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Other Investments (Other Investments and Share of Earnings (Loss) (Details) $ in Thousands | 12 Months Ended
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Dec. 31, 2016 USD ($) | Dec. 31, 2015 USD ($) | Dec. 31, 2014 USD ($) Investee
Schedule of Equity Method Investments [Line Items] |  |  |
Carrying value | $ 214,406 | $ 254,172 |
Earnings (loss) from equity method investments | 77,349 | 32,153 | $ 94,905
Net proceeds from sale of other investments | 43,936 | 0 | 0
Other real estate equity investments |  |  |
Schedule of Equity Method Investments [Line Items] |  |  |
Earnings (loss) from equity method investments | 11,600 |  | 32,900
Net proceeds from sale of other investments | 39,800 |  |
Recognized earnings | 31,500 |  |
Other Strategic Investments |  |  |
Schedule of Equity Method Investments [Line Items] |  |  |
Carrying value | 33,350 | 73,525 |
Earnings (loss) from equity method investments | 9,907 | 8,586 | 41,477
Equity Method Investee Two |  |  |
Schedule of Equity Method Investments [Line Items] |  |  |
Earnings (loss) from equity method investments | 11,600 |  | $ 23,400
Equity method Investee Three |  |  |
Schedule of Equity Method Investments [Line Items] |  |  |
Equity method investee | Investee |  |  | 1
Oak Hill Funds Group |  |  |
Schedule of Equity Method Investments [Line Items] |  |  |
Earnings (loss) from equity method investments | 4,300 | 2,200 | $ 9,000
Real Estate Investment |  |  |
Schedule of Equity Method Investments [Line Items] |  |  |
Carrying value | 181,056 | 180,647 |
Earnings (loss) from equity method investments | 67,442 | 23,567 | 53,428
Real Estate Investment | iStar Net Lease I LLC |  |  |
Schedule of Equity Method Investments [Line Items] |  |  |
Carrying value | 92,669 | 69,096 |
Earnings (loss) from equity method investments | 3,567 | 5,221 | 1,915
Real Estate Investment | Marina Palms |  |  |
Schedule of Equity Method Investments [Line Items] |  |  |
Carrying value | 35,185 | 30,099 |
Earnings (loss) from equity method investments | 22,053 | 23,626 | 14,671
Real Estate Investment | Other real estate equity investments |  |  |
Schedule of Equity Method Investments [Line Items] |  |  |
Carrying value | 53,202 | 81,452 |
Earnings (loss) from equity method investments | 41,822 | $ (5,280) | $ 36,842
Noncontrolling Interests |  |  |
Schedule of Equity Method Investments [Line Items] |  |  |
Recognized earnings | $ 10,100 |  |

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