First make sure the marina where you are thinking about keeping the boat, allows live aboards.
Secondly you have to minimize your "stuff". Boats in that size range don't have walk in closet's!
I may live aboard in the future, being on land sucks frankly. It's a blast, I know several people who spend 3-12 months a year on there boats.
Another plus about living aboard is you can take off for a few years and see the world! World cruising would be an amazing thing to do for a few years.