Do you and your friends make a lot of money? I’m the same age, and the only people I know starting families in the city are high income professionals. My wife and I (snobby city people) toughed it out until our daughter was ready for kindergarten, but even we weren’t willing to spend $1 million+ on a house in one of the few good school districts in DC when the time for that came.
I’ve traded cocktails at the Peninsula for, well, cocktails at the Maggianos, but I can park right next to the entrance and not have to drag a stroller around, so that’s pretty great.