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Welcome to Caledon Real Estate Agents

A little bit about Caledon’s History

Early settlement in Caledon began in 1830. Back then Broadway Avenue was the dividing line between Wellington and Simcoe County’s, now it is the downtown core and where you will find the farmers market in the summer and festivals throughout the year.

In 1863 Caledon was named after local entrepreneur Orange Lawrence who moved to the area and purchased Gritts Mill which is now The Mill Street Pub a great place to meet up with friends grab a pint and have a meal. Orange also open a General Store upon arrival, purchased a second mill, and opened the first school. In 1847 he became the first postmaster. Contact us to receive a free home evaluation In Caledon.

In 1864 Caledon was officially incorporated as a village. Orange played such an important role in building this community that he left a lasting impression on the villagers. It was agreed by all that the village should be named after him. Hence, the name Caledon came to be. A seven-foot sculpture of Orange Lawrence can be found in the center of Broadway. Sculpted by Donna Pascoe and Peter Turrell this 2,700-pound sculpture was erected in 2007. In 1874 Caledon was given town status.

Real estate agents in Caledon will tell you, you can still see much of the historic charm throughout Caledon today especially if you take a stroll down Broadway to check out the historic buildings that line the street. The restored Opera House is worth a visit. It features productions by award-winning directors and producers. Theatre Caledon is top-notch! There is also no lack of great restaurants and unique shops lining this street. You will also notice one-of-a-kind tree sculptures throughout Caledon this Art Walk of Tree Sculptures was created by local artists giving new life to dying trees.

Caledon truly has something to offer everyone from the Caledon Blues and Jazz Festival in June to the Harvest Festival in October, Moon Light Magic Tractor Parade of Lights in November, Santa Claus Parade, The Rib Fest, The Farmers Market that runs through the summer into the fall selling local fresh vegetables and other delicious treats. There are numerous parks and splash pads to entertain the kids and lots of trails for biking and hiking. Scenic Island Lake Conservation Area has 10 kilometers of hiking trails that are ideal for walking, running, or cycling. The lake also offers great canoeing and fishing. You often will see the locals ice fishing in the winter.

Monora Park is only a few minutes from the core and has 18km of walking trails that are groomed in the winter for cross-country skiing. Perfect for winter enthusiasts. The Bruce Trail runs through Mono Cliffs Provincial Park. These are just a few of what Caledon has to offer. It is a great town and an even greater place to live.

Best Real Estate Agent In Caledon

Idyllic Small Town Charm Near Major Cities

Picturesque rural scenery adorns the area with many parks, trails, and protected green spaces. Residents enjoy the perks of suburbs, including quality schools and amenities combined with access to urban job centres. Caledon provides the perfect balance of that cozy village feeling without limiting access to big city opportunities.

Experience Caledon's Vibrant Arts, Culture and Events

The Caledon Townhall Players and the nearby Alton Mill Arts Centre (just 20 minutes up the road).

With so many ways to get involved with the local arts and culture year-round, Caledon delivers big city entertainment with small town hospitality and beautiful, natural parks.

Room to Grow for Families and Businesses

The current population of around 70,000 is expected to reach nearly 100,000 by 2041. This bodes well for families seeking affordable houses on larger properties. Population growth also attracts commercial development, and Caledon is a prime location to launch or expand businesses with available commercial real estate.

Real Estate Agents in Caledon: Unique Investment Opportunities

Unlike Toronto, Caledon offers diverse acreage opportunities for its properties. However, agricultural and rural residential zoning regulations can impact how the land can be used.

Beyond residential, Caledon has thriving commercial and agricultural real estate sectors. Our experienced Caledon Real Estate Agents are skilled evaluators of business potential based on location, buildings, and permitted uses.

The D’Souza Homes team calls Caledon our home, not just a region that we serve. Our Real Estate Agents are lifelong Caledon residents and in the surrounding area, with deep ties to the city and its community. With firsthand local experience, what we do is much more than just real estate—it’s where we are raising families, and this makes us passionate about giving back. This passion fuels our unrivalled expertise and commitment to matching clients with the perfect Caledon property.

10+ Years of Caledon Real Estate Expertise

Our team here at D’Souza Homes has enjoyed witnessing Caledon’s evolution and growth into the thriving destination it has become today. We leverage our lifetime of experience to anticipate upcoming opportunities, helping the community build and grow over the years.

Trusted Guidance Tailored to Caledon Home Buyers or Sellers

We advise on neighbourhoods, inventory, pricing, negotiations while offering seamless support throughout the closing process and beyond. If you’re searching for your family’s forever home or looking to capitalize on the market trends to sell your property as an asset, you’ll want to work with a reputable Caledon real estate advisor on your side.

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