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- Winchester
Trusted Roofing Contractor Winchester, VA



Serving Winchester with Expert Roofing Services
Loudoun Roofing, a leading roofing contractor in Loudoun County, VA, is proud to extend its full range of high-quality roofing services to the vibrant community of Winchester, VA. As a locally trusted and highly rated roofing contractor, we specialize in protecting homes and businesses across the Northern Shenandoah Valley with professional roof repair, replacement, and installation services. Whether you’re dealing with aging shingles, a roof leak from storm damage, or planning a full roof upgrade, our Winchester roofing team delivers tailored solutions with superior craftsmanship and premium materials.

Why Winchester Homeowners Choose Loudoun Roofing
- Locally Owned & Operated: As a Leesburg-based company, we possess an intimate understanding of Northern Virginia’s unique roofing requirements, ensuring tailored solutions for your home.
- Fully Licensed & Insured: Your peace of mind is paramount. We are comprehensively licensed and insured, providing a worry-free experience with every project we undertake.
- Emergency Services Available: When disaster strikes, we’re ready. Our rapid response team is on standby for urgent situations like hailstorm damage, fallen trees, or unexpected leaks, minimizing further damage to your property.
- High Review Rating: We are consistently recognized as a top-rated roofing contractor in Loudoun County and the greater Winchester area, a testament to our commitment to exceptional service and customer satisfaction.
- Industry Certifications: Our highly skilled team holds certifications from leading manufacturers, guaranteeing expert installation techniques and protecting your investment with comprehensive warranty coverage.
roofing


Our Services
Roofing Services
Our crews are experienced in material handling and installation techniques. Each member is vetted, insured, and committed to getting the job done right the first time.

Residential Roofing
Protect your home and enhance its curb appeal with a roofing system designed for durability and style. Our residential roofing services cover everything from repairs to complete installations, with materials built to withstand Virginia’s four seasons. Whether you live in a historic home in downtown Leesburg or a newer development in Lansdowne, we have the expertise to meet your needs.
Multi-Family Roofing
We specialize in roofing for townhomes, apartment buildings, HOAs, and condominiums. Our multi-family roofing team coordinates large-scale projects with minimal disruption to residents while ensuring safety, quality, and compliance with local regulations.
Roof Installation
Installing a new roof is a major investment, and we make the process easy and stress-free. From underlayment to ridge caps, we use only the highest quality materials and proven techniques for every new roof installation.
Roof Replacement
If your roof is over 20 years old or has sustained extensive storm damage, it might be time for a full roof replacement. We’ll assess your current roof, recommend the best material, and walk you through every step, without the industry jargon or pressure.
We handle complete tear-offs, structural inspections, and new system installations using top roofing brands.
Roof Repair
Whether it’s a minor leak or significant damage from a storm, our roof repair services are fast, effective, and long-lasting. We don’t just patch it up; we find the root cause.
Roof Inspection
Our comprehensive roof inspections assess your roofing system from top to bottom. Whether you’re selling your home, buying a new one, or just want peace of mind, we provide detailed evaluations and repair recommendations.
Roofing Maintenance
Prevent costly surprises with scheduled maintenance. Our programs include seasonal tune-ups, post-storm checks, and minor repair services to help extend the life of your roof.
Our roofing maintenance plans are ideal for homeowners and property managers looking to protect their investment.
Skylight Installation
Looking to bring natural light into your home? We install energy-efficient, leak-resistant skylights that elevate any room while maintaining roofing integrity. Our team ensures proper flashing and waterproofing to prevent leaks.
Premium Roofing Brands We Trust
Loudoun Roofing is certified and experienced with industry-leading roofing manufacturers, giving you access to the best warranties and product performance.
- GAF Timberline HDZ: The #1 selling shingle in North America, known for its LayerLock technology and wind resistance.
- Owens Corning Duration: Offers SureNail Technology and excellent impact resistance, ideal for storm-prone areas.
- CertainTeed Landmark: A high-end architectural shingle line combining aesthetics and exceptional weatherproofing.
About Winchester, VA
Winchester is rich in Civil War history, scenic Shenandoah Valley beauty, and tight-knit neighborhoods like Old Town and Shawnee. With a mix of historic homes and modern communities, roofing systems in Winchester must meet both architectural standards and local weather challenges. We understand these unique needs and offer roofing solutions tailored to local homes.
Nearby Areas We Serve
While Loudoun Roofing proudly serves homeowners and property managers throughout Winchester, VA, our expert roofing services extend across many nearby communities in Northern Virginia. As a trusted roofing contractor, we understand the unique architectural styles, climate patterns, and roofing needs of each locality we serve.
- Leesburg, VA – Located just east of Winchester, Leesburg is known for its historic charm and growing neighborhoods. We help protect its mix of modern homes and older properties with expert roofing services in Leesburg, VA, including asphalt shingles and metal systems built to last.
- Purcellville, VA – Nestled in the heart of Virginia wine country, Purcellville’s blend of countryside estates and suburban homes demands roofing solutions that are both durable and stylish. Our roofing in Purcellville, VA, covers repairs, replacements, and new installations.
- Middleburg, VA – Known for equestrian estates and historic elegance, Middleburg requires roofing systems that respect traditional designs while delivering modern performance. Our team provides tailored roofing services in Middleburg, VA, to meet these needs.
- Round Hill, VA – As a rapidly growing small town, Round Hill sees a mix of new builds and older homes. We offer full-service roofing in Round Hill, VA, to keep pace with this development, from inspections to full installations.
Local projects
Recent Roofing Projects Near Winchester, VA
The closest jobs Loudoun Roofing has finished near Winchester, with photos from each one.
Roof RepairRidge Vent Replacement in Villages at Round Hill, Round Hill
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Roof ReplacementHail and Wind Damage Replacement in Purcellville, VA
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Roof ReplacementTownhouse Roof Replacement in Main Street Village, Purcellville
View project →
Roof ReplacementFixing Ridge Caps Installed Wrong in Hamilton, VA
View project →Get in Touch with Us for Roofing Services
Whether you need a quick repair, a new skylight, or a full roof replacement, Loudoun Roofing is your trusted roofing company.
Get in Touch with Loudoun Roofing
Testimonials
What they’re saying about us
| 4.9 | ★★★★★ Excellent Based on 107 reviews |
✦ What customers say
Customers most often say Loudoun Roofing responds quickly to leaks and storm damage, often the next day, and that owner Esteban inspects both the roof and the attic and sends before-and-after photos of every repair. Many reviewers describe honest advice that fixes the actual problem instead of pushing a full replacement, with fair, detailed estimates. Homeowners across Loudoun County and Northern Virginia also mention on-time crews, spotless cleanup down to the last nail, and Keylah in the office keeping them informed.
AI-generated summary of customer reviews, updated November 10, 2026.
Oct 2026 · Google
Fantastic service and professionalism from start to finish. We had sudden and systemic leaks throughout our roof and Loudoun…
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…Roofing was exceptionally fast in evaluating, documenting, and performing the replacement. Would highly recommend! Shoutout to Esteban for his A+ customer service and attention to detail.
Oct 2026 · Google
From start to finish Esteban and the Loudoun Roofing team were thorough and professional. He spent hours inspecting our roof and…
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…provided a detailed report that we went over in person, where he explained every detail and answered every question we had about the severity, costs and timeline. Then during the work took the time to explain aspects of the roof, the work being done and how to prevent the same level of damage in the future.I've recommended his team to agents and friends and would recommend him to you reading this as well.
Oct 2026 · Google
Highly recommend Loudoun Roofing. Esteban was great to work with and helped us with our radon vent pipe. Will use them in the future when needed.
Sep 2026 · Google
Very professional from start to finish. Loudoun Roofing was courteous, responsive, and easy to work with. I really appreciated…
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…the clear communication and quality service. They took their time and the results look great.
Sep 2026 · Google
Esteban provided us with a very thorough roof inspection prior to purchasing a home. The information helped us feel assured about…
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…the condition of the roof and what improvements were necessary. His communication was very friendly, professional, and prompt as well.
Sep 2026 · Google
I recently used Loudoun Roofing for my roof project. I would have to say one of the best experiences with a contractor at my home…
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…of more than 13 years. The whole experience was exceptional. From the moment I reached out to Esteban, the process was one of the best. They communicate effectively, pricing was phenomenal compared to other roofing companies, their workmanship was excellent from start to finish. The team was incredibly professional, punctual and hard working. I really appreciated their reliability and the high quality of their work. It is rare to find such a trustworthy group, and I definitely recommend using them for any residential roofing needs.
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Aug 2026 · Google
Throughtout all the years in construction i have known many roofers and roofing company's, but these guys here are one of the…
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…best i have seen perform work, good quality, professionalism, good prices, and show up on time, can say many more good things about them, but I'm pretty sure you get the picture.
Aug 2026 · Google
Excellent communication, quality and workmanship. Would definitely recommend.
Aug 2026 · Google
Loudoun Roofing was fantastic. Esteban, Kayla, and and their team could not have been better. They certainly went above and…
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…beyond what I expected and I would have no reservations in recommending them for any roof repair or replacement jobs. I also felt the price was more than fair. I now have a new roof with the peace of mind that comes with knowing it was done right.
Aug 2026 · Google
I used Loudoun Roofing to repair a leak in my roof that another company had supposedly “repaired “ previously but started leaking…
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…again (after I had paid to get the drywall damaged by the previous leak to be repaired and repainted). Loudoun Roofing promptly responded to my inquiry and sent Esteban Marin out to assess the problem and provide an estimate. Esteban was prompt, courteous, and clearly knowledgeable, and explained the problem and showed me the pictures he had taken of the problem area (a roof valley). He thereafter sent me a detailed estimate that I thought was reasonable and we scheduled the time for the repair. Esteban and his assistant Wesley came at the appointed time and did great work in repairing the roof. They were very professional, courteous, efficient, and clearly knew what they were doing. Esteban also provided a host of photos of the problem areas and their repairs and explained what they did and why. Esteban also went over the entire roof locating additional issues and addressed them. They also quickly and very nicely fixed some roof trim on the front of my house at my request. It has been a couple of weeks since the repairs were done and we have had a number of very heavy rain storms; I am very pleased to report that the work Esteban and Wesley did on the roof did the trick—no more leaks!
I highly recommend Loudoun Roofing for any roof repair you need. They were fantastic in every regard. And, I can’t say enough about Esteban Marin: that man knows his stuff and is a true professional.
Jul 2026 · Google
This is my 3rd time using Loudoun Roofing. Esteban is the best, takes photos of what he found causing the leak then photos of…
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…the finished job. While here he did an inspection of my entire roof and found a few other issues that needed addressing. He arrived at the time promised, communicated clearly about the work, and showed a high level of professionalism. The quality of the roof repair was excellent and he left the very clean site. I would definitely recommend Loudoun Roofing and Esteban to anyone looking for a trustworthy professional roofer. On a side note, Keylah who runs the office was fantastic, great communication and customer service. They are a great team! I
Jul 2026 · Google
I googled a couple of other services recommended by an inspector I found working on a neighbor's house. I had doubts about those…
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…companies because they were franchise businesses. I needed repairs to what I have, not a company that seeks every chance to do a total replacement. I then found Loudoun Roofing on the internet. Esteban recognized that I had 12-15 years left in the life of my existing roofing, but needed repairs for shoddy workmanship on the original installation. - We are the second owners. Esteban agreed to replace only what was necessary to get our roof ready for another fifteen years and to match the existing roofing. We also upgraded our gutter system. Due to a weather delay, the work was done while we were out of town. When we came back home, all the repairs were done, and our house looked great! They provided before-and-after photos for all repairs. Our yard and flower beds appeared undisturbed; the crew did an outstanding job of not disturbing our beds and in cleaning up after the work. The quality of their work was outstanding. I am confident knowing they were reliable and respectful of my home. I would highly recommend Loudoun Roofing to anyone looking for a trustworthy roofer.
Jul 2026 · Google
I worked with 7 roofing companies in order to resolve the leak in my roof. (And those are the ones that bothered to return my…
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…phone calls.) All but 1 company took the time to properly assess the problem and provide a sensible solution. The other companies provided ridiculously high estimates that addressed almost everything except the actual problem. Keylah and Esteban are the finest professionals I have ever met in any trade business; it was such a relief working with them. I actually look forward to working with them again because I know that any problem I might have will be done right.
Accept no substitutes -- only go with Loudoun Roofing.
Jul 2026 · Google
Esteban and his team were professional and did great work. Definitely recommend them for roofing work.
Jun 2026 · Google
I recently hired Loudoun Roofing for a roof replacement and was impressed with everything. The crew arrived exactly when they…
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…said they would and kept me updated at each step, which made the whole process smooth. Their professionalism showed in the careful way they handled the asphalt shingles and the clean, precise finish of the new roof. The quality of the work is obvious – there are no leaks and the roof looks great. I felt I could rely on them completely and would recommend Loudoun Roofing to anyone looking for a reliable roofer near me.
Jun 2026 · Google
Esteban was extremely thorough during the inspection and estimate process, taking the time to explain everything clearly and…
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…answer our questions. From start to finish, communication was easy and professional, and the entire project ran smoothly.
One thing we especially appreciated was how quickly they were able to get us on the schedule. Despite the heat and thunderstorms in the forecast, the crew worked efficiently and safely to complete our townhome roof replacement in just a day and a half. The workmanship and overall experience were very good, and we felt confident throughout the process. Thank you Loudoun Roofing team!
May 2026 · Google
5/5 stars – each star for professional service, efficiency, responsiveness, reliability and politeness. Loudoun Roofing was…
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…outstanding from start to finish. The crew arrived on time, were very polite and answered all my questions. They fixed a roof leak quickly. I was impressed with how responsive they were to my calls and how reliable they proved to be throughout the project. I highly recommend them to anyone looking for a roofer. Great value and excellent workmanship.
May 2026 · Google
Highly impressed with Loudoun Roofing. I had several companies come look at my roof, Loudoun Roofing was the only one that showed…
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…me pictures of the inside and outside, explained all the issues with the roof, underlayment, flashing. In fact, they’re the only ones to discover that the exhaust fans for the bathrooms weren’t even vented to the outside. They were great communicators, extremely professional and clean, and they take great care in their work.
May 2026 · Google
Loudoun Roofing did a great job on our gables, attic fan, and new roof. Esteban and his team were responsive, professional, and…
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…thorough. The roof looks beautiful, and they left the property very clean at the end of the job.
May 2026 · Google
I was very impressed with the promptness and professionalism of Loudoun Roofing. The crew arrived on time, kept the work area…
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…clean, and communicated every step of the roof repair. Their reliability gave me peace of mind and the final result looks great. I’m excited to call them again for my next roof replacement.
May 2026 · Google
Loudoun Roofing was fantastic from start to finish. They arrived right on time and kept the schedule, which made the whole…
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…process stress‑free. The crew was courteous and clearly knew their stuff, handling our roof replacement with professionalism. I appreciated the communication and the reliable workmanship on our roof replacement. Highly recommended for anyone looking for a dependable roofer near me.
May 2026 · Google
I had a great experience with Loudoun Roofing. They showed up right on time, kept me in the loop with clear communication, and…
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…were quick to answer any questions I had. The crew was professional from start to finish and the workmanship on my roof repair was top notch. I appreciated how responsive they were and how smooth the whole process felt. Highly recommend them for any residential roofing needs.
Apr 2026 · Google
We had a great experience with Loudoun Roofing. Excellent communication, great work, on time, and reasonable pricing. Would highly recommend.
Apr 2026 · Google
From the first call to the finished job, Loudoun Roofing was amazing. The team was professional, arrived on time, and explained…
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…the process clearly. They performed a roof replacement with asphalt shingles and took care of a small roof leak. The workmanship was top notch and the crew was respectful and tidy. I would definitely recommend them to anyone looking for a roofer near me.
Mar 2026 · Google
5/5 stars – each star for customer care, product quality, atmosphere, speed, and value. I cannot recommend Loudoun Roofing highly…
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…enough.
During the recent ice storm in Northern Virginia, when the situation was urgent and stressful, they were the only roofing company that actually took the time to speak with me. Every other company either didn’t answer, said they didn’t have staff, didn’t handle repairs, or simply hung up. That alone says a lot—but what truly set them apart was the level of care and professionalism that followed.
A huge shoutout to Keylah Marin — her empathy, patience, and genuine concern for my situation were exceptional. She didn’t rush the call, took the time to understand the issue, and made me feel like a priority when most companies wouldn’t even engage. That level of customer care is rare and truly differentiates this business.
When it came to the inspection, Esteban Marin was equally impressive. He was incredibly thorough—taking the time to check every nook and corner of the roof until he was completely satisfied with his assessment. What stood out most was his honest, straightforward, and completely non-pushy approach. He explained everything clearly, answered all questions, and never tried to upsell or pressure—just solid expertise and integrity.
From the initial call to scheduling, repair work, and final payment, the entire process was smooth, transparent, and stress-free.
If you’re looking for a roofing company that combines responsiveness, honesty, craftsmanship, and truly outstanding customer service, Loudoun Roofing is the one to call.
Jan 2026 · Google
I was nervous about a roof leak following a brief snow and thaw, so I…
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…called Loudoun Roofing, having worked with them on other exterior repair projects. Following the initial inspection and assessment of the roof and the likely source of the leaks, we received a very reasonable estimate. Once scheduled, the crew arrived on time and got to work right away. Their professionalism and efficiency were impressive – they completed the roof repairs, took completion photos, and confirmed that no other issues were uncovered during the work. I appreciated the speed in which they completed the work and left the property spotless. The new asphalt shingles and vent caps look great and I feel confident about the repairs and adjustments made to the transition between the asphalt shingles and the metal roofing at the rear of the house over the sunroom. Overall, the punctuality, cleanliness and high level of service made this the best roofing experience I’ve had over the homes we have owned.
Pics are pre-repairs and post repairs of affected areas.
Dec 2025 · Google
Loudoun Roofing and Esteban was recommended to me by a roofer in…
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…Maryland. I needed someone licensed in Virginia. I was so happy with the recommendation. Esteban and his team did a great job on my roof. They cleaned up exceptionally well and answered questions throughout the process. I would definitely recommend to family and friends.
Frequently Asked Questions
How long does roof replacement take in Winchester?
Most residential replacements take 1–2 days, depending on size and material. Weather permitting, we aim for minimal disruption.
Do you offer roofing warranties in Winchester?
Yes, we provide both manufacturer and labor warranties. GAF, CertainTeed, and Owens Corning warranties are available based on your material selection.
Are metal roofs a good choice for Winchester homes?
Absolutely. Metal roofs offer durability, reflectivity, and storm resistance—perfect for Northern Virginia’s variable climate.
Do you help with insurance claims after storm damage?
Yes. We assist with inspections, reports, and documentation to support your insurance claim after hail or wind damage.
Do you provide free roofing estimates in Winchester?
Yes. Call (571) 508-8642 or request a free estimate online to schedule a no-obligation roofing consultation.
Can you install skylights during roof replacement?
Yes, skylight installation is often most cost-effective during a full roof replacement. We ensure a watertight fit with manufacturer-grade flashing kits.










