The Best Roofing Contractors in Preston, MD

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

#1

Chesapeake Bay Roofing & Restoration

4.8
(127 reviews)
Verified

A premier full-service roofing contractor specializing in both residential and commercial properties. Known for expert storm damage assessment and insurance claim assistance, particularly for hurricane and nor'easter damage common to the Eastern Shore. They use high-quality materials from GAF and Owens Corning and offer strong warranty protection.

8425 Preston Parkway, Preston, MD 21655

Specialties & Features

Storm Damage Restoration
Insurance Claims
Asphalt Shingles
Emergency Tarping
Roof Inspections

Business Information

Years in Business:22 years
Licensed:Yes
Insured:Yes
#2

Shoreline Metal Roofing Systems

4.7
(94 reviews)
Verified

Specializes in durable metal roofing installations ideal for Preston's coastal climate, offering superior resistance to high winds, salt air, and heavy rain. Provides expert residential roof replacements and commercial standing seam systems. Highly regarded for their meticulous installation process and long-lasting results.

301 Main Street, Unit B, Preston, MD 21655

Specialties & Features

Metal Roofing
Residential Replacement
Commercial Roofing
Wind Resistance
Long-Term Maintenance

Business Information

Years in Business:18 years
Licensed:Yes
Insured:Yes
#3

Preston Roofing & Repair LLC

4.5
(112 reviews)
Verified

A trusted local family-owned business providing comprehensive roofing services, from minor repairs and maintenance to complete replacements. Excels in quick response for emergency leaks and damage. Known for honest assessments, clear communication, and deep knowledge of local building codes and weather patterns.

456 Mill Road, Preston, MD 21655

Specialties & Features

Roof Repairs
Emergency Services
Leak Detection
Maintenance Programs
Tile & Slate

Business Information

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

Why These Are the Top Roofing Contractors in Preston

Preston, MD, is a small town in Caroline County on the Eastern Shore, characterized by a mix of historic homes, agricultural buildings, and newer residential developments. The roofing market is highly specialized due to the local climate, which includes threats from Atlantic hurricanes, nor'easters, high winds, and heavy snowfall. Contractors must be well-versed in dealing with storm damage, insurance claims, and using materials that can withstand significant weather events. Proper installation to handle wind uplift and moisture management is critical.

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 Preston regulations and climate

Frequently Asked Questions About Roofing in Preston

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

1What is the typical cost range for a new asphalt shingle roof on a single-family home in Preston, MD?

For a standard 2,000-2,500 sq. ft. home in the Preston area, a full asphalt shingle roof replacement typically ranges from $8,500 to $15,000. The final cost depends on roof complexity, the quality of shingles chosen (considering Maryland's wind and hail ratings), and the cost of removing/disposing of the old roof. Always get 2-3 detailed, written estimates from local, licensed contractors for the most accurate pricing.

2When is the best time of year to schedule a roof replacement in Caroline County?

The ideal windows are late spring (May-June) and early fall (September-October). These periods typically offer mild, dry weather which is optimal for installation and material adhesion. Summers can be hot and humid, potentially affecting shingle sealing, while late fall and winter bring unpredictable weather, shorter days, and potential for ice, which can delay projects and pose safety risks.

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

Yes, Caroline County requires a building permit for a full roof replacement. A reputable local roofing contractor will typically pull this permit on your behalf. It's crucial to ensure your contractor is licensed and insured in Maryland. Additionally, if your home is in a historic district or part of an HOA, there may be specific material or color approval processes before work begins.

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

Prioritize contractors with a strong, verifiable local reputation and a physical business address. Check for a valid Maryland Home Improvement Commission (MHIC) license and proof of insurance. Ask for references from recent projects in Caroline or Talbot counties and review examples of their work. Be wary of storm-chasing companies that appear after severe weather with high-pressure sales tactics.

5What are the most common roof problems for homes in Preston due to our local climate?

Preston's climate, with its hot, humid summers, freeze-thaw cycles in winter, and occasional severe storms, commonly leads to issues like blistering and cracking of asphalt shingles, moss and algae growth on north-facing slopes, and damage from wind uplift or fallen limbs. Regular inspections, especially after seasonal storms, and ensuring proper attic ventilation are key to mitigating these local concerns.