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Town of Hillsboro
  • Hillsboro, VA 20132
In Hillsboro, where the most contemporary structure dates to the late 1800s, some 100 residents call this tiny town home. The second smallest town in Virginia in geographic size, Hillsboro is also the commonwealth's fourth smallest in population. Renovations and additions to the vintage homes reflect careful thought by the homeowners and skilled craftsmen to make the new look old in this little town that was once known as the "Gap in the Short Hill," after the nearby Short Hill Mountains.