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Earnings Per Share (Schedule of Earnings Per Share) (Details 2) - USD ($)
$ / shares in Units, shares in Thousands, $ in Thousands
 3 Months Ended 6 Months Ended
Jun. 30, 2015
Jun. 30, 2014
Jun. 30, 2015
Jun. 30, 2014
Denominator for basic and diluted earnings per share:        
Weighted average common shares outstanding for basic and diluted earnings per common share [1] 85,541 84,916 85,519 84,868
Weighted average High Performance Units outstanding for basic and diluted earnings per share [1],[2] 15 15 15 15
Per basic and diluted share data:        
Net income (loss) attributable to iStar Financial Inc.and allocable to HPU holders—Basic and diluted (in dollars per share) [1] $ (0.36) $ (0.19) $ (0.63) $ (0.50)
Common Stock        
Denominator for basic and diluted earnings per share:        
Weighted average common shares outstanding for basic and diluted earnings per common share 85,541 84,916 85,519 84,868
Per basic and diluted share data:        
Net income (loss) attributable to iStar Financial Inc.and allocable to HPU holders—Basic and diluted (in dollars per share) $ (0.36) $ (0.19) $ (0.63) $ (0.50)
HPU's        
Denominator for basic and diluted earnings per share:        
Weighted average High Performance Units outstanding for basic and diluted earnings per share 15 15 15 15
Basic and Diluted | Common Stock        
Numerator for basic and diluted earnings per share:        
Net income (loss) attributable to iStar Financial Inc. and allocable to common shareholders $ (30,950) $ (16,207) $ (53,502) $ (42,779)
Basic and Diluted | HPU's        
Numerator for basic and diluted earnings per share:        
Net income (loss) attributable to iStar Financial Inc. and allocable to HPU holders $ (1,027) $ (542) $ (1,776) $ (1,431)
Per basic and diluted share data:        
Net income (loss) attributable to iStar Financial Inc.and allocable to HPU holders—Basic and diluted (in dollars per share) $ (68.47) $ (36.13) $ (118.40) $ (95.40)
[1] Income (loss) from continuing operations attributable to iStar Financial Inc. was $(37.5) million and $(69.1) million for the three and six months ended June 30, 2015, respectively, and $(21.1) million and $(52.2) million for the three and six months ended June 30, 2014, respectively. See Note 14 for details on the calculation of earnings per share.
[2] HPU holders are current and former Company employees who purchased high performance common stock units under the Company's High Performance Unit Program.