For more than five decades, Roland’s Roofing has helped property owners across the San Antonio area protect their homes and buildings with dependable roofing work. Proudly serving Helotes homeowners, real estate professionals, and insurance partners, our team delivers certified expertise and warranty-backed results on every project. As a GAF Master Elite Certified contractor, we are trusted for roofing solutions built to last.
3rd Place
Offering Repairs, Replacements & Installations
From large commercial roofing jobs to residential exterior updates, Roland’s Roofing brings the same level of care to every project. Whether you need roof repair, siding, gutters, windows, or storm damage restoration, our Helotes roof contractors emphasize quality from start to finish.
Strong siding helps defend your home from weather, moisture, and everyday wear while improving energy performance and exterior appearance.
Upgrade aging windows with efficient replacements designed to improve indoor comfort, help control energy costs, and give your home a cleaner look.
Protect your roofline, landscaping, and foundation with properly installed gutter systems and leaf protection designed to divert water away from your home.
Address leaks, missing shingles, flashing issues, and roof wear early before small problems turn into expensive damage.
Get a detailed storm damage inspection, clear photo documentation, reliable repair recommendations, and help navigating the insurance process.
















Your roof does more than complete the look of your home. It helps shield your property from harsh sun, heavy rain, hail, wind, and the unpredictable weather the San Antonio area is known for.
Choosing roofers in Helotes should feel straightforward, not risky. Roland’s Roofing keeps the process clear with honest inspections, consistent communication, and practical recommendations. No confusion. No shortcuts. Just decades of proven roofing experience put to good use for your property.
James R.Verified If I had to summarize my recent 'Roofing Experience" with Roland's Roofing in San Antonio, Texas I would say GREAT EXPERIENCE. The staff at Roland's[CANDICE, MELISSA BRYAN, & ROBERT] were very knowledgeable, professional and at the same time personable as we proceeded thru the entire Roofing Experience[fair estimate, products, insurance, completion, etc]of my (Highest Quality) Roof. The Roland's Roof that I now have on my 50+Year home is to be Proud Of. I would be remiss if I failed to mention they are a Family Owned Business of over 50 Years of consecutive service. If 'Mother Nature' ever causes me to need any kind of roofing services-I will only need to make one call-ROLAND'S ROOFING!Posted on Arlene C.Verified From start to finish an amazing experience, everyone was professional and friendly and went out of their way to make my experience run smoothly, I would recommend them for all of your roofing needs.Posted on Jim B.Verified Last week, I was sitting in my den minding my own business with my two little dogs watching a Korean drama on Netflix. It was about 12:30 AM, and I was waiting for the rain to stop long enough for me to get them out for their final run. It didn't seem like the rain would ever let up that night. The rain was causing a loud dripping noise on the window sill just behind the sofa where I was sitting. I kept waiting for that to stop so I would know the rain had ended. Then, suddenly, I started hearing a different dripping sound that sounded like it was in the room with me. I turned on the big light and listened. The sound seemed to be coming from the fireplace. I grabbed the flashlight I use to when the dogs go out and shined it at the fireplace. I was shocked to see a constant stream of water coming from the front of it. I quickly got a bucket from the garage and watched in horror as it slowly filled. I knew I could not go to bed until the rain stopped. I looked on Weatherbug and saw that the rain should end at around 2:00 AM. I kept watching my K-drama while I waited. Once, I emptied the bucket when it was getting full. Finally, just as predicted, the rain stopped a little after 2:00. I let the dogs out for their run, gave them their bedtime treat, dumped the bucket one more time, and went up to bed. I had no idea where or why the fireplace was leaking. I called Roland's Roofing because they are within walking distance of my house. In fact, I have walked past them for years when taking exercise walks. The man I spoke with said he could have someone at the house to check it out the next morning. Someone came and looked at the situation, figured out the problem, and promised to send me an estimate for repairs. That was on Friday, so I knew I wouldn't hear from them until Monday, and it did arrive by email early Monday Morning. It had a contract with it that I could sign virtually and return. A few minutes after I signed the contract, a lady from Roland's called and asked if she could send a repairman to do the fix the next morning. I was more than willing to clear my schedule- not knowing when we would get more rain. I was really surprised and honored when Roland, the owner of the company, came with his roof man to personally check out the situation. He explained what would happen from start to finish before taking off. His roof man, Carlos, left to get supplies before getting to work on it. After a few hours the repairs were made, and Carlos was gone. I got an invoice by email for the exact amount of the estimate. There were no additional costs for materials. It rained today, and there is absolutely no indication that there is still a leak anywhere. Roland's Roofing fixed the problem completely, super quickly, and definitely inexpensively. I am proud to recommend any of their services. They are good people, and they do a good job.Posted on Andrea B.Verified Any type of home improvement can be stressful, especially when you don't expect it! Melissa, Bryan and the whole team from Roland's Roofing made our experience of replacing our roof as easy and seamless as possible. From providing free estimates to answering all our many questions, their professionalism truly defines going "above and beyond" for their customer. Their attention to detail is unmatched. I wholly recommend Roland's Roofing to anyone looking for compassionate and customer-centric business.Posted on Kristina B.Verified I have to admit, I was a little suspicious of this place. Okay, dear reader, you need context. I was looking for a house to buy and I really liked this one. But I couldn't commit. When I started asking questions about it, found out it needed roof work and the seller was going to get it done before closing any sale. So I kept driving by and looking at the house and I remember noticing a roofing company truck parked in the drive, but I didn't think anything of it. Next thing you know it, I'm buying the house and they are preparing to get the roof done by Roland's Roofing. Well come to find out that was the same truck in the drive. So needless to say I was concerned about a possible conflict of interest. I'm any event, the company was really great. I asked the seller if I could make some decisions on the color and style since I'm going to have to live with it. Hear I am, with actual no ownership interest in the home and they were super helpful. I was sent options and colors and was able to upgrade for a nominal charge. And despite some weather challenges (like a huge fall thunderstorm) they got the roof on right before I closed on the sale. And the roof is beautiful and will look even more spectacular once the house is painted.Posted on Yelp rating score: 4.2 of 5,
based on 57 reviews
From start to finish an amazing experience, everyone was professional and friendly and went out of their way to make my experience run smoothly, I would recommend them for all... read more of your roofing needs.
Last week, I was sitting in my den minding my own business with my two little dogs watching a Korean drama on Netflix. It was about 12:30 AM, and I... read more was waiting for the rain to stop long enough for me to get them out for their final run. It didn't seem like the rain would ever let up that night.
The rain was causing a loud dripping noise on the window sill just behind the sofa where I was sitting. I kept waiting for that to stop so I would know the rain had ended. Then, suddenly, I started hearing a different dripping sound that sounded like it was in the room with me. I turned on the big light and listened. The sound seemed to be coming from the fireplace.
I grabbed the flashlight I use to when the dogs go out and shined it at the fireplace. I was shocked to see a constant stream of water coming from the front of it. I quickly got a bucket from the garage and watched in horror as it slowly filled. I knew I could not go to bed until the rain stopped.
I looked on Weatherbug and saw that the rain should end at around 2:00 AM. I kept watching my K-drama while I waited. Once, I emptied the bucket when it was getting full. Finally, just as predicted, the rain stopped a little after 2:00. I let the dogs out for their run, gave them their bedtime treat, dumped the bucket one more time, and went up to bed.
I had no idea where or why the fireplace was leaking. I called Roland's Roofing because they are within walking distance of my house. In fact, I have walked past them for years when taking exercise walks. The man I spoke with said he could have someone at the house to check it out the next morning.
Someone came and looked at the situation, figured out the problem, and promised to send me an estimate for repairs. That was on Friday, so I knew I wouldn't hear from them until Monday, and it did arrive by email early Monday Morning. It had a contract with it that I could sign virtually and return.
A few minutes after I signed the contract, a lady from Roland's called and asked if she could send a repairman to do the fix the next morning. I was more than willing to clear my schedule- not knowing when we would get more rain.
I was really surprised and honored when Roland, the owner of the company, came with his roof man to personally check out the situation. He explained what would happen from start to finish before taking off. His roof man, Carlos, left to get supplies before getting to work on it.
After a few hours the repairs were made, and Carlos was gone. I got an invoice by email for the exact amount of the estimate. There were no additional costs for materials.
It rained today, and there is absolutely no indication that there is still a leak anywhere. Roland's Roofing fixed the problem completely, super quickly, and definitely inexpensively. I am proud to recommend any of their services. They are good people, and they do a good job.
Jim B.
Any type of home improvement can be stressful, especially when you don't expect it! Melissa, Bryan and the whole team from Roland's Roofing made our experience of replacing our roof... read more as easy and seamless as possible. From providing free estimates to answering all our many questions, their professionalism truly defines going "above and beyond" for their customer. Their attention to detail is unmatched. I wholly recommend Roland's Roofing to anyone looking for compassionate and customer-centric business.
Andrea B.
I chose Roland's Roofing because of their review ratings. From the estimate process to the replacement of my roof, it was seamless. The results are more than expected... read more and I am confident to say that I made the best decisions. Thanks Roland's Roofing for helping me. You all were great!
I have to admit, I was a little suspicious of this place.
Okay, dear reader, you need context. I was looking for a house to buy and I... read more really liked this one. But I couldn't commit. When I started asking questions about it, found out it needed roof work and the seller was going to get it done before closing any sale. So I kept driving by and looking at the house and I remember noticing a roofing company truck parked in the drive, but I didn't think anything of it. Next thing you know it, I'm buying the house and they are preparing to get the roof done by Roland's Roofing. Well come to find out that was the same truck in the drive. So needless to say I was concerned about a possible conflict of interest.
I'm any event, the company was really great. I asked the seller if I could make some decisions on the color and style since I'm going to have to live with it. Hear I am, with actual no ownership interest in the home and they were super helpful. I was sent options and colors and was able to upgrade for a nominal charge.
And despite some weather challenges (like a huge fall thunderstorm) they got the roof on right before I closed on the sale. And the roof is beautiful and will look even more spectacular once the house is painted.
Kristina B.
Seeing your roof from above makes it easier to spot damage, wear, and problem areas that may not be visible from the ground. Our free drone inspections help you understand what your roof actually needs, so you can avoid guesswork and unnecessary repairs. Get in touch for a free estimate today!
As a family, we’ve lived in the Helotes/San Antonio area for 3 generations, so for more than 56 years, Roland’s Roofing has served homeowners and businesses who are our neighbors. Along the way, we have built strong relationships with real estate professionals, insurance agencies, and title companies. These connections allow us to help customers streamline roofing projects and insurance claims while reducing stress.
Your roof should never be left to chance. Roland’s Roofing gives Helotes property owners free inspections, straightforward estimates, and experienced guidance, so you can understand your options before making a decision. Contact our team today to schedule your consultation and get roofing work handled with care.
When you choose a GAF Master Elite Residential Roofing Contractor, you work with a roofer who meets one of the industry’s highest standards. This certification is held by only a small percentage of roofing contractors and may give homeowners access to strong, lifetime, limited-warranty options.
Roland’s Roofing stays current with roofing products, installation practices, and manufacturer requirements, helping Helotes homeowners receive dependable workmanship and long-term protection.
Choosing the right shingle style is easier when you can see it on your home first. GAF’s Virtual Design Tool lets you upload a photo of your house, or choose a sample home, so you can preview different shingle colors and styles before making a final decision.
We handle the full spectrum of residential and commercial roofing services across Helotes and the greater San Antonio area. That covers roof inspections, repairs, full replacements, storm damage restoration, and insurance claim support. As a GAF Master Elite Certified roofing company, every project we take on meets the highest industry standards.
If you’re dealing with a few missing shingles, a minor leak, or damage isolated to one area, a repair will probably solve the problem. But if you’re seeing widespread issues, interior water damage, or your roof has passed the 20-year mark, a replacement is typically the smarter long-term move. We offer free inspections so you’ll know exactly where things stand before spending a dime.
Pricing depends on a few factors: the size of your roof, the materials involved, and the scope of work needed. We price by the square foot, provide detailed written estimates, and offer flexible financing options. No hidden fees, no surprises at the end.
Most new roof installations wrap up in one to three days. The exact timeline depends on the project’s size and complexity. Our experienced roofers in Helotes work efficiently without cutting corners on quality.
We’ve been at this for over 56 years, and we’re still family-owned. That combination of experience and personal accountability is hard to come by. We offer free estimates, military and senior discounts, and hands-on help with the insurance process. Our GAF Master Elite certification means you’re getting the strongest warranties available, and our reputation with local realtors and insurance companies speaks for itself.
Absolutely. We serve Helotes, San Antonio, Boerne, and many surrounding communities. If you’re unsure whether we cover your neighborhood, just give us a call, and we’ll let you know right away.
At least once a year is a solid rule of thumb. You’ll also want one after any major storm, which happens more often than most Helotes homeowners expect. Catching small problems early is the simplest way to extend your roof’s lifespan and avoid costly repairs later.
Don’t wait around for ceiling stains, leaks, or interior damage to appear before taking action.