Jackie attended Lindenwood University on a lacrosse scholarship, graduating as a two time Academic All American with a degree in Business Administration. Through both her academic and athletic experiences she has learned the importance and value of self-motivation, determination, discipline, and time management. As a lifelong resident of Oakville, Jackie has always been strongly connected and involved in the community. She has shared her knowledge, skills, and love of sport to Oakville's future athletes through her ongoing involvement with the Oakville Minor Lacrosse Association, both as a head coach and an organizer. With her previous success in sales, along with her high energy and strong work ethic, Jackie has found her passion in the world of real estate. She strives to create the most positive, personable, and fulfilling experience for all her clients. 


To contact Jackie directly, please call 416-996-0149 or email Jackie@ReganTeam.ca

Five Questions

What Brings you the greatest Joy?
My Family. Becoming a mother was nothing short of incredible. It has been the greatest gift to watch my daughter Avery grow and learn.

What do you love about Oakville?
I was born, raised and still live in Oakville. Oakville is in my blood! I love all the different communities that make up the town- each neighbourhood has its own personality with its own neat shops and restaurants.

Mountains or Beach?
Absolutely Mountains. My husband and I are ski fanatics, there is nothing better than fresh tracks and apres ski. We love being outdoors embracing nature.

What inspires you?
Coaching and being a part of the Oakville Lady Hawks Lacrosse Program. I have been a part of the Lady Hawks organization since the inaugural season. Growing up my passion was sports, more specifically Lacrosse. I am extremely competitive. I now get that same excitement from coaching and giving back to the next generation of athletes.

What is the best advise you have ever been given?
As a child growing up, I had to work hard for everything. I was never the kid that got "easy A's". My grades came from a great deal of studying and working hard. Although I loved sports, I was never the best on the team, which meant I had to work very hard there too. My parents always told me, "Be humble. Be hungry. And always be the hardest worker in the room." This quote pushed me to work my hardest and is one that I still carry with me today.


Certified Negotiation Expert

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Now we can begin our next chapter

"The decision to sell our family home of 27 years didn’t happen overnight but we were confident that Matt, Jackie & Michelle would help us through the process! 14 days later, in a late spring ‘buyers’ market, our house SOLD at 98.5% of listing price. Now we can begin our #nextchapter. Thank-you Regan Team!!" ~ Denise H.

...We can confidently state that the Regan Team is the epitome of professionalism.

With first hand experience, we can confidently state that the Regan Team is the epitome of professionalism.  From listing to sold they were engaged in every step, kept us in the loop and followed up every inquiry in a timely manner.  They are polished professionals who know their business inside and out with a unique and current approach to marketing the sale of your home.  We highly recommend the Regan Team – we are SOLD on them!

- Gerry P.

Working with The Regan Team has absolutely lived up to its reputation, and we couldn't be happier.

Jackie & Michelle,

We can't begin to thank you enough for all your help with the buying and selling process! From start to finish, you have been all the support we needed, as well as unbelievable customer service. Your knowledge & professionalism is second to none, and helped to ease any worries we had.

Working with The Regan Team has absolutely lived up to its reputation, and we couldn't be happier.

Thank you from the bottom of our hearts!!!

- Mark and Victoria

Your integrity, professionalism, responsiveness and positive attitude...

Dear Matthew, Jackie, Michelle,

Michelle just came by and dropped off a gift for us. It was a very thoughtful touch from you to celebrate this new phase in our lives. Thank you!

You were all an absolute pleasure to work with on the purchase and sale of the homes, helping us navigate an evolving and unpredictable market. Your integrity, professionalism, responsiveness and positive attitude did not go unnoticed.

Our thanks to you once again for supporting us through the process. 

- Ryan and Leanna

And we sold our house after only 3 days on the market.

After 4 decades in the same neighbourhood and 3 decades in our Lorne Park home, we were considering downsizing but couldn't decide quite when or where. We met with Matthew Regan and Allison Addison to create a game plan. Together, we generated a list of desirable features in the next house and also established what needed to be done (or not done) in our existing house. Their involvement was invaluable. Within a couple of weeks, we purchased our new house with Allison's excellent help. And we sold our house after only 3 days on the market.

We were completely satisfied with the service provided by the Regan Team and in particular, Allison Addison. We highly recommend the Regan Team to anyone thinking of selling or buying.

- Kathy and Allan

...She is a knowledgeable, polite, patient and very competent agent.

From the first bubbly "Hello, I am Jackie", I knew that this was someone that I wanted to get to know. We began by discussing likes and dislikes in abodes over tea. A knowledgeable, pleasant and patient Jackie then guided me through the adventure of viewing a few select listings and before I knew it, we had found my " WOW" rental condo.

With a new place to live, we then proceeded with the sale of the house. The market had begun to cool so Jackie was quick to organize my decluttering and staging "To Do" list focusing on the house's positives. Within two weeks we were able to have the house Staged and realistically priced. The For Sale sign went up and the house was sold within a day and well over our listing price!

I would not hesitate to recommend Jackie as she is a knowledgeable, polite, patient and very competent real estate agent.

A very satisfied client,

- Thora S.

One of the reasons we chose The Regan Team...

"One of the reasons we chose the Regan Team was the feedback we had received from a neighbour regarding Matthew Regan’s negotiating skills.  We soon learned just how strong those skills were, as Matthew quickly delivered results that exceeded our expectations.  Matthew was honest, responsive and enthusiastic, and together with Allison ensured an excellent outcome and a great experience."

- Ian and Peggy Crook

I would recommend the Regan Team!

It was a pleasure working with Jackie, Matthew and The Regan Team. My home sold quickly and for a record price for a bungalow on my street. Jackie was very knowledgeable about my neighbourhood and always had my best interests in mind. She also assisted us with the purchase of our new property and made the process stress-free. My experience with Jackie and The Regan Team was wonderful, I consider them family and would recommend her and The Regan Team to anyone thinking of moving!