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Trusted In The Winchester Area Since 1951

Winchester’s #1 Roofers!

More than Roofing.

Patio Cover Installation

Patio covers provide shade, comfort, and protection for your outdoor areas. Gregory’s Roofing of Winchester installs sturdy, well-designed patio covers that allow you to enjoy your outdoor space year-round.

Why Add a Patio Cover

A patio cover turns a patio from “sometimes space” into “all the time space.” Shade improves comfort, reduces heat on adjacent doors and windows, and protects outdoor furniture from sun and rain. In Winchester, having overhead coverage can extend your outdoor season and make midday use realistic. Gregory’s Roofing of Winchester designs patio covers that are structurally sound, properly integrated with your home, and built to handle weather. A flimsy cover that rattles, leaks, or looks mismatched isn’t an upgrade-it’s a future teardown. We focus on clean lines, correct attachment, and drainage planning so the cover performs and looks right.

Design Options That Match Your Home

A patio cover should complement your home’s architecture. Options vary by roof style, pitch, and how the structure ties into existing rooflines or exterior walls. The goal is cohesive design: proper proportions, consistent trim details, and a finished look that doesn’t scream “add-on.” Gregory’s Roofing of Winchester helps you choose a design that fits your space and your goals-whether you want full shade, partial cover, or a structure that supports lighting and fans. We also consider where water will run off and how it impacts walkways and landscaping. A patio cover isn’t just overhead-it’s a system that affects the whole outdoor area.

What our customers say.

Homeowners across Winchester and the surrounding areas trust Gregory’s Roofing for honest pricing, dependable service, and high-quality results. Our reputation is built on decades of satisfied customers and long-lasting work.

Get your free estimate.

Request a no-obligation estimate from our experienced team and get honest guidance tailored to your home and budget.

Whether you’re planning a roof replacement, exterior upgrade, or minor repair, Gregory’s Roofing of Winchester provides clear communication, fair pricing, and dependable timelines from start to finish.

A Family Business Built on Trust

Gregory’s Roofing of Winchester is a locally owned, family-operated company committed to serving our community with integrity. Since 1951, we’ve built lasting relationships by doing the job right and standing behind our work.

FAQs

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.