Meet Steve Bailey | Real Estate Broker

Broker & Managing Partner

The Bailey Team are trusted Real Estate Advisors Serving Waterloo Region, Wellington County, Halton Region and beyond.

Led by Steve Bailey, a seasoned real estate professional who has achieved more than $1.6 billion in sales over his two-decade long career, The Bailey Team are known for their diligence, forthrightness and authenticity. This has made Steve and his Team in-demand real estate advisors for clients globally.

The Bailey Team delivers a higher standard of real estate service with deep market expertise and the global reach of The Agency. We help buyers and sellers make confident, strategic decisions in Ontario’s most competitive real estate markets. Our approach is advisory, data‑driven, and transparent – designed for clients who expect more than a transaction.

Whether you’re buying your first home, relocating to the region, upgrading to a luxury property, or preparing to sell, we provide clear guidance backed by real market intelligence. We specialize in Cambridge, Kitchener, Waterloo, Guelph, Puslinch, Oakville, Burlington and the surrounding communities  with a strong focus on estate homes, family neighbourhoods, and high‑demand communities like Deer Ridge, Doon, Westmount, West Galt and more.

Sellers benefit from our elevated marketing platform, including cinematic video, targeted digital campaigns, global exposure through The Agency’s network, and negotiation strategies that consistently outperform the market. Buyers gain access to off‑market opportunities, neighbourhood insights, and a team that understands how to position you competitively in fast‑moving conditions.

Our reputation is built on accuracy, integrity, and results. We take the time to understand your goals, analyze the data, and deliver a plan that protects your interests at every step. When you work with The Bailey Team, you’re partnering with experienced professionals who treat your real estate decisions with the same care and precision as if they were our own. If you’re considering a move in the Waterloo Region, we’re here to provide clarity, strategy, and a seamless experience from start to finish.

Think Different

Think Different

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Managing Offices Across Canada & the USA

Waterloo Region / Oakville / Muskoka / Brant County / Toronto West / York Region / Niagara / Halifax / Sarasota

Managing Offices Across Ontario

Waterloo Region / Oakville / Muskoka / Brant COUNTY / York Region/ Toronto West / Halifax / Niagara / SARASOTA

Marketing

Selling

Buying

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Years Experience
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Homes Sold
45
Projects Completed
0
Eyes On My Listings

Featured Properties

Explore the exclusive collection of stunning homes listed by The Bailey team in the Ontario region.

Checkout our exclusive listings

We
Think
Different

Real estate re-imagined. Step inside The Agency.

In the Media

We’re not afraid to make some noise

Catch Us On Netflix

Buying
Beverly
Hills

Let’s Make A Move

Let’s Make A Move

Let’s Make A Move

Let’s Make A Move

Let’s Make A Move

Let’s Make A Move

Let’s Make A Move

Let’s Make A Move

Let’s Make A Move

Let’s Make A Move

Let’s Make A Move

Let’s Make A Move

Let’s Make A Move

Let’s Make A Move

Let’s Make A Move

Let’s Make A Move

Let’s Make A Move

Let’s Make A Move

Let’s Make A Move

Let’s Make A Move

Are you ready?

Get Started with
The Bailey Team

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