The Best Roofing Contractors in Saint Leonard, MD

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

#1

Chesapeake Bay Roofing & Exteriors

4.8
(127 reviews)
Verified

A premier roofing contractor specializing in high-wind and storm-resistant roofing systems for both residential and commercial properties. Known for exceptional craftsmanship and thorough insurance claim assistance.

4565 Chesapeake Drive, Saint Leonard, MD 20685

Specialties & Features

Storm Damage Restoration
Insurance Claims
Metal Roofing
Emergency Tarp Services

Business Information

Years in Business:18 years
Licensed:Yes
Insured:Yes
#2

Anchor Roofing & Contracting

4.6
(94 reviews)
Verified

Family-owned and operated roofing company with deep roots in Southern Maryland. Offers comprehensive roofing services from inspections to full replacements, with expertise in local building codes and coastal weather conditions.

7815 Southern Maryland Boulevard, Saint Leonard, MD 20685

Specialties & Features

Residential Roof Replacement
Roof Inspections
Asphalt Shingles
Tile Roofing

Business Information

Years in Business:15 years
Licensed:Yes
Insured:Yes
#3

Patuxent Roof Pros

4.5
(68 reviews)
Verified

Specializes in emergency roof repairs and maintenance programs designed for the harsh weather patterns of the Chesapeake region. Offers 24/7 emergency services and strong warranties on both materials and labor.

1234 Patuxent Drive, Saint Leonard, MD 20685

Specialties & Features

Emergency Roof Repair
Maintenance Programs
Commercial Roofing
Slate Roofing

Business Information

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

Why These Are the Top Roofing Contractors in Saint Leonard

Saint Leonard's roofing market is heavily influenced by its Chesapeake Bay location, with contractors specializing in wind-resistant installations, hail damage repair, and hurricane preparedness. The coastal climate demands durable materials that withstand high humidity, salt air, and severe weather events. Most reputable contractors are well-versed in dealing with insurance claims for storm damage, which is common in this region.

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 Saint Leonard regulations and climate

Frequently Asked Questions About Roofing in Saint Leonard

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

1What is the typical cost range for a roof replacement on a single-family home in Saint Leonard?

For a standard asphalt shingle roof replacement in Saint Leonard, homeowners can expect a typical range of $8,000 to $15,000, though this varies significantly with roof size, pitch, and material choice. Regional material and labor costs in Southern Maryland influence this pricing. It's crucial to get 2-3 detailed, written estimates from licensed local contractors, as prices can be higher for premium materials like metal or architectural shingles designed to withstand our local weather.

2When is the best time of year to schedule a roof replacement in Saint Leonard, MD?

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 roofing materials like sealants and adhesives to set properly. Avoiding the peak summer heat, high humidity, and the rainy or potentially icy winter months common in our Chesapeake Bay-influenced climate helps ensure a smoother, higher-quality project with fewer weather-related delays.

3Are there any specific local permits or regulations I need to be aware of for a roofing project in Calvert County?

Yes, a building permit from the Calvert County Department of Community Planning & Building is generally required for a full roof replacement. Local codes may include specific requirements for wind uplift resistance (important for our occasional coastal storms) and proper ventilation. A reputable Saint Leonard roofing contractor will handle this permitting process, but as a homeowner, you should verify the permit is pulled and the work will be inspected for compliance.

4How do I choose a reliable roofing contractor in the Saint Leonard area?

Prioritize contractors who are licensed, insured, and have a strong physical presence in Southern Maryland. Check for membership in local associations and ask for references from recent projects in Calvert or St. Mary's counties. Crucially, verify they carry both liability insurance and workers' compensation to protect you, and be wary of storm-chasing companies that appear after severe weather events, as they often lack local accountability.

5What are the most common roofing problems you see on homes in Saint Leonard due to the local climate?

The most frequent issues are wind damage to shingles from nor'easters and summer thunderstorms, as well as moss and algae growth due to our high humidity and shaded, wooded lots. We also see accelerated wear from thermal cycling (hot summers and cold winters) and clogged gutters from pine needles and leaves, which can lead to ice dams in winter. Regular inspections and keeping debris cleared are key preventative measures.