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Other Investments - Schedule of Other Investments (Details) - USD ($)
$ in Thousands
3 Months Ended 9 Months Ended
Sep. 30, 2019
Sep. 30, 2018
Sep. 30, 2019
Sep. 30, 2018
Dec. 31, 2018
Schedule of Equity Method Investments [Line Items]          
Other investments $ 733,793   $ 733,793   $ 304,275
Equity in Earnings (Losses) 7,617 $ (635) 16,566 $ (4,581)  
Other real estate equity investments          
Schedule of Equity Method Investments [Line Items]          
Equity Method Investment, Realized Gain (Loss) on Disposal 8,200        
Other strategic investments          
Schedule of Equity Method Investments [Line Items]          
Other investments 44,413   44,413   7,516
Equity in Earnings (Losses) 195 652 162 (9,521)  
Impairment on foreign equity method investment       10,000  
Equity Method Investment, Realized Gain (Loss) on Disposal     8,200    
Real estate equity investments          
Schedule of Equity Method Investments [Line Items]          
Carrying value 689,380   689,380   296,759
Equity in Earnings (Losses) 7,422 (1,287) 16,404 4,940  
Real estate equity investments | SAFE          
Schedule of Equity Method Investments [Line Items]          
Carrying value 581,059   581,059   149,589
Equity in Earnings (Losses) 2,946 775 14,076 2,927  
Real estate equity investments | iStar Net Lease II LLC (Net Lease Venture II)          
Schedule of Equity Method Investments [Line Items]          
Carrying value 5,300   5,300   16,215
Equity in Earnings (Losses) (98) 0 (416) 0  
Real estate equity investments | iStar Net Lease I LLC (Net Lease Venture)          
Schedule of Equity Method Investments [Line Items]          
Carrying value 0   0   0
Equity in Earnings (Losses) 0 0 0 4,100  
Real estate equity investments | Other real estate equity investments          
Schedule of Equity Method Investments [Line Items]          
Carrying value 103,021   103,021   $ 130,955
Equity in Earnings (Losses) $ 4,574 $ (2,062) $ 2,744 $ (2,087)