Middleburg, VA

Middleburg is a picturesque town in southern Loudoun County, known across the country as the heart of Virginia's horse and hunt country. Home to around 700 residents, the town maintains an intimate, unhurried pace surrounded by scenic horse farms and rolling pastures. Washington Street serves as the central hub, lined with preserved 18th-century buildings, local coffee shops, independent boutiques, and historic taverns. It appeals to homebuyers looking for scenic country living paired with genuine small-town character.

ATTRFamartin / CC BY-SA 4.0

Despite its small footprint, Middleburg has plenty going on throughout the year, from steeplechase races and equestrian events to visits at the National Sporting Library and Museum and nearby vineyards. Local students attend Loudoun County Public Schools, with several well-known private academies in the surrounding area as well. Route 50 runs directly through town, giving residents a straightforward connection east toward Dulles Airport, Leesburg, and the broader Northern Virginia job market.