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Real Estate (Dispositions) (Details) (USD $)
 3 Months Ended 6 Months Ended
Jun. 30, 2014
Jun. 30, 2013
Jun. 30, 2014
Jun. 30, 2013
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]        
Income from sale of residential property $ 17,180,000 $ 34,319,000 $ 33,674,000 $ 58,016,000
Land sales revenue 4,487,000 0 8,630,000 0
Land cost of sales 3,611,000 0 7,265,000 0
Property sold, aggregate, carrying value     6,700,000  
Net proceeds from sales of real estate     204,236,000 260,937,000
Net Lease
        
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]        
Number of Real Estate Properties Sold       3
Property sold, aggregate, carrying value       13,500,000
Net proceeds from sales of real estate     7,800,000  
Impairment of long-lived assets to be disposed of     3,000,000  
Gain (loss) on sale of leased assets, net, operating leases       3,400,000
Commercial Operating Properties
        
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]        
Number of Real Estate Properties Sold       3
Property sold, aggregate, carrying value       43,200,000
Gain (loss) on disposition of property       9,900,000
Land
        
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]        
Property sold, aggregate, carrying value       5,500,000
Condominium Units
        
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]        
Proceeds from sale of other real estate     94,800,000 164,100,000
Income from sale of residential property     33,700,000 54,600,000
Real estate equity investment 51.9% | Net Lease
        
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]        
Net proceeds from sales of real estate     93,700,000  
iStar's ownership percentage 51.90%   51.90%  
Real estate equity investment 51.9% | Land
        
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]        
Property contributed, aggregate, carrying value     9,500,000  
Real Estate Equity Investment Two [Member] | Land
        
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]        
iStar's ownership percentage 85.70%   85.70%  
Real estate equity investments | Land
        
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]        
Property sold, aggregate, carrying value       21,400,000
iStar's ownership percentage   47.50%   47.50%
Gain (loss) on disposition of property       $ 3,400,000
Master Planned Community [Member] | Residential Real Estate
        
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]        
Number of Real Estate Properties Sold     2