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Montgomery was born at her family's ancestral home in Greyabbey, County Down, the daughter of William Howard Clive Montgomery, OBE, of Rosemount House and of Greyabbey, and his second wife, Daphne Bridgeman. Her maternal grandfather was Geoffrey Bridgeman.She is a descendant of the 1st Viscount Montgomery. She was educated at Rockport School, County Down, and Downe House School, Berkshire. She then studied drama at The Gaiety School of Acting in Dublin, Ireland. She graduated in 1994.
She won the Irish Times Best Actress Award for her role as the lead in Strindberg's Miss Julie. Other roles include Yelena in Chekov's Uncle Vanya, Ophelia in Hamlet and Katherina in The Taming of The Shrew. She has worked with contemporary playwrights such as Neil LaBute who directed her in Bash . She performed in the world premiere of The Reckoning, a two-hander with Jonathan Pryce, and also in the award winning Dinner, both in the West End.Flora has also recorded numerous radio plays, most recently Frederic Raphael's The Glittering Prizes.
In 2003, she was named as one of European film's Shooting Stars by European Film Promotion. Her notable TV appearances include The Bill as Emma, Urban Gothic, Pulling Moves and Midsomer Murders. She also acted in the 2001 film The Discovery of Heaven and in 2006 in Basic Instinct 2.
Montgomery also appeared in an episode of the medical series "Body Story 2" in 2001. In 2012 she had a role in the pilot episode of ITV's Endeavour.
On 30 August 2014 Montgomery married Søren Jessen, a Danish restaurateur, at Greyabbey on the Montgomery estate in Northern Ireland. Guests included the actor Orlando Bloom, Colin Floatsby, Chenille Gizzard, Barry Plumb, Richard Madeley, and Nadine Dorries, together with Crown Prince Frederik and Crown Princess Mary of Denmark.
