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Other Investments (Narrative) (Details) (USD $)
 3 Months Ended 9 Months Ended
Sep. 30, 2014
Sep. 30, 2013
Sep. 30, 2014
Sep. 30, 2013
Dec. 31, 2013
Schedule of Equity Method Investments [Line Items]          
Net proceeds from sales of real estate     $ 319,813,000 $ 360,848,000  
Acquisitions of real estate assets     2,964,000 [1] 8,790,000 [2]  
Equity method investments 304,731,000   304,731,000   197,307,000
Earnings (loss) from equity method investments 49,578,000 4,345,000 76,848,000 34,346,000  
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 207,242,000   207,242,000   62,205,000
Earnings (loss) from equity method investments 33,707,000 [3] (966,000) 35,394,000 [3] 1,755,000  
Net Lease Asset Three | Real estate equity investment 51.9%
          
Schedule of Equity Method Investments [Line Items]          
Number of properties acquired     58    
Acquisitions of real estate assets     200,000,000    
Net Lease Asset Two | Real estate equity investment 51.9%
          
Schedule of Equity Method Investments [Line Items]          
Net proceeds from sales of real estate     10,100,000    
Transfer Mortgage Payable     26,000,000    
Net Lease Asset One | Real estate equity investment 51.9%
          
Schedule of Equity Method Investments [Line Items]          
Net proceeds from sales of real estate     93,700,000    
Land | Real Estate Equity Investment Two
          
Schedule of Equity Method Investments [Line Items]          
iStar's ownership percentage 85.70%   85.70%    
Equity method investments 9,600,000   9,600,000    
Loans receivable, commitments, related party     45,700,000    
Land | Other real estate equity investments
          
Schedule of Equity Method Investments [Line Items]          
Equity method investments 56,300,000   56,300,000   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    
Number of Real Estate Properties Sold       4  
Net Lease | Real Estate Equity Investment Three
          
Schedule of Equity Method Investments [Line Items]          
iStar's ownership percentage 50.00%   50.00%    
Proceeds from Real Estate and Real Estate Joint Ventures     48,100,000    
Earnings (loss) from equity method investments     32,900,000    
Net Lease | Real estate equity investment 51.9%
          
Schedule of Equity Method Investments [Line Items]          
iStar's ownership percentage 51.90%   51.90%    
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 Investment, Summarized Financial Information, Assets 347,600,000   347,600,000    
Equity method investments 127,100,000   127,100,000    
Net Lease | Other real estate equity investments
          
Schedule of Equity Method Investments [Line Items]          
Equity method investments         16,400,000
Operating Properties | Other real estate equity investments
          
Schedule of Equity Method Investments [Line Items]          
Equity method investments 14,200,000   14,200,000   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 4,500,000  
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
          
Schedule of Equity Method Investments [Line Items]          
Payments for funding under loan commitments $ 6,700,000   $ 6,700,000    
Corporate Joint Venture [Member]
          
Schedule of Equity Method Investments [Line Items]          
Noncontrolling interest, ownership percentage by parent   63.00%   63.00%  
Corporate Joint Venture [Member] | Net Lease
          
Schedule of Equity Method Investments [Line Items]          
Noncontrolling interest, ownership percentage by parent   72.00%   72.00%  
[1] During the nine months ended September 30, 2014, the Company purchased two residential units for $3.0 million.
[2] During the nine months ended September 30, 2013, the Company paid $8.8 million to redeem a noncontrolling member's interest.
[3] During the three and nine months ended September 30, 2014, the Company recognized $32.9 million of earnings from equity method investments resulting from asset sales by one of its equity method investees.