It's not a glitch. It's a feature.

It's under the FAQ Regarding the Sale of Land in Empyreum and the New Housing Lottery System

Q: What happens if multiple free company members enter the lottery for multiple free company plots and we win more than one?
A: You will need to choose one of the winning plots and then complete the purchase procedure. The other plots will be treated as "failing to claim your plot of land during the results period despite having won the lottery" and a 50% cancellation fee will be deducted from the deposit paid at entry.

Q: What happens if multiple free company members apply for one plot and win?
A: Every member holds a unique lottery number and only the member who has the winning number can proceed with the purchase. Other members will not be selected and will receive a 100% refund of the deposit paid at entry.