The Best Roofing Contractors in Charlestown, MD

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
#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
#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

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

Frequently Asked Questions About Roofing in Charlestown

Get answers to common questions about roofing services in Charlestown, Maryland.

1What is the average cost to replace a roof on a typical Charlestown home?

For a standard asphalt shingle roof replacement on a typical single-family home in Charlestown, homeowners can expect an average cost range of $8,500 to $15,000. This range depends heavily on the roof's size, pitch, the specific materials chosen, and the complexity of the tear-off. Maryland's overall cost of living and regional material/labor rates influence this pricing, and it's wise to get 2-3 detailed, written estimates from local, licensed contractors for the most accurate quote for your specific property.

2How does the Chesapeake Bay climate in Charlestown affect my roofing material choices?

Charlestown's proximity to the Chesapeake Bay means your roof must withstand high humidity, salt-air exposure, and frequent, sometimes severe, coastal storms. We strongly recommend impact-resistant asphalt shingles (rated Class 3 or 4) to handle hail and wind-driven debris, or metal roofing for superior longevity in moist, salty air. These materials better resist the algae growth (black streaks) and accelerated wear that are common in our humid, maritime-influenced climate compared to basic 3-tab shingles.

3When is the best time of year to schedule a roof replacement in Charlestown?

The ideal windows are late spring (April-May) and early fall (September-October). These periods typically offer mild, dry weather which is optimal for installation and allows crews to work efficiently. It's crucial to avoid scheduling during the peak of hurricane season (late August-September) due to sudden storm risks and the deep winter months where ice, snow, and cold temperatures can compromise installation quality and material flexibility.

4What should I look for when choosing a roofing contractor in Cecil County?

First, verify they are licensed and insured in the State of Maryland and carry full liability and workers' compensation coverage. Second, choose a contractor with a proven local track record in Charlestown/Cecil County, as they will understand local building codes, wind uplift requirements, and common issues with historic or waterfront homes. Always check for strong references, online reviews, and membership in local business associations, and be wary of storm-chasing contractors who appear after major weather events.

5Are there any local permits or historic district regulations I need to be aware of for a roof replacement in Charlestown?

Yes. The Town of Charlestown has its own permitting process, and all roofing work requires a building permit from the town office. Furthermore, if your home is within Charlestown's designated Historic District, you must obtain a Certificate of Approval from the Historic District Commission before any work begins. This review ensures any changes, including material and color choices, are appropriate for preserving the historic character of the area. Always confirm these requirements with your contractor and the town directly.