I grow African Blue basil. Doesn't make seeds as it is a hybrid sterile cross. In order to have it the next Spring, I take 5" cuttings and grow it indoors thru the winter. Basil is happy to grow, but yes, end of season the stems split and become woody, however, it is going to depend on the type of basil you propagate. Water roots aren't as sturdy as soil roots, and by the way, I use a 1 gallon deep pot to grow those 5" cuttings or basil isn't happy and tries to die on you by Winters end. Good luck!