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
"Gutter now fully functional. Went out during a recent rain and the gutters worked fully as advertised - better than the original."
+79
Serving Leonardtown, MD and surrounding areas
Approved
Super Service Award Winner
In business since 2004
Free estimates
Emergency services offered
"Had a great experience with replacing roof, siding and gutters! Team was helpful, professional and quick with the project."
+73
Serving Leonardtown, MD and surrounding areas
Approved
Super Service Award Winner
In business since 1981
Free estimates
Warranties offered
"I had gutter helmet installed 20 years ago and it has been a lifesaver - no gutter cleaning! My house backs up to woods, so lots of tall trees, leaves and pollen. With gutters at 2 and 3 stories, cleaning was necessary, but expensive before Gutter Helmet installation. Today, I had a section of helmet repaired due to damage from a fallen limb. The repair crew was great. They made the necessary repairs and cleaned and checked the gutters on the rest of the house. Gutter Helmet works great and in the event of problems the company is very responsive."
+19
Serving Leonardtown, MD and surrounding areas
Approved
Super Service Award Winner
In business since 2011
Free estimates
Emergency services offered
"Sam stopped by my house one day and mentioned that there was an issue with my roof and that Priceless Home Improvement would help be with the entire process to replace it at no cost to me. At this time, I had so many other obligations going on that did not have the time or energy to take on another thing. He was so persusaive that I went ahead that signed up to have the roof replaced. Priceless took it from there. They handled everything from meeting the inspector from the insurance company to the final replacement of the roof. the work was outstanding and this whole process was painless with Priceless Home Improvement. I would recommend Sam and Priceless Home Improvement to anyone interested in going with a reliable company to replace their roof."
+21
Serving Leonardtown, MD and surrounding areas
Approved
In business since 2019
Free estimates
Emergency services offered
"They did an excellent job of replacing my front porch brick steps. I was extremely satisfied with the completed results. I will be using this company again in the future. Great job well done!!!"
+156
Serving Leonardtown, MD and surrounding areas
In business since 1991
Emergency services offered
"Cleaned gutters on two story colonial and also gutters on addition and two car garage. Several gutters were badly in need of cleaning/unclogging. Also, Vince adjusted several downspouts, added support brackets, and repaired a few supports on gutters. We are very pleased with the work."
Serving Leonardtown, MD and surrounding areas
In business since 1980
Free estimates
Credit card accepted
"Great work! Ben supplied pictures of the work in progress and explained everything that was being done which showed the roof being pulled back to the "studs" and then how they put the new roof on. They also replaced the skylight at no additional cost. I will definitely recommend them in the future!"
+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
"The cleaning crew showed up on time and got straight to work. They asked a couple questions to get an idea of our expectations and to know about any problem areas or spots we wanted them to focus on which we really appreciated. We hired cleaners to do a deep clean after we had our hardwood floors replaced. Sawdust was everywhere along with some of the typical messes you can expect from a bunch of carpenters working in your home for 2 weeks. The cleaners did an excellent job getting sawdust off of all the moulding around the house and other flat surfaces. They exceeded our expectations with how clean the kitchen and bathrooms turned out given all of the extra work we asked of them. Price includes cleaning top 2 floors of home and basement rental unit. Very pleased with the outcome and do plan on hiring 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.
"
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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Gutters have a huge responsibility to protect your home from water damage. These simple DIY gutter repair tips will keep rainwater flowing and your home happy.
Repair your gutters to reduce potential water damage and basement flooding. Review these gutter repair questions for when you talk with a pro.
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