in need of advice

At our old apartment bedtime went as follows: I put Jack to bed, then I laid next to Ana in our bed until she fell asleep, then I carried her to her own bedroom with Jack. For the last 6 weeks at Grandma's house, Jack has slept in a room by himself and Ana has slept on a mattress at the foot of our bed. She has started going to sleep by herself and usually does really well. I turn on music for her and though she usually turns the light on and plays for a while, she goes to sleep eventually. It makes me happy.

We're moving into a two bedroom house this weekend. For all of those parents out there: how do you put two kids to bed in the same room? If I put Jack down first, Ana might wake him up. But Ana sometimes doesn't fall asleep until after 9. I can't keep Jack up that late. What do I do?