Home in Middlebury Vermont Browse homes for sale in Middlebury, VT. Contact Greentree Real Estate online or call 802-453-5232 with any questions or to schedule a private showing. Register with our site to stay up-to-date on your favorite Middlebury real estate listings. The quaint New England town of Middlebury is the shire town of Addison County. The community is home to Middlebury College and a beautiful village area listed on the National Register of Historic Places. Middlebury is a great place to live, work, and play. The latest listings in Middlebury Vermont can be found below.