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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, 2019 | Dec. 31, 2018 | Dec. 31, 2017
Schedule of Equity Method Investments [Line Items] |  |  |
Other investments | $ 907,875 | $ 304,275 |
Equity in Earnings (Losses) | $ 41,849 | (5,007) | $ 13,015
Safehold Inc. |  |  |
Schedule of Equity Method Investments [Line Items] |  |  |
Number of investor units owned (in shares) | 31.2 |  |
Investor units closing price (in dollars per share) | $ 40.30 |  |
Fair value | $ 1,300,000 |  |
Equity method investment realized gain (loss) | 7,600 |  |
Other real estate equity investments |  |  |
Schedule of Equity Method Investments [Line Items] |  |  |
Equity method investment realized gain (loss) | 19,300 |  |
Other Strategic Investments |  |  |
Schedule of Equity Method Investments [Line Items] |  |  |
Other investments | 43,253 | 7,516 |
Equity in Earnings (Losses) | (6) | (9,373) | 1,410
Impairment on foreign equity method investment |  | 10,000 |
Real Estate Investment |  |  |
Schedule of Equity Method Investments [Line Items] |  |  |
Carrying value | 864,622 | 296,759 |
Equity in Earnings (Losses) | 41,855 | 4,366 | 11,605
Real Estate Investment | Safehold Inc. |  |  |
Schedule of Equity Method Investments [Line Items] |  |  |
Carrying value | 729,357 | 149,589 |
Equity in Earnings (Losses) | 29,764 | 4,711 | 551
Real Estate Investment | iStar Net Lease II LLC (Net Lease Venture II) |  |  |
Schedule of Equity Method Investments [Line Items] |  |  |
Carrying value | 30,712 | 16,215 |
Equity in Earnings (Losses) | (529) | (333) | 0
Real Estate Investment | Net Lease Venture |  |  |
Schedule of Equity Method Investments [Line Items] |  |  |
Carrying value | 0 | 0 |
Equity in Earnings (Losses) | 0 | 4,100 | 4,534
Real Estate Investment | Other real estate equity investments |  |  |
Schedule of Equity Method Investments [Line Items] |  |  |
Carrying value | 104,553 | 130,955 |
Equity in Earnings (Losses) | $ 12,620 | (4,112) | $ 6,520
Impairment on foreign equity method investment |  | $ 6,100 |

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