percy street toronto

This is what it's like to live on a private street in Toronto

Living on a private lane like Percy Street in Toronto's Corktown neighbourhood really isn't all that private when you think about it. It's comparable to condo living; small spaces, thin walls, prime locations, and a built-in community.

The major difference, though, is the amount of history that is baked into the foundations of the homes that line the street.

Percy Street is one of Toronto's 250 private roads and laneways. The street itself, and the collection of homes that line it, are tiny. Established between 1885 and 1890, it was once a place for Irish workers of the nearby Gooderham and Worts Distillery.

percy street toronto

A view of Percy Street in Toronto. Photo by Hector Vasquez.

Cynthia Wilkey, who bought her 700-square-foot home on Percy Street in 1988, told me, "Something overtook me, and I just ended up buying it."

Wilkey, a retired lawyer and co-chair of the West Don Lands Committee lived on Percy Street for 23 years, and has stories only residents of private streets would relate to. Things like broken water mains, snow and garbage removal are all tasks that the people of Percy must take care of themselves. 

The most fascinating story is one that, to this day, remains somewhat of a mystery. On the second day of renovations in 1988, workers that Wilkey had hired to completely gut the place found a stash of cash in the rafters. percy street toronto

What Percy Street used to look like. Photo via Toronto Archives.

Not believing their luck, the workers did what anyone would do, "they put it into $1,000 piles, and when they reached 50 piles [...] they started rolling around in it, and playing with it." Not long after, the honest contractors turned it in. 

Five years later, in an unprecedented court proceeding that resembled the fictional Jarndyce and Jarndyce case from a Charles Dickens novel, the money was split between Wilkey (the homeowner), the workers who found it, and the previous estate owners, who claim they had no idea it was there. 

Though the true owner of the stash was never found, it is believed that it belonged to a former owner who worked as a driver for the nearby Brick Works. Due to the history of bootlegging in the area, it's possible the cash was related to these sort of activities.

"If he'd been socking away that money, it's hard to imagine that he would not have told his wife when he knew he was dying," Wilkey says when asked where she thinks the money came from. 

"It's possible that a neighbour was stashing it," Wilkey muses. The homes were connected by small tunnels in the basement, but also through the rafters. Percy Street was also a known bootlegging area up until the 1980s, so that also could have accounted for it, but "nobody really has any idea," she admits.

Listen to Season 2, Episode 8 of the blogTO podcast

Former Percy Street resident of 23 years, Cynthia Wilkey, talks about what it was like to live on a private laneway in Toronto's Corktown neighbourhood. 

Plus, she touches on the mysterious wad of cash that was found in her rafters during renovations in 1988, and the unprecedented court case that followed.

Guide to this podcast
  • 1:44 Buying a home on Percy Street in 1988
  • 2:33 The size of the homes 
  • 3:40 The cost of the house in 1988
  • 4:05 The floor plan of a Percy Street cottage
  • 4:43 Connected through the basements
  • 5:42 Finding $50,000 in small bills in the rafters 
  • 6:36 A depression-era fortune
  • 7:02 The hilarious story of how the money was found
  • 7:54 Turning the money into police
  • 8:17 Court proceedings
  • 9:20 Settling the case with the estate 
  • 11:00 History of bootlegging
  • 11:40 What Cynthia did with her cut of the money
  • 12:45 Picking up the cash with the court treasurer
  • 14:25 No legal precedent in Ontario
  • 15:00 The positives of living on a private street
  • 16:00 Lack of privacy
  • 16:49 Owning the infrastructure underneath the street
  • 17:19 What happens when the water main breaks
  • 18:30 Living in a heritage structure
  • 19:45 Changes to Corktown and surrounding areas
  • 21:24 Making sure no one is left behind
Subscribe to the blogTO podcast
Lead photo by

Hector Vasquez

Latest Videos

Latest Videos

Join the conversation Load comments

Latest in City

Toronto street will soon have TTC streetcar service for first time in decades

A brief history of one of Toronto's pioneering industrial families

Canadians rip on the wealthy upset by the capital gains tax hike

Japanese person shares brutally honest guide to living in Canada

Most Canadian millennials think conventional approach to retirement is outdated

Here are all the Toronto parks where drinking will be permanently allowed

Alcohol in parks in Toronto is now permanent but some neighbourhoods are not happy

Video shows Ontario police throw flashbangs at suspect car in movie-level takedown