We have two DCs who we walk to school a few blocks from our apartment. We have the choice to either remote learn or attend in person, most families plan to attend in person. DH feels strongly that it’s safer for us to stay where we are upstate, but I want our DCs to at least start school with their peers and meet their new teachers. I think we’re relatively safe as it‘s a small private school, we walk to it from our apartment, a lot of people have moved out of our apartment building though we would need to take the elevators. One of our DCs has asthma and this is why DH is so against it. DH works from home and won’t go back to the office before 2021

Go back. Better for the kids IMHO to learn in person however it's presented. Give them some semblance of routine.
Try to get a grip. There were about 40 positive Covid tests in Manhattan yesterday. There are 5 million people on this island. The odds of your child contracting Covid from your building elevator is basically zero.
I feel like people have really lost their minds over this.
Funny, someone told me to “get a grip as I was moving up my flight to Mar 12 and pulling the kids from school. OP is concerned about what will happen in the fall/winter, as she should be. Take a look at Spain which had a far more severe lockdown than NY did.
@Anonymous Her post says she's debating whether it's safe to come back for a few weeks so her kids can meet their teachers and start school in person. Of course, if numbers start going back up, there would be no debate about what to do.
I would stay put in your situation.
I would speak to your doctors in assessing the situation. And FWIW the parents I know who have consulted with their doctors (including those with underlying conditions) were all advised that from a health perspective, it is advisable for the kids to be in school if possible. (That's of course in the NYC area, not in places like Georgia.)