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It sounds like you have a very specific wishlist yet have a very strict and perhaps lowish budget for what you're after particularly if you need to be close to the Eastern Suburbs as well. The market may pass you by if you are too strict on wishlist and budget. One has to give otherwise you...

Try an older red or yellow brick style apartment. Can try Dulwich Hill, you might also want to try Summer Hill if your budget can be stretched a little. Will be good for PPOR as it has a good lifestyle in trendy area with has good public transport.