Top 15 Most Valuable Indian Head Penny 

15. 1859 Indian Head Penny PCGS MS66+ $34,500

14. 1860 Indian Head Penny PCGS MS67+ $52,800

13. 1871 Indian Head Penny PCGS MS66 Red $60,375

12. 1888 Indian Head Penny PCGS MS67 Red $63,250

11. 1865 Indian Head Penny PCGS MS66 Red, Fancy 5 $66,000

10. 1873 Indian Head Penny PCGS MS65 Red And Brown, Doubled Liberty $69,000

9. 1868 Indian Head Penny PCGS MS66+ Red $72,000

8. 1869 Indian Head Penny PCGS MS66+ Red $84,000

7. 1890 Indian Head Penny PCGS MS67+ Red $91,063

6. 1877 Indian Head Penny PCGS PR67 Red $97,570

5. 1897 Indian Head Penny PCGS PR67+ Deep Cameo $108,000

4. 1899 Indian Head Penny PCGS MS68 Red $108,000

3. 1872 Indian Head Penny PCGS MS66 Red $126,500

2. 1877 Indian Head Penny PCGS MS66 Red $146,500

1. 1864 Indian Head Penny PCGS PR65 Snow-PR2, L On Ribbon $161,000