Top 3 Roofing Contractors in Drayden

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
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#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
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#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
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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