Top-rated gutter repair and replacement pros.

Best gutter repair and replacement pros near Leonardtown, MD

Enter your zip and get matched with up to 5 pros

Need a pro for your gutter repair and replacement project in Leonardtown, MD?

Select your specific project to find the pro for you.

TRUSTED BY LEONARDTOWN, MD HOMEOWNERS

  • Average homeowner rating star icon4.7
    Average homeowner rating
  • Verified reviews icon21
    Verified gutter repairs and replacements reviews

Top-Rated Gutter repair and replacement pros in Leonardtown - Updated Nov 2026

Avatar for Gutter Helmet
Gutter Helmet
4.6(
62
)
Gutter Covers and Accessories - Install or Replace

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."
Gutter Helmet
Gutter Helmet
Gutter Helmet
Gutter Helmet
Gutter Helmet

+19

Response time10 hrs
58 neighbors recently requested a quote
Recommended by58%of homeowners
Avatar for Priceless Home Improvements, LLC
Priceless Home Improvements, LLC
4.6(
38
)
Gutter Covers and Accessories - Install or ReplaceSeamless Metal Gutters - Install

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!"
Deck
Deck
Deck
Deck
Deck

+21

Response time3 days
2 neighbors recently requested a quote
Recommended by50%of homeowners
Avatar for Supreme Window and Door
Supreme Window and Door
4.8(
69
)
Copper Gutters - RepairGalvanized Gutters - RepairGutter Covers and Accessories - Install or Replace+5 more

Serving Leonardtown, MD and surrounding areas

In business since 2005

Free estimates

Emergency services offered

"The the seals on all the windows the previous owner had installed were broken.  We decided to get them all replaced since the window manufacturer and installer went out of business.  We got quotes from several companies.  Based on reviews from Angie's list, we went with Supreme Windows and Doors.  Installation was done on a Saturday and went without a problem.  It took about half a day to install the 7 windows.
"
Windows
Bay window capped
Sliding Glass Door
Recommended by95%of homeowners
Avatar for K&R RoofMasters, Inc.
K&R RoofMasters, Inc.
4.9(
84
)
Copper Gutters - RepairGalvanized Gutters - RepairGutter Covers and Accessories - Install or Replace+5 more

Serving Leonardtown, MD and surrounding areas

In business since 2006

Emergency services offered

Credit card accepted

"Robert arrived promptly and was very friendly and professional.  We have alot of LF of gutters and 12/12 pitch roofs and dormers.  He did the work quickly and cleanly, bagging all of the debris.  Normally, when I do it, the ground looks like a hurricane had been through but with K&R, I couldn't even tell the gutters had been cleaned.  Beautiful!
It can be difficult to hire someone for a job you would normally do yourself but, when it's necessary, it's great to find the right place. Thanks!
"
Walkable Roof
Skylight Leaking
Poorly Ventilated Roof
Poorly Ventilated Roof
Poorly Ventilated Roof

+7

Recommended by98%of homeowners
...
Showing 1-10 of 81
Gutter Repair and Replacement FAQs, answered by experts

Costs range from $150 to $500, depending on the damage and length of gutter needing repair.

It’s technically possible to remove some soffit material without removing your gutters, but it’s usually a good idea to remove gutters, fascia, and soffit and then reinstall them in the opposite order. Replacing soffits without removing gutters is likely to leave you with a less professional and clean appearance, and you’re more likely to do damage to your gutters and fascia boards in the process.

Yes, gutter repair is almost always worth the investment. Some homeowners believe that gutter repairs are only to improve the home’s curb appeal, but gutters play a pivotal role in protecting your foundation from damage and structural instability, and they also prevent water damage to your soffits, fascia, roof, and exterior walls. You will pay an average of around $400 to have your gutters professionally repaired, but it’s worth it even for the peace of mind of knowing that one of your largest investments is adequately protected from the elements.

Most homes will sustain water damage without gutters. When a home doesn't have gutters, water that runs off the roof will splash down to the ground to create foundation damage, rotting trim, rotting fascia, and soil erosion. A broken or compromised gutter system can be just as damaging as having no gutters. That's why it's essential to talk to roofing pros about how to fix gutters pulling away from house as soon as you notice an issue.

Outside of regular maintenance, most gutter repairs are best left to the pros. Most gutter projects require basic ladder safety and (sometimes) getting on top of your roof. Without the proper equipment (or if you generally get a little nervous with heights), you could put yourself at risk of serious injury. On top of that, improperly repaired gutters could result in longer term damage that requires a full replacement.

The Leonardtown, MD homeowners’ guide to gutter repairs and replacements

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