I am in Newmarket, ON so not far from you. A few months back I bought a used core Custom 24 from a dealer in Quebec which I first spotted on Reverb. I ended up buying it direct through their website at a lower price and they were excellent to deal with. Within the last month I bought a used 2013 PRS SE Standard acoustic from a US seller and once I paid shipping, Fedex charges and the exchange rate it quickly became an expensive purchase so I am hesitant to buy from the US for the time being.
My question about upgrades is about necessity vs want. I see guys are replacing standard tuners with locking tuners but I have no clue whether it is really necessary. If those with experience using standard PRS tuners say they hold the strings in tune than I don't need locking tuners. The bridge on older models only allow you to adjust string height and not intonation. If the original bridge keeps the intonation in range than there is no need to upgrade it. Having said that I would think having the ability to adjust the saddles would be a necessity for intonation but it would not be the first time I was wrong.
Back to your point about buying used. Locally the cheapest SE 245 is from 2014 (no saddle adjustment) with an asking price of $700. A new one is just over $1000 tax in. If the bridge and locking tuners are not necessary as the original parts will hold tune I would buy used. If I need to upgrade the bridge to setup the intonation, again necessity, on a used guitar and I consider shipping, courier charges and 30% exchange I am in the ball park of new guitar pricing. If this is the case I would rather wait for a newer used model or just buy a new guitar with the adjustable bridge.