Roofing Services · Winchester, VA

Roof Replacement Near You in Winchester, VA — Two Lifetime Warranties on Every Install.

CertainTeed Landmark PRO asphalt shingle and standing seam metal roofing, installed to manufacturer spec by a Master Craftsman certified contractor. Protecting Winchester, VA homes for over 25 years.

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540-315-1125 →
CertainTeed Master Craftsman
Dual Lifetime Warranty
VA Class A #2705178523
Family-Owned Since 2000

Roof Replacement

Most homeowners replace their roof once. The installation either lasts 30 years — or it doesn’t.

The difference isn’t the brand of shingles. It’s whether the contractor follows the manufacturer’s installation specification — nail placement, underlayment, ice & water shield zones, flashing detail. Miss any step and the warranty is technically voided before the crew leaves your driveway.

As a CertainTeed Master Craftsman certified contractor, Winchester Roofing installs every roof to the exact spec that keeps your Lifetime Limited Warranty valid. Then we back it with our own Lifetime Limited Craftsmanship Warranty — something most contractors can’t offer because they don’t hold the certification that makes it meaningful.

Before and after roof replacement photo, Winchester, VA

Why Winchester homeowners choose us for roof replacement

It comes down to what you get that most contractors can’t offer — and what we’ll never ask you to give up.

Two lifetime warranties — material and craftsmanship

CertainTeed’s Lifetime Limited Warranty on Landmark PRO requires Master Craftsman certification and exact installation specs. We hold the certification and follow every spec. Then we back the install with our own Lifetime Limited Craftsmanship Warranty. Most contractors offer neither.

Full deck inspection before a single shingle goes on

Every replacement starts with a complete tear-off and deck inspection. We identify and repair any damaged decking before installation — so you’re not paying to cover up a problem that will surface in year two.

Ice & water shield in every vulnerable zone

Valleys, eaves, penetrations, low-slope transitions — every area that collects water gets ice & water shield. This isn’t optional. It’s required by CertainTeed’s spec and by Winchester’s climate.

Premium pipe boots, step flashing, and chimney reglet

The details that kill roofs: pipe boot failures, improper step flashing, missing reglet cuts on masonry. We don’t skip these. We document them before and after.

Before & after photos delivered on completion day

You’ll receive a full photo record of your installation — what the deck looked like, every repair made, and the finished product. Documentation you can keep for insurance and future buyers.

Zero pressure — we’ll tell you if repair is the right call

If your roof doesn’t need replacing, we’ll tell you. Our inspection is free. Our assessment is honest. We’ve been in this community for 25 years and our reputation is built on that.

Choose your roof system

Two proven systems. Both installed to the exact spec required to keep your warranty valid. Both backed by our Lifetime Limited Craftsmanship Warranty.

CertainTeed Landmark PRO asphalt shingle roof, Winchester, VA

CertainTeed Landmark PRO

The proven choice for Winchester homes. Landmark PRO dimensional shingles offer deep shadow lines and full lifetime coverage when installed by a Master Craftsman. Available in a wide range of colors to complement any home style — including historic Winchester properties.

Lifetime Limited Warranty
1-day install (most homes)
30+ color options

Also serves low-slope applications: We use CertainTeed’s WinterGuard ice & water shield on all low-slope transitions, valleys, and penetrations as part of every Landmark PRO installation.

Get an asphalt estimate

Standing seam metal roof, Winchester, VA historic home

Standing Seam Metal

Install it once, never replace it again. Standing seam with concealed fasteners eliminates the #1 failure point of traditional metal roofing — fastener exposure. Lifetime-rated, energy-efficient, maintenance-free, and the right choice for complex rooflines, historic Winchester properties, and homeowners who want a permanent solution.

Lifetime rated
Concealed fasteners
Energy efficient
Historic-friendly

See metal roofing details

CertainTeed Landmark PRO, in depth

Landmark PRO improves on the reliable CertainTeed Landmark shingle with more weathering asphalt, a tougher fiberglass mat, and the industry’s strongest warranty. It’s built for a contractor who takes pride in offering more, which is exactly why it’s our standard asphalt shingle.

Max Def Color Palette

Max Def color technology adds a richer mixture of surface granules for a brighter, more dimensional look than a standard color blend. A sample of the palette, including two new additions.

CertainTeed Landmark PRO Max Def colors: Silver Birch, Max Def Mojave Tan, Max Def Resawn Shake, Max Def Cobblestone Gray
CertainTeed Landmark PRO Max Def colors: Colonial Slate, Weathered Wood, Georgetown Gray, Driftwood
CertainTeed Landmark PRO Max Def colors: Pewter, Heather Blend, Shenandoah, Burnt Sienna
CertainTeed Landmark PRO Max Def colors: Espresso (new), Moiré Black, Charcoal Black, Coastal Blue
CertainTeed Landmark PRO Max Def colors: Red Oak, Evergreen (new)

Built-In Technology

StreakFighter®

Algae Resistance

A granular blend with naturally algae-resistant copper repels the black streaks common on North American roofs, backed by a 30-year algae resistance warranty — the industry’s longest.

NailTrak®

Fast, Accurate, Visible

A high-visibility nailing line with three separately defined zones, so every nail lands exactly where it needs to, in daylight or low light, for faster and more accurate installation.

QuadraBond®

Advanced Layering

A specially formulated adhesive bonds shingle layers at four points — more than any other manufacturer — for superior protection against delamination over the life of the roof.

CertaSeal®

Uplift Protection

A fast-activating modified asphalt sealant with a 20-year track record, engineered to stay flexible rather than drying out and cracking, protecting against wind uplift and shingle blow-off.

Landmark PRO Standard Warranty

Lifetime Limited Transferable Warranty on materials

10-year SureStart™ protection — covers materials, labor, tear-off, and disposal cost if a defect shows up early

15-year 110 MPH wind-resistance warranty, upgraded to 160 MPH on every project we install — we always use CertainTeed starter and hip & ridge products, a requirement most contractors skip

30-year StreakFighter® algae-resistance warranty — the longest in the Landmark family

UL 2218 Class 3 Impact Rated and UL Class A fire resistance rated

What a proper roof replacement actually includes

Every Winchester Roofing installation follows the same documented, manufacturer-required process. Here are the steps your crew will follow — and that we document with photos.

1

Protect your property

Tarps over landscaping, dumpster positioned carefully. Your yard is protected before a single shingle is removed.

2

Full tear-off to bare deck

We never install over an existing roof. Full tear-off exposes the deck for inspection and ensures proper underlayment adhesion.

3

Deck inspection and repair

Every square foot of decking is inspected. Damaged or soft boards are replaced before anything goes on top — at our material cost, documented with photos.

4

Drip edge and eave flashing

Installed per manufacturer spec — along eaves first, then rakes. This step is skipped by contractors who are rushing. We never skip it.

5

Ice & water shield (WSU)

Applied in every valley, around every penetration, along eaves, and on all low-slope transitions. WinterGuard or equivalent — not optional in Winchester’s climate.

6

Synthetic underlayment

Full coverage synthetic underlayment over the entire roof surface. Superior tear resistance and moisture protection compared to felt.

7

Step flashing at all wall intersections

Step flashing is woven with each course of shingles at every wall-to-roof junction. Not counter-flashing alone — step flashing, done properly.

8

Pipe boots and penetrations

Premium lifetime rubber pipe boots, properly flashed and sealed. Every penetration is addressed. We use quality boots — not the $4 replacements that fail in 5 years.

9

Chimney reglet and counter-flashing

On masonry chimneys, reglet cuts are made into the mortar joint and counter-flashing is set in. Not surface-mounted caulk. This is what stops chimney leaks permanently.

10

Ridge and hip installation

Hip and ridge cap installed per CertainTeed spec — nail placement, exposure, and alignment all per manufacturer requirement.

11

Shingle installation to spec

Nail placement zone, starter course, offset pattern, exposure — all per CertainTeed specification. This is what keeps the warranty valid.

12

Magnet sweep

Every square foot of your yard, driveway, and planting beds receives a thorough magnetic sweep. Your family’s feet and your tires are protected.

13

Final inspection and photo documentation

A full walkthrough with before-and-after photos delivered to you that day. Your warranty documentation follows by email.

Read the full process guide →

Two lifetime warranties — and why most contractors can’t offer them

CertainTeed’s Lifetime Limited Warranty on Landmark PRO isn’t available to every contractor. Here’s why that matters.

CertainTeed Lifetime Limited Warranty

Covers manufacturing defects in CertainTeed Landmark PRO shingles for the lifetime of the original structure. Includes SureStart™ protection for the first 10 years — 100% materials and labor if a defect shows up early.

Requirement: Installer must be a certified CertainTeed Master Craftsman and follow installation specifications exactly. Without certification, this warranty is not available to you regardless of which shingles are used.

Winchester Roofing Craftsmanship Warranty

Our own Lifetime Limited Warranty on the installation itself — labor, workmanship, and all installation-related issues. Transferable to a subsequent homeowner once.

Why we can offer it: Because we’re Master Craftsman certified and follow every spec, we’re confident in the work. This warranty is only meaningful when the installation was done right. Ours is.

What most contractors actually offer

A contractor without Master Craftsman certification can’t provide CertainTeed’s Lifetime Limited Warranty. They may install the same shingles, but your warranty defaults to a much shorter standard coverage period — often 10 years on installation defects.

Ask any contractor you get a quote from: “Are you a CertainTeed Master Craftsman?” If the answer is no, their warranty offer is less than ours.

Recent roof replacements in Winchester & surrounding counties

Every project documented with before & after photos. Every warranty registered. Every homeowner walks away with the paperwork.

CertainTeed Landmark PRO Espresso roof replacement, Stephens City, VA

Landmark PRO

Stephens City, VA

Standing seam metal roof, historic Winchester, VA property

Standing Seam Metal

Winchester, VA · Historic property

CertainTeed Landmark PRO roof replacement, Frederick County, VA

Landmark PRO

Frederick County, VA

“We’ve had Winchester Roofing replace our roof, our daughter’s roof, and repair two buildings. Always above and beyond.”

Jeff R. — Stephens City, VA · Google Review

★★★★★ Top-Rated on Google — Winchester Roofing family →

Why Winchester homeowners choose us

Protecting your home, your warranty, and your investment.

We’ve been doing this for over 25 years. Here’s what that means for you.

Local & family-owned since 2000

Our family started Winchester Roofing to serve our neighbors — not to chase storms. We live here, we work here, and our reputation is built on the homes we protect across Winchester, Frederick County, Clarke County, and the surrounding valley.

Meet our family →

Two lifetime warranties on every roof

As a CertainTeed Master Craftsman certified contractor, we install to the exact spec that keeps your Lifetime Limited Warranty valid. Then we back it with our own Lifetime Limited Craftsmanship Warranty. Most contractors can’t offer either. We offer both.

See warranty details →

Free, no-pressure estimate

We’ll give you an honest assessment and a transparent estimate — no sales tactics, no manufactured urgency. We’ll even tell you when a repair is all you need. Financing options are available if timing is a concern, but the estimate is always free.

Book your free estimate →

Live in Loudoun County? See our Loudoun-specific roof replacement page →

Wondering what a new roof actually costs? See our full cost breakdown guide →

Materials & Brands We Install

As a CertainTeed Master Craftsman and Owens Corning Preferred Contractor, we install manufacturer-certified systems from the industry’s top-rated brands, not generic materials. That certification is what unlocks extended manufacturer warranties on qualifying installs.

CertainTeed
Master Craftsman certified — asphalt shingle roofing systems
Owens Corning
Preferred Contractor — asphalt shingle roofing systems

Roof replacement questions from Winchester homeowners

Honest answers — from a contractor who’s been doing this in Winchester for over 25 years.

Roof replacement costs vary based on square footage, pitch, complexity, and the system selected. A standard asphalt shingle replacement on a typical Winchester home runs between $8,000 and $18,000. Metal roofing systems run higher. We provide free, itemized estimates with no pressure and no surprises. The estimate is yours to keep and compare.

Most residential asphalt shingle replacements take one day. Larger homes, complex roof lines, or standing seam metal installs may take two to three days. We confirm the schedule before work begins and keep you updated throughout.

CertainTeed’s Lifetime Limited Warranty on Landmark PRO is only available when the installer is a certified Master Craftsman following CertainTeed’s exact specifications. As a Master Craftsman contractor, Winchester Roofing meets this requirement. We back it with our own Lifetime Limited Craftsmanship Warranty. Most contractors cannot offer either of these because they don’t hold the certification.

We always perform a full tear-off. Installing over an existing roof hides deck problems, prevents proper underlayment adhesion, adds unnecessary weight, and voids manufacturer warranties. It’s a shortcut we won’t take.

Insurance typically covers sudden storm damage — hail, wind, fallen trees — but not normal wear and tear. After a storm event, we inspect first, document everything thoroughly, and walk you through whether a claim makes sense before you file. We never push a claim that isn’t clearly in your interest, because an unnecessary claim can affect your premiums for years.

Yes — we’re a local, family-owned crew based in Winchester, VA, and we install roofs throughout Winchester City, Frederick County, Clarke County, Loudoun County, and Warren County. Being local means faster scheduling and a crew that’s accountable to this community long after the install.

Ready to protect your Winchester home?

Book your free, no-obligation estimate. Honest assessment, transparent pricing, and zero pressure — from a family that’s been in this community for over 25 years.

Get your free estimate
540-315-1125

Winchester, VA · 6 S Braddock Street · info@roofingwinchester.com · License #2705178523