October | 25

Haunted or Historic? The Stories Behind Toronto’s Oldest Homes

Every October, Toronto’s rich history seems to come alive - sometimes a little too literally. Between candlelit windows, the echo of footsteps in empty hallways, and creaky floorboards, it’s no wonder so many of the city’s heritage homes are whispered about in ghost stories. But beyond the paranormal rumors lie fascinating stories of people, architecture, and the evolving life of the city.

From the stately Victorian homes of Cabbagetown to landmark mansions downtown, these heritage properties do more than spook - they ground us in Toronto’s past. Many were built in the late 1800s or early 1900s, during eras when craftsmanship, detail, and character were prized above all. Intricate woodwork, stained glass, wraparound porches, and turreted roofs weren’t just decorative - they were statements of pride, permanence, and style.

Of course, houses this old often come with quirks - and, occasionally, with spectral legends. Below are two famous examples that blend architectural pedigree with whispered hauntings.

George Brown House - Beverley Street

This Second Empire–style home at 186 Beverley Street was built between 1874 and 1876 for George Brown, one of Canada’s Fathers of Confederation and founder of The Globe newspaper. Over the years, the house has become legendary among ghost-hunters, with visitors reporting strange energy, flickering lights, and mysterious sounds throughout its halls. Whether haunted or not, the George Brown House remains a beautifully preserved part of Toronto’s architectural history and now operates as a conference and event space managed by the Ontario Heritage Trust.

Keg Mansion - Jarvis Street

Now one of Toronto’s most popular restaurants, the Keg Mansion was originally a private home built in 1867 for Arthur McMaster, nephew of William McMaster. Later purchased by the prominent Massey family, the mansion became known for its grand Gothic design - and, over time, for its ghost stories.

The most well-known legend tells of a grieving maid who allegedly took her own life after the death of Lillian Massey. Patrons and staff have reported eerie sightings of figures on the staircase, unexplainable noises, and even phantom footsteps in the upper rooms. Whether fueled by folklore or something more mysterious, the Keg Mansion’s reputation continues to draw both diners and the curious every October.

The Charm of Toronto’s Heritage Homes

Toronto’s historic homes hold a special kind of beauty - not just in their ornate details or architectural significance, but in the way they tell stories. For today’s homeowners and buyers, these properties offer a tangible connection to the city’s past, wrapped in the craftsmanship and character that modern builds can’t quite replicate.

So this Halloween season, if you find yourself drawn to a home with creaky stairs or mysterious charm, don’t be too quick to call the ghostbusters. You might just be standing in one of Toronto’s most beautiful pieces of history.

Sources & References

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September | 25