Need help with a leak, storm damage or an aging roof? DeSantis Roofing Inc. provides roof inspections, repairs and replacements for homes and commercial properties in Winter Garden.
Explore our Winter Garden GAF HDZ roof replacement and Hamlin-area Elevate TPO repair, alongside other completed roofing projects. Open a card for project details.
Repair or Replacement:Start With the Roof You Have
A roof inspection is the starting point for comparing repair and replacement. Review the affected area, the surrounding roof’s condition and previous repairs before deciding how much work is needed.
Replacement may be worth considering when damage is widespread or the surrounding roof is too worn for a lasting repair. Ask which inspection findings support replacement and what the proposed work includes.
A focused repair may suit an isolated leak or damaged section when the surrounding roof remains sound. Review how the repair will connect to existing materials and what will remain in place.
After a storm, describe the changes you noticed and when they appeared. A roof inspection can help clarify the damage and whether repair or replacement is appropriate.
Whether you have a current leak or are planning a new roof, tell us about your home and what you need to resolve. Explore the residential roofing services below.
DeSantis provides residential and commercial roofing services in Winter Garden. Choose the service for your property to explore inspection, repair and replacement options.
DeSantis serves homeowners and commercial property owners in Winter Garden, including the Hamlin area. Contact us for a roof inspection, repair or replacement.
Send your property address and a brief description of the concern. For locations outside Winter Garden, check our service areas or call to confirm coverage.
Yes. Our local projects include a GAF HDZ roof replacement after hail damage in Winter Garden and an Elevate TPO repair in the Hamlin area. Both appear in the project carousel.
Can you repair a commercial TPO roof?
We have completed repairs to an Elevate TPO roof in the Hamlin area. For your building, the existing membrane and its condition will help determine which repair options are suitable.
Does hail damage always require a new roof?
Not always. The extent of the damage and the roof’s condition matter. An inspection can help determine whether repair is appropriate or replacement should be considered.
What should I check for a Historic District reroof?
Check whether zoning review applies before choosing materials. Winter Garden’s reroof checklist includes photos, material details and a survey or site plan. Zoning approval is separate from the building permit.
What if roof work affects the adjoining stucco?
Ask how the roof-to-wall connection and affected finish will be treated. Winter Garden’s construction guide requires sealing where embedded roof metal is removed and replaced. Include this work in the proposal.
What inspection records are needed for a reroof?
Winter Garden allows a contractor-signed Roof Affirmation with detailed photos in place of an in-progress dry-in inspection. Confirm the process for your permit and who will submit the records. Keep the final inspection status with your project documents.
Reviews from Our Winter Garden Customers
M
Mathew Richards
★★★★★
Several shingles came off during the storm and water started showing near the laundry room. AJ took pictures from the roof, showed me the damaged section, and covered it until the crew could return. Weather pushed the repair back two days. They kept me posted and the temporary cover held.
The leak only showed up when rain came from one direction, so it had been hard to track down. The roofer spent time in the attic, then checked the area around a pipe on the back side of the house. He resealed it and replaced a few shingles. Two heavy rains later, the ceiling is still dry.
They fixed our leaking roof and did an excellent job. They worked quickly, kept everything clean, and ensured proper water drainage. Couldn't be happier!
Another company told me I needed a full replacement. Called these guys for a second opinion and they pointed out that it was just a failed boot around a plumbing vent. Cost me a few hundred bucks instead of ten grand. Appreciate the honesty.
Had a branch come down on the back corner of the house. They tarped it same-day to prevent more water damage and did the permanent fix a week later. Good service.
As first-time homebuyers, finding out we needed a new roof was stressful. We got three quotes and AJ's was right in the middle. I liked that the estimate was detailed. The crew worked hard, though they accidentally trampled some of my wife's flowerbed. The roof itself is flawless though.
Had our roof looked at here in Winter Garden and they spotted some stuff I woulda never noticed. Super easy to work with and they got everything fixed up quick. Glad we called AJ, saved us a big headach later.
The crew was extremely organized, with every stage of the roof replacement moving smoothly into the next. Everything was done efficiently with no time wasted.
Our old roof was falling apart—fading shingles, a drippy skylight, and some sketchy flashing around the vents. I was, like, totally stressed about tackling such a big project, but the folks I called made it feel so easy. Their friendly …
After dealing with a stubborn leak over the garage door for years—and multiple failed repairs—AJ and his team finally got it fixed. They did a proper diagnostic, sealed it up, and it’s dry now! On top of that, they handled all the insurance …
My family has been in this house for generations, and the old roof had historical value, but it was just too worn out. We wanted a replacement that respected the home's character. The design consultant spent hours with us, going through different shingle styles and colors, even suggesting unique flashing designs that would fit the aesthetic. The crew was exceptionally skilled, carefully protecting the original siding and landscaping. There was one minor delay with a custom trim piece, but the project manager kept us informed and it didn’t impact the overall quality. The result is ABSOLUTELY STUNNING 🏡 — a roof that looks period-appropriate yet offers modern protection. We are incredibly proud of how it turned out becuase it truly honors the home’s history.
My new roof looks AMAZING! The crew was super efficient, polite, and did a great job on the repair. Even my cat, Mittens, who usually hides from loud noises, stayed calm because the roofers were so considerate. Really impressed with the workmanship and craftsmanship—AJ and his team definitely delivered! 🛠 …
The DeSantis crew did a fantastic job on our roof makeover! They were thorough, kept in touch throughout the process, and made the place look great. The owner also shared helpful suggestions that made our roof look fresh and new—without going over budget. Couldn’t be happier with the results! 👍 …
I would highly recommend this roofing company for your next roofing project. The owner listen carefully to what you want and makes sure every detail is handled. The crew that did the work at my home was outstanding—skilled, respecful, and efficient. Thanks to everyone for a job well done! 👏 …
Our sunroom roof had been flooding every time it rained. We finally reached the point where we couldn’t leave the house if there was even a hint of inclement weather on the radar. A trusted family friend recommended DeSantis Roofing, so we …
My roof was looking pretty sad after years of FLORIDA SUN!!. They came and gave it a much-needed facelift with new, reflective shingles. It looks so much better now. Thanks, AJ!
I’m thrilled with the results. They showed up on time, got the job done quickly, and the quality is amazing. Definitely the best roofing company around.
Dealing with a roofing company can be stressful, but DeSantis Roofing Inc made it simple and painless. They handled everything professionally, from the inspection to the installation. The crew worked efficiently and cleaned up afterward. I’m so happy I chose this roofing company!
DeSantis Roofing Inc impressed me from the first call. Their communication, professionalism, and workmanship were all top-notch. I’m so glad I chose this roofing company.
I was in desperate need of a new roof, and DeSantis Roofing Inc delivered. They made the process easy, from the initial estimate to the final cleanup. This roofing company takes pride in their work, and it shows. I’m beyond satisfied with the result!
I had some shingles blown off during a storm, and I needed a roofing company fast. AJ from DeSantis Roofing Inc. responded right away, gave me a fair estimate, and completed the job quickly. The repair blends in perfectly with the rest of …
We had our roof replaced by Desantis Roofing, and I’m beyond happy with the results. They arrived on time, worked efficiently, and finished in just two days. The best part? No mess left behind! It’s hard to find a roofing company that does a great job while also respecting your property, but they nailed it.
I rarely leave reviews, but I had such a great experience with Desantis Roofing that I had to share. Their team was incredibly respectful of our home, and the whole process was smooth. They worked fast but didn’t sacrifice quality, and our …
I recently hired DeSantis Roofing to replace the roof on my home, and I couldn’t be happier with how everything turned out. From the first consultation to the final clean-up, their team was professional, efficient, and really respectful of …
AJ was straightforward with the estimate. Didn't try to push us into the most expensive architectural shingles. Roof looks great and the yard was mostly clean, just found a couple of wrappers in the bushes.
I have three dogs that use the backyard, so my biggest fear about getting a new roof was the nails. I explained this during the inspection. When the crew finished, they went over the grass with a magnetic roller twice. I only found one nail near the AC unit. The roof replacement took slightly longer than expected because they found some rotted decking, but they sent me pictures before charging extra. Glad it's done
Living in a strict Winter Garden HOA means getting approval for any exterior change is a nightmare. The office staff at DeSantis Roofing provided all the material samples and insurance paperwork our board demanded. Once approved, the tear-off started on a Tuesday. The dumpster was a bit of an eyesore blocking the sidewalk, but they had it hauled away by Thursday evening. The new roof survived the latest tropical storm warning without a single lost shingle, so the quality speaks for itself.
After the heavy rains last month, we noticed a water spot in our garage. Called DeSantis and they sent someone out the next morning. Turns out some flashing near the valley was loose. They patched it up quickly. Communication was a little sparse while waiting for the repair date, but the crew did solid work.
After noticing a leak in our garage, I knew we couldn’t ignore our roof’s problems anymore. The shingles were worn, and the valley near our dormer was pooling water. I called a roofing company, and their warm voice on the phone calmed my …
We had a small leak around the vent over the hallway. They found the problem, fixed it, and showed me a picture before leaving. Took less than an hour.
We got three estimates for our roof. DeSantis was in the middle on price, but their estimate was the easiest to follow. It explained the basic replacement and what could change if they found bad wood after removing the old shingles.
The material delivery took up more of the driveway than we expected. We moved one car to a neighbor's house for two days. During removal, the crew found a soft section near the back corner and sent us a photo before adding it to the bill. That pushed the finish into the next morning.
The final amount matched the updated price we approved. The yard looked normal again by the weekend, aside from a little dust on the patio furniture.
I cannot say enough good things about AJ and his crew. I have very delicate landscaping around my home, and I was so worried about damage during the tear-off. The boys laid out heavy tarps everywhere and carefully covered all my flower beds. The new architectural shingles are absolutely beautiful, and they didn't leave a single piece of trash behind. Wonderful, respectful service from start to finish.
A neighbor down the street recommended this company after they got a new roof last spring. We had terrible granule loss filling up our gutters and decided it was finally time. The team came out and walked us through the different Owens Corning options. They did the full replacement in just two days.I was very impressed with how they cleaned up every evening before leaving. They ran a large magnet over the entire driveway and lawn to make sure my grandchildren wouldn’t step on any stray nails. The house looks wonderful and we are very satisfied.
It is very hard to find honest tradesmen these days, but this roofing company is top notch. We had two skylights that leaked terribly every summer, and our roof vents were practically useless. Other companies told me I needed a completely new roof for thirty thousand dollars. AJ came out, inspected the attic himself, and gave me an honest diagnostic. His hardworking young men replaced both skylights, sealed the transitions with proper flashing, and installed new vents. They were extremely polite, laid down tarps to protect my hardwood floors, and even moved my wife's patio furniture out of the way before starting. The skylights have been perfectly dry through three heavy storms. I highly commend their integrity and attention to detail.
A couple of weeks ago, we had a severe rainstorm that left us with a roof leak. After a busy day at work, I decided to start reaching out to local companies and called DeSanti Roofing around 8:30 PM. Honestly, I was expecting to just leave a voicemail, but AJ answered the phone directly! He was incredibly nice and knowledgeable right from the start.
A couple of days later, Omar and his crew came out to inspect the damage. Omar provided a clear, detailed explanation of what needed to be done. He gave us two estimates: one for the immediate repair and another for preventative measures to avoid future issues. His explanation was so thorough and reassuring that I decided to go ahead with both.
The crew returned a few days later and spent the entire day working hard on our roof. Not only did they fix the leak, but they also went above and beyond by doing some touch-up painting!
While I guess we will have to wait for the next heavy rainstorm to see the final results, I am incredibly happy with their service so far. I feel very lucky to have found such a professional and reliable roofing contractor to protect my home. I’ve already been recommending them to my neighbors. Highly recommend AJ, Omar, and the whole team!
Free inspection after a neighbor flagged some storm damage we'd missed. They found hail damage on three sections, walked us through everything with photos, and helped file the insurance claim. New shingles, two days, handled from start to finish without us having to chase anything.
Full replacement after we noticed granule buildup filling the gutters every rain. Two days, on budget, and the cleanup each evening was thorough. Really glad we finally stopped putting it off.
We had vents replaced and damaged flashing repaired across several roof sections. The crew walked us through exactly why each component had failed — age, improper original installation, and Florida heat expansion doing damage over time. …
Hurricane season left us with missing shingles and a slow leak developing near the chimney. They came out quickly, did a proper inspection, found the valley flashing had also failed, and replaced everything with impact-resistant GAF HDZ shingles rated for Florida wind loads. Done in a day. No leaks through four storms since.
Standing seam metal roof after years of shingle replacements adding up. Done in three days. Every seam tight, drainage perfect, dry through a full Florida rainy season. Right call.
After years of patching, we finally decided on a full roof tear-off and replacement. This company came in, gave us realistic expectations, stuck to the timeline, and delivered a beautiful, sturdy new roof. It was a big investment, but …
Very pleased with the work DeSantis did replacing our roof. Working with AJ was awesome — the guy really knows his stuff. We had to match our old roof because of those fun HOA rules, and he somehow found shingles that matched perfectly. Roof looks great, and best of all, no more leaks when it pours — plus it can handle the Florida sun and hurricane season like a champ!
DeSantis is by far one of the most professional, courteous, and friendly companies I’ve dealt with. Their team kept me informed during the roof repair and made the entire process smooth and stress-free.
We live in an older home, and the roof was definitely past its prime. We went with a full replacement, and the whole process went smoother than I expected. They also did a great job keeping the mess and dust under control
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321-501-6220
321-501-6220
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