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Other Investments (Schedule of Other Investments) (Details) - USD ($)
$ / shares in Units, $ in Thousands, shares in Millions
 12 Months Ended
Dec. 31, 2020
Dec. 31, 2019
Dec. 31, 2018
Schedule of Equity Method Investments [Line Items]      
Other investments [1] $ 1,176,560 $ 907,875  
Equity in earnings (losses) 42,126 41,849 $ (5,007)
Interest expense 169,574 183,919 183,751
Market-to-market gain (loss) $ 23,900    
Safehold Inc.      
Schedule of Equity Method Investments [Line Items]      
Number of investor units owned (in shares) 34.8    
Investor units closing price (in dollars per share) $ 72.49    
Fair value $ 2,500,000    
Equity method investment realized gain 14,400 7,600  
Other real estate equity investments      
Schedule of Equity Method Investments [Line Items]      
Equity method investment realized gain   19,300  
Other strategic investments      
Schedule of Equity Method Investments [Line Items]      
Impairment on foreign equity method investment     10,000
Equity Method Investment, Nonconsolidated Investee or Group of Investees      
Schedule of Equity Method Investments [Line Items]      
Other investments 1,176,560 907,875  
Equity in earnings (losses) 42,126 41,849 (5,007)
Depreciation expense 19,500 14,400 16,900
Interest expense 59,300 32,900 18,100
Equity Method Investment, Nonconsolidated Investee or Group of Investees | Other strategic investments      
Schedule of Equity Method Investments [Line Items]      
Other investments 69,911 43,253  
Equity in earnings (losses) (1,075) (6) (9,373)
Real Estate Investment | Other real estate equity investments      
Schedule of Equity Method Investments [Line Items]      
Impairment on foreign equity method investment     6,100
Real Estate Investment | Equity Method Investment, Nonconsolidated Investee or Group of Investees      
Schedule of Equity Method Investments [Line Items]      
Carrying value 1,106,649 864,622  
Equity in earnings (losses) 43,201 41,855 4,366
Real Estate Investment | Equity Method Investment, Nonconsolidated Investee or Group of Investees | Safehold Inc.      
Schedule of Equity Method Investments [Line Items]      
Carrying value 937,712 729,357  
Equity in earnings (losses) 53,476 29,764 4,711
Real Estate Investment | Equity Method Investment, Nonconsolidated Investee or Group of Investees | iStar Net Lease II LLC      
Schedule of Equity Method Investments [Line Items]      
Carrying value 78,998 30,712  
Equity in earnings (losses) 2,654 (529) (333)
Real Estate Investment | Equity Method Investment, Nonconsolidated Investee or Group of Investees | iStar Net Lease I LLC      
Schedule of Equity Method Investments [Line Items]      
Carrying value 0 0  
Equity in earnings (losses) 0 0 4,100
Real Estate Investment | Equity Method Investment, Nonconsolidated Investee or Group of Investees | Other real estate equity investments      
Schedule of Equity Method Investments [Line Items]      
Carrying value 89,939 104,553  
Equity in earnings (losses) $ (12,929) $ 12,620 $ (4,112)
[1] Refer to Note 2 for details on the Company's consolidated variable interest entities ("VIEs").