Our Insurance Agents

Meet our Winstead Insurance Agents

Barry Winstead, LUTCF

Barry Winstead, LUTCF

Owner, Insurance Agent

Reagan Fisher

Reagan Fisher

Principal - Oversees all operations of the agency as well as his key personal and commercial lines accounts

Grayson Winstead

Grayson Winstead

Principal - Oversees financial and administrative operation in addition to his responsibilities for key personal and commercial accounts

Stephanie Helsel

Stephanie Helsel

Office Manager, Licensed Insurance Agent

Rhonda Parrett

Rhonda Parrett

Customer Service Representative - Life Insurance Agent

Kathy Maguire

Kathy Maguire

Customer Service Representative

 Andy Parrett

Andy Parrett

Financial Planner, Life Insurance Agent

Visit Our Office

404 W. Pulaski Highway
Elkton, MD 21921


Our experienced insurance agents here at Winstead Insurance Agency have years of work put into the Elkton, MD community and surrounding areas in North East Maryland. Contact us for information and quotes on farm insurance, home insurance, auto insurance, business & commercial insurance, bundled insurance and more.

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