Blank spaces not included.

1. The same citadel in disarray
2. It's moved in a car, finally making sound receivers emit clock sounds
3. Dali's first painting: a small projectile
4. Michelle to Barack: Welcome in Florida's elected leaders
5. Cool in a crowded gym
6. Journey to eliminate head of enemy
7. Cry quietly "RIP"
8. Beginning half of November messed up turkey-roasting appliance
9. Killer oddly overturned deer
    Unusual, not well done at all
10. Number this clue?
11. Heart-broken, it lies beneath your feet
      Silly British grandmother enters old browser
      Modern fitness center? Ugh
12. Endure (as a Scot) dropping out, for example, from a college qualification
      Email recipient and reply fields came apart
13. Regarding the limits of pull-ups: it’s how many times you do it
14. In time, Oscar is interested
      Initial secret plot preceding exciting M. Night Shyamalan film
15. Girl's final date in this place
16. Article in Athens
17. Mad race for a PC maker
      Soulless things held in containers
18. After sleep, start to extend neck
19. Need to scratch proposal after the beginning
20. Take bits regularly from her losses instead
21. Aware of social issues, we embody approval
22. Desire for a win, sort of

Hints

We are stuck associating 52 instructions with this one

Since there are 52 spaces and instructions, simply pair up the spaces and instructions in the order they're given. You should notice a correlation involving Simon. Once you've done this, you should get 22 spaces on/in the board correlating to the 22 numbers of clues.

I have a very strange grid, and am stuck filling in my cryptic words in the grid.

Think of the monopoly board as the black border to a 9x9 crossword, with 12 black squares inside. You will have to figure out the correct location for the 12 inside black squares. Fill in one letter per "blank space". Then consider how a clue can start from page 41 or 51. Also consider how cryptic clue 11 has 3 different words. That should help you think about the grid fill. Good luck!

52 Spaces