If a broadcasting area can be 10 square kilometers with 100,000 people in them, and you need 40 base stations for $5000 to cover that, I feel like the infrastructure investment is insignificant compared to the engineering effort. Apparently the market exists.
In the US you could even transmit FM radio at the legal power levels from the base stations too, reaching like one apartment building from each base station.
A bigger legal problem is the copyright question. You could start with music from Jamendo and the Internet Archive but sooner or later your broadcaster DJs are going to want to broadcast Lindsey Stirling or One Direction, and then you'll have to prove in court that it's legal!