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Other Investments - Schedule of Other Investments (Details) - USD ($)
$ in Thousands
3 Months Ended
Mar. 31, 2019
Mar. 31, 2018
Dec. 31, 2018
Schedule of Equity Method Investments [Line Items]      
Other investments $ 521,999   $ 304,275
Equity in earnings (losses) 5,309 $ 3,332  
Other strategic investments      
Schedule of Equity Method Investments [Line Items]      
Other investments 7,227   7,516
Equity in earnings (losses) 202 (494)  
Real estate equity investments      
Schedule of Equity Method Investments [Line Items]      
Carrying value 514,772   296,759
Equity in earnings (losses) 5,107 3,826  
Real estate equity investments | Safehold Inc. (SAFE)      
Schedule of Equity Method Investments [Line Items]      
Carrying value 402,052   149,589
Equity in earnings (losses) 7,316 1,472  
Real estate equity investments | iStar Net Lease II LLC (Net Lease Venture II)      
Schedule of Equity Method Investments [Line Items]      
Carrying value 5,630   16,215
Equity in earnings (losses) (86) 0  
Real estate equity investments | iStar Net Lease I LLC (Net Lease Venture)      
Schedule of Equity Method Investments [Line Items]      
Carrying value 0   0
Equity in earnings (losses) 0 2,084  
Real estate equity investments | Other real estate equity investments      
Schedule of Equity Method Investments [Line Items]      
Carrying value 107,090   $ 130,955
Equity in earnings (losses) $ (2,123) $ 270