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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, 2020	Jun. 30, 2019	Jun. 30, 2020	Jun. 30, 2019	Dec. 31, 2019
Schedule of Equity Method Investments [Line Items]
Other investments	$ 1,049,930		$ 1,049,930		$ 907,875
Equity (Losses) in Earnings	$ 2,586	$ 3,640	19,198	$ 8,949
Mark-to-market gain			$ 9,900
SAFE
Schedule of Equity Method Investments [Line Items]
Number of shares owned (in shares)	33.4		33.4
Closing price (in USD per share)	$ 57.49		$ 57.49
Market value	$ 1,900,000		$ 1,900,000
Dilution gain			7,900
Other strategic investments
Schedule of Equity Method Investments [Line Items]
Other investments	56,838		56,838		43,253
Equity (Losses) in Earnings	(1,321)	(235)	(2,158)	(33)
Real estate equity investments
Schedule of Equity Method Investments [Line Items]
Carrying value	993,092		993,092		864,622
Equity (Losses) in Earnings	3,907	3,875	21,356	8,982
Real estate equity investments | SAFE
Schedule of Equity Method Investments [Line Items]
Carrying value	839,557		839,557		729,357
Equity (Losses) in Earnings	8,236	3,814	27,574	11,130
Real estate equity investments | iStar Net Lease II LLC (Net Lease Venture II)
Schedule of Equity Method Investments [Line Items]
Carrying value	58,833		58,833		30,712
Equity (Losses) in Earnings	564	(232)	757	(318)
Real estate equity investments | Other real estate equity investments
Schedule of Equity Method Investments [Line Items]
Carrying value	94,702		94,702		$ 104,553
Equity (Losses) in Earnings	$ (4,893)	$ 293	$ (6,975)	$ (1,830)

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