Founded in 1986, Gillespie Contracting Inc is a family run professional roofing contractor and sheet metal fabrication company. We have been serving Southeast Pennsylvania since 1986 providing roofing, siding, gutter systems, metal fabrication and exterior home maintenance. We feel it is our responsibility to build trust and to make you feel completely satisfied and comfortable with us throughout the entire process of making your project the very best it can be, and within your budget. Every job is treated as if we were working on our own property, from the humblest abode to the grandest of estates. Gillespie has the knowledge and manpower to tackle jobs from small and delicate to large and complicated. One of the most rewarding aspects of our work is completing a job or project and seeing how pleased the owner is and knowing they can enjoy, rely on, and take pride in the finished product for years to come.


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“The purpose of the job was to replace damaged vinyl siding. The workers were respectful of my property, experienced, efficient & professional They answered my questions. Overall, I was impressed with the work they did. I would highly recommend Gillespie Contracting.” – Dolores Merrell

“Outstanding work from beginning to end on a complicated roof and gutter replacement on an old, historic house. They were patient, listened to our vision for the project, and were knowledgeable during the planning phase. During all construction and installation phases, they were true craftsmen, including roofing, gutters, copper flashing, and cedar repairs. Unexpected issues were dealt with in a straightforward fashion and explained clearly. The subcontractors (carpentry, painting) were also fabulous. Numerous people have stopped while walking past our house to comment on the quality of the work. If you are looking for an outstanding company, we recommend Gillespie Contracting without hesitation.” – David Gaieski

“We could not be happier with having selected Gillespie Contracting and Caleb Arnwine to restore our complex slate and copper roof. Caleb was engaged and excited to restore our roof from the get go, provided a fair and prompt estimate; and met our timing needs. Caleb’s vision to restore the roof of our 100+ year old home spared no details, even details that had long been abandoned after the original roof was replaced. His eye for restoration and creativity along with Marcelino Alvarez, ability to deliver on Caleb’s vision are second to none. The entire team worked tirelessly under difficult weather conditions and kept their high delivery standards and were utmost respectful of the house and of us. Gillespie exceeded our expectations and delivered on time and on budget. Best decision we made and would highly recommend!” – Marta Alvarez

“I live in a fun, historic stone home in Chester County. I love my house and do my best to be a faithful, historically correct steward of this special property. As a major component of my commitment to the house, I take special care to select equally knowledgeable and interested people to help me care for the special needs of an old house. Hiring Gillespie Contracting to replace my slate and copper roof was one of the best decisions I have ever made in this costly adventure of home ownership.

Shall we begin the gushing review with Caleb? He served as project manager, and he made me feel like I was his one and only client (the truth is far from that!). He responded to all the detailed question I could throw at him quickly and with great advice and opinions. He sent me his very best team and they were astonishingly safe and smart, and they worked together like a very competent and well-oiled machine. They were considerate of the yard and kept their workspace contained and tidy. They loved my big dog and helped to keep him safe during the project, always watching out for him when moving trucks around and always closing the gate when leaving.

These guys have mastered the lost art of working with materials that require special treatment. They were true artisans. The end result is a stunning masterpiece that has elevated my home to new heights. I was reluctant to pull the trigger as this is quite an expensive endeavor, but now that the work is done, I can honestly say it is the best money I have spent. And no leaks! I put away all the buckets we needed before, as my new roof is of course not only really pretty, it is waterproof and I won’t have to think about it for another 100 years.” – Polly Robbins

Our luck with contractors over the years hasn’t been the best. We got a new roof on our house 13 years ago just for it to leak within months. The company who did the roof went out of business, so we were pretty much up the creek. After some more bad experiences during the years, my faith in hiring a quality contractor to redo our roof was low. The thought caused anxiety and dread.

However, Gillespie Contracting LLC has renewed my faith in finding a company who is proud of its work and has quality men, both in their trade and just as decent human beings. Not only did they do an amazing job on our new roof, they came out at midnight on a holiday weekend to deal with a snag that rain caused mid-job. They literally ran up our alley to help my neighbor when her dad fell and she needed help lifting him out of the floor. They went above and beyond. If you ever want a company that does amazing work AND has men who genuinely care about people, Gillespie Contracting is the way to go. Thank you all so much for everything you did for us. Our new metal roof looks amazing!” – Teresa Dove

“Just had Gillespie do a new asphalt roof on our 100+ year old home that required tear off of 2 layers of asphalt and 1 cedar shingle . They also did did some cedar shingle siding and new gutters. We saved some money and the job is great. Highly recommended.” – Eric Schaff

“Thank you so much sir. I am so impressed with the professionalism of your company and your technician Vinny Myer! My wife and I are going to share our great reviews and references on social media and platforms.
Have a Great day and God Bless,” – Mark Pallante

“An excellent roofing experience! Matt Meadows was amazing and took care of all the details from beginning to end.” – Deirdre Blain

“Just had Gillespie do a new asphalt roof on our 100+ year old home that required tear off of 2 layers of asphalt and 1 cedar shingle . They also did did some cedar shingle siding and new gutters. We saved some money and the job is great. Highly recommended.” – Eric Schaff

“We are thrilled with the new slate roof that Gillespie Contracting installed. Caleb was a pleasure to work with from start to finish. We had a difficult installation because we had a slate roof on top of a cedar shake roof that needed to be removed. We used ½ to ¾” slate installed using the Slate Tech process. In addition we installed copper gutters and downspouts. The quality of the copper work was just outstanding. The attention to detail was incredible in every way. Throughout the process the team was always sure to clean up the entire worksite every night. They were happy to address any concerns that we had and we would recommend Caleb Arnwine and his team for anyone thinking about installing a new slate roof. We have had many questionable experiences with roofing contractors over the years but have nothing but great things to say about Gillespie Contracting.” – Karen & Ned Graham

“We have a Ludowici roof that requires the highest level of craftsmanship and experience to fix. That’s why we went with Gillespie and they did not disappoint. They were professional, flexible and did an absolutely excellent job. Highly recommend Gillespie!!!!!! Caleb was delightful to work with.” – John Detweiler

“We had a complete cedar roof replacement on our 25 year-old home. The Gillespie team priced the job fairly, accommodated our scheduling issues, worked systematically and efficiently, avoided any damage to our landscaping, and cleaned up on a daily basis. They were totally responsive to our needs, and we were completely satisfied. We are happy to recommend them.” – Howard Meyers

“Bill came over and gave me an estimate. He had no problem coming in the evening, the estimate was fair the workers were professional, they cleaned up after themselves each day and got the job done on time, my wife loves the new roof and the gutters they installed. Happy wife, happy life.” – Doug Jones

“I can’t say enough wonderful things about Gillespie Roofing and Caleb Arnwine. We used this company for extensive roof and copper repairs from hail damage as well as new construction roofing. Caleb’s knowledge of roofing and high-end construction are unparalleled. He was the most responsive, positive and knowledgeable contractor that I have ever used.” – Kathryn Harenza