My camping experiences are similar to the OP's. We started out in a tent moved up to a teardrop, a hybrid, and now a full TT. Each has it advantages and disadvantages.
Things I like about a smaller trailer:
1. Can put it any where! The smallest of sites is ok.
2. Can pull it with just about anything.
3. Way better then a tent!
Things to consider:
1. Have to have an outside room.
2. Everything is smaller.
3. Have to start worrying about tank levels. Propane levels. Winterizing.
With that said. You have been down this road. If it suits your needs at this time then get it! There is always time to move up or down the ladder (as the situation changes)
rwoods61