Francis William Caulfeild was born in England on August 29, 1843. He was the son of Reverend Edward Warren Caulfeild and Millicent Hellicar. He was educated at Rugby School and Wadham College, Oxford, and spent his early life bringing up his four surviving children (Francis Edward Bunbury Caulfeild died at the age of 2), writing poetry, painting, carving, and travelling. He married Anne Charlotte Eliza Bunbury, daughter of Commander George Bunbury, on June 11, 1868. In 1898, while touring Canada with his daughter (Dorothy Caulfeild [b. 1874, d. March 19, 1948]), he first visited West Vancouver, arriving on the shores of what was then known as Skunk Cove, tucked behind Point Atkinson. Caulfeild bought the property and began his project to develop the community now known as Caulfeild in the style of an English village with a village green, an ivy-covered village church, and winding, narrow lanes following the contours of the land.

Francis William Caulfeild retired to England and died in London on March 6, 1934 at the age of 90. His son, Francis Wade Caulfeild (b. January 25, 1872, d. November 7, 1947), had a distinguished career in the Royal Navy. He married Katherine Ann Hawkshaw, daughter of John Clarke Hawkshaw, on June 18, 1898. Vice-Admiral Francis Wade Caulfeild was decorated with the award of Order of the Crown of Italy. He was Founder and President of the Association of Retired Naval Officers in 1925. He was also invested as a Commander, Order of the British Empire (C.B.E.) in 1936. After his retirement as Vice-Admiral, he and his son Wade Toby Caulfeild (b. June 24, 1902, d. 1991) raised a memorial to Francis Caulfeild in the form of a large, black anchor accompanied by a plaque situated on Pilot House Road in Caulfeild. His other children were Cicely Caulfeild (b. March 14, 1899, d. 1985), and Ann Katharine Caulfeild (b. February 19, 1907, d. 1992). Francis Wade Caulfeild died on November 7, 1947 at the age of 75.

Wade Toby Caulfeild married Philippa Mary Brocklebank, daughter of Captain Henry Cyril Royds Brocklebank, on June 29, 1935. He died in 1991. Wade Toby Caulfeild was educated at Eton College, Eton, Berkshire, England. He was also educated at New College, Oxford University. Wade Toby was a director of the Antofagasta Railway. His children are James Alexander Toby Caulfeild (b. March 30, 1937) and Charlotte Antonia Caulfeild (b. April 17, 1939).

Some members of the Caulfeild family continue to reside in West Vancouver.