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Quarterly Financial Information (Unaudited) (Details) (USD $) In Thousands, except Per Share data, unless otherwise specified | 3 Months Ended | 12 Months Ended | 3 Months Ended |  |  | 3 Months Ended | 12 Months Ended
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Dec. 31, 2013 | Sep. 30, 2013 | Jun. 30, 2013 | Mar. 31, 2013 | Dec. 31, 2012 | Sep. 30, 2012 | Jun. 30, 2012 | Mar. 31, 2012 | Dec. 31, 2013 | Dec. 31, 2012 | Dec. 31, 2011 | Dec. 31, 2012 Unsecured Notes 8.625% senior notes | Dec. 31, 2013 Unsecured Notes 8.625% senior notes | May 31, 2013 Unsecured Notes 8.625% senior notes | Mar. 31, 2012 Madison Funds | Dec. 31, 2013 Madison Funds | Dec. 31, 2012 Madison Funds | Dec. 31, 2011 Madison Funds
Quarterly Financial Information Disclosure [Abstract] |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |
Revenue(1) | $ 101,073 | [1] | $ 95,696 | [1] | $ 99,919 | [1] | $ 94,102 | [1] | $ 96,421 | [1],[2] | $ 93,462 | [1],[2] | $ 106,886 | [1],[2] | $ 100,770 | [1],[2] | $ 390,790 |  | $ 397,539 |  | $ 462,465 |  |  |  |  |  |  |  |
Net income (loss) | (45,992) |  | (18,590) |  | (14,398) |  | (32,253) |  | (79,948) | [2] | (64,306) | [2] | (51,129) | [2] | (46,048) | [2] | (111,233) |  | (241,430) |  | (25,693) |  |  |  |  |  |  |  |
Earnings per common share data: |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |
Net income (loss) attributable to iStar Financial Inc. | (47,043) |  | (18,757) |  | (14,087) |  | (32,064) |  | (79,810) | [2] | (63,640) | [2] | (50,407) | [2] | (46,073) | [2] | (111,951) |  | (239,930) |  | (22,064) |  |  |  |  |  |  |  |
Basic and diluted (in dollars per share) | $ (0.68) |  | $ (0.36) |  | $ (0.31) |  | $ (0.49) |  | $ (1.04) | [2] | $ (0.86) | [2] | $ (0.70) | [2] | $ (0.66) | [2] | $ (1.83) | [3] | $ (3.26) | [3] | $ (0.70) | [3] |  |  |  |  |  |  |
Weighted average number of common shares—basic and diluted | 84,617 |  | 85,392 |  | 85,125 |  | 84,824 |  | 83,674 | [2] | 83,629 | [2] | 84,113 | [2] | 83,556 | [2] | 84,990 | [3] | 83,742 | [3] | 88,688 | [3] |  |  |  |  |  |  |
Earnings per HPU share data: |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |
Net income (loss) attributable to iStar Financial Inc. | (1,939) |  | (1,016) |  | (866) |  | (1,381) |  | (2,966) | [2] | (2,436) | [2] | (1,991) | [2] | (1,861) | [2] |  |  |  |  |  |  |  |  |  |  |  |  |
Basic and diluted (in dollars per share) | $ (129.26) |  | $ (67.73) |  | $ (57.74) |  | $ (92.07) |  | $ (197.73) | [2] | $ (162.40) | [2] | $ (132.73) | [2] | $ (124.07) | [2] | $ (346.80) | [3],[4] | $ (616.87) | [3],[4] | $ (133.13) | [3],[4] |  |  |  |  |  |  |
Weighted average number of HPU shares—basic and diluted | 15 |  | 15 |  | 15 |  | 15 |  | 15 | [2] | 15 | [2] | 15 | [2] | 15 | [2] | 15 | [3],[4] | 15 | [3],[4] | 15 | [3],[4] |  |  |  |  |  |  |
Quarterly Financial Information [Line Items] |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |
Gain (loss) on early extinguishment of debt, net |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | (33,190) |  | (37,816) |  | 101,466 |  | 31,000 |  |  |  |  |  |
Stated interest rate |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 8.625% | 8.625% | 8.625% |  |  |  |
Income from sales of residential property |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 27,900 |  | 86,658 |  | 63,472 |  | 5,721 |  |  |  |  |  |  |  |
Earnings (loss) from equity method investments |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | $ 41,520 |  | $ 103,009 |  | $ 95,091 |  |  |  |  | $ 13,700 | $ 14,796 | $ 10,246 | $ 3,641
[1] | During the quarter ended December 31, 2012, the Company recorded a loss on early extinguishment of debt of $31.0 million primarily related to a prepayment penalty on the early repayment of 8.625% Senior Notes, as well as a loss due to the acceleration of unamortized fees and discounts related to the refinancing of the 2011 Secured Credit Facilities (see Note 8). The Company also recorded $27.9 million related to Income from sales of residential property. During the quarter ended March 31, 2012, the Madison Funds recorded a significant gain related to the sale of an investment for which the Company recorded its $13.7 million proportionate share.
[2] | All periods have been adjusted to reflect the impact of properties sold during 2013 and 2012 and properties classified as held for sale as of December 31, 2013, which are reflected in "Income (loss) from discontinued operations on the Consolidated Statements of Operations.(2)During the quarter ended December 31, 2012, the Company recorded a loss on early extinguishment of debt of $31.0 million primarily related to a prepayment penalty on the early repayment of 8.625% Senior Notes, as well as a loss due to the acceleration of unamortized fees and discounts related to the refinancing of the 2011 Secured Credit Facilities (see Note 8). The Company also recorded $27.9 million related to Income from sales of residential property. During the quarter ended March 31, 2012, the Madison Funds recorded a significant gain related to the sale of an investment for which the Company recorded its $13.7 million proportionate share.
[3] | Income (loss) from continuing operations attributable to iStar Financial Inc. for the years ended December 31, 2013, 2012 and 2011 was $(221.5) million, $(313.2) million and $(47.4) million, respectively. See Note 13 for details on the calculation of earnings per share.
[4] | HPU holders are current and former Company employees who purchased high performance common stock units under the Company's High Performance Unit Program (see Note 11).

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