Falling asleep independently

LO is 14 months old and still sleep in our room in crib because he is waking up in night couple times.Sometimes he will not wake up but most of the time he is waking up to 4 times.

He is high maintenance baby needs to be near me all the time even on toilet.

Now I’m pregnant and due October but by then I need to transfer him into his room and hopefully teach him how to fall asleep independently and go back to sleep when wakes up in the middle of the night.So do you have any advices how to do that 😩

He need to be held to falls asleep but sometimes if he wakes up in the night he will go back to sleep. He doesn’t drink milk or formula just water.

And to put him drowsy isn’t working because he wakes up immediately and stars crying.