Rare items belonging to the late full-back are set to go under the hammer including the shirt he wore on his international debut
Brennan, who died in 2000, was the first-ever second-generation player to pull on the green shirt. Born in Manchester of Carlow parents, he made his debut for the national team against Spain in a crucial World Cup qualifier in 1965 with that shirt expected to fetch €1,500 at the September auction.
Auctioneers Mealy's are conducting the sale of Brennan's memorabilia which also includes a watch given to him by Manchester United team-mate George Best. The watch inscribed 'Shay – Best Wishes – George' was given to Brennan as a gift by the Belfast legend after Best had borrowed a timepiece from his team-mate only to lose it.
Along with Tony Dunne, Brennan was the first Irish player to win a European Cup winner's medal when the Red Devils triumphed at Wembley in 1968. Brennan's boots from the European Cup final win over Benfica are expected to fetch between €700 - €900.
However, it is his number two shirt he wore for Ireland against Spain in his international debut which is expected to attract the most interest. Ireland defeated the then European Champions 1-0 at Dalymount Park but lost the return leg in Seville 4-1. Aggregate scores weren't used in that era so a play-off match between the sides was played in Paris which Ireland narrowly lost 1-0 thus ending their dreams of reaching the 1966 World Cup.
Brennan departed Manchester United in 1970 and wound his career down with Waterford United where he was player-manager. He passed away in 2000 at the age of 63.