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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. As a local business, you'll find us onsite daily from start to clean-up. Licensed & fully insured, we offer peace of mind your job will be done to the highest indusstandards.

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 contractor and a loving grandfather. 

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

 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 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. This commitment to detail, combined with Jim's on-site project management, g

  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. 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).



Text or call for a FREE estimate

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 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 est

  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 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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For a FREE estimate text or call

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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