I was out for dinner last night on Ossington (here in Toronto). Afterwards, my business partner Rick and I walked the street for a bit. It was a beautiful evening. Every restaurant had their doors and windows open. All of the patios were full, many with the kind of awnings that I love from Paris. And in between these patios were endless options for beautiful window shopping. So during our walk, we couldn't help but say to each other, "man, what an awesome street."
Our line of thinking then went here: How did this ~600-meter stretch of street between Queen and Dundas become one of the coolest retail streets in the city? As you might expect, it follows the typical urban trajectory. It was a seedy street with cheap(er) rents. Then the artists and creatives started moving in, along with OG dive bars like Sweaty Betty's. And then the city implemented a brief moratorium on bars and restaurants because things were getting a bit too fun.
I also think it's fair to call Ossington's rise as being a spillover from Queen Street West. As rents rose on Queen, Ossington became a natural outlet. It was in the right location, and it already had a commercially-oriented and fine-grained ground plane, meaning the buildings could be easily repurposed for galleries, bars, restaurants, and whatever else. This is also why the strip just dies north of Dundas — there are no more suitable buildings.
To show you just how entrenched this built form was and is, here are a few archival photos from the 1920s and 1940s:



Beyond this, there's nothing particularly special about Ossington as a street. It has a 20-meter width, which is typical of most of Toronto's central main streets, and it's filled with a bunch of 2 to 3 storey buildings. So another thing it does is make you wonder: How many more Ossington Avenues could Toronto have if only we created the right preconditions for new businesses and ideas to flourish?
Of course, not every street can be an Ossington. What I'm talking about is simply creating more walkable, mixed-use streets. That's a lot harder to do when you don't have the bones that Ossington had, and you have primarily large lots and/or residential uses. But that doesn't mean it's impossible. As Toronto works to intensify its major streets, it's crucial that we also consider what the ground plane might one day want to become.
More on this in future posts.

I was lollygagging on Bloor last night while waiting for my take-out sushi to be prepared when I happened to notice the above building at 1639 Bloor Street West.
What stood out to me was that it’s six storeys, has no stepbacks, is brick all around, and is more or less the kind of infill housing that Toronto is now trying to encourage along its major streets. Except, this building is old. The internet tells me it was built in 1954 (and houses 46 apartments). Which made me immediately wonder: did we used to know how to build this housing typology and then simply forget? Or was this the work of a cowboy developer who somehow managed to slip it through the cracks?
Either way, I decided to walk the perimeter and take a closer look. The first thing I noticed was a row of garbage bins along the building’s east elevation, with about a dozen or so cameras keeping a close eye on them. If anyone in building management is wondering why a handsome man in a black t-shirt and stylish Birkenstocks was so curious about garbage bins — don’t worry. I was just trying to determine if you had a Type-G loading bay hidden around the back. I can now confirm: no such loading facility.
Looking at Toronto’s maps, the site is approximately 30 meters wide by 40 meters deep — so roughly the equivalent of five lots, given the prevailing lot fabric in the area. The building itself appears to have a footprint of about 660 square metres (~7,100 square feet). If I multiply this by six floors and then by an efficiency ratio of 0.80, I get a very rough gross rentable area of 31,000 square feet. Divide this by 46 apartments and you end up with an average suite size of ~741 square feet.
Imagine that: assemble five lots on Bloor, employ an all-brick façade on all elevations, and build to an average suite size that is probably close to 200 square feet larger than some of the city’s most recent downtown developments. The math would never math today.

Yesterday afternoon, our team had a productive in-person meeting with senior planning staff at the City of Toronto. The purpose of the meeting was to talk about the challenges associated with delivering infill missing middle housing and to brainstorm the possible solutions.
Some of the key topics that we discussed: Type-G loading / garbage requirements, amenity space requirements, right-sizing the Site Plan Control process, single-stair exiting, the cost of connecting to Toronto Hydro, the challenges with assembling small lots, specifics of the Major Street Study, and a bunch of other things. So many of the things that we regularly talk about on this blog.
We also walked everyone through the site we had under contract but eventually dropped because the margins were just too thin. This included opening up our pro forma, projecting it onto the screen, and going through it line-by-line. We are happy to do this because we think this transparency helps everyone truly understand the obstacles.
What's clear is that we all want to see more family-friendly housing lining our avenues and major streets. And so there's a real feeling of collaboration during meetings like the one we had yesterday. We're all at the stage of "what is it going to take? Let's figure it out!" This can-do attitude makes me feel optimistic that we are going to get there. And once we do, Toronto will be that much better for it.
It was also nice having an in-person meeting back at City Hall. To be honest, I can't remember the last time I did that. But it used to be standard operating procedure. We'd all arrive early, huddle in the cafe at the bottom of the building for a pre-meeting, and then look around to see what other teams/projects were also on deck with the city. It made me feel nostalgic — and older.
Enjoy the weekend, everyone.
