The game is fun, but you can't seem to skip the video cut scenes (which there are a lot of) or even exit from the game correctly, at least in my brief time with the game. To do this right click on the Monopoly.exe file on your modern PC and click Properties, under the Compatibility tab, make sure it is set it to 'Windows 98/ME'.
Finally I was able to run ' Monopoly.exe' under Windows 98 / ME compatibility mode on Windows 8 without issues. You can sit around a table with your whole family, buying streets, erecting houses, watching granddad. Locate the executable file in your local folder and begin the launcher to install your desired game. VDI (virtual hard drive file) with 7Zip (decompression utility) and copy the installed Star Wars Monopoly folder out of the 'Program Files' folder to your modern PC (in my case Windows 8 64-bit). Click the 'Install Game' button to initiate the file download and get compact download launcher. Shutdown the virtual machine when finished. ISO file to the CD drive and install the 'Full' version of the game in Windows 98. Then, boot Windows 98, connect the Monopoly. You can find a Windows 98 VDI image online (a virtual hard drive of Windows 98 already installed). However, the solution was to install the game on a Windows 98 virtual machine (using the free VirtualBox software).
This will not work out of the box on Windows 8, even with various compatibility mode settings the installer will simply not launch.
I always wanted this growing up but we had a Mac which could not play this.