For us, we bought our first home in DC a few years ago. While it is far from perfect--it isn't very updated, etc.--that wasn't the stuff that was important for us. We love our neighborhood, where homes don't often come on the market. We even love our particular block, with nice homes and neighbors.
So while there are minor annoyances with our home, we've never had buyer's remorse, and consider ourselves pretty lucky to have gotten into our neighborhood when we did, given that prices have risen since then and we probably would have very slim pickings in our price range today.