Barry was born in Cork but spent part of his youth in Mauritius, where his father John Richard Barry (1801-47) had established himself in commerce.
On his return to Ireland, Barry purchased Lota Lodge, which had formerly belonged to the late James Hugh Smith-Barry, as his family residence. Shortly afterwards he established the Upper Assam Tea Company, a speculation which ultimately proved a failure.
Barry was one of a small minority to divide in favour of The O’Donoghue’s amendment to the queen’s speech, which referred to Irish disaffection, 8 Feb. 1866, and, having voted in favour of the suspension of habeas corpus in Ireland, 17 Feb., opposed its continuation that August. He voted in favour of the abolition of church rates, 7 Mar., and the second reading of the parliamentary oaths amendment bill, 8 Mar., yet appears to have attended a meeting of the Conservative party at Lord Salisbury’s house in Arlington Street later that month.
Late in 1865 Barry purchased a part of the Lota Park estate of Lord Fermoy, but in the following July was forced by the landed estates court to resell land that he had recently purchased from The O’Donoghue MP but failed to pay for.
In December 1866 Barry faced a law suit brought by the Chubwa Tea Company to recover more than 1,000 shares which Barry had created as chairman of the company.
