Steve Bailey

Steve Bailey, Broker

The Agency
The Bailey Team
417 King Street West, Unit B1, Kitchener, ON N2G 1C2, CA


The Agency
136 Church Street, Oakville, OH L6J 1M9, CA



Tel: 519-740-0001

Markets Served: Cambridge, Ontario, Canada;Puslinch, Ontario, Canada;Kitchener, Ontario, Canada;Oakville, Ontario, Canada;Guelph, Ontario, Canada;Waterloo, Ontario, Canada;Milton, Ontario, Canada;

Specialties: Architecturally Significant; Athletes/Celebrities; Aviation Properties/Communities; Co-ops/Condos; Country Club Properties; Country Properties; Custom Construction; Developer Land Sales; Downtown; Equestrian; Executive Relocation; Farms/Ranches; Historic; International Buyers; International Properties; LGBTQ+ Friendly; Listing Specialist; New Homes; Residential Investments; Residential Lots; Waterfront/Waterview;

What do Clients Say?

"Steve Bailey helped us make the emotional transition from our family home to our empty nest dream home. Steve's professional and highly knowledgeable detailed real estate analysis and market reality services were seamless. His strong real estate team were quick to answer our questions and help us through the process. We highly recommend our real estate agent - Steve Bailey."

Pete & Brenda White

"As an industry professional my time is important, and my schedule is often uncertain. Steve was incredible to work with, helping my wife and I move into our second home. His ability to help, knowledge of the industry, and general care made our decision easy. He worked tirelessly in the evenings and on weekends driving all over in order to satisfy our wants and needs. I would highly recommend Steve to anyone who is looking for a dedicated realtor. He will be on my speed dial when we move on to our next home."

Shawn Morey

About Steve

Steve Bailey, Broker and Managing Partner of multiple offices - Waterloo Region, Brantford, Oakville and Muskoka - is a seasoned real estate professional who has achieved more than $1 billion in sales over his decade-and-a-half-long career. Steve’s diligence, forthrightness and authenticity have made him an in-demand real estate advisor for clients throughout Waterloo Region and beyond.

Prior to joining The Agency, Steve earned numerous awards for sales achievements and career excellence during his tenure at Re/MAX. A skilled communicator and world-aware market expert, Steve has a degree in Business from Wilfrid Laurier University.

Though Steve has a broad-reaching knowledge of the local real estate landscape and can serve a range of clients, he is particularly passionate about luxury real estate and guiding clients through the sale of their homes.

“Sales and service have always come naturally to me,” says Steve. “I treat people the way I would want to be treated and I always give them my honest opinion—even if it isn’t what they want to hear. I believe working with someone to sell their home is an honour and I truly see it as a partnership. I focus on guiding them through the process, managing their expectations and being there for them day or night.”

Steve and his team have volunteered with Habitat for Humanity and he is intent on becoming involved with The Heart and Stroke Foundation of Canada. In his free time, he enjoys golfing and spending time with his family.