Welcome to Sailnet! Glad you joined up, you will not regret it. There are some very knowledgable folks on this forum and it seems like there isn't a question someone can't answer.
Good luck in your search for a trailerable luckily they can be had at a pretty fair price these days and it can be easy to get out on the water. Don't be fooled into buying a project boat unless you are ready and willing to do all of the work. But, a project boat can be a very rewarding experiences when you bring an older sailboat back to life.
My best advice is don't buy more than you need. As I was a first time buyer once I bought a boat that didn't really fulfill the correct needs that I wanted so read some books on sailing and trailer sailing in general, these can be very helpful.