| The most expensive property is ... | ... in which edition? |
| Derek Jeter | |
| Andy's Room | |
| SportsCenter | |
| Apple Studios | |
| Mount Doom | |
| Home Sweet Home | |
| Batcave | |
| Rue de la Paix | |
| Joe Cool's Sunglasses | |
| Mayfair | |
| Petoria | |
| Casino Royale | |
| Springfield Cemetery | |
| Snoopy | |
| Cybertron | |
| BB Gun | |
| Milky Way Galaxy | |
| Nidoking | |
| 'Lucy Does a TV Commercial' | |
| Bugs Bunny's Rabbit Hole | |
| Santa's Reindeer Runway | |
| Diamond Head Lighthouse, HI | |
| Imperial Palace | |
| Ken and Deirdre | |
| Yahoo! | |
| Fortress of Solitude | |
| Q | |
| | The most expensive property is ... | ... in which edition? |
| Pebble Beach | |
| Brett Favre | |
| Josh Beckett | |
| Times Square New York | |
| Bill Russell | |
| The Green Goblin | |
| M16A2 Service Rifle | |
| Mario | |
| Wolverine | |
| The Finale | |
| Fat Cat | |
| Tom Landry | |
| Jack's Tower | |
| Doctor Doom | |
| Kermit the Frog's Swamp | |
| Classic Betty | |
| The United States Department of Defense | |
| Amazon Temple | |
| Requiem for Methuselah | |
| 1920 Lead Glass Bottle | |
| The Strip | |
| Billy Williams | |
| Antarctica | |
| Shipwreck City | |
| Krusty Krab | |
| Statue of Liberty | |
| Strength of Steel | |
| Boardwalk | |
| Burns Manor | |
| 123 Sesame Street | |
| Chocolate River | |
|