I live aboard because I love it. I love being on the boat, I love walking up and down the dock, I love waking up in the morning and drinking coffee while looking out at the marina or anchorage. Most of the time, I even enjoy working on the boat.
What don't I love? The cost of maintaining the boat in seaworthy condition is high. The lack of storage space can be a problem if you have other hobbies. Mail can be a hassle to deal with. The 30 amp dance. Dealing with the sanitation system.
There are several types of liveaboards I've observed...does one of these fit you?
The Dock Queen. A comfortable boat filled with stuff, not ready to go to sea. Basically a waterfront condo. The owners haven't left the dock in years.
The Cheapskate. Often adventuresome young people priced out of the real estate market and eager to try "tiny living". Typically a ~30 foot sailboat. Normally this group lives aboard for a relatively short time before realizing that living aboard isn't as romantic as they thought. Something about cold winters, condensation, long walks to the marina shower, etc.
The Boat Lover. They can't remember a time in their life without a boat. They can't imagine life without a boat. They are often working on boat projects, perhaps getting ready for their "someday" trip.
The Cruiser. Always on the move. The boat is ready to go to sea at any time. They might not even have a permanent moorage arrangement.
I'm a mix between "The Boat Lover" and "The Cruiser" and living aboard is working for me.
Other thoughts...
My boat (~40 feet long, 13 feet wide) is pretty comfortable as a one-person livaboard. It has a queen bed, good heat, a stall shower, a refrigerator and freezer, a gas range, a small guest room. But everything is tiny compared to a house or apartment—the floor space in the head is probably only a few square feet, my stateroom is not much bigger than the bed inside it, the galley/salon (kitchen/living room) is about the same size as a typical suburban bathroom. For similar annual money—probably more $$ up front, but much less in maintenance—I could have a much more spacious condo in the city. Why do I choose to live on the boat, then? Passion for boats and being on the water.
Logistics...Will you need a car? Where will you park it? Where will you get your mail? Where will you live when your boat is hauled out for maintenance? What will you do with sewage? Can you absorb large unexpected expenses?