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Earnings Per Share (Schedule of Earnings Per Share) (Details 1) (USD $)
 3 Months Ended 9 Months Ended
Sep. 30, 2014
Sep. 30, 2013
Sep. 30, 2014
Sep. 30, 2013
Anti-dilutive shares        
Income (loss) from continuing operations $ 7,700,000 [1] $ (42,086,000) [1] $ (43,745,000) [1] $ (161,265,000) [1]
Net (income) loss attributable to noncontrolling interests 412,000 (167,000) (367,000) 332,000
Income from sales of real estate 27,791,000 14,075,000 61,465,000 72,092,000
Preferred dividends 12,830,000 12,830,000 38,490,000 36,190,000
Income (loss) from continuing operations attributable to iStar Financial Inc. and allocable to common shareholders, HPU holders and Participating Security Holders for basic earnings per common share 23,073,000 [2] (41,008,000) (21,137,000) (125,031,000)
Income (Loss) from Continuing Operations Attributable to Parent and Available to Common Shareholders HPU Holders and Participating Security Holders, Diluted 28,212,000 [2] (41,008,000) (21,137,000) (125,031,000)
Undistributed earnings (loss) allocated to participating securities, basic 2      
Undistributed earnings (loss) allocated to participating securities, diluted 2      
1.50% convertible senior unsecured notes
        
Anti-dilutive shares        
Dilutive Securities, Effect on Basic Earnings Per Share, Dilutive Convertible Securities 1,124,000 [3] 0 0 0
3.00% convertible senior unsecured notes
        
Anti-dilutive shares        
Dilutive Securities, Effect on Basic Earnings Per Share, Dilutive Convertible Securities 1,765,000 [3] 0 0 0
Series J convertible perpetual preferred stock
        
Anti-dilutive shares        
Dilutive Securities, Effect on Basic Earnings Per Share, Dilutive Convertible Securities $ 2,250,000 $ 0 $ 0 $ 0
[1] Income (loss) from continuing operations attributable to iStar Financial Inc. was $8.1 million and $(44.1) million for the three and nine months ended September 30, 2014, respectively, and $(42.3) million and $(160.9) million for the three and nine months ended September 30, 2013, respectively. See Note 13 for details on the calculation of earnings per share.
[2] For the three months ended September 30, 2014, includes income from continuing operations allocable to Participating Security Holders of $2 and $2 on a basic and dilutive basis, respectively.
[3] For the three months ended September 30, 2014, includes interest expense, amortization of fees, and other changes in income or loss that would result from the assumed conversion.