I'm buying later in the year. The taxes are part of life and you pay more in the city, its all based on your sq footage. Cater for $5000 in the downtown. I'm buying out in the suburbs, taxes about $2000. You can fight them on the bill get a couple of hundred knocked off, my relatives have almost got to the court room in some cases, but they always get it knocked down.
Location is terribly important in the U.S. Houses where my father in law lives are 300,000, we'll buy 5 minutes away from him and houses are 180,000. Watch out for thing like section 8 housing, its welfare housing and it'll greatly affect the value of property. Realtors are lethal over there as well, they're heavily reliant on commision, I'd never give them the offer price. Southside of the city is the big Irish area, plenty of festivals and parades.
The suburbs are worth considering, some such as Naperville, La Grange, have everything, large outdoor pools free for residents, parks, chocolatiers amenities and of course restartants after restaurants your only 1 hour from the city. I've gone off the city having lived there, but the area around millenium park and the lake is spectacular and I can see the downtown attaction. We'll likely do Brookefield 35 mins on a train to city, zoo, Irish Times restaurant and pub and a nice village feel to it.