This paper provides insight into the readability of web content, especially the influence of type and generic family font on readability. For this purpose, a web application was created that makes it easier for administrators to create customized surveys and conduct research on their participants. For the experimental part of this work, a survey was created with questions such as age, visual disorders of the participants, and their opinions on whether the text has better readability when read from paper or a screen. The experiment was conducted with 25 participants of various age groups. Participants were required to fill out a survey, and then read the texts and subjectively rate the fonts they were written in. The participants were informed to read the texts carefully because the counter was on during the reading. The analysis of the results showed that the fonts of the generic family serif are the most readable according to subjective opinion and that they are second in terms of the time required to read the texts. We can conclude that fonts from the serif family have the highest level of readability in web environments. Also, the fonts of the fantasy generic family received the lowest ratings in terms of the subjective opinion of the participants and took the third place in terms of the time required to read texts written in these fonts, and we can conclude that they have the lowest level of readability of web content. It is important to note that participants who find reading from a screen more readable compared to reading from paper, on average, rate decorative fonts, such as cursive and fantasy styles, significantly more readable compared to participants who prefer reading from paper.