UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 13F Form 13F COVER PAGE Report for the Calendar Year or Quarter Ended: December 31, 2005 Check here if Amendment [ ]; Amendment Number: This Amendment (Check only one): [ ] is a restatement. [ ] adds new holdings entries. Institutional Investment Manager Filing this Report: Name: Alleghany Corporation Address: 7 Times Square Tower, 17th Floor New York, NY 10036 Form 13F File Number: 28-1590 The institutional investment manager filing this report and the person by whom it is signed hereby represent that the person signing the report is authorized to submit it, that all information contained herein is true, correct and complete, and that it is understood that all required items, statements, schedules, lists, and tables, are considered integral parts of this form. Person Signing this Report on Behalf of Reporting Manager: Name: Peter R. Sismondo Title: Vice President, Controller, Treasurer and Assistant Secretary Phone: 212-752-1356 Signature, Place, and Date of Signing: /s/ Peter R. Sismondo New York, NY February 10, 2006 ------------------------------------ [City, State] [Date] [Signature] Report Type (Check only one): [X] 13F HOLDINGS REPORT. (Check here if all holdings of this reporting manager are reported in this report.) [ ] 13F NOTICE. (Check here if no holdings reported are in this report, and all holdings are reported by other reporting manager(s).) [ ] 13F COMBINATION REPORT. (Check here if a portion of the holdings for this reporting manager are reported in this report and a portion are reported by other reporting manager(s).) Form 13F SUMMARY PAGE Report Summary: Number of Other Included Managers: 1 Form 13F Information Table Entry Total: 73 Form 13F Information Table Value Total: $795,184 (thousands) List of Other Included Managers: No. Form 13F File Number Name --- -------------------- ---------------------- 2 RSUI Indemnity Company SECURITIES AND EXCHANGE COMMISSIONS FORM 13F INFORMATION PREPARED FOR ALLEGHANY CORPORATION AS OF 12/31/05 COLUMN 6 COLUMN 8 ----------------- ---------------- COLUMN 4 INVESTMENT VOTING -------- COLUMN 5 DISCRETION AUTHORITY COLUMN 1 COLUMN 2 COLUMN 3 MARKET --------------------- ----------------- COLUMN 7 ---------------- ------------------------ -------------- --------- VALUE SHRS OR SH/ PUT/ SOLE SHRD OTHER -------- SOLE SHRD NONE NAME OF ISSUER TITLE OF CLASS CUSIP (X 1000) PRIN AMT PRN CALL (A) (B) (C) MANAGER (A) (B) (C) ------------------------ -------------- --------- -------- ---------- --- ---- ---- ---- ----- -------- ---- ---- ---- FRESH DEL MONTE PRODUCE INC ORD G36738105 2,277 100,000 SH X 2 X FRESH DEL MONTE PRODUCE INC ORD G36738105 1,139 50,000 SH X 1 X MONTPELIER RE HOLDINGS LTD SHS G62185106 1,890 100,000 SH X 1 X AT&T INC COM 00206R102 1,225 50,000 SH X 1 X ALEXANDER & BALDWIN INC COM 014482103 1,085 20,000 SH X 1 X AMERICAN EXPRESS CO COM 025816109 1,287 25,000 SH X 1 X AMERICAN INTL GROUP INC COM 026874107 1,365 20,000 SH X 1 X AMERIPRISE FINL INC COM 03076C106 205 5,000 SH X 1 X ANADARKO PETE CORP COM 032511107 35,531 375,000 SH X 2 X ANADARKO PETE CORP COM 032511107 11,844 125,000 SH X 1 X APACHE CORP COM 037411105 33,404 487,500 SH X 2 X APACHE CORP COM 037411105 11,135 162,500 SH X 1 X APPLERA CORP COM AP BIO GRP 038020903 1,328 50,000 SH X 1 X APPLIED MATLS INC COM 038222105 897 50,000 SH X 1 X AUTODESK INC COM 052769106 1,288 30,000 SH X 1 X BANK OF AMERICA CORPORATION COM 060505104 13,845 300,000 SH X 2 X BANK OF AMERICA CORPORATION COM 060505104 9,230 200,000 SH X 1 X BELO CORP COM SER A 080555105 749 35,000 SH X 1 X BERKSHIRE HATHAWAY INC DEL CL B 084670207 4,494 1,531 SH X 1 X BOEING CO COM 097023105 1,054 15,000 SH X 1 X BURLINGTON NORTHN SANTA FE C COM 12189T104 424,920 6,000,000 SH X 1 X BURLINGTON RES INC COM 122014103 1,724 20,000 SH X 1 X CATERPILLAR INC DEL COM 149123101 1,733 30,000 SH X 1 X CHEVRON CORP NEW COM 166764100 7,380 130,000 SH X 1 X CHUBB CORP COM 171232101 1,465 15,000 SH X 1 X CITIGROUP COM 172967101 3,397 70,000 SH X 2 X CITIGROUP COM 172967101 1,456 30,000 SH X 1 X COCA COLA CO COM 191216100 1,008 25,000 SH X 1 X CONOCOPHILLIPS COM 20825C104 30,545 525,000 SH X 1 X COSTCO WHSL CORP NEW COM 22160K105 1,484 30,000 SH X 1 X COUNTRYWIDE FINANCIAL CORP COM 222372104 3,419 100,000 SH X 2 X COUNTRYWIDE FINANCIAL CORP COM 222372104 1,710 50,000 SH X 1 X DEERE & CO COM 244199105 1,022 15,000 SH X 1 X DEVON ENERGY CORP NEW COM 25179M103 35,179 562,500 SH X 2 X DEVON ENERGY CORP NEW COM 25179M103 11,726 187,500 SH X 1 X DISNEY WALT CO COM DISNEY 254687106 1,079 45,000 SH X 1 X DISCOVERY HOLDING CO CL A COM 25468Y107 167 11,000 SH X 1 X DOMINION RES INC VA NEW COM 25746U109 3,706 48,000 SH X 2 X DOMINION RES INC VA NEW COM 25746U109 1,853 24,000 SH X 1 X DOW CHEM CO COM 260543103 876 20,000 SH X 1 X DU PONT EI DE NEMOURS & CO COM 263534109 1,275 30,000 SH X 1 X EXXON MOBIL CORP COM 30231G102 1,685 30,000 SH X 1 X FEDEX CORP COM 31428X106 1,551 15,000 SH X 1 X GENERAL ELECTRIC CO COM 369604103 1,052 30,000 SH X 1 X GUIDANT CORP COM 401698105 648 10,000 SH X 1 X HARLEY DAVIDSON INC COM 412822108 5,793 112,500 SH X 2 X HARLEY DAVIDSON INC COM 412822108 1,931 37,500 SH X 1 X INTEL CORP COM 458140100 1,248 50,000 SH X 1 X INTERNATIONAL BUSINESS MACHS COM 459200101 986 12,000 SH X 1 X INTUIT COM 461202103 533 10,000 SH X 1 X JEFFERSON PILOT CORP COM 475070108 1,139 20,000 SH X 1 X JOHNSON & JOHNSON COM 478160104 3,005 50,000 SH X 2 X JOHNSON & JOHNSON COM 478160104 3,005 50,000 SH X 1 X KERR MCGEE CORP COM 492386107 11,812 130,000 SH X 2 X KERR MCGEE CORP COM 492386107 6,360 70,000 SH X 1 X LAUDER ESTEE COS INC CL A 518439104 837 25,000 SH X 1 X LIBERTY MEDIA CORP NEW COM SER A 530718105 866 110,000 SH X 1 X LILLY ELI & CO COM 532457108 1,698 30,000 SH X 1 X LYONDELL CHEMICAL CO COM 552078107 2,858 120,000 SH X 2 X LYONDELL CHEMICAL CO COM 552078107 1,906 80,000 SH X 1 X MAGNA INTL INC CL A 559222401 4,797 66,650 SH X 2 X MAGNA INTL INC CL A 559222401 2,401 33,350 SH X 1 X MANPOWER INC COM 56418H100 930 20,000 SH X 1 X MEDTRONIC INC COM 585055106 1,727 30,000 SH X 1 X MERCK & CO INC COM 589331107 23,858 750,000 SH X 1 X MERCK & CO INC COM 589331107 7,953 250,000 SH X 2 X MICROSOFT CORP COM 594918104 1,831 70,000 SH X 1 X MILLIPORE CORP COM 601073109 1,321 20,000 SH X 1 X NEWS CORP LTD SP ADR PFD 652487802 1,089 70,000 SH X 1 X NOBLE ENERGY INC COM 655044105 1,209 30,000 SH X 1 X NORDSTROM INC COM 655664100 1,496 40,000 SH X 1 X NOVARTIS AG SPONSORED ADR 66987V109 1,312 25,000 SH X 1 X OLD REP INTL CORP COM 680223104 3,939 150,000 SH X 1 X PROCTER & GAMBLE CO COM 742718109 1,736 30,000 SH X 1 X ROHM & HAAS CO COM 775371107 1,211 25,000 SH X 1 X SCHLUMBERGER LTD COM 806857108 1,943 20,000 SH X 1 X SIGMA ALDRICH CORP COM 826552101 949 15,000 SH X 1 X 1 SECURITIES AND EXCHANGE COMMISSIONS FORM 13F INFORMATION PREPARED FOR ALLEGHANY CORPORATION AS OF 12/31/05 COLUMN 6 COLUMN 8 ----------------- ---------------- COLUMN 4 INVESTMENT VOTING -------- COLUMN 5 DISCRETION AUTHORITY COLUMN 1 COLUMN 2 COLUMN 3 MARKET --------------------- ----------------- COLUMN 7 ---------------- ------------------------ -------------- --------- VALUE SHRS OR SH/ PUT/ SOLE SHRD OTHER -------- SOLE SHRD NONE NAME OF ISSUER TITLE OF CLASS CUSIP (X 1000) PRIN AMT PRN CALL (A) (B) (C) MANAGER (A) (B) (C) ------------------------ -------------- --------- -------- ---------- --- ---- ---- ---- ----- -------- ---- ---- ---- SONY CORP ADR NEW 835699307 1,020 25,000 SH X 1 X STATE STR CORP COM 857477103 832 15,000 SH X 1 X TEXAS INSTRS INC COM 882508104 641 20,000 SH X 1 X 3M CO COM 88579Y101 1,550 20,000 SH X 1 X UNIVISION COMMUNICATIONS INC CL A 914906102 588 20,000 SH X 1 X WACHOVIA CORP 2ND NEW COM 929903102 1,057 20,000 SH X 1 X WAL MART STORES INC COM 931142103 1,872 40,000 SH X 1 X WASHINGTON POST CO CL B 939640108 574 750 SH X 1 X WELLS FARGO & CO NEW COM 949746101 3,157 50,250 SH X 2 X WELLS FARGO & CO NEW COM 949746101 1,555 24,750 SH X 1 X WEYERHAUSER CO COM 962166104 1,327 20,000 SH X 1 X GRAND TOTAL 795,184 13,062,281 2