@gentlepuppies I would definitely consider the east side as well. Have you thought of Axiom condos? Im partial to that because I bought a unit in there, but the developer seems reputable, its currently in the early digging stages, price points were between $500-$600 psf, and its close to transit with the King line a block south or queen line 2 blocks north. My other suggestion is Riverside sq on Queen East at Broadview and Queen. That area is faily established but up-and coming still. I dont know the quality of the builder, but a good location. Looks like they may be launching phase 2. Another option (Im also interested in this one), is at 70 Carlton or "Stanley Condos". Not yet open for sales, but great location.
As for your mortage ever consider a Home Equity Line of Credit (HELOC)? I have the Manulife One and its allowed me to pay off my first place in 7 years. Not many banks will advertise it, but it works really well if you are disciplined with your spending.