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Earnings Per Share (Details) (USD $)
In Thousands, except Per Share data, unless otherwise specified
 3 Months Ended 6 Months Ended
Jun. 30, 2013
Jun. 30, 2012
Jun. 30, 2013
Jun. 30, 2012
Reconciliation of income (loss) from continuing operations used in the basic and diluted EPS calculations        
Income (loss) from continuing operations $ (56,672) [1] $ (88,473) [1] $ (118,606) [1] $ (130,293) [1]
Net (income) loss attributable to noncontrolling interests 311 722 500 696
Income from sales of residential property 34,319 13,266 58,016 19,999
Preferred dividends (12,780) (10,580) (23,360) (21,160)
Income (loss) from continuing operations attributable to iStar Financial Inc. and allocable to common shareholders, HPU holders and Participating Security Holders (34,822) (85,065) (83,450) (130,758)
Numerator for basic earnings per share:        
Income (loss) from discontinued operations (324) (773) 616 (14,140)
Gain from discontinued operations 8,279 24,851 13,323 27,257
Net income (loss) allocable to common shareholders (26,001) (58,996) (67,264) (113,789)
Denominator for basic and diluted earnings per share:        
Weighted average common shares outstanding for basic earnings per common share 85,125 84,113 84,975 83,834
Weighted average High Performance Units outstanding for basic and diluted earnings per share (in shares) 15 [1],[2] 15 [1],[2] 15 [1],[2] 15 [1],[2]
Basic earnings per common share:        
Income (loss) from continuing operations attributable to iStar Financial Inc. and allocable to common shareholders (in dollars per share) $ (0.40) [1] $ (0.98) [1] $ (0.95) [1] $ (1.51) [1]
Net income (loss) attributable to iStar Financial Inc. and allocable to common shareholders (in dollars per share) $ (0.31) $ (0.70) $ (0.79) $ (1.36)
Diluted earnings per common share:        
Income (loss) from continuing operations attributable to iStar Financial Inc. and allocable to common shareholders (in dollars per share) $ (0.40) [1] $ (0.98) [1] $ (0.95) [1] $ (1.51) [1]
Net income (loss) attributable to iStar Financial Inc. and allocable to common shareholders (in dollars per share) $ (0.31) $ (0.70) $ (0.79) $ (1.36)
Common shares
        
Numerator for basic earnings per share:        
Income (loss) from continuing operations attributable to iStar Financial Inc. and allocable to common shareholders (33,699) (82,288) (80,752) (126,476)
Income (loss) from discontinued operations (314) (748) 596 (13,677)
Gain from discontinued operations 8,012 24,040 12,892 26,364
Net income (loss) allocable to common shareholders (26,001) (58,996) (67,264) (113,789)
Numerator for diluted earnings per share:        
Income (loss) from continuing operations attributable to iStar Financial Inc. and allocable to common shareholders (33,699) (82,288) (80,752) (126,476)
Income (loss) from discontinued operations (314) (748) 596 (13,677)
Gain from discontinued operations 8,012 24,040 12,892 26,364
Net income (loss) attributable to iStar Financial Inc. and allocable to common shareholders (26,001) (58,996) (67,264) (113,789)
Denominator for basic and diluted earnings per share:        
Weighted average common shares outstanding for basic earnings per common share 85,125 84,113 84,975 83,834
Basic earnings per common share:        
Income (loss) from continuing operations attributable to iStar Financial Inc. and allocable to common shareholders (in dollars per share) $ (0.40) $ (0.98) $ (0.95) $ (1.51)
Income from discontinued operations (in dollars per share) $ 0.00 $ (0.01) $ 0.01 $ (0.16)
Gain from discontinued operations (in dollars per share) $ 0.09 $ 0.29 $ 0.15 $ 0.31
Net income (loss) attributable to iStar Financial Inc. and allocable to common shareholders (in dollars per share) $ (0.31) $ (0.70) $ (0.79) $ (1.36)
Diluted earnings per common share:        
Income (loss) from continuing operations attributable to iStar Financial Inc. and allocable to common shareholders (in dollars per share) $ (0.40) $ (0.98) $ (0.95) $ (1.51)
Income from discontinued operations (in dollars per share) $ 0.00 $ (0.01) $ 0.01 $ (0.16)
Gain from discontinued operations (in dollars per share) $ 0.09 $ 0.29 $ 0.15 $ 0.31
Net income (loss) attributable to iStar Financial Inc. and allocable to common shareholders (in dollars per share) $ (0.31) $ (0.70) $ (0.79) $ (1.36)
HPU's
        
Numerator for basic earnings per share:        
Income (loss) from continuing operations attributable to iStar Financial Inc. and allocable to HPU holders (1,123) (2,777) (2,698) (4,282)
Income (loss) from discontinued operations (10) (25) 20 (463)
Gain from discontinued operations 267 811 431 893
Net income (loss) allocable to common shareholders (866) (1,991) (2,247) (3,852)
Numerator for diluted earnings per share:        
Income (loss) from continuing operations attributable to iStar Financial Inc. and allocable to common shareholders (1,123) (2,777) (2,698) (4,282)
Income (loss) from discontinued operations (10) (25) 20 (463)
Gain from discontinued operations 267 811 431 893
Net income (loss) attributable to iStar Financial Inc. and allocable to common shareholders $ (866) $ (1,991) $ (2,247) $ (3,852)
Denominator for basic and diluted earnings per share:        
Weighted average High Performance Units outstanding for basic and diluted earnings per share (in shares) 15 15 15 15
Basic earnings per common share:        
Income (loss) from continuing operations attributable to iStar Financial Inc. and allocable to common shareholders (in dollars per share) $ (74.87) $ (185.13) $ (179.87) $ (285.46)
Income from discontinued operations (in dollars per share) $ (0.67) $ (1.67) $ 1.33 $ (30.87)
Gain from discontinued operations (in dollars per share) $ 17.80 $ 54.07 $ 28.73 $ 59.53
Net income (loss) attributable to iStar Financial Inc. and allocable to common shareholders (in dollars per share) $ (57.74) $ (132.73) $ (149.81) $ (256.80)
Diluted earnings per common share:        
Income (loss) from continuing operations attributable to iStar Financial Inc. and allocable to common shareholders (in dollars per share) $ (74.87) $ (185.13) $ (179.87) $ (285.46)
Income from discontinued operations (in dollars per share) $ (0.67) $ (1.67) $ 1.33 $ (30.87)
Gain from discontinued operations (in dollars per share) $ 17.80 $ 54.07 $ 28.73 $ 59.53
Net income (loss) attributable to iStar Financial Inc. and allocable to common shareholders (in dollars per share) $ (57.74) $ (132.73) $ (149.81) $ (256.80)
[1] Income (loss) from continuing operations attributable to iStar Financial Inc. for the three months ended June 30, 2013 and 2012 was $(56.4) million and $(87.8) million, respectively, and for the six months ended June 30, 2013, and 2012 was $(118.1) million and $(129.6) 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 (see Note 11).