Probability should be seen as an "a priori" measure of the likelihood of an event to occur, while the number of wins out of a given number of attempts is something that approximates the expected result better and better as the number of attempts grows. From the observed outcome of a certain number of attempts you can guess the probability of winning the next try, but you can do even better if you understand the rules of the games and use mathematics (i.e., if you throw a fair die and you know that $52$ times out of $100$ attempts you have previously got an even number, you can wrongly guess that the probability of getting an odd result in the next throw is $0.48$, but this is untrue... while if you know that you have a fair die and you have $\frac{1}{6}$ odds to get a $1$, $\frac{1}{6}$ odds to get a $2$, $\ldots$, $\frac{1}{6}$ odds to get a $6$, you can easily conclude that the probability is $0.5$).