Get matched with the best Roofing & Gutter Service pros in Winchester, VA

Expert roof repair, replacement, and inspection to protect your home from the elements.

Elite Roofing & Restoration - Roofing Services in Winchester, VA

Elite Roofing & Restoration

★ ★ ★ ★ ★ 4.7 (15 reviews)

Winchester, VA 22602

1 project

Elite Roofing & Restoration, serving Winchester and Northern Virginia, is a licensed roofing company and general contractor with extensive experience in residential projects. We deliver honest estimat...

Request Estimate View Profile

Gregory's Roofing Of Winchester

★ ★ ★ ★ ★ 4.7 (14 reviews)

Winchester, VA 22601

Gregory's Roofing of Winchester is a reputable contractor specializing in residential exterior remodeling in Stephens City, Winchester, and nearby areas. With decades of experience, we offer roofing,...

Request Estimate View Profile

Pifer Construction, Inc. - Roofing Services in Winchester, VA

Pifer Construction, Inc.

★ ★ ★ ★ ★ 4.8 (11 reviews)

Winchester, VA 22601

9 projects

Pifer Construction, Inc. is a reputable contractor specializing in residential and commercial remodeling and construction. We are dedicated to delivering high-quality craftsmanship and innovative solu...

Request Estimate View Profile

Jesus Roofing LLC

★ ★ ★ ★ ★ 4.6 (11 reviews)

Winchester, VA

JESUS ROOFING LLC, based in Winchester, VA, is dedicated to providing high-quality roofing solutions. Our skilled team ensures exceptional craftsmanship and reliable service for residential and commer...

Request Estimate View Profile

Weber Solutions

★ ★ ★ ★ ★ 4.6 (10 reviews)

Winchester, VA 22601

Weber Solutions offers reliable home and property services, including handyman repairs, painting, window cleaning, gutter cleaning, and power washing. Our dedicated team ensures quality results with a...

Request Estimate View Profile

Winchester Roofing Group

★ ★ ★ ★ ★ 4.6 (10 reviews)

Winchester, VA 22601

Winchester Roofing Group, located at 13 E Leicester St, Winchester, VA, is your reliable roofing contract. We specialize in residential and commercial roofing solutions, focusing on quality craftsmans...

Request Estimate View Profile

Ibarra Sheet Metal

★ ★ ★ ★ ★ 4.7 (7 reviews)

Winchester, VA 22602

Ibarra Sheet Metal specializes in metal roofing solutions, including installation, repair, and maintenance for both residential and commercial properties in Winchester, VA. Our expert team is dedicate...

Request Estimate View Profile

Samuel Shane Roofing Co.

★ ★ ★ ★ ★ 4.5 (6 reviews)

Winchester, VA 22602

Samuel Shane Roofing Co. is a trusted roofing contractor based in Winchester, VA. With a commitment to quality and customer satisfaction, we specialize in residential and commercial roofing solutions,...

Request Estimate View Profile

Home Details & Renovations - Roofing Services in Manassas, VA

Home Details & Renovations

★ ★ ★ ★ ★ 4.7 (14 reviews)

Manassas, VA 20112

3 projects

Home Details & Renovations boasts over 11 years of experience, emphasizing quality in every project. Our commitment to excellence ensures that we deliver exceptional results tailored to our clients' n...

Request Estimate View Profile

Paul Henry's Window Installation, Inc. - Roofing Services in Warrenton, VA

Paul Henry's Window Installation, Inc.

★ ★ ★ ★ ★ 4.6 (14 reviews)

Warrenton, VA 20186

7 projects

Paul Henry’s Window Installation, Inc. is your premier choice for home improvements in Northern Virginia. With over 36 years of experience, we specialize in energy-efficient windows, doors, siding, ro...

Request Estimate View Profile

Verified Reviews for Roofing Services pros in Winchester, VA

*The Growcycle rating for Roofing Services companies in Winchester, VA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Roofing Services needs.

Last update on August 04, 2026

David Johnson

Reviewed in December 2025

The crew was friendly and efficient. They finished the roof ahead of schedule and the quality of work was top-notch. Would definitely use this service again!

Jesus Roofing LLC Request a quote

Sarah Mitchell

Reviewed in January 2026

Elite Roofing & Restoration provided outstanding service. They were reliable, efficient, and the quality of their work is impressive. Will hire them again in the future.

Elite Roofing & Restoration Request a quote

Megan Davis

Reviewed in November 2025

I was very impressed with their attention to detail. The new roof looks fantastic, and they cleaned up the site thoroughly. Definitely worth the investment!

Winchester Roofing Group Request a quote

Michael Thompson

Reviewed in August 2025

I had a great experience with my new roof installation. The crew was professional and worked efficiently to complete the job on time.

Englewood Metal Roofing Request a quote

Emily Johnson

Reviewed in October 2025

I was impressed with the quality of work and the professionalism. They completed the roofing job ahead of schedule, and my home looks amazing now!

Augustine Roofing LLC Request a quote

Cost Guide

How much does Roofing Services cost in Winchester, VA?

Typical roofing services projects in Winchester, VA range from $5,000 to $15,000, with most homeowners paying around $8,500.

$5,000

$8,500 Typical cost in Winchester, VA

$15,000

LOWHIGH

Prices vary by project scope, materials, and local labor rates.

Per Sq Ft $3–$7

Per Square $100–$400

Per Linear Ft $2–$5

Last updated: April 2026

Roofing and gutter services in Winchester typically cost between $5,000 and $15,000, with an average of around $8,500. The cost varies based on the type of roofing material, the size of the home, and the complexity of the installation or repair.

Contractors in Winchester charge between $75 and $150 per hour for roofing and gutter services. It's crucial to check with the Winchester Building Department for permit requirements, as roofing projects often necessitate inspections and specific permits.

When comparing quotes from roofing contractors in Winchester, consider the materials used, warranties offered, and the experience level of the contractor. It’s wise to check for local reviews and ask for references to ensure quality workmanship.

When comparing roofing and gutter service quotes in Winchester, ensure that all estimates include the same specifications to make an accurate comparison.

What affects the cost in Winchester, VA?

Winchester Labor Rates

Licensed roofing and gutter contractors in Winchester charge $75–$150/hr, reflecting the skilled nature of the work. Labor costs can fluctuate based on the season and contractor availability.

Permits & Inspections

Most roofing work in Winchester requires permits from the Winchester Building Department. Permit fees can vary based on project scope and may take some time to obtain, so plan accordingly.

Material Selection & Quality

Material choice can swing a roofing project cost by 20–50%. High-quality materials may have a higher upfront cost but can lead to lower maintenance and repair costs over time.

Seasonal Demand & Scheduling

The best time to schedule roofing services in Winchester is during the spring and fall. Demand is usually lower during winter, but roofing work can be affected by weather conditions.

Frequently Asked Questions About Roofing Services in Winchester, VA

How do I know if my roof needs to be replaced?

Determining whether your roof needs replacement involves inspecting for several key indicators. In Winchester, check for missing or damaged shingles, which can expose your home to leaks, especially during heavy rains. Look for signs of sagging, which may indicate structural issues. Additionally, if you notice water stains inside your home or mold growth in the attic, these could be signs of roof failure. If your roof is over 20 years old, it may also be nearing the end of its lifespan. Consulting with a local roofing professional can provide a thorough assessment and expert advice on whether a replacement is necessary.

How often should I have my gutters cleaned?

In Winchester, it's generally recommended to clean your gutters at least twice a year—typically in the spring and fall. This is especially important in autumn when leaves can clog the gutters, leading to water overflow and potential damage to your roof and home foundation. If your home is surrounded by trees or experiences heavy rainfall, you may need to clean your gutters more frequently. Regular gutter maintenance helps prevent issues such as mold growth, wood rot, and basement flooding. Hiring a local professional can ensure that your gutters are thoroughly cleaned and inspected for any necessary repairs.

What is the average lifespan of a roof in Winchester?

The average lifespan of a roof in Winchester varies based on the material used. Asphalt shingles typically last about 15 to 30 years, depending on the quality and installation. Metal roofs can last 40 to 70 years, offering excellent durability and resistance to weather conditions, which is beneficial given Winchester's varied climate. Slate and tile roofs are among the longest-lasting, often exceeding 50 years with proper maintenance. It's essential to have regular inspections to monitor your roof's condition and prolong its lifespan. A local roofing expert can provide insights specific to your roof type and the environmental conditions in Winchester.

What should I do if I find a leak in my roof?

If you find a leak in your roof, it's crucial to act quickly to prevent further damage to your home in Winchester. First, try to locate the source of the leak by checking the roof and attic for signs of water entry. If the leak is significant or you are unable to identify the source, it’s best to contact a local roofing professional immediately. They can assess the damage, provide temporary repairs if necessary, and recommend a long-term solution. Additionally, moving any valuables away from the leak's location and using buckets to catch dripping water can help minimize damage until professional help arrives.

What types of roofing materials are best for homes in Winchester?

In Winchester, the best roofing materials depend on your home's style, budget, and durability needs. Asphalt shingles are popular due to their affordability and variety of styles, making them suitable for many homes. Metal roofs are becoming increasingly common as they offer longevity, energy efficiency, and resistance to severe weather—an important consideration given Winchester's seasonal climate. Slate and tile roofs provide a high-end look and exceptional durability, although they come at a higher price point. It's essential to consider factors like insulation, local weather patterns, and aesthetic preferences when selecting the right material for your roof.

Common Roofing Services services and their costs

Typical pricing in Winchester, VA by service type.

Roof Installation Services

Complete roof replacements

Method	Cost Range
Asphalt Shingle Roof Installation of a durable asphalt shingle roof.	$5,000–$10,000
Metal Roof Installation Installing a long-lasting metal roof for durability.	$8,000–$15,000
Tile Roof Installation Aesthetic and durable tile roofing installation.	$10,000–$20,000
Flat Roof Installation Installing a flat roof suitable for commercial buildings.	$6,000–$12,000

Gutter Installation & Repair

Gutter systems and maintenance

Method	Cost Range
Gutter Installation Installing new seamless gutters for effective drainage.	$1,500–$3,500
Gutter Cleaning Routine cleaning to prevent clogging and water damage.	$150–$300
Gutter Repair Repairing existing gutters to restore functionality.	$200–$600
Gutter Guard Installation Installing guards to reduce gutter maintenance needs.	$800–$1,500

Ready to start your roofing services project? Get free quotes from vetted pros in Winchester, VA.

Get Free Estimates

Price ranges are estimates compiled from publicly available data and may vary with project scope.

Find Roofing Services Pros in other cities near you

Not finding what you are looking for in Winchester? Check surrounding areas for roofing services pros.

Find Pros for other jobs in Winchester

If your Roofing Services job is complete, use Growcycle to find quality Pros in Winchester for any number of jobs.

Disclaimer: Some information on Growcycle Pros, including company details, projects, and contact information, is gathered from publicly available sources and provided "as is" without guarantees of accuracy or service quality. Growcycle does not endorse or guarantee the quality or reliability of any listed professionals. All trademarks and other intellectual property remain the property of their respective owners.

We use ActiveProspect's TrustedForm script to independently record and verify users' consent to be contacted. The TrustedForm script is embedded on our website and, when you interact with any page where it appears, it collects information such as the page URL; mouse movements and clicks; any contact details entered by the user; a snapshot of the page; the user's IP address; time spent on the page; the date and time the TrustedForm script loaded; timestamps of user interactions; and HTTP headers from the user's browser. For details on ActiveProspect's data collection and use practices, please review the ActiveProspect Privacy Policy.

Use My Current Location

Popular Locations

Virginia Beach, VA Richmond, VA Roanoke, VA Charlottesville, VA Chesapeake, VA Winchester, VA Norfolk, VA Williamsburg, VA Alexandria, VA Manassas, VA

Get matched with the best Roofing & Gutter Service pros in Winchester, VA

Which of the following best matches your project?

Verified Reviews for Roofing Services pros in Winchester, VA

David Johnson

Sarah Mitchell

Megan Davis

Michael Thompson

Emily Johnson

How much does Roofing Services cost in Winchester, VA?

What affects the cost in Winchester, VA?

Frequently Asked Questions About Roofing Services in Winchester, VA

Common Roofing Services services and their costs

Roof Installation Services

Gutter Installation & Repair

Find Roofing Services Pros in other cities near you

Related services for your Roofing Services project

Find Pros for other jobs in Winchester