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Other Investments (Narrative) (Details) (USD $)
 3 Months Ended 6 Months Ended
Jun. 30, 2014
Jun. 30, 2013
Jun. 30, 2014
Jun. 30, 2013
Dec. 31, 2013
Schedule of Equity Method Investments [Line Items]          
Document Period End Date     Jun. 30, 2014    
Net proceeds from sales of real estate     $ 204,236,000 $ 260,937,000  
Payments for contributions to unconsolidated entities     30,561,000 3,248,000  
Equity method investments 232,077,000   232,077,000   197,307,000
Earnings (loss) from equity method investments 24,093,000 8,323,000 27,270,000 30,001,000  
Madison International Real Estate Fund IILP
          
Schedule of Equity Method Investments [Line Items]          
iStar's ownership percentage 29.52%   29.52%    
Madison International Real Estate Fund IIILP
          
Schedule of Equity Method Investments [Line Items]          
iStar's ownership percentage 32.92%   32.92%    
Madison GP1 Investors LP
          
Schedule of Equity Method Investments [Line Items]          
iStar's ownership percentage 29.52%   29.52%    
Oak Hill Funds Group 2
          
Schedule of Equity Method Investments [Line Items]          
iStar's ownership percentage 5.92%   5.92%    
Real estate equity investments
          
Schedule of Equity Method Investments [Line Items]          
Equity method investments 98,204,000   98,204,000   62,205,000
Earnings (loss) from equity method investments 1,442,000 957,000 1,687,000 2,721,000  
Land | Real Estate Equity Investment Two [Member]
          
Schedule of Equity Method Investments [Line Items]          
iStar's ownership percentage 85.70%   85.70%    
Equity method investments 9,500,000   9,500,000    
Loans receivable, commitments, related party     45,700,000    
Land | Other real estate equity investments
          
Schedule of Equity Method Investments [Line Items]          
Equity method investments 39,900,000   39,900,000   29,800,000
Land | Real estate equity investments
          
Schedule of Equity Method Investments [Line Items]          
iStar's ownership percentage   47.50%   47.50%  
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%   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%   0.60%    
Equity method investment, related party promote fee percentage 50.00%   50.00%    
Equity method investment, partner ownership percentage 47.50%   47.50%    
Equity method investments 17,300,000   17,300,000    
Net Lease | Other real estate equity investments
          
Schedule of Equity Method Investments [Line Items]          
Equity method investments 16,400,000   16,400,000   16,400,000
Operating Properties | Other real estate equity investments
          
Schedule of Equity Method Investments [Line Items]          
Equity method investments 15,100,000   15,100,000   16,000,000
Operating Properties | Real estate equity investments
          
Schedule of Equity Method Investments [Line Items]          
iStar's ownership percentage 33.00%   33.00%    
Earnings (loss) from equity method investments     300,000 4,000,000  
Minimum | Other real estate equity investments
          
Schedule of Equity Method Investments [Line Items]          
iStar's ownership percentage 31.00%   31.00%    
Maximum | Other real estate equity investments
          
Schedule of Equity Method Investments [Line Items]          
iStar's ownership percentage 76.00%   76.00%    
Net Lease
          
Schedule of Equity Method Investments [Line Items]          
Partners' capital account, contributions 500,000,000   500,000,000    
Loans Receivable and Other Lending Investments, Net | Land | Real Estate Equity Investment Two [Member]
          
Schedule of Equity Method Investments [Line Items]          
Payments for funding under loan commitments $ 1,900,000   $ 1,900,000