Fist boat to live (part time) aboard

[New Skipper]

Hi
I am looking to buy my first boat with the intention of living aboard for about half the week most weeks (work demands it is not more). She would need to be moderately comfortable in all weathers and an easily handled sesaworthy cruiser - preferably bilge keeled to allow drying out - say around 25' - 30' would be ideal. I had thought of Fisher 25s but doubt I could afford one.

I'm new to this though and want your advice. If there are so many people in dockyards and marinas rushing to offer advice (whether wanted or not) - well, here is you chance to dole some out to a willing audience.

What factors should I be considering? What models / makes should I consider? What about construction? Hull design? Rig? Interior/domestic things? Problems and signs to look out for when buying? Also, your experience to help a novice avoid mistakes - eg Is the idea of still living part-time aboard in winter insane? (rarely more than a few degrees below freezing). What about mooring/berthing?

Part of my problem is limited budget - under 10K in total, preferably under 5K. Another is needing something a relatively inexperienced sailor like me can handle alone when I need to but that can stand up to the odd blow on sea/coastal passages too and providing comfort.

Hmmn. Perhaps you will just think I am wanting everything - well, perhaps but then dreams have to take practical form somewhere and this seems like a good place.

What would be your ideal first boat? What did you not have on your first boat you realised you really should have got right? What traps do new buyers fall into? What horror stories/gems are there?