The Best Roofing Contractors in Drayden, MD

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

#1

Drayden Roofing & Restoration

4.8
(127 reviews)
Verified

A premier local roofing contractor specializing in both residential and commercial roofing systems. Known for expert storm damage assessment and insurance claim assistance, particularly for hurricane and high-wind damage common to the Chesapeake Bay area. Offers 24/7 emergency tarping and board-up services.

21390 Three Notch Road, Drayden, MD 20630

Specialties & Features

Storm Damage Restoration
Insurance Claims
Emergency Services
Asphalt Shingles
Metal Roofing

Business Information

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

Chesapeake Bay Exteriors

4.6
(94 reviews)
Verified

A full-service roofing and exterior company with deep roots in Southern Maryland. They excel in handling the specific challenges of coastal roofing, including resistance to salt air and high winds. They are a certified installer for several major shingle manufacturers and offer robust warranty options.

19425 Drayden Road, Drayden, MD 20630

Specialties & Features

Residential Roof Replacement
Tile Roofing
Roof Maintenance Programs
Wind Damage Repair

Business Information

Years in Business:12 years
Licensed:Yes
Insured:Yes
#3

St. Mary's County Roof Pros

4.5
(78 reviews)
Verified

A trusted family-owned roofer serving Drayden and all of St. Mary's County. They are known for thorough roof inspections and honest assessments. They provide a wide range of material options and are particularly skilled in both repairs and complete replacements for historic homes in the area.

44825 Happyland Road, Drayden, MD 20630

Specialties & Features

Roof Inspections
Historic Home Roofing
Leak Repair
Commercial Flat Roofs

Business Information

Years in Business:10 years
Licensed:Yes
Insured:Yes

Why These Are the Top Roofing Contractors in Drayden

Drayden, MD, is a small, historic waterfront community in St. Mary's County. The local roofing market is heavily influenced by the Chesapeake Bay climate, requiring contractors to be experts in mitigating storm damage from nor'easters and hurricanes, as well as preventing moisture and wind damage. Building codes are strict, especially for properties in historic districts. The market is served by a mix of local specialized contractors and larger companies from nearby Leonardtown or California, MD.

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 Drayden regulations and climate

Frequently Asked Questions About Roofing in Drayden

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

1What is the typical cost range for a full roof replacement on a single-family home in Drayden, and what factors influence the price?

In Drayden and Southern Maryland, a full asphalt shingle roof replacement typically ranges from $8,500 to $15,000+ for an average-sized home, with material quality, roof complexity, and labor being key factors. Local pricing is influenced by regional material delivery costs and the high demand for durable materials that can withstand our humid, subtropical climate with occasional severe storms. Always get 3-4 detailed, written estimates from licensed local contractors for an accurate comparison.

2When is the best time of year to schedule a roof replacement in Drayden, considering the local climate?

The ideal windows are late spring (April-May) and early fall (September-October) to avoid the peak summer heat/humidity and the potential for winter frost or ice. St. Mary's County weather can be unpredictable, so scheduling early in these periods is wise. A reputable local roofer will monitor the forecast closely, as afternoon thunderstorms are common in summer and can disrupt work.

3Are there any specific local permits or regulations in Drayden/St. Mary's County I need to be aware of for a roofing project?

Yes, a building permit from St. Mary's County Department of Land Use & Growth Management is generally required for a full reroofing. A licensed Maryland home improvement contractor will typically pull this permit. It's crucial to ensure your roofer is licensed and insured in Maryland, as this protects you and ensures the work meets the Maryland Building Performance Standards (MBPS), which include specific wind-uplift ratings for our coastal region.

4How do I choose a reliable roofing contractor in the Drayden area, and what should I look for?

Prioritize contractors with a strong, verifiable local reputation in St. Mary's County, physical business addresses, and proper Maryland Home Improvement Commission (MHIC) licensing. Ask for references from recent jobs in neighborhoods like Patuxent View or Scotland and proof of both liability and workers' compensation insurance. Be wary of storm-chasers who appear after heavy weather with high-pressure tactics.

5What are the most common types of roof damage you see on homes in Drayden, and how can they be prevented?

The most frequent issues are wind damage to shingles from coastal storms, algae growth (black streaks) due to our high humidity, and damage from falling branches or debris from our many trees. Preventative measures include scheduling annual spring and fall inspections, keeping trees trimmed back from the roof, and considering algae-resistant shingle coatings. Promptly repairing minor damage prevents water intrusion, which can lead to costly structural issues.