Top 3 shingle roofing contractors in Freeland, 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!"

"Kanga roofing did a great job on our roof. They really care about their customers. I recommend them highly."

"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."

"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!"

"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."

"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."

"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!"

"Update 6/23/2021: There was a small issue with the dryer vent cap on the roof (needed a bigger vent cap for ventilation) and Four Seasons was on site the next day to assess and correct. You definitely don't have to worry about this company not showing up after the job is complete to fix something. Wonderful customer service from Debbie, Heather and Vasili. The team at Four Seasons Roofing did a phenomenal job with my roof tear-off and replacement. It was a big job. I would highly recommend to family and friends. Their pricing was fair and honest. The pictures speak for themselves."

"Thank you, Grace Family Roofing!! I had the pleasure of working with this company on Nov 13, 2025. They did an amazing job with my roof. I love my new roof! The entire team was so professional and respectful. They did a good job cleaning after themselves, making sure to leave no nails behind (my doggies thank you). Thank you for supporting the military… we appreciate you! I highly recommend The Grace Family Roofing Company if you want the best experience ever. Project manager, Donald..I can’t thank you enough. Thank you for your service brother! Thank you for being there from start to finish. You deserve a raise!!! I look forward to working with The Grace Family Roofing on future projects. Thank you! Thank you! Thank you!!!"

"The Grace Roofing Company is an excellent roofing company to work with. They are honest, reliable and helped us greatly in our time of need. We definitely would recommend them and use them again."

"I would highly recommend The Grace Family Roofing Company! They were easy to communicate and set up appointments with, dependable, honest and hardworking. I am extremely happy with the work they did."

"The Grace Family Roofing Co. was as professional and responsive a contractor we have come across in all the years we’ve been hiring skilled contractors to work on our home. I vetted five different roofing contractors in the York area and what impressed me most is they were the only ones that actually climbed on the roof and took photos, AND presented me with an estimate on-site that very same day. Ricky Grace and his project manager Donnie were always accessible, always helpful and always right in the mix, working hard alongside their stellar crew. Ultimately, despite this being a large project, including re-siding dormers and gables, they finished in a timely manner and the results are beautiful. Multiple people have already stopped to compliment their work and ask for their information. I couldn’t say more about The Grace Family Roofing Company. Don’t waste your time seeking out other roofing contractors…this is the company you want for all your roofing needs."

"I've had the pleasure of working with Grace Family Roofing twice now and both experiences were great! They are prompt, professional and the finished products and repairs looked great! They go above and beyond with follow up to make sure you are happy with the results or if you need any other assistance, they are there. I would highly recommend to support a great, family oriented local business such as Grace!"