I have a Venture 21,
is it the best boat out there? absolutely not.
I bought it on the cheap, but the boat was sailing, and sound.
All I needed to do (personal choice really) was throw a coat of paint on it, and freshen up the bright-work.
Now i am not a trailer sailor, I keep it in the water on a lake.
I am an inexperienced sailor, so this is my starter boat.
If I had a choice, I think I would have bought a slightly bigger boat instead, maybe something with a larger cabin and head. Truth is I am mostly single handing the boat, with only my puppy for company because of the boat's size.
I can honestly tell you from my experience limited as it is, that you really need to look at the space on deck if this will be for a family. I can fit 4 people, but it is uncomfortable for long periods. A 23' in a bit larger, but just keep in mind that no one wants to be in the cabin...lol
I hope that helps you a bit. The people on here are really helpful, and there is a thread where people are volunteering their time to actually help buyers check out prospective boats. I am looking for a new boat as well, I want to move to sailing the Hudson river next.
I have been looking here Sailboat Listings - sailboats for sale
there is a few boats on there in your price range.
here is one... 1979 ODAY sailboat for sale in Rhode Island