Matthew Regan

CEO and Broker


About Matthew


I feel as though I was born and bred into the real estate industry. At a young age, I can remember spending time with my father who began his real estate career in 1974. Spending countless hours as a child listening to the way he conducted his business practices, I realize now that I was being given a gift;  building life skills that would prove to be priceless.


I started a small business when I was 12 years of age. “A 12 year old with a business?” one might say. Well, at the age of 12 I started cutting a few lawns in the summer. By my last year of high school, I was cutting over 75 lawns in a four day work week and doing odd jobs on weekends. All while playing quarterback at Lorne Park Secondary School and maintaining grades that eventually took me to the University of Toronto.


Selling real estate is a passion of mine. However, my real passion is the people. Clients that eventually become friends, I get to watch their families grow year after year. My approach to selling them a house is more like helping them build a strong foundation where their roots will eventually run deep, in a community that they are passionate about.


I’m not perfect. That is why I have a perfect team of professionals that surround me. I rely on them and trust their incredible and diverse skill set to help our clientele achieve their long and short-term goals.


In a real industry that has evolved with the times, it’s as though the mantra, “bigger is better,” seems to be today’s trend. Call me old-fashioned, but I still believe in a high-level of customer one-on-one service that is geared towards our clients’ everyday lives. Personal service to each and every client of ours is done through a small team of professionals. We are not about rankings and numbers. We are about getting the job done. Doing so in a way that getting to know our clients on a personal level will help to make their buying or selling experience a memorable one. There is no better feeling then being at the grocery store, at the hockey rink, or even on a walk when a past client comes up to you as a friend and asks how things are.


I like to say that opportunity is a gift. Opportunities come in many forms. I am reminded every day how blessed I am to live and work in a community that is filled with vibrant people. People from all walks of life, cultures, ethnicities and that share one thing in common, the dream and realization of owning a home is more than bricks and mortar. It’s realizing that they, too, have been given the gift of establishing their roots, raising families and building a community.


I look forward to the opportunity of one day serving you and your family, and building relationships that stem from client to friend.

To contact Matthew directly, please call 905.916.9400 or e-mail [email protected]

Five Questions


What is the best advice you’ve been given?
The best advice I’ve been given is to work smart not long. I apply this to my daily, weekly and monthly tasks. The byproduct is more meaningful time with my family and friends.


What is on your bucket list?
My bucket list is always evolving. The one constant is to learn to play the guitar. I have no musical capabilities and am determined to change that.


What is the best gift you’ve ever received?
The best gift I’ve ever received was a book. The Bible. It took me 30 years just to open it. After that, everything began to fall in to place.


Glass half full or glass half empty?
The glass is neither half full nor half empty. The glass is always full. The only thing that changes is whether we accept that or not.


What is your favourite time of day?
My favourite time of day is the morning. It sets the tone for the rest of the day. It’s a clean slate. It’s a time to think. It’s a time to be alone and undistracted.

Videos with Matthew


Toilet Paper



Certifications & Designations



Testimonials of Matthew

Matt has been a long-time friend & has guided us through 2 sells & 2 buys..he knows the market inside out…the advice he gave was spot on…great experience! thank you.....

*Sales Representative