Oakley’s residence, which sits grandly amid the undulating pastures of the Northern Virginia countryside, is a sophisticated and well-preserved country house in the Italian Villa style, which was infrequently employed in the region. Completed in 1857, the house retains a romanticism symbolic of the lifestyle of its first owner, Richard Henry Dulany. Dulany was the founder of the Upperville Colt and Horse Show, the oldest in the country and a focal point of equestrian activity in Virginia’s hunt country. Cavalry skirmishes took place on the Oakley property in the Civil War, and the house was occupied successively by Confederate and Union troops. The architecturally conspicuous rear veranda was given its intermediate balcony in recent years by the owner, Mrs. Archibald Cary Randolph, who maintained the Fauquier County estate as a leading horse farm.