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Other Investments (Other Investments and Share of Earnings (Loss) (Details) - USD ($)
$ in Thousands
1 Months Ended 12 Months Ended
Nov. 30, 2016
Jun. 30, 2015
Dec. 31, 2017
Dec. 31, 2016
Dec. 31, 2015
Schedule of Equity Method Investments [Line Items]          
Distributions from other investments     $ 49,672 $ 92,482 $ 119,854
Carrying value     321,241 214,406  
Earnings (loss) from equity method investments     13,015 77,349 32,153
Net proceeds from sale of other investments     0 43,936 0
iStar Net Lease I LLC          
Schedule of Equity Method Investments [Line Items]          
Distributions from other investments $ 13,200 $ 61,200 26,000    
Other real estate equity investments          
Schedule of Equity Method Investments [Line Items]          
Earnings (loss) from equity method investments       11,600  
Net proceeds from sale of other investments       39,800  
Recognized earnings       31,500  
Other Strategic Investments          
Schedule of Equity Method Investments [Line Items]          
Carrying value     13,618 33,350  
Earnings (loss) from equity method investments     1,410 9,907 8,586
Oak Hill Funds Group          
Schedule of Equity Method Investments [Line Items]          
Earnings (loss) from equity method investments       4,300 2,200
Real Estate Investment          
Schedule of Equity Method Investments [Line Items]          
Carrying value     307,623 181,056  
Earnings (loss) from equity method investments     11,605 67,442 23,567
Real Estate Investment | iStar Net Lease I LLC          
Schedule of Equity Method Investments [Line Items]          
Carrying value     121,139 92,669  
Earnings (loss) from equity method investments     4,534 3,567 5,221
Real Estate Investment | Safety, Income and Growth, Inc.          
Schedule of Equity Method Investments [Line Items]          
Carrying value     83,868 0  
Earnings (loss) from equity method investments     551 0 0
Real Estate Investment | Marina Palms          
Schedule of Equity Method Investments [Line Items]          
Carrying value     2,555 35,185  
Earnings (loss) from equity method investments     2,621 22,053 23,626
Real Estate Investment | Other real estate equity investments          
Schedule of Equity Method Investments [Line Items]          
Carrying value     100,061 53,202  
Earnings (loss) from equity method investments     $ 3,899 41,822 $ (5,280)
Noncontrolling Interests          
Schedule of Equity Method Investments [Line Items]          
Recognized earnings       $ 10,100