Are you interested in a house? One of my favourite neighbourhoods in the Region is in the vicinity of William St, Alexandra Ave, John St, etc. The houses here range in size, from old wartime houses to much larger typical "Westmount" houses on John St.
While this area is a little walk from the core of Uptown, with many more dense mixed use developments (144 Park, Bauer, etc.) moving this way, Uptown is no doubt extending southward. You also get the benefit of being close to Belmont Village.
Did you consider the Chippendale Common on Allen St?
As for Waterpark, it's very senior oriented. My grandma lives there...
