Base game
- MISSION ACCOMPLISHED Win all other trophies 2%Ultra rare
- TRUMPED Build 100 properties 18.8%Rare
- TOUGH ENOUGH ? Build a commission on the original hardcore difficulty 2.5%Ultra rare
- HIGH ROLLER Earn 100,000 in rent during a calendar year 12.7%Very rare
- BUILT LIKE A THUG Have a worker knock out 5 enemy workers without dying 22.3%Rare
- PACKING HEAT Produce a fully weaponized Gangster 6.5%Very rare
- CAPTAIN OF INDUSTRY Upgrade all Resources in one game 14.6%Very rare
- ALL THE SIGHTS Play all maps for at least a year each 4.3%Ultra rare
- LANDLORD FROM HELL 10 or more simultaneous complaining tenants 7.8%Very rare
- DOWN WITH THIS SORT OF THING Picket 3 rival resources simultaneously 2.4%Ultra rare
- GRAND DESIGNS Build your first commission 7.7%Very rare
- KNOWLEDGE IS POWER Produce a Super-tenant 17.8%Rare
- CHILD BOOM Have a single tenant produce 7 children 47.2%Rare
- CHANGE IN COUNCIL Capture 3 rival properties 14.9%Very rare
- INFESTED COLON Cause infestation of 3 properties on Upper Colon estate 2.9%Ultra rare
- EVERYONE NEEDS GOOD NEIGHBOURS Have 3 or more tenants with positive moods on one estate 50%Rare
- MAXIMUM SECURITY Get 5 police officers patrolling 6.2%Very rare
- GODFATHER INFLUENCE Produce 3 Gangsters 9.7%Very rare
- SELF-ASSESSMENT Pay $50,000 in Tax Bills 13.4%Very rare
- COOKING WITH GAS Fully stock all types of resources 14.4%Very rare
- COUNCIL LETTER Accomplish a council mission 42%Rare
- NO MORE COMPLAINING Solve your first tenant complaint and be rewarded 62.2%Common
- BROWN ENVELOPE Create your first Gangster Bribe 16.2%Rare
- 133MHZ Install a top of the range computer in a property owned by the Major 12%Very rare
- CHANGING ROOMS Upgrade all rooms in one property 26.4%Rare
- HIGHLY RECOMMENDED Maximise the efficiency of a foreman's work force 29.3%Rare
- PARTY LIKE IT'S 1997 Start an undesired house party 9.8%Very rare
- BREAK A LEG Cause a foreman to retire . . . permanently 12.9%Very rare
- JAILBIRD Get your first inmate 6.9%Very rare
- HEAVY INDUSTRY Upgrade a Resource 34.8%Rare
- GOOD DOG Have a guard dog protect a property 14.7%Very rare
- CONTROLLED DEMOLITION Destroy an Undesirable Building 8.1%Very rare
- CAN'T GET ALONG Evicting your 5th tenant in one game 6.1%Very rare
- NEW TOWN SYMMETRY Build 5 estates with 100% land usage 23.9%Rare
Trophy names, descriptions and rarity come from PlayStation. Guides open on their authors' own websites.
