Two years after finishing his tour of duty in the Occupational Forces in Japan, Damson O'Reilly arrives in Siena, Italy. Sight-unseen at a local auction, he buys an abandoned Tuscan farmhouse in which he aims to write, paint, and start a new life.

The house, passed over at auction, becomes an impulse buy when it's put up for a final time. He's prepared for a semi-ruin, happy to turn his hand to renovating the house - however, what he's totally unprepared for are three dead bodies, one of which he stumbles over when he arrives at La Mensola, the name of his isolated farmhouse on the road between Siena and Montepulciano.

Against the backdrop of a series of grisly murders, The Road to Montepulciano is the story of a young man, still suffering the scars of war, who, despite betrayal of trust and surrounded by a complex web of lies, finds friendship, love and the warmth of community.