We Cover All Of Maryland
MHIC# 168718
5 Star Rated
Licensed Bonded and Insured
Licensed and Insured
Workmanship Warranty
5 Star Company
Gutter Cleaning, Repairs & Installation in Maryland
Keep rainwater moving where it belongs with Old School Roofing LLC. Our family-owned team provides Gutter Vac cleaning, gutter repairs, new gutter installation, and gutter guards. Based in Calvert County, we serve Maryland homeowners with a local focus on Calvert, St. Mary’s, and Charles counties. Contact us with your location and service needs to confirm availability and scheduling.
Our Gutter Services
Gutter Vac Cleaning
Our camera-guided Gutter Vac removes leaves, dirt, roofing granules, and debris from the ground—helping protect your roof while leaving less mess around your property.
Gutter Repairs
We repair leaks, loose fasteners, sagging sections, damaged joints, and downspout problems to restore proper drainage and extend the life of your gutter system.
New Gutter Installation
We install durable gutters and downspouts designed to fit your home, improve drainage, and direct rainwater safely away from your roof, siding, landscaping, and foundation.
What Homeowners Are Saying!
Signs your
Gutters Need
Cleaning
What's Included?
Complete Debris Removal
We remove leaves, sticks, dirt, roofing granules, and other debris to restore proper water flow.
Downspout Clearing
Every downspout is checked and cleared to ensure rainwater drains away from your home.
Gutter Inspection
We inspect your gutters for loose fasteners, sagging sections, leaks, and other visible issues.
Cleanup
All removed debris is collected and hauled away, leaving your property neat and your gutters ready for the next storm.
Our Gutter Cleaning Process
Schedule Your Service
Choose a convenient appointment time.
We Clean and Inspect
We remove debris, clear downspouts, and check visible problem areas.
Final Cleanup
We clean the work area and explain anything important we found.
Why Choose Old School Roofing for Gutters?
From routine gutter cleaning and targeted repairs to complete new gutter installations, Old School Roofing provides the right solution for your home. We inspect the entire system, explain what we find, and recommend only the work that is truly needed.
Three Generations Family Owned
OSHA 30 Safety Training
30+ Years Construction Experience
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Frequently asked questions
How often should gutters be professionally cleaned?
Most homes benefit from gutter cleaning at least twice a year—typically during spring and after the leaves fall. Homes surrounded by trees may require more frequent service.
What time of year is best for gutter cleaning?
Late spring and late fall are usually best. Cleaning after most leaves have fallen helps prepare the gutter system for winter rain, snow, and ice.
Do you clean the downspouts too?
Yes. Downspouts should be checked for blockages so water can move through the entire gutter system—not just the open gutter channels.
Can you clean gutters on tall or difficult-to-reach homes?
The Gutter Vac system uses long-reach poles that can access many high or difficult areas from the ground. Accessibility is confirmed when the property is evaluated.
How long does gutter cleaning take?
Timing depends on the home’s size, gutter length, accessibility, and the amount of buildup. Most residential cleanings can be completed within a few hours.
Does Gutter Vac cleaning leave debris around the property?
The vacuum collects leaves, dirt, and other buildup directly into its container, helping keep landscaping, decks, walkways, and siding cleaner.
Do gutter guards eliminate the need for cleaning?
No. Gutter guards can reduce larger debris, but smaller particles, seeds, roof granules, and organic buildup can still collect underneath or around them.
Can gutters be cleaned when they’re wet?
Yes. Professional gutter vacuums can remove wet leaves, mud, and compacted debris, although severe weather may require the appointment to be rescheduled for safety.