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Real Estate (Dispositions) (Details) (USD $)
 3 Months Ended 12 Months Ended
Mar. 31, 2012
Dec. 31, 2013
Dec. 31, 2012
Dec. 31, 2011
Dec. 31, 2013
Net Lease
property
Dec. 31, 2013
Commercial Operating Properties
property
Dec. 31, 2012
Commercial Operating Properties
Dec. 31, 2011
Commercial Operating Properties
Dec. 31, 2013
Land
property
Dec. 31, 2012
Land
Dec. 31, 2011
Land
Dec. 31, 2013
Condominium Units
Dec. 31, 2012
Condominium Units
Dec. 31, 2011
Condominium Units
Dec. 31, 2012
Net Lease
Dec. 31, 2011
Net Lease
Dec. 31, 2013
Portfolio Lease Asset Sale
Net Lease
Dec. 31, 2012
Portfolio Lease Asset Sale
Net Lease
property
Dec. 31, 2011
Portfolio Lease Asset Sale
Net Lease
Dec. 31, 2010
Portfolio Lease Asset Sale
Net Lease
property
Dec. 31, 2013
Real estate equity investments
Land
Dec. 31, 2013
Land
Dec. 31, 2013
Real estate equity investment 75.6%
Land
Dec. 31, 2013
Real estate equity investment 50.0%
Land
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]                                                
Proceeds from sale of other real estate                       $ 269,700,000 $ 319,300,000 $ 154,000,000                    
Income from sale of residential property 27,900,000 86,658,000 63,472,000 5,721,000         600,000     82,600,000 63,500,000 5,700,000                    
Property sold, aggregate, carrying value         18,700,000 72,600,000 29,300,000 17,900,000 14,800,000 72,100,000 9,500,000       9,800,000 34,100,000   105,700,000     21,400,000 18,900,000    
iStar's ownership percentage                                         47.50%   75.60% 50.00%
Gain (loss) on disposition of property           18,600,000     600,000                       3,400,000      
Loss on transfer of interest to unconsolidated subsidiary   7,373,000 0 0                                     7,400,000  
Property contributed, aggregate, carrying value                                             24,100,000 2,800,000
Net gain on sale of net lease assets         2,200,000                   2,400,000 3,200,000   24,900,000 22,200,000          
Number of real estate properties sold         5 6     3                 12   32        
Property subject to or available for operating lease transferred aggregate carrying value                                 8,700,000              
Mezzanine loans provided to purchaser of net lease assets     $ 50,800,000