good roof that was going to last another long time. I would definitely recommend this company for roof work."
+7
From average costs to expert advice, get all the answers you need to get your job done.
Gutter repair costs may not be as high as you think—but it depends on the type of damage you're addressing. Learn why you need to hire a gutter pro for this work.
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