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Top Roofing Companies in Middletown

Q: Who offers dependable roofing in Middletown? A: From mountain winds to summer storms, your roof has to handle everything. We connect you with contractors who use durable materials and follow best-in-class installation practices to protect your home for the long haul.

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Trusted Roofing Contractors in Middletown, VA | Top Roofers

Trusted Roofing Contractors in Middletown, VA

Middletown homeowners in Frederick County rely on these certified roofing professionals for asphalt shingles, metal roofing, and emergency leak repairs. Our curated list of top-rated contractors serves the area with quality craftsmanship and reliable service.

Residential home with a new asphalt shingle roof in Middletown, VA

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McKenzie Home Improvements, LLC

★ 5.0 (Featured) 🏆 20+ Years in Business
Specialty Full-service GC & Roofing
Location 109 Keller Ct, Winchester, VA 22602
Our Verdict A highly versatile contractor, ideal for Middletown homeowners needing roofing combined with exterior renovations like siding or decks in Frederick County.
Services
Roofing Kitchens Basements Decks
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Roofsimple Inc.

★ 4.9 (GAF Master Elite)
Specialty Certified Repairs
Location Serving Middletown, VA
Our Verdict A highly certified contractor with GAF Master Elite status, they’re a top choice for Middletown homeowners seeking extended warranty coverage on new roofs.
Services
Roof Replacement Warranty Coverage Roof Repairs
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Elite Roofing & Restoration

★ 4.8 (Local Pro)
Specialty Restoration Services
Location Winchester, VA
Our Verdict Serving the broader Frederick County area from nearby Winchester, they’re excellent for restoration projects and standard residential roofing in Middletown.
Services
Roof Restoration Residential Roofing Repairs
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St Joseph’s Roofing Inc

★ 5.0 (Trusted Contractor) 🏆 25+ Years in Business
Specialty Residential & Commercial Roofing
Location 603 Carlisle Dr, Herndon, VA 20170
Our Verdict A leading roofing contractor offering high-quality residential and commercial roofing, with service extending to Middletown.
Services
Residential Roofing Commercial Roofing Repairs Insulation
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Roofing & More, Inc.

★ 4.9 (Award-Winning)
Specialty Roof Replacement & Storm Restoration
Location Based in Sterling, Sterling, VA
Our Verdict An award-winning contractor in Sterling, excelling in roof replacements and storm-damage restoration, with service in Middletown.
Services
Roof Replacement Roof Repair Storm Restoration General Roofing
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Signature Roofing, Inc.

★ 5.0 (Residential Pro)
Specialty Residential Roof Repair & Replacement
Location 9308 Mathis Ave, Manassas, VA 20110
Our Verdict A reliable choice for Middletown residents, offering dedicated residential roofing services in Frederick County.
Services
Roof Repair Roof Replacement Residential Roofing
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Dulles Roofing LLC

★ 5.0 (Local Pro)
Specialty New Roofs & Repairs
Location 13800 Coppermine Rd, Herndon, VA 20171
Our Verdict A top choice for Middletown residents needing new roofs or repair services.
Services
New Roofs Roof Repairs General Roofing
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Summit Roofing Contractors, Inc.

★ 4.8 (Family-Owned) 🏆 40+ Years in Business
Specialty Residential & Commercial Roofing, Metal Fabrication
Location 13042 Balls Ford Rd, Manassas, VA 20109
Our Verdict A long-established, family-owned contractor in Manassas, offering comprehensive roofing and siding services in Middletown.
Services
Residential Roofing Commercial Roofing Siding Metal Fabrication
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Ridgeline Roofers LLC

★ 4.9 (Local Expert)
Specialty Roofing Repair & Replacement
Location 21535 Wild Timber Ct, Ashburn, VA 20148
Our Verdict A trusted contractor in Ashburn, specializing in roofing repairs and replacements, with service in Middletown.
Services
Roof Repair Roof Replacement Siding Gutters
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Larry Doyle Roofing & Gutter

★ 4.8 (Local Contractor)
Specialty Roofing & Gutter Services
Location Based in Ashburn, Ashburn, VA
Our Verdict A long-established contractor in Ashburn, offering roofing, gutter, and siding services, with coverage in Middletown.
Services
Roofing Gutter Installation Gutter Repair Siding
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Ashburn Pro Roofing

★ 4.9 (Local Expert)
Specialty Residential Roofing & Exterior Services
Location 43017 Dearmont Terrace, Leesburg, VA 20176
Our Verdict A reliable choice for Middletown residents, offering residential roofing, shingle replacements, and exterior services like siding and gutters.
Services
Roof Repair Shingle Replacement Siding Gutters
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🏠 Middletown Roofing Guide

Middletown, VA, in Frederick County, features residential homes requiring durable roofing to withstand humid summers and occasional storms. This guide provides essential data for homeowners seeking asphalt shingles, metal roofing, or emergency leak repairs.

Contractor repairing a shingle roof in Middletown, VA
💰 Local Roofing Cost Estimates
  • Asphalt Shingle Replacement For single-family homes (1500-2500 sq ft)
    $6,500 – $11,000
  • Metal Roof Installation For storm-resistant homes
    $13,000 – $19,000
  • Emergency Leak Repair Fixing leaks or storm damage
    $500 – $1,500
📋 Permits & Regulations

Permit Required? Yes, for most projects. Frederick County requires permits for full roof replacements and structural repairs, but minor repairs (under 256 sq. ft.) may be exempt.

⚠️ HOA Warning: Some Middletown neighborhoods have HOA rules governing roofing materials and colors to maintain community aesthetics. Check with your HOA before starting a project.
📍 Service Areas

Our listed roofing contractors serve Middletown and nearby Frederick County areas, including:

Middletown
Stephens City
Winchester
Strasburg
Front Royal
Berryville

Frequently Asked Questions About Roofing in Middletown

A typical roof replacement in Middletown takes 2-4 days, depending on roof size, material (e.g., asphalt shingles, metal), and weather conditions like summer storms.
Minor repairs under 256 sq. ft. may not require permits in Frederick County, but full replacements or structural repairs typically need a permit from the county’s building department.
Asphalt shingles are the most common in Middletown for affordability and durability. Metal roofs are popular for storm resistance, though some HOAs may restrict material choices.
Inspect your roof annually and after severe weather, such as summer storms or heavy rain, which can damage shingles or flashing in Middletown’s humid climate.
Emergency leak repairs in Middletown can often be addressed within 24-48 hours, depending on the contractor’s availability and the extent of the damage.
Middletown’s humid summers and occasional storms can cause shingle wear, mold growth, or flashing damage. Regular maintenance and durable materials like metal help prevent costly repairs.
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