Top 3 Roofing Contractors in Charlestown

Compare the highest-rated roofing professionals in Charlestown, Maryland. All contractors are licensed, insured, and verified through our rigorous screening process.

#1

Chesapeake Bay Roofing & Restoration

4.8
(127 reviews)
Verified

Premium roofing contractor specializing in storm damage restoration and insurance claims. Offers comprehensive residential and commercial services with expertise in handling the harsh coastal weather conditions of the Chesapeake Bay region. Known for exceptional craftsmanship and 24/7 emergency response.

201 Water Street, Charlestown, MD 21914

Specialties & Features

Storm Damage Restoration
Insurance Claims
Metal Roofing
Emergency Services
Historical Roofing

Business Information

Years in Business:15 years
Licensed:Yes
Insured:Yes
Call Now
#2

Old Line Roofing Contractors

4.6
(94 reviews)
Verified

Family-owned roofing company with deep roots in Cecil County. Provides expert roof replacements, repairs, and maintenance services for both traditional and modern roofing systems. Particularly skilled with asphalt shingles and slate roofing common to historic Charlestown homes.

45 Main Street, Charlestown, MD 21914

Specialties & Features

Residential Roof Replacement
Slate Roofing
Roof Maintenance Programs
Leak Repair

Business Information

Years in Business:22 years
Licensed:Yes
Insured:Yes
Call Now
#3

North East Roofing & Siding

4.5
(78 reviews)
Verified

Full-service roofing contractor serving Charlestown and surrounding areas. Offers comprehensive roofing solutions including installation, repair, and inspection services. Strong expertise in weather-resistant roofing systems designed for Maryland's variable climate with high winds and heavy precipitation.

322 Charlestown Road, Charlestown, MD 21914

Specialties & Features

Commercial Roofing
Weather-Resistant Installation
Roof Inspections
Siding Services

Business Information

Years in Business:12 years
Licensed:Yes
Insured:Yes
Call Now

Why These Are the Top Roofing Contractors in Charlestown

Charlestown's roofing market is characterized by a mix of historic preservation needs and modern weather resistance requirements. Located on the Northeast River near the Chesapeake Bay, properties face significant weather challenges including high winds, heavy rainfall, and occasional hurricane remnants. Roofing contractors must be well-versed in both historical material preservation (slate, wood) and modern impact-resistant systems. The market is competitive with approximately 25 active providers, most offering storm damage expertise due to the region's vulnerability to severe weather.

High Ratings

4.7+ star average from verified customer reviews

Fully Licensed

All contractors are properly licensed and insured

Proven Experience

10+ years average experience in the industry

Local Experts

Familiar with Charlestown regulations and climate