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Other Investments - Schedule of Other Investments (Details) - USD ($) $ / shares in Units, $ in Thousands, shares in Millions	3 Months Ended
	Mar. 31, 2020	Mar. 31, 2019	Dec. 31, 2019
Schedule of Equity Method Investments [Line Items]
Other investments	$ 1,029,552		$ 907,875
Equity in Earnings (Losses)	16,612	$ 5,309
Mark-to-market gain	$ 9,900
SAFE
Schedule of Equity Method Investments [Line Items]
Number of shares owned (in shares)	33.4
Closing price (in USD per share)	$ 63.23
Market value	$ 2,100,000
Dilution gain	7,900
Other strategic investments
Schedule of Equity Method Investments [Line Items]
Other investments	52,337		43,253
Equity in Earnings (Losses)	(837)	202
Real estate equity investments
Schedule of Equity Method Investments [Line Items]
Carrying value	977,215		864,622
Equity in Earnings (Losses)	17,449	5,107
Real estate equity investments | SAFE
Schedule of Equity Method Investments [Line Items]
Carrying value	834,351		729,357
Equity in Earnings (Losses)	19,338	7,316
Real estate equity investments | iStar Net Lease II LLC (Net Lease Venture II)
Schedule of Equity Method Investments [Line Items]
Carrying value	46,183		30,712
Equity in Earnings (Losses)	193	(86)
Real estate equity investments | Other real estate equity investments
Schedule of Equity Method Investments [Line Items]
Carrying value	96,681		$ 104,553
Equity in Earnings (Losses)	$ (2,082)	$ (2,123)

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