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Common Shareholders' Equity (Details) (USD $)
In Millions, except Share data, unless otherwise specified
12 Months Ended
Dec. 31, 2012
Dec. 31, 2011
Dec. 31, 2010
Aug. 26, 2010
Nov. 17, 2006
Common Shares Repurchased and Retired [Abstract]          
Authorized repurchase of common shares 2,600,000       1,000,000
Additional authorized repurchase of common shares 1,000,000     600,000  
Shares remaining under share repurchase authorization 685,496,000        
Common shares repurchased and retired during the period 1,329,640 646,502 687,871    
Number of Modified Dutch Auction 2        
Value of common shares repurchased and retired during the period $ 669.1 $ 253.0 $ 225.5    
Value of each common share repurchased and retired during the period (in dollars per share) $ 503 $ 390 $ 328    
Common Shares Issued [Abstract]          
Common shares issued, total (in shares) 44,054 29,432 23,050    
Share-based Compensation Arrangement by Share-based Payment Award, Options, Exercises in Period     2,400    
Shares issued in satisfaction of options exercised (in shares) 32,160 27,250 19,750    
Shares issued to directors (in shares) 1,617 2,182 900    
Dividends, Common Stock [Abstract]          
Cash dividends declared and paid 6.6 8.0 8.8    
Dividends delared and paid (in dollars per share)   $ 1 $ 1    
General Board Authorization
         
Common Shares Repurchased and Retired [Abstract]          
Common shares repurchased and retired during the period 502,801 313,967 677,125    
Value of common shares repurchased and retired during the period 256.0 114.0 222.0    
Value of each common share repurchased and retired during the period (in dollars per share) $ 508 $ 364 $ 264    
Tender Offer
         
Common Shares Repurchased and Retired [Abstract]          
Common shares repurchased and retired during the period 816,829 332,346      
Value of common shares repurchased and retired during the period 408.6 138.8      
Value of each common share repurchased and retired during the period (in dollars per share) $ 500 $ 418      
Shares Repurchased For Employee Benefit Plan [Member]
         
Common Shares Repurchased and Retired [Abstract]          
Common shares repurchased and retired during the period 10,010 189 10,746    
Non-controlling Interests
         
Common Shares Repurchased and Retired [Abstract]          
Value of common shares repurchased and retired during the period 0 0 0    
Total Equity includes Noncontrolling Interest [Member]
         
Common Shares Repurchased and Retired [Abstract]          
Value of common shares repurchased and retired during the period 669.1 253.0 225.6    
White Mountains | Common shares and paid-in surplus
         
Common Shares Repurchased and Retired [Abstract]          
Value of common shares repurchased and retired during the period 221.3 107.2 112.4    
White Mountains | Retained earnings
         
Common Shares Repurchased and Retired [Abstract]          
Value of common shares repurchased and retired during the period 447.8 145.8 113.2    
White Mountains | AOCI, after-tax
         
Common Shares Repurchased and Retired [Abstract]          
Value of common shares repurchased and retired during the period 0 0 0    
White Mountains | Common shareholders’ equity
         
Common Shares Repurchased and Retired [Abstract]          
Value of common shares repurchased and retired during the period $ 669.1 $ 253.0 $ 225.6