The version of your browser is no longer supported. Update it for a better experience.

Randal Simon Agent

Randal Simon

Agency Legacy Properties Sotheby's International Realty


As a graduate of Nasson College in Sanford, Maine – Randal spent his summers living and working in Kennebunkport. The quality of life and vast beauty of Maine was something that he carried with him then, and still does today.

Upon graduating, Randal taught school and was an Assistant Headmaster at a private school in Connecticut; he also established and ran his own school in Maine. After earning a Master's Degree in Business and Marketing, Randal and his wife decided that their real goal was to live permanently in Maine. He and his wife relocated to Maine, and Randal began his career in real estate. This led to his opening the Prudential agency in Kennebunk, which he managed for over twenty years. During this time, the agency did incredibly well in the Kennebunks. Randal has achieved success for his clients with the highest sales volume in Kennebunkport over many years since 1996.

With each year of success, Randal adhered to the value of doing well by doing good. He and his wife are thrilled about becoming grandparents for the first time with their daughter and her husband who are living in the area. He was Vice Chairman and Chairman of the Board at Southern Maine Medical Center as well as Chair of the fund raising committee for the Barbara Bush Pavilion. He is now a Board Member at the Community Harvest, a group who support the needs of the local community. This value of doing well by doing good has always been part of who Randal is. He embraces that value in every phase of his life and brings it to his clients by putting their needs at the epicenter of his goals.

The Simon Says Team believes that, "your success is our success" and this value is what Randal and the Simon Says Team carry forward as they happily begin their commitment at Legacy Properties Sotheby’s International Realty.


Legacy Properties Sotheby's International Realty is Maine's leading luxury real estate company with more than 100 agents and six offices serving Maine coastal communities from York County to Hancock County as well as Seacoast New Hampshire. With offices in Kennebunk, Portland, Brunswick, Damariscotta, Camden, and Northeast Harbor, Legacy Properties Sotheby's International Realty represents distinctive properties at all prices. Our mission is to deliver the highest quality of service, experience, and professionalism to our buyer and seller clients through superior marketing, cutting-edge technology, and the best real estate professionals in Maine. We aim to exceed the expectations of our clients and help them achieve extraordinary real estate results. As the undisputed leader of the luxury and waterfront real estate markets in Maine, we are proud to represent the finest properties and lifestyle opportunities Maine has to offer.
2 ads
  • Detached House in Kennebunkport, York County
    € 3,205,700
    235 m² 3 4
    Presented by Randal Simon
  • Detached House in Kennebunk, York County
    € 2,927,200
    722 m² 3 3
    Presented by Randal Simon