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Earnings Per Share (Schedule of Earnings Per Share) (Details) (USD $)
In Thousands, except Per Share data, unless otherwise specified
3 Months Ended
Mar. 31, 2014
Mar. 31, 2013
Reconciliation of income (loss) from continuing operations used in the basic and diluted EPS calculations    
Income (loss) from continuing operations $ (30,671) [1] $ (62,240) [1]
Net (income) loss attributable to noncontrolling interests (454) 189
Income from sales of residential property 16,494 23,697
Preferred dividends (12,830) (10,580)
Income (loss) from continuing operations attributable to iStar Financial Inc. and allocable to common shareholders, HPU holders and Participating Security Holders (27,461) (48,934)
Numerator for basic and diluted earnings per share:    
Gain from discontinued operations 0 5,044
Net income (loss) allocable to common shareholders (26,572) (41,263)
Denominator for basic and diluted earnings per share:    
Weighted average number of common shares—basic and diluted 84,819 [1] 84,824 [1]
Weighted average number of HPU shares—basic and diluted 15 [1],[2] 15 [1],[2]
Basic and diluted earnings per common share:    
Income (loss) from continuing operations attributable to iStar Financial Inc. and allocable to common shareholders (in dollars per share) $ (0.31) [1] $ (0.56) [1]
Net income (loss) attributable to iStar Financial Inc. and allocable to common shareholders/HPU holders (in dollars per share) $ (0.31) [1] $ (0.49) [1]
Common shares
   
Numerator for basic and diluted earnings per share:    
Income (loss) from continuing operations attributable to iStar Financial Inc. and allocable to common shareholders (26,572) (47,350)
Income (loss) from discontinued operations 0 1,206
Gain from discontinued operations 0 4,881
Net income (loss) allocable to common shareholders (26,572) (41,263)
Denominator for basic and diluted earnings per share:    
Weighted average number of common shares—basic and diluted 84,819 84,824
Basic and diluted earnings per common share:    
Income (loss) from continuing operations attributable to iStar Financial Inc. and allocable to common shareholders (in dollars per share) $ (0.31) $ (0.56)
Income (loss) from discontinued operations (in dollars per share) $ 0.00 $ 0.01
Gain from discontinued operations (in dollars per share) $ 0.00 $ 0.06
Net income (loss) attributable to iStar Financial Inc. and allocable to common shareholders/HPU holders (in dollars per share) $ (0.31) $ (0.49)
HPU's
   
Numerator for basic and diluted earnings per share:    
Income (loss) from continuing operations attributable to iStar Financial Inc. and allocable to HPU holders (889) (1,584)
Income (loss) from discontinued operations 0 40
Gain from discontinued operations 0 163
Net income (loss) allocable to common shareholders $ (889) $ (1,381)
Denominator for basic and diluted earnings per share:    
Weighted average number of HPU shares—basic and diluted 15 15
Basic and diluted earnings per common share:    
Income (loss) from continuing operations attributable to iStar Financial Inc. and allocable to common shareholders (in dollars per share) $ (59.27) $ (105.61)
Income (loss) from discontinued operations (in dollars per share) $ 0.00 $ 2.67
Gain from discontinued operations (in dollars per share) $ 0.00 $ 10.87
Net income (loss) attributable to iStar Financial Inc. and allocable to common shareholders/HPU holders (in dollars per share) $ (59.27) $ (92.07)
[1] Income (loss) from continuing operations attributable to iStar Financial Inc. for the three months ended March 31, 2014 and 2013 was $(31.3) million and $(62.1) million, respectively. See Note 13 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.