The Mackeys are embarking on their dream to start a career as winemakers, while building a new home and vineyard on the site of an old cattle ranch in northern Virginia. They plan to keep their full-time event planning jobs in the meantime, while building their timber frame home and planting their first crop. Sadly, they learn that they must demolish the 200 year old house on their property because it is beyond repair. While originally hoping to have renovated it, they now must deal with demolition, excavation of an old well system and clearing the site of debris. On top of all that, they encounter a delay in getting a building permit for the new structure, along with other surprising news.