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Earnings Per Share (Earnings Allocable to Common Shares) (Details) - USD ($)
$ / shares in Units, shares in Thousands, $ in Thousands
 12 Months Ended
Dec. 31, 2017
Dec. 31, 2016
Dec. 31, 2015
Numerator for basic earnings per share:      
Income (loss) from continuing operations attributable to iStar Inc. and allocable to common shareholders $ (17,433) $ 25,708 $ (67,449)
Income from discontinued operations 4,939 18,264 14,774
Gain from discontinued operations 123,418 0 0
Net income (loss) allocable to common shareholders 110,924 43,972 (52,675)
Numerator for diluted earnings per share:      
Income (loss) from continuing operations attributable to iStar Inc. and allocable to common shareholders (17,433) 25,715 (67,449)
Income from discontinued operations 4,939 18,264 14,774
Gain from discontinued operations 123,418 0 0
Net income (loss) attributable to iStar Inc. and allocable to common shareholders $ 110,924 $ 43,979 $ (52,675)
Denominator for basic and diluted earnings per share:      
Weighted average number of shares, Basic (in shares) 71,021 73,453 84,987
Add: Effect of assumed shares issued under treasury stock method or restricted stock units (in shares) 0 84 0
Add: Effect of joint venture shares (in shares) 0 298 0
Weighted average common shares outstanding for diluted earnings per common share (in shares) 71,021 73,835 84,987
Basic earnings per common share:      
Income (loss) from continuing operations attributable to iStar Inc. and allocable to common shareholders (in dollars per share) $ (0.25) $ 0.35 $ (0.79)
Income from discontinued operations (in dollars per share) 0.07 0.25 0.17
Gain from discontinued operations (in dollars per share) 1.74 0.00 0.00
Earnings per share, basic (in dollars per share) 1.56 0.60 (0.62)
Diluted earnings per common share:      
Income (loss) from continuing operations attributable to iStar Inc. and allocable to common shareholders (in dollars per share) (0.25) 0.35 (0.79)
Income from discontinued operations (in dollars per share) 0.07 0.25 0.17
Gain from discontinued operations (in dollars per share) 1.74 0.00 0.00
Net income (loss) attributable to iStar Inc. and allocable to common shareholders (in dollars per share) $ 1.56 $ 0.60 $ (0.62)
Denominator for basic and diluted earnings per HPU share:      
Weighted average number of HPU share—Basic and diluted (in shares) [1] 0 0 9
Basic and diluted earnings per HPU share:      
Net income (loss) attributable to iStar Inc. and allocable to HPU holders (in dollars per share) [1] $ 0.00 $ 0.00 $ (153.67)
HPU's      
Numerator for basic and diluted earnings per HPU share:      
Income (loss) from continuing operations attributable to iStar Inc. and allocable to HPU holders $ 0 $ 0 $ (1,383)
Income from discontinued operations 0 0 303
Net income (loss) attributable to iStar Inc. and allocable to HPU holders $ 0 $ 0 $ (1,080)
Denominator for basic and diluted earnings per HPU share:      
Weighted average number of HPU share—Basic and diluted (in shares) 0 0 9
Basic and diluted earnings per HPU share:      
Income (loss) from continuing operations attributable to iStar Inc. and allocable to HPU holders $ 0.00 $ 0.00 $ (153.67)
Income from discontinued operations 0.00 0.00 33.67
Net income (loss) attributable to iStar Inc. and allocable to HPU holders (in dollars per share) $ 0.00 $ 0.00 $ (120.00)
[1] All of the Company's outstanding High Performance Units ("HPUs") were repurchased and retired on August 13, 2015 (refer to Note 13).