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FAQ

How long has Gregory’s Roofing of Winchester been in business?
We have proudly served the Winchester area since 1951, providing trusted roofing and exterior services backed by decades of experience.
Do you offer free estimates?
Yes, we provide free, no-obligation estimates for all roofing and exterior projects.
What areas do you serve?
We serve Winchester and surrounding communities throughout the region—contact us to confirm service availability in your area.
What types of roofing do you install and repair?
We specialize in asphalt shingle roofing, metal roofing, roof repairs, full roof replacements, and new roof installations for residential homes.
How do I know if my roof needs repair or replacement?
If your roof is leaking, missing shingles, showing signs of age, or has sustained storm damage, our team can inspect it and recommend the most cost-effective solution.
Are your installers licensed and insured?
Yes, our crews are fully licensed, insured, and trained to meet industry standards and safety requirements.
What warranties do you offer?
We stand behind our workmanship and offer manufacturer warranties on materials, with warranty details provided at the time of your estimate.
Do you offer services beyond roofing?
Yes, in addition to roofing, we provide gutter installation, siding installation, window replacement, deck installation, screened-in porches, and patio covers.
How long does a roof replacement take?
Most residential roof replacements are completed in one day, depending on the size and complexity of the project.