Our History

Rollie Winter & Associates, Ltd. was founded in 1962 by Rollie Winter, an Appleton Junior High School teacher.  Utilizing his strong work ethic and excellent reputation in the community, Rollie began supervising a staff of more than 35 residential realtors, in four Century 21 locations, within a short time.

Joining the team in 1973, Rollie’s son, Steve Winter, a CCIM, expanded upon Rollie’s residential niche to include commercial real estate services.  By 1980, Steve led the team of over 60 employees, which grew into a full service commercial real estate brokerage and development company with a property management division.

Since Steve wanted to specialize and expand upon full-service commercial real estate and property management, he sold the residential company, and with his wife, Teri, a CPM, formed American Management Group, Inc., to handle all aspects of property management services.

Steve’s son, Chris Winter, joined the Rollie Winter team in 1998 with an Accounting degree from The University of Wisconsin – Whitewater.  With his strong financial background, he brings excellence into our business in the areas of buying, selling, leasing, managing, and investing in commercial real estate.  As a developer and investor in commercial properties, Chris has first-hand knowledge and experience to help Rollie Winter tenants and investors alike.

Steve and Teri’s son, Matt Winter, joined the American Management Group team in 2018 and works hand in hand with Teri in all aspects of the firms management activities.

Over the last 50 years, our companies Rollie Winter & Associates, Ltd. and American Management Group, Inc. have been involved in the development and management of over 300 unique projects representing millions of square feet and hundreds of millions of dollars in aggregate size and value.  We continue to own and manage many of these same buildings today.  From the national headquarters for School Specialty and other national businesses to locally owned restaurants, retailers and office users, our experience is diverse.  Nothing is more important to us than our relationship with our clients and tenants.

Today, Rollie Winter & Associates, Ltd. and American Management Group, Inc. remain actively involved in providing retail, office, and industrial users an affordable, well-designed working environment through the creation and/or acquisition of quality real estate in the Fox Cities and throughout Wisconsin and the Midwest.


Our Services

The strength of our organization is best shown in the longevity of our tenant-landlord relationships.  Through a combination of developments, purchases, and sale/leasebacks of quality real estate, we have developed hundreds of unique projects throughout the Fox Cities, Wisconsin, and Midwest to become experts in sales, leasing, management, development, rehabilitation, and sale/leasebacks.

As needed, we employ outside experts in the areas of appraisal, architecture, planning, engineering, construction, accounting and taxation, not only to accomplish our goals, but also the goals of prospective tenants.  We value loyal relationships and understand that it takes trust, experience, and integrity in every facet of real estate development, investment, and ownership to produce a win-win outcome.

Our team’s expertise lies in the areas of brokerage, communications, accounting, and management to serve our customers with the highest quality service.  We are constantly striving to maintain and improve our public image as a quality, affordable owner and operator of real estate.  We subscribe to the code of ethics of the National Association of Realtors, Institute of Real Estate Management, and the Code for Equal Opportunity.


Our Passion

Our passion is simple – to own and manage commercial real estate.  We are creative, talented, experienced, and professional.  We have decades of experience in managing a large, diverse real estate portfolio.  We strive to provide full circle solutions that benefit a variety of business and retain those relationships through leasing for many years to come.

  • We are a family owned company with proven leadership and longevity
  • We operate in an honest and forthright manner, and take pride in listening to our customers needs and customizing each project to meet their goals.
  • We are not going anywhere! Chris Winter will lead our company into the future as our 3rd generation successor.
  • Our clients and tenants can trust that we will continue to provide the same quality of service that they have been accustomed to and rely on.
  • We believe that real estate is relational. We want to do business with you; therefore, we are willing to invest our time meeting together.