Jack Calloway served as CEO of the Highlands-Cashiers Hospital and Foundation for many years and was integrally involved in relocating the Hospital from the Peggy Crosby site to the present location. Since his retirement from the Hospital in 2006, Jack has been active in the real estate market as a Buyer, Seller, and Broker. He held a North Carolina Commercial Contractors license for a number of years, allowing him a unique insight into the overall area real estate market. Jack is originally from Highlands and has seen exciting and beneficial changes on the Highlands Plateau. The village has emerged from a sleepy settlement where the "season" lasted twelve weeks to a vibrant year round community treasured by all those who call Highlands home, whether seasonally or year round. Jack has successfully assisted clients with the purchase and sale of multimillion dollar properties as well as small mountain cabins and home sites. He enjoys golf and is very familiar with each of the country clubs in the area. He has played all of the courses a number of times and is always eager to share his knowledge of the clubs and courses with others. Jack is excited to be a part of the Highlands Sotheby’s team which provides unparalleled expertise and service to their clients. He would welcome the opportunity to assist you with any of your real estate needs in order to find your own “little bit of heaven.” Call or email him to get started.
3BR, 3BA Beautiful Custom built home on 6+ acres provides privacy with easy access. A short drive to Highlands. Superior construction, spacious floor plan and attention to detail are just some of...
A premier property with many outstanding features. Beautiful short and long range views throughout. 1,300 feet of frontage on Hwy. 106. Three springs join to form a small stream. Excellent...
Lot 21 is located on Sagee Woods Drive one of the most prestigious areas in all of Highlands. Homeowners have taken advantage of the natural terrain and incomparable views to create a beautiful...
