Compare the highest-rated roofing professionals in Winchester, Massachusetts. All contractors are licensed, insured, and verified through our rigorous screening process.
A leading full-service roofing contractor specializing in high-end residential and commercial roof replacements, particularly skilled in handling complex insurance claims for storm and hail damage common to the New England region. They are known for their meticulous craftsmanship and use of premium materials.
A highly reputable, family-owned roofing company with deep roots in the Winchester community. They excel in asphalt shingle and metal roof installations, offering robust warranties. Their expertise is in protecting homes from the local climate with proper ventilation and ice dam prevention systems.
A versatile and reliable provider known for both residential and light commercial roofing projects. They are praised for their clear communication, project management, and expertise with a variety of materials, including synthetic slate and cedar shake, suited for Winchester's historic and modern homes.
The roofing market in Winchester, MA, is characterized by high demand for durability and weather resistance due to the region's four-season climate. Homeowners frequently seek solutions for damage caused by nor'easters, heavy snow loads, ice dams, and high winds. The presence of many historic homes necessitates contractors skilled in traditional materials like slate and cedar, while modern homes often utilize advanced asphalt shingles or metal. Expertise in navigating Massachusetts building codes and working with insurance companies on storm damage claims is a critical differentiator for top providers.
4.7+ star average from verified customer reviews
All contractors are properly licensed and insured
10+ years average experience in the industry
Familiar with Winchester regulations and climate
Get answers to common questions about roofing services in Winchester, Massachusetts.
For a standard asphalt shingle roof on a typical Winchester colonial or cape-style home, homeowners can expect a range of $15,000 to $30,000+. This range accounts for the higher labor and material costs in the Greater Boston area, the complexity of local roof designs with features like dormers, and the required disposal fees. The final price is heavily influenced by the square footage, roof pitch, chosen materials (e.g., architectural shingles vs. 3-tab), and the condition of the underlying decking.
The ideal scheduling window in our climate is late spring through early fall (May to October), as this avoids winter's freezing temperatures and unpredictable spring rains that can complicate installation and material adhesion. A typical full replacement for an average-sized home takes 2-4 days of work, but scheduling lead times with reputable contractors can be several weeks or months during this peak season, so planning ahead is crucial.
Yes, all roofing work in Winchester requires a building permit from the Winchester Inspectional Services Department. The Massachusetts State Building Code mandates specific requirements for ice and water shield installation (at least 2 feet up from the eaves in all areas), which is critical given our snowy winters. Furthermore, if your home is in a local historic district, you may need approval from the Historical Commission for certain material changes.
Prioritize contractors who are licensed, insured, and have a strong physical presence in Middlesex County. Check for membership in local associations like the North Shore Associated General Contractors and read Winchester-specific reviews on community platforms. Always ask for local references you can drive by and verify they will pull the required Winchester building permit, which also provides a layer of municipal inspection.
For optimal durability against heavy snow, ice dams, and wind, impact-resistant architectural asphalt shingles (Class 3 or 4) are a top local choice. Other excellent, though higher-investment, options include standing seam metal roofs, which shed snow efficiently, and synthetic slate. Proper installation with enhanced attic ventilation and ice/water shield is just as important as the material itself to prevent the ice dam damage common in our area.