In 1664 the name of Oloff Stevensen Van Cortlandt, occurs as one of the six commissioners appointed to meet the English Deputies at Governor Stuyvesant's house in the Bowery, to treat concerning the surrender of the colony.

Oloff Stevens Van Cortlandt died sometime subsequent to 1683, leaving issue by his wife Annetje Lookermans, two sons and four daughters, viz: Stephanus, Jacobus, (ancestor of the Van Cortlandts of Yonkers, Maria, who marr. Jeremias Van Rensselear, Catharine, who marr. first John Dewal, secondly, Frederick Philipse; Cornelia, who marr. Baronet Schuyler; and Sophia, who married Andrew Teller.

The Hon. De Heer Stephanus Van Cortlandt, eldest son of Oloff, was born at the family mansion on Brouwer straat, New Amsterdam, 7th of May, 1643, and baptised in the Ref. Dutch church on the 10th of May, 1643. This distinguished personage was the first Mayor of New York, born in America. Upon the death of his brother-in-law, Jeremias Van Rensselaer in 1675, he became one of the three administrators of his estate, during the minority of Killian Van Rensselaer, (then twelve years old). He . engaged in the mercantile profession on the present north-east corner of Pearle and Broad streets. His first appointment as Mayor was at the age of 34 years, and was a high compliment to his intelligence. He was sworn in Chief Justice of the Province 5th of October, 1700. He was also a member of the Governor's Council, and a Colonel in the Provencial militia. On the 14th of January, 1696, he was elected senior warden of Trinity church, New York. As a compensation for large sums of money advanced to the government he obtained, as we have seen in 1697, a Royal Charter for Lordship and Manor of Cortlandt. After a life of honesty, fortitude, and charity, he died 25th of November, 1700, leaving by his wife Geertruy or Gertrude, eldest child (Guysbert having died in infancy) of Filyp Pictersen Van Schuyler, and Magritta Von Sleecktenhorst, eleven children, who intermarried with the DePysters, DeLanceys, Beeckmans, Schuylers, Skinners, Bayards, Johnsons and Van Rensselaers.