I think that the originality of Housingmaps will end soon. The near future, clearly, will be Craigslist and other offering directly geo-located information, with maps directly integrated in their websites, and options for other mash-ups, which will flourish enormously.
There will be no single Housingmaps service, each local site on the world will list the offers in the neighboorhood smoothly, with no geocoding needed.
Probably more options for services like the one mentioned by Jason, which I also thought aboutback in may, maps with a semantic meaning. And, then, there will be mashups where data will not be colected from stablished sources like Craigslist, but directly generated by users. That’s the point of a service of ours, Tagzania.