Top 2 metal roofing contractors in Freeland, MD

"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."

"Highly recommended! Steve and his crew were punctual, respectful, proficient, and fairly priced. They did a great job repairing and installing a new roof and composite deck flooring as well as placing quality gutter guards.We were pleased with the finished work. But, beware...if you want to get additional work, the cost estimate might much higher."

"Very professional Great looking job, everything was cleaned up. Nice The anthrob was completed. Very happy with price and quality of workmanship."

"Pine Tree Exteriors LLC did an excellent roof and gutter repair job on our house! Everything from a quick estimate appointment, scheduling, repairs and cleanup! Cost stayed true to estimate leaving us extremely happy with the job! They have the best crew and equipment and only use the best GAF HDZ shingles! The crew collaborated together in an efficient and professional manner! Got the job completed in one day even dealing with rain at the end! We have recommended the company to all our friends and family! Thank you again Pine Tree Exteriors LLC!!!"

"We have an 1845 farmhouse and barns. We have been restoring the buildings and property. We have used several contractors in the area. Steve and Pine Tree Exteriors from Gap started by removing steps off a front porch for us, and then added gutters on the house and barn, replaced the metal roofs on both barns. They trimmed with cedar and repaired the barn windows and replaced the beams to support the bank barn overhang. Their work is exceptional quality and affordably priced. I would hire them for all our repair and construction needs. Steve is professional, honest, and extremely hard working. I would hire them for all our repair and construction needs.Top notch for Lancaster and Chester counties."

"Great job,very clean.. complete tare off, all new drip edge, flashing, ice barrier, best price. Nice crew, no cussing or swearing. I consider myself to be very picky and I would highly recommend Pine Tree Exteriors. In fact I've given out several of their business cards."