Could this be him
The Toronto Daily Star - 14, Jan. 1929 – page 21
JOHN CONBOY IS DEAD
WAS PIONEER RESIDENT
Built First House on Ossington Ave. and did First Road Work
Another of the older residents of the city, John Conboy, 1121 Ossington Ave., died on Saturday. Deceased was in his 91st year and had lived most of his life in Toronto.
Born in Sligo, Ireland, the son of an Irish schoolmaster, he emigrated at an early age. It was in the days of the old sailing vessels, which required weeks to make the voyage, that James Conboy came to America. Landing in New York, the deceased decided that he wanted to live under the British flag and made his way to Canada.
After a few years in Sarnia the deceased came to Toronto and took up his residence in the district known as Dovercourt and now part of the city of Toronto. Sixty-two years ago he married Sarah Smith, a niece of the late Ald. Thomas Downey. She predeceased him two years ago.
Mr. Conboy had the distinction of building the first house on Ossington Ave, and also doing the first road work on that street.
The deceased was very interest in church work and was one of those instrumental in the building of the old Dovercourt church. Mr. Conboy also contributed the site and loaned money for the construction of the Westmoreland church, of which he was a member from that time until his death.
Takng an active interest in municipal life and civic elections, the deceased had for his personal friends well-known public men
For 70 years Mr. Conboy was associated with the Loyal Orange Association and until recently marched with the Clarke Wallace lodge on July 13.
The survivors are one daughter, Mrs. W. H. C. Summerfeldt, and four sons, Thomas E. Conboy, James H. Conboy, Dr. R. S. Conboy and Dr. Fred J. Conboy. Eleven grandchildren and four great-grandchildren also survive.

The Globe - 14 Jan 1929: page 19.
LATE JAMES CONBOY WAS LINK WITH PAST
Well-Known Resident Passes Away in His 92nd Year
A link with the days when sailing vessels brought passengers to Canada and the United States was severed Saturday evening when the death occurred from pneumonia of James Conboy, 1121 Ossington Avenue, aged 91 years. Conboy Park was the family homestead. Born in Sligo, Ireland, the son of a schoolmaster, he crossed the ocean in a sailing vessel. On his arrival in New York he was offered what appeared to him to be a very large sum of money to remain in the United States. He preferred, however, to live under the British flag and came to Canada.
He lived for a few years with relatives near Sarnia and then moved to Toronto. Sixty-two years ago he married Sarah Smith, a niece of the late Alderman Thomas Downey, and they went to live in the district afterward known as Dovercourt. They were among the earliest settlers in this neighborhood and Mr. Conboy built the first house on Ossington Avenue between Davenport Road and Bloor Street. He also did the first road work on Ossington Avenue.
For seventy years Mr. Conboy was associated with the Loyal Orange Association and until recently marched with the Clarke Wallace Lodge on the Twelfth of July.
Although in his ninety-first year he was in full possession of all his faculties. His ready Irish wit won for him a large circle of friends and they delighted to listen as he recounted many of his experiences and told them the early history of the city.
Mr. Conboy’s wife predeceased him nearly two years ago. He leaves on daughter, Mrs. W. H.C. Summerfeldt, and four sons, Thomas E. Conboy, James H. Conboy, Dr. R. S. Conboy and Dr. Fred J. Conboy, Provincial Director of Dental Clinics; eleven grandchildren and four great-grandchildren

New York, Emigrant Savings Bank Records, 1850-1883 for Anne Jane Conboy

it also seems he had a sister Anne Jane who also went to NY in 1859

Thank you for this information. I just recently became aware of these articles, thanks to a kind volunteer. I was aware of the New York Emigrant bank records. Also there was a sister Margaret listed in 1859.
Thanks again. I am happy to have found this site and I am willing to help others when I can.