Top 4 shingle roofing contractors in Windsor Mill, MD

"Craig with Kanga Roof did a through job in defining what needed to be done to replace our roof. Kanga Roof worked with my insurance adjuster to get everything replaced that had any damage and I'm very pleased with the job that they did. The only delay was removing the solar panels since it was Tesla and needed a Tesla certified crew to do it so my warranty would good. Monday, remove solar, Tuesday, remove and replace roof, Wednesday, crew to install new gutters, Thursday, solar crew back to replace solar panels. Everything went very smoothly and I would recommend Kanga Roof to anyone that has roofing needs. 5 star for sure!"

"They replaced my 2600 sq ft foot roof. The work was essentially completed in one day, including all trash removed. Maurice was very professional and knowledgeable. He educated me in advance and provided a video of the crew’s work afterwards. Very impressive!"

"I recently hired Kanga Roofers to address a persistent leak in the flat roof over my kitchen, and I’m pleased with the results. From the initial inspection to the final installation, their team was professional, punctual, communicated timely and incredibly knowledgeable. They explained the problem clearly, and tried to focus on the aesthetic. More interested in function, they were open to the research I found and provided a more tailored flat roof solution with a warrantee on their workmanship. The crew worked efficiently and the job was done in one day."

"Asked Kangaroof to confirm a well know gutter cleaning company's report that there were major issues with our gutters and partial replacement was needed. Steve, from Kangaroof, inspected the gutters and found nothing more than several hangers needing adjustment, one needing replacement and very minor re-pitching needed on one gutter. Extremely knowledgeable and incredibly HONEST. Will definitely use in the future for any roofing or gutter issues. Highly recommended."

"Maurice and his team are A-1 roofers. If I could give them 10 stars, I would. They replaced my roof and the pricing was great. They are professional, efficient and they do quality work. All of my questions were answered and Maurice and Kevin were quick with responses. Maurice took photos and videos of the work in progress and it was great to see the process while it was happening. I am letting my friends know that KanfaRoof is the team to choose for all of their roofing needs."

"Four Seasons Roofing replaced my roof in August 2025, and I couldn’t be happier with the experience. Everyone I worked with was respectful, knowledgeable, and genuinely helpful. Both the roofing and gutter crews did a fantastic job, and Chris went above and beyond in answering all of my questions. I highly recommend Four Seasons Roofing to anyone looking for quality work and great customer service!"

"We are very pleased with our new Duradek roof installed by Four Seasons Roofing. The entire team of Shawn, Vasille, Debbie, Julio, Miguel, Adrien, and Fernando provided us quality service from start to finish addressing all of our questions throughout the process. Attached is a before and after picture."

"Four Seasons replaced the Duradek rooftop deck at my townhouse about 1 year ago. The quoted price was much better than another competitor's estimate, the work was performed quickly, and the results were very high quality. The vinyl and trim has held up very nicely over the past year through many rainstorms, and we have not had any issues. I will definitely be calling on Four Seasons again for my future roofing repairs."

"I recently had the pleasure of working with Four Seasons Roofing for a skylight repair, and I couldn’t be more pleased with the experience. From start to finish, the team was professional, knowledgeable, and incredibly courteous. A special thank you to Debbie, who was absolutely wonderful to work with. She was responsive, kind, and made sure every detail was handled smoothly. Her communication kept us well-informed throughout the process, and she truly went above and beyond to ensure everything was taken care of. The repair itself was done efficiently and with great care. The crew was respectful of our home and completed the job with a high level of craftsmanship. The skylights look fantastic and no more leaks — we’re thrilled with the results! I highly recommend Four Seasons Roofing for anyone in need of roofing services. Thank you again to the entire team, and especially to Debbie, for such a positive experience!"

"Four Season roofing did a phenomenal job on my roof and I would recommend them to anyone! My experience began with excellent customer service from Debbie in the main office; Debbie expeditiously set my appointment and then Shawn came out to my home, did an estimate of my roof, and went over all the specs while telling a few jokes. Once I decided to go with them I immediately knew that I made the right choice. Four seasons communicated each step of the way and made me feel confident with my choice. The crew was set to arrive at 7 am, however when I went outside at 6:30 to walk the dog, they were already parked and ready to go. The crew chief was amazing and super imformative about the entire process checking in with me throughout the day. The men were fast, hard-working, and they were meticulous with every detail; I felt like they paid attention to every detail as if it was their own home. The clean up and attention to every piece of scrap, nail, dust, etc. being removed from my yard was top-tier. Four Season left my yard cleaner than when they came. Their work was so impressive that two of my neighbors raved about the level of craftsmanship and one called for an estimate for their roof. If you have to get your roof done (no one wants to) then give them a call."

"Wille, our salesman was very professional offering the best options for our project. They replaced the windows and gutters for our home. We were very happy after the installation. And it looks awesome!! Thank you Wille!"

"DreamHome did a great job removing and replacing our roof. From our beginning experience with Wille, our salesperson who showed professionalism and patience when showing the different roof options & answering our questions to the completed job, we were happy with the entire process. We would recommend DreamHome to anyone looking for a roof replacement!"

"Fantastic experience with Dream Homes, thanks especially to Ben Davis. Ben was professional, honest, and incredibly easy to work with—he explained everything clearly and never pressured us. The Roof Maxx treatment was quick, clean, and made a huge difference. Our roof looks great and will last years longer. Highly recommend Ben and the Dream Homes team!"

"The crews completed out home in under a day and were fantastic. Everyone I dealt with from beginning until end was pleasant and very helpful. Highly recommend for roof replacement"

"⭐⭐⭐⭐⭐ 5 Star Review!!!! I had an excellent experience with Dream Homes from start to finish. Ben Davis, our salesman, was professional, knowledgeable, and took the time to explain every detail of the Roof Max process. He was never pushy - just genuinely helpful and easy to work with. The Roof Max treatment was applied quickly and efficiently, and the results speak for themselves. Our roof looks refreshed, and I feel confident it will last many more years thanks to this service. The crew was punctual, respectful of our property, and cleaned up thoroughly before they left. If you’re considering extending the life of your roof, I highly recommend reaching out to Ben Davis and the team. Great service, great results, and a truly positive experience!"

"Hernandez Roofing did a two part job for me, a repair to some damage on our roof and a replacement for a badly damaged shed roof that was leaking heavily. They had the best cost of the roofing pros that I received estimates from, showed up on time, completed the work in two days, cleaned up after themselves (including putting down tarps to avoid getting nails/debris in the yard) and generally did an excellent job. I would definitely contact them again for future work."

"Hernandez Roofing Pros were amazing for my roof replacement. They were timely, knowledgeable, affordable, and efficient. The crew showed up on time and completed the roof replacement quickly. They cleaned up after themselves ensuring I did not have to pick up excess material and debris. I would recommend them for all your roofing needs!"

"⭐⭐⭐⭐⭐ 5/5 Stars I couldn't be more impressed with my experience with Hernandez Roofing. From start to finish, their professionalism and attention to detail set them apart from other contractors I've worked with. During the initial consultation, they provided a comprehensive and competitive quote without any aggressive sales tactics. What really stood out was their commitment to transparency - they took detailed photos throughout the entire project, documenting their progress and keeping me informed every step of the way. The team was excellent at communication, discussing various options and potential adjustments to ensure the final result would meet our specific needs. Their expertise was evident in how they explained different approaches and materials, helping us make informed decisions about our roof. The efficiency of their work was remarkable - completing the entire project in just two days. Throughout the process, they maintained an impressively clean worksite, which is crucial when you're having major work done on your home. Their crew was consistently courteous and professional, making the experience as stress-free as possible. What truly sets Hernandez Roofing apart is their reliability - they delivered exactly what they promised, on time and on budget. The worksite was left spotless after completion, showing their commitment to customer satisfaction extends beyond just the roofing work itself. If you're looking for a roofing contractor who combines quality workmanship with exceptional customer service, I highly recommend Hernandez Roofing. They've proven that you don't have to sacrifice quality for efficiency, delivering outstanding results while maintaining the highest standards of professionalism. Pros: - Transparent and competitive pricing - Excellent documentation with photos - Efficient two-day completion - Exceptional cleanliness and professionalism - Clear communication throughout - No pressure sales approach - Reliable and delivered as promised I'm extremely satisfied with my new roof and would not hesitate to recommend Hernandez Roofing to friends, family, or anyone in need of roofing services."

"If you’re looking for a reliable and trustworthy company that does excellent work at a fair price look no further. Hernandez Roofing Pros replaced my rackboards and ridge and I’m very pleased with the results. The team was prompt, professional and their clean up was on point. I would use them again."

"We had a small leak around one of our vent pipes and a sunken area of our roof we needed repaired. Hernandez Roofing quickly got us an incredibly fair estimate and was transparent with scheduling as they slotted us in—they repaired the damaged areas, tuned, up other areas of our roof and installed a new solar attic fan. Crew that came by was courteous, professional and left the work area incredibly clean. Roof looks great and would gladly work with them again."