Middlebury is a town located in Addison County in the northwestern part of Vermont. It has a population of approximately 8,200 and household median income of approximately $46,000. Neighboring towns include Addison, Cornwall, New Haven, Ripton, and Weybridge. There is one elementary school, one middle school, and one public high school. The town is probably best known for being home to Middlebury College and Otter Creek Brewing. Browse available Middlebury VT real estate below.