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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 9 Months Ended
Sep. 30, 2018
Sep. 30, 2017
Sep. 30, 2018
Sep. 30, 2017
Numerator for basic earnings per share:        
Income (loss) from continuing operations attributable to iStar Inc. and allocable to common shareholders $ (18,984) $ (34,530) $ 50,698 $ (7,978)
Income from discontinued operations 0 0 0 4,939
Gain from discontinued operations 0 0 0 123,418
Income tax expense from discontinued operations 0 0 0 (4,545)
Net income (loss) allocable to common shareholders (18,984) (34,530) 50,698 115,834
Numerator for diluted earnings per share:        
Income (loss) from continuing operations attributable to iStar Inc. and allocable to common shareholders (18,984) (34,530) 57,448 (7,978)
Income from discontinued operations 0 0 0 4,939
Gain from discontinued operations 0 0 0 123,418
Income tax expense from discontinued operations 0 0 0 (4,545)
Net income (loss) attributable to iStar Inc. and allocable to common shareholders $ (18,984) $ (34,530) $ 57,448 $ 115,834
Denominator for basic and diluted earnings per share:        
Weighted average common shares outstanding for basic earnings per common share (in shares) 67,975 71,713 67,940 71,972
Add: Effect of assumed shares issued under treasury stock method for restricted stock units (in shares) 0 0 131 0
Add: Effect of series J convertible perpetual preferred stock (in shares) 0 0 15,658 0
Weighted average common shares outstanding for diluted earnings per common share (in shares) 67,975 71,713 83,729 71,972
Basic earnings per common share:        
Income from continuing operations attributable to iStar Inc. and allocable to common shareholders (in dollars per share) $ (0.28) $ (0.48) $ 0.75 $ (0.11)
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 0.00 0.00 1.71
Income tax expense from discontinued operations (in dollars per share) (0.00) (0.00) (0.00) (0.06)
Net income attributable to iStar Inc. and allocable to common shareholders (in dollars per share) (0.28) (0.48) 0.75 1.61
Diluted earnings per common share:        
Income from continuing operations attributable to iStar Inc. and allocable to common shareholders (in dollars per share) (0.28) (0.48) 0.69 (0.11)
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 0.00 0.00 1.71
Income tax expense from discontinued operations (in dollars per share) (0.00) (0.00) (0.00) (0.06)
Net income attributable to iStar Inc. and allocable to common shareholders (in dollars per share) $ (0.28) $ (0.48) $ 0.69 $ 1.61