Fr. 2220-J $5,000 1928 Federal Reserve Note. PMG Extremely Fine 40.
One of only a paltry two 1928 Kansas City $5,000s listed in Track & Price, this extreme rarity was acquired by Heritage consigner from the Taylor Family collection in February 2005. It was unique then as listed in Small Sized High Denomination Notes .

Note was purchased 9/24 for $228,000.

 Fr. 377 $100 1890 Treasury Note PMG Very Fine 20.
Watermelon Hundreds as well as their rarer cousins Grand Watermelons have always held a special fascination for collectors. This particular note is rather good-looking for the grade. Although it has been restored, as is noted on the PMG holder, the restoration is difficult to detect and of virtually no consequence. 

Note was purchased 9/24 for $114,000.

 Fr. 167a $100 1863 Legal Tender PMG Very Fine 30.
The iconic $100 Legal Tender Spread Eagle design is found on Friedberg numbers 165-67b. Track & Price has recorded only 52 different serial numbers for those six Friedberg numbers with Fr. 167a having a population of 23. Five of the 23 are locked away in government or institutional collections leaving even fewer notes for collectors to pursue. 

Note purchased  5/24 for $90,000