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Originally Posted by MonkeyRonin
Wanted to give this thread a little bump, as it's inspired me to spend some time looking through my old collections of saved photos from mid to late-00s Toronto (ie. at the start of the current development boom).
This is a city that's obviously changed a lot over the past couple decades - in some ways for the better, in some ways for the worse; either way, for every thing that changes there's another that's lost. Here is some Toronto of the recent past that no longer exists as it was:
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Great post! A few of my thoughts on these places:
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Yonge & Bloor pre-1 Bloor East. It was a bit dumpy, but Roy's Square was an interesting little pedestrian alley tucked behind the buildings:
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I'm not bummed out about this loss. Roy's Square should not have lasted as long as it did in the location it was in a city of our size. This is extremely prime real estate, being at the most important subway crossing and a block away from the supposedly most expensive shopping strip in the country. We're actually kind of lucky that this site and the equally poky Stollery's site across the street wasn't redeveloped into a non-descript 20-storey office tower in the early 90s, otherwise that kind of provincial mediocrity would have been cast in stone forever. We skipped that phase and went straight from something that probably belongs in an area like Dufferin and Eglinton to supertalls designed by starchitects. The businesses were somewhat vibrant, but not anything to really write home about. It wasn't like a slice of Kensington market transported to Yonge and Bloor, or anything like that.
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Markham St. in Mirvish Village. It was an interesting little strip of businesses on one of those charmingly Torontonian Victorian side streets. It'll also always have a special place in my heart - the first time I ever got laid was after a night out here. 
[url=https://flic.kr/p/diCiig]
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LOL, well if it was your first time, it probably wasn't your best time, so don't build it up
too much in your head!
But, seriously, Markham street is a bigger loss, although I think the redevelopment is in good hands with Westbank (if they're still alive). There needs to be a bit more of a nodal focal point to Bloor and Bathurst, and this development is it. I miss the Victory cafe and Suspect Video (I think that's what it was called), although the Victory cafe moved to Bloor (and I think I'm too old, and my tastes have moved on).
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Yonge St. between Dundas and Gerrard. Most of these storefronts are gone, now replaced by the (former) Ryerson student centre and a condo under construction:
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This one I'm only somewhat nostalgic about. This area would frankly never have survived as is, not because of gentrification or rents, but because everything that the Yonge Street strip specialized in - books, music and — - were among the first things to move online. I'm just happy this area is still vibrant and fine-grained. That pop up food market on the corner of Gould is kind of interesting, although I don't know if any of the food there is good.
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Warehouse districts - Queen West Triangle, Liberty Village, the Waterfront, etc. Many of them still abandoned or vacant at the time. These have been prime targets for redevelopment since; while others like the Don Valley Brickworks or the Wellington Destructor (in progress) have been repurposed to new uses. It's hard to argue that this isn't an objective improvement, or that the tens (hundreds?) of thousands of new residents haven't added vitality to the city; but they were nevertheless interesting spaces that fostered everything from cheap studio space to raves & parties to grow ops to squatters to DIY skate parks. Made for some fun days of urban exploration too.
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Completely agree with you on this. It's objectively better that these grand spaces are enjoyed by far more people, but they were great at fermenting artistic creation.
On the other hand, even if large spaces are cheap, do artists today need large, urban warehouse type spaces to create good art? It's a bit of a chicken and egg question for me, since all of the great art cities of the world have also become very expensive and don't have these kinds of spaces anymore, so maybe the culture died out because of the real estate, but at the same time - there still are plenty of cities where these kinds of spaces are practically free, and the arts haven't flourished in these cities.
My sense is that a lot of creative industries - if not individual artists - have moved out to the immediate post-war light industrial spaces in the inner suburbs. These are entrepreneurs that actually need cheap space, but it's not the same as living, working and partying out of a warehouse in a walkable, downtown area. These places are strictly business.