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Other Investments (Schedule of Other Investments) (Details) - USD ($)
$ / shares in Units, $ in Thousands, shares in Millions
 3 Months Ended 6 Months Ended
Jun. 30, 2021
Jun. 30, 2020
Jun. 30, 2021
Jun. 30, 2020
Dec. 31, 2020
Schedule of Equity Method Investments [Line Items]          
Other investments [1] $ 1,275,954   $ 1,275,954   $ 1,176,560
Earnings (losses) from equity method investments 12,697 $ 2,586 25,466 $ 19,198  
Interest expense $ 39,417 41,950 78,980 85,341  
Mark-to-market gain     $ 5,100 9,900  
Safehold Inc.          
Schedule of Equity Method Investments [Line Items]          
Number of shares owned (in shares) 35.2   35.2    
Closing price (in dollars per share) $ 78.50   $ 78.50    
Market value $ 2,800,000   $ 2,800,000    
Dilution gain     500 7,900  
Equity Method Investment, Nonconsolidated Investee or Group of Investees          
Schedule of Equity Method Investments [Line Items]          
Other investments 1,275,954   1,275,954   1,176,560
Earnings (losses) from equity method investments 12,697 2,586 25,466 19,198  
Depreciation expense 5,500 4,800 11,100 8,800  
Interest expense 17,700 15,700 33,200 29,400  
Equity Method Investment, Nonconsolidated Investee or Group of Investees | Other strategic investments          
Schedule of Equity Method Investments [Line Items]          
Other investments 133,612   133,612   69,911
Earnings (losses) from equity method investments 2,856 (1,321) 3,814 (2,158)  
Real estate equity investments | Equity Method Investment, Nonconsolidated Investee or Group of Investees          
Schedule of Equity Method Investments [Line Items]          
Carrying value 1,142,342   1,142,342   1,106,649
Earnings (losses) from equity method investments 9,841 3,907 21,652 21,356  
Real estate equity investments | Equity Method Investment, Nonconsolidated Investee or Group of Investees | Safehold Inc.          
Schedule of Equity Method Investments [Line Items]          
Carrying value 988,687   988,687   937,712
Earnings (losses) from equity method investments 9,703 8,236 21,115 27,574  
Real estate equity investments | Equity Method Investment, Nonconsolidated Investee or Group of Investees | iStar Net Lease II LLC (Net Lease Venture II)          
Schedule of Equity Method Investments [Line Items]          
Carrying value 84,735   84,735   78,998
Earnings (losses) from equity method investments 1,599 564 2,600 757  
Real estate equity investments | Equity Method Investment, Nonconsolidated Investee or Group of Investees | Other real estate equity investments          
Schedule of Equity Method Investments [Line Items]          
Carrying value 68,920   68,920   $ 89,939
Earnings (losses) from equity method investments $ (1,461) $ (4,893) $ (2,063) $ (6,975)  
[1] Refer to Note 2 for details on the Company’s consolidated variable interest entities (“VIEs”).