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. You may also be interested in viewing Brandon VT homes.You may also be interested in viewing listings in other towns in Addison County.