[1] As part of the end of the American Revolutionary War, the 1783 Treaty of Paris transferred Great Britain's possession of Florida to Spain in return for ownership of the Bahamas, which at the time included Turks and Caicos.

Many of the Loyalist settlers in Florida did not want to live under Spanish rule and received compensatory land in Turks and Caicos.

Stubbs named the plantation after his home county and began to grow sisal and sea island cotton.

[4] At its peak of operations, Cheshire Hall consisted of approximately 5,000 acres and was worked by hundreds of slaves.

[5] However, low water availability and pest infestations diminished the plantation and Thomas eventually sold the land to his brother in 1810.