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Meet The Team

Since 1975, Mike Leary Contracting has been the trusted choice for residential & commercial roofing & exterior contracting in the Lexington area. You'll find us onsite daily from proposal to clean-up. MA licensed & fully insured, we offer peace of mind that your job will be done to the highest industry standards.

Our Reputation is Our Best Asset

Mike Leary Sr CEO/President of Mike Leary Contracting Lexington, MA

Mike Leary Sr. CEO/President

Mike Leary Jr. VP Primary Estimator & Construction Management

Jim Leary VP MA Construction Supervisor

 Mike Sr., the family patriarch, has deep Lexington roots. Growing up a "townie" means he not only knows everyone, he probably knows what kind of roof they have (and if it needs replacing). He's also a licensed Massachusetts roofing contractor and a loving grandfather. 

Mike Sr. began his entrepreneurial journey as a teenager, laying the f

 Mike Sr., the family patriarch, has deep Lexington roots. Growing up a "townie" means he not only knows everyone, he probably knows what kind of roof they have (and if it needs replacing). He's also a licensed Massachusetts roofing contractor and a loving grandfather. 

Mike Sr. began his entrepreneurial journey as a teenager, laying the foundation for what would become a thriving family business. Since 1975, he’s built a reputation for honesty, trustworthiness, and quality work. His sons joined the family business, ensuring the tradition of top-notch work will continue for generations to come. 

Jim Leary VP MA Construction Supervisor

Mike Leary Jr. VP Primary Estimator & Construction Management

Jim Leary VP MA Construction Supervisor

  Jim Leary's hands-on approach extends to every aspect of your project, including permit acquisition. As a licensed Massachusetts Construction Supervisor, he understands the intricacies of building codes and personally ensures all necessary permits are obtained for your roofing or exterior contracting project. This commitment to detail, 

  Jim Leary's hands-on approach extends to every aspect of your project, including permit acquisition. As a licensed Massachusetts Construction Supervisor, he understands the intricacies of building codes and personally ensures all necessary permits are obtained for your roofing or exterior contracting project. This commitment to detail, combined with Jim's on-site project management, guarantees a smooth and compliant build - often overseen by his loyal co-pilots, Jack and Lily (his dogs).



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Mike Leary Jr. VP Primary Estimator & Construction Management

Mike Leary Jr. VP Primary Estimator & Construction Management

Mike Leary Jr. VP Primary Estimator & Construction Management

  Mike Jr. is a Lexington native and girl dad (so he's used to dealing with demanding clients). With a degree in entrepreneurship, he's continuing the family tradition of excellence in roofing and exterior contracting. He has a wealth of roofing and construction industry knowledge, so can guide you to the best choices for your project. He

  Mike Jr. is a Lexington native and girl dad (so he's used to dealing with demanding clients). With a degree in entrepreneurship, he's continuing the family tradition of excellence in roofing and exterior contracting. He has a wealth of roofing and construction industry knowledge, so can guide you to the best choices for your project. He's doing estimates and is on-site daily managing roofing and construction projects.  

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617.212.9634

Mike Leary Contracting, Inc. 251 Worthen Road East Lexington, MA 02421 Office phone - general inquiries 781.862.1108

Copyright © 2025 Mike Leary Contracting, Inc - Serving Lexington, Winchester, Burlington, Concord, Lincoln, Belmont, Bedford, Arlington, Medford, Carlisle MA and surrounding communities. All Rights Reserved.

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