Winchester | HEP Roofing

From the historic tiles that crown Winchester Cathedral to the modern slates sheltering family homes in Fulflood, roofs in our city face relentless rain, frosty winters and the occasional gale sweeping up the Itchen valley. HEP’s local roofing team knows every quirk of Winchester weather, and we bring that insight to every repair, replacement and new installation. Whether you need a sympathetic restoration for a listed cottage or a sleek, energy-efficient upgrade for a contemporary build, we source premium materials that honour the character of your property while standing up to today’s environmental demands.

You’ll feel the difference from the first call: free, no-obligation surveys, transparent quotes and craftsmen who arrive on time with a smile (and all the right accreditations). We back our workmanship with robust warranties and offer 24/7 emergency call-outs, because storms don’t wait for office hours. Choose HEP Roofing Winchester and enjoy peace of mind under a roof built to last—crafted by neighbours who care as much about your home as you do.

Gutter Replacements

Metal Roofing

Roof Inspections

Roof Repair

Roof Replacement

Roofing Done Right

Siding Solutions

Storm Damage Restoration

What our customers say

Mr Olin White from HEP arrived a little bit early which was very nice, he was very polite, very professional. He took the time to listen to my husband and I to get a better feel of what we were trying to accomplish. We have not started our project yet but I cannot imagine that their work will be anything less than stellar. I will recommend them too all of my family and friends and anyone else who I find needs a roof.

Tracey F.

Ruben was excellent when I was having drain issues. He was quick, explained everything throughly, and made sure I knew what my options were. A wonderful experience I just put an offer in on a home and wanted someone to check the place out for me and HEP was there! Not only was every technician that came out friendly, but they made sure I understood everything that was being told to me! They gave me clear and honest opinions about my AC, Roof, and electrical. They told me what was wrong, how to fix it, an approximate on how much it would be and even advice to make sure I get the most out of my repair life. I'm a first time home buyer and they made me feel confident enough about the condition of my home to be able to make a sound decision on it. I'll recommend them to everyone I know!

Nicole N.

Jason did an awesome job on my roof. He was very knowledgeable about his profession and was very courteous and well mannered.

Nikki D.

Olin was fantastic. Friendly and arrived early after calling to say he would be coming out earlier than planned. I will leave another review after the work is done but we are looking forward to working with your company to get our roof taken care of. Thank you.

Jennifer F.

Olin did a very comprehensive inspection on our roof and broke down the quote so I could understand what all is done. Very informative and helpful, will use HEP again in the future.

Michael C.

Olin, Chris & the whole staff of HEP are wonderful, friendly & knowledgeable people. Olin, the Product Specialist who came to our home, was very thorough when he inspected our roof & wrote up our work order/proposal. He patiently answered our questions & explained in great detail the work that needed to be done. My Husband & I feel very valued as this company’s customers! I believe we are getting a great service at a reasonable cost. We are looking forward to getting our roof replaced in the coming week! We have had our Water Heater replaced & a small repair done in the past with HEP. We strongly recommend this great company!!

Susan R.

Jason Shoupe did my roof inspection this morning. He was on time, professional and took his time to explain his findings. I like that he was able to prioritize how he would fix things so that I wasn’t overwhelmed. He took pictures so that I could see what repairs were needed.

Sheila B.

Michel and David stayed very positive and maintained a professional attitude while performing the work required though the job itself changed a little. They kept me well informed during every step of the whole process. The job site was left clean when they left. The repair to the roof looks terrific, better than I expected.

Ron S.

Lee came out promptly when they promised and perform a thorough inspection and pointed several areas that we needed to watch and gave a great estimate on several repair options.

Jason A.

We (Leroy and Helen Queen, my parents) had our leaky roof replaced by HEP at the end of July 2019. We had a wonderful experience from start to finish: from Joshua who recommended HEP for our roofing needs, to Jason our Sales Rep who measured and then inspected the finished work, to Chris in the office who helped us with the financing, to the crew of men that came out and did a marvelous job removing, installing, and then tidying up afterwards. We were mightily impressed; they worked so quickly. We highly recommend giving HEP a call for your roofing needs based on our own experience with them. They all worked really hard and quickly to get us a new roof; something we very greatly appreciate. Thanks HEP!

Tosha M.

FAQs

How do I know if my Winchester home needs a roof repair or a full replacement?

Signs you may need a professional evaluation include missing or curling shingles, frequent leaks, dark streaks or moss growth, and visible sagging. In Winchester’s four-season climate, freeze-thaw cycles can accelerate shingle deterioration, so anything over 20–25 years old often warrants replacement. We offer free inspections, moisture-mapping, and drone imaging to determine whether a targeted repair will add meaningful life to your roof or if a complete tear-off is the more cost-effective long-term solution.

Which roofing materials perform best in Winchester’s weather?

Architectural asphalt shingles remain the most popular because they balance cost, durability (30-year ratings), and wind resistance up to 130 mph. Metal roofing—especially standing-seam steel or aluminum—offers 50+ year lifespans and superior shedding of snow common in our Shenandoah Valley winters. Synthetic slate and composite shake are high-end options that mimic historic Winchester aesthetics while adding Class A fire ratings. We help you compare initial investment, energy efficiency, and maintenance requirements for each material.

How long will my roof replacement take?

For an average single-family home in Winchester, a tear-off and re-roof with asphalt shingles usually takes 1–2 days, weather permitting. Metal or specialty systems can require 3–5 days due to custom panel fabrication and flashing details. We schedule deliveries the afternoon before, use equipter debris management to reduce lawn impact, and provide a daily progress update. All timelines include complete clean-up with magnetic nail sweep so you’re back to normal quickly.

Do you handle permits, and are you fully licensed and insured in Winchester?

Yes. The City of Winchester and Frederick County require building permits for most reroofing projects. We file all paperwork, schedule inspections, and ensure compliance with the latest Virginia Residential Code. Our Class A contractor license, $2 million liability policy, and workers’ compensation coverage protect you from any liability during the project. Copies of certificates are provided with every proposal for your peace of mind.

What warranties do you offer on new roofs?

Manufacturer warranties vary by material—architectural shingles typically carry a 30-year limited lifetime warranty, while metal systems offer 40–50-year paint and weatherproof guarantees. Because we are certified by GAF and CertainTeed, we can upgrade you to 50-year non-prorated warranties that cover labor and materials. In addition, our workmanship warranty covers installation defects for 10 years, transferable to the next homeowner to boost resale value.

How much does a new roof cost in Winchester, and do you offer financing?

Pricing depends on roof size, pitch, and material. As of 2024, asphalt shingle replacements in Winchester average $4.50–$6.50 per square foot, while standing-seam metal ranges from $9–$14 per square foot. Every quote includes tear-off, underlayment, flashing, ventilation, and disposal—no hidden fees. We partner with several lenders to provide 0% same-as-cash plans for 12 months or low-interest options up to 120 months, subject to credit approval, so you can protect your home without straining your budget.