Deck Builder in New Windsor, NY

The region was originally inhabited by the Munsee people, part of the Lenape confederation. The first European settlers were colonists from Scotland who arrived in 1685. New Windsor was founded by the General Assembly of New York on April 5, 1763.

Settlement rights in the area that now encompasses the town were obtained from the Munsee by Governor Thomas Dongan, who encouraged the settlement of a party of Scottish colonists led by David Toshack, the Laird of Monzievaird, and his brother-in-law Major Patrick McGregorie. They arrived in 1685 and settled in the area overlooking the Hudson River near Moodna Creek. McGregorie is said to have built a cabin north of the creek on Conwanham’s Hill at Plum Point, while Toshack set up a trading post south of the creek on Sloop Hill. In June 1685, Governor Dongan appointed McGregorie Muster-Master of Militia for the City and Province of New York.

A rival claim was obtained in 1694 by Captain John Evans of HMS Richmond, who was granted powers and privileges as lord of the manor. The next governor, the Earl of Bellomont, decided that this was unfair to the settlers, and had the Evans grant annulled in 1699. An additional patent of 1,000 acres was issued in 1709 to William Chambers and William Southerland. Around 1709, the portion of the town nearest the Hudson River was organized under the Precinct of the Highlands (Ulster County), remaining thus until 1743. In 1762, separate precincts were created for the Town of New Windsor and Newburgh.