Who We Are


Andy Fleming

Andy is a Sioux Falls native. As Broker and co-owner of Legacy Real Estate, Andy manages the financial growth and operations of the company. Licensed in South Dakota and Minnesota, Andy brings 10 years of real estate experience to the team. Andy’s hard work and financial acumen allow him to bring solid investment opportunities to his clients. Andy works in all aspects of real estate including commercial, residential, investments and property management.

Andy leads the property management team with over 500 residential units and a variety of commercial buildings throughout the area. Andy has a BS from Colorado Technical University. Prior to starting Legacy Real Estate, Andy worked for General Electric as a Senior Systems Analyst and is a former US Marine.

Contact Andy:



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Joann Messersmith       IMG_7838a

Joann enjoys helping buyers and commercial leasing tenants, and strives to help clients find the ideal space or investment to meet their business needs. In addition, she also works with property owners, from those who want to rent their houses, often for the first time, or who own larger multifamily buildings. When Joann started with Legacy in 2009, she began in bookkeeping and owner reporting.  Soon after, she added assisting in property management and leasing to her list of duties at Legacy.  She received her Broker Associate license in 2012.

Joann is a Wisconsin native who moved to Sioux Falls after completing a bachelor’s degree in business management. For ten years she worked in the construction industry, first for a general contractor and then as a project management assistant for an architect/engineering firm.  With her combination of business experience and construction background, Joann brings a unique and valuable skill set to Legacy.

In her spare time, Joann enjoys riding and showing horses, spending time with her family, and volunteering with 4H and regional horse groups.

Contact Joann:




View Jennifer Fleming's LinkedIn profileView Joann Messersmith’s profile

Property Managers

Barbara Thorpe

Barbara manages tax credit properties in the Legacy Real Estate portfolio.

Contact Barbara:



Julie Myers

Julie manages a variety of housing options Legacy Real Estate portfolio.

Contact Julie: 



** Pardon our construction * This page is currently being updated **

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