1789: The Monticello Distilling Co. was established.
1868: The distillery was practically destroyed by flood waters washing over Jones Falls to the north of the city.
1897: The MD State Tax Commissioner reports that the taxable value of distilled spirits for this year was $188,944. The distillery was being owned or operated by the Monticello Distilling Co., Jacob B Cahn, Secretary .
1899: The distillery was acquired by the Trust.
1905: The MD State Tax Commissioner reports that the taxable value of distilled spirits for this year was $343,236. Monticello Distilling Co. were operators.
1907: The taxable value of distilled spirits for this year was $392,008. The distillery was still owned or operated by Monticello Distilling Co.
1909: The taxable value of distilled spirits for the Monticello Distilling Co. for this year was $355,520.