Compare the highest-rated roofing professionals in Pittsville, Maryland. All contractors are licensed, insured, and verified through our rigorous screening process.
A leading full-service roofing contractor specializing in high-wind and hail damage restoration for both residential and commercial properties. They are certified by major shingle manufacturers and excel at navigating insurance claims.
Specializes in durable, energy-efficient metal roofing solutions ideal for the coastal Maryland climate. Known for expert installation of standing seam and metal shingle roofs, offering superior protection against high winds and corrosion.
A trusted local family-owned business providing comprehensive roof maintenance, repair, and replacement services. They are praised for their honest inspections, thorough maintenance programs, and high-quality workmanship on a variety of materials.
Pittsville's roofing market is heavily influenced by its location on the Delmarva Peninsula, making it susceptible to high winds, heavy rain, and hail from coastal storms and nor'easters. This creates a high demand for storm damage restoration and durable roofing materials like impact-resistant asphalt shingles and metal. Contractors must be well-versed in Maryland building codes and insurance claim processes. The market consists of a mix of local long-standing companies and regional providers serving the broader Eastern Shore area.
4.7+ star average from verified customer reviews
All contractors are properly licensed and insured
10+ years average experience in the industry
Familiar with Pittsville regulations and climate
Get answers to common questions about roofing services in Pittsville, Maryland.
In Pittsville and the surrounding Wicomico County area, a full asphalt shingle roof replacement for a typical 2,000-2,500 sq. ft. home generally ranges from $8,500 to $15,000. The final cost depends on roof complexity, the quality of shingles chosen (e.g., standard 3-tab vs. architectural), and the extent of underlying decking repair needed. Maryland's material and labor costs, along with the need for proper ice and water shield for our climate, influence this pricing.
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 material adhesion. Summers can be hot and humid, potentially affecting shingle sealing, while winters bring cold temperatures, increased precipitation, and the risk of ice, which can delay work and pose safety hazards for crews.
Yes, a building permit from Wicomico County is required for a full roof replacement. The permit ensures the work complies with the 2018 International Residential Code (IRC), which Maryland follows, including requirements for proper roof decking, underlayment, and wind resistance. A reputable local roofer will handle this process, and the work will be subject to a final inspection to ensure it meets code for your protection.
Prioritize contractors who are licensed, insured, and have a verifiable physical address in Maryland. Ask for local references in Pittsville or nearby communities like Willards or Hebron, and check online reviews. Ensure they provide a detailed, written estimate and use high-quality, manufacturer-approved materials. A trustworthy roofer will also offer a strong workmanship warranty in addition to the manufacturer's warranty on the shingles.
The most frequent issues are wind damage from coastal storms and nor'easters, which can lift and tear shingles, and damage from thermal cycling (hot summers and cold winters) that causes shingles to become brittle and crack. We also see moss and algae growth due to humidity, and ice dam potential in winter, which underscores the importance of proper attic ventilation and insulation—a key focus during any replacement.