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Other Investments (Narrative) (Details) (USD $)
 3 Months Ended
Mar. 31, 2014
Mar. 31, 2013
Dec. 31, 2013
Schedule of Equity Method Investments [Line Items]      
Net proceeds from sales of real estate $ 157,090,000 $ 107,192,000  
Payments for Contributions to Unconsolidated Entities 22,978,000 1,448,000  
Equity method investments 195,481,000   197,307,000
Earnings (loss) from equity method investments 3,177,000 21,678,000  
Madison International Real Estate Fund IILP
      
Schedule of Equity Method Investments [Line Items]      
iStar's ownership percentage 29.52%    
Madison International Real Estate Fund IIILP
      
Schedule of Equity Method Investments [Line Items]      
iStar's ownership percentage 32.92%    
Madison GP1 Investors LP
      
Schedule of Equity Method Investments [Line Items]      
iStar's ownership percentage 29.52%    
Oak Hill Funds Group 2
      
Schedule of Equity Method Investments [Line Items]      
iStar's ownership percentage 5.92%    
Real estate equity investments
      
Schedule of Equity Method Investments [Line Items]      
Equity method investments 82,546,000   62,205,000
Earnings (loss) from equity method investments 245,000 1,763,000  
Land | Other real estate equity investments
      
Schedule of Equity Method Investments [Line Items]      
Equity method investments 33,300,000   29,800,000
Net Lease
      
Schedule of Equity Method Investments [Line Items]      
Net proceeds from sales of real estate 7,800,000    
Net Lease | Real estate equity investment 51.9%
      
Schedule of Equity Method Investments [Line Items]      
iStar's ownership percentage 51.90%    
Net proceeds from sales of real estate 93,700,000    
Payments for Contributions to Unconsolidated Entities 17,700,000    
Equity method investment, related party ownership percentage 0.60%    
Equity method investment, related party promote fee percentage 50.00%    
Equity Method Investment, Partner Ownership Percentage 47.50%    
Equity method investments 17,100,000    
Net Lease | Other real estate equity investments
      
Schedule of Equity Method Investments [Line Items]      
Equity method investments 16,400,000   16,400,000
Operating Properties | Other real estate equity investments
      
Schedule of Equity Method Investments [Line Items]      
Equity method investments 15,800,000   16,000,000
Operating Properties | Real estate equity investments
      
Schedule of Equity Method Investments [Line Items]      
iStar's ownership percentage 33.00%    
Earnings (loss) from equity method investments   2,500,000  
Minimum | Other real estate equity investments
      
Schedule of Equity Method Investments [Line Items]      
iStar's ownership percentage 31.00%    
Maximum | Other real estate equity investments
      
Schedule of Equity Method Investments [Line Items]      
iStar's ownership percentage 76.00%    
Net Lease Asset
      
Schedule of Equity Method Investments [Line Items]      
Partners' capital account, contributions $ 500,000,000