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Earnings Per Share (Earnings Allocable to Common Shares) (Details) - USD ($)
$ / shares in Units, shares in Thousands, $ in Thousands
 3 Months Ended 6 Months Ended
Jun. 30, 2018
Jun. 30, 2017
Jun. 30, 2018
Jun. 30, 2017
Numerator for basic earnings per share:        
Income (loss) from continuing operations attributable to iStar Inc. and allocable to common shareholders $ 42,873 $ 58,421 $ 69,680 $ 26,553
Income from discontinued operations 0 173 0 4,939
Gain from discontinued operations 0 123,418 0 123,418
Income tax expense from discontinued operations 0 (4,545) 0 (4,545)
Net income allocable to common shareholders 42,873 177,467 69,680 150,365
Numerator for diluted earnings per share:        
Income from continuing operations attributable to iStar Inc. and allocable to common shareholders 45,123 60,676 74,180 31,062
Income from discontinued operations 0 173 0 4,939
Gain from discontinued operations 0 123,418 0 123,418
Income tax expense from discontinued operations 0 (4,545) 0 (4,545)
Net income attributable to iStar Inc. and allocable to common shareholders $ 45,123 $ 179,722 $ 74,180 $ 154,874
Denominator for basic and diluted earnings per share:        
Weighted average common shares outstanding for basic earnings per common share (in shares) 67,932 72,142 67,922 72,104
Add: Effect of assumed shares issued under treasury stock method for restricted stock units (in shares) 127 120 125 119
Add: Effect of joint venture shares (in shares) 0 298 0 298
Add: Effect of series J convertible perpetual preferred stock (in shares) 15,635 15,635 15,635 15,635
Weighted average common shares outstanding for diluted earnings per common share (in shares) 83,694 88,195 83,682 88,156
Basic earnings per common share:        
Income from continuing operations attributable to iStar Inc. and allocable to common shareholders (in dollars per share) $ 0.63 $ 0.81 $ 1.03 $ 0.37
Income from discontinued operations (in dollars per share) 0.00 0.00 0.00 0.07
Gain from discontinued operations (in dollars per share) 0.00 1.71 0.00 1.71
Income tax expense from discontinued operations (in dollars per share) (0.00) (0.06) (0.00) (0.06)
Net income attributable to iStar Inc. and allocable to common shareholders (in dollars per share) 0.63 2.46 1.03 2.09
Diluted earnings per common share:        
Income from continuing operations attributable to iStar Inc. and allocable to common shareholders (in dollars per share) 0.54 0.69 0.89 0.35
Income from discontinued operations (in dollars per share) 0.00 0.00 0.00 0.06
Gain from discontinued operations (in dollars per share) 0.00 1.40 0.00 1.40
Income tax expense from discontinued operations (in dollars per share) (0.00) (0.05) (0.00) (0.05)
Net income attributable to iStar Inc. and allocable to common shareholders (in dollars per share) $ 0.54 $ 2.04 $ 0.89 $ 1.76