Who We Are

Andy Fleming, Broker Owner

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 over 15 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 and ensures owners maximize their return on investment.  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 served in the US Marine Corps.

Contact Andy:




Joann Messersmith, Broker Associate

Joann enjoys helping buyers find the ideal property to meet their 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 at the University of Wisconsin, Whitewater. 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.

Contact Joann:



Julie Myers, Property Manager

Contact Julie:




Amber Ernste, Residential Leasing Agent

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Jennifer Fleming, Marketing Director

Jennifer possesses extensive experience in strategic business planning and growth, marketing, sales, public relations, software development, real estate investment, brokerage, management and historic redevelopment. In everything she does, Jennifer utilizes problem solving and leadership skills to ensure success. Jennifer has owned, grown and managed several successful businesses, including public relations, real estate and advertising. In her free time, Jennifer tries to keep up with three growing sons and works with them on a non-profit charity, Simon Says Give, that provides birthday parties and meals to kids in need in Sioux Falls. 


Maintenance & Cleaning Staff 

Our maintenance and cleaning team takes pride in making sure our properties look their best. We also work with a variety of professional contractors for things like carpet cleaning, snow removal and lawn care.


Legacy Real Estate may be reached as follows:

Phone 605.336.7376 

Fax 605.275.8833

Email AskQuestions@LegacySiouxFalls.com

Mail to PO Box 2050, Sioux Falls, SD 57101-2050

Our office is located at 2400 North 4th Avenue, Sioux Falls, SD.  We are 1/2 a block south of Amidon Street, and several blocks south of Benson, in a light gray stone building.

Please note, if you are a current tenant, and have an after hours EMERGENCY (fire, flooding, no heat, etc), please call 605.951.6768.  This is for current tenants only.

To be set up to pay your rent online, please email us at AskQuestions@LegacySiouxFalls.com  Thank you!

Legacy Real Estate * 2400 North 4th Avenue, PO Box 2050, Sioux Falls, SD 57101-2050

Contact us at (605) 336-7376 * Fax (605) 275-8833 or email AskQuestions@LegacySiouxFalls.com