Interesting read on the cost of towers from the FCC...IIRC the day the KJOJ tower came down was the same day southeast Texas had very severe thunderstorms roll through with gale force whipsaw winds. Where I live the winds were the strongest I had ever experienced at my house outside of a hurricane. I assume the same storm system brought down the 103.3 tower...I could imagine near-hurricane force winds, moving at different directions at different heights above the ground being able to shred apart a 1,000 foot tower.
1000 to 1500 foot towers are about $2500 per foot. That does not include the coax, the antenna and lighting as well as their installation.