Chickie Grayson
President & CEO, Enterprise Homes, Inc.


875 Hollins Street, Suite 202
Baltimore, MD 21201

Chickie Grayson is president and chief executive officer of Enterprise Homes, Inc. She has more than 30 years of experience in the development of housing for people from all walks of life.

Since 1987, when she began her career with Enterprise, Chickie has established a reputation for building high-quality, affordable, workforce and market-rate rental and for-sale homes. Enterprise Homes has a successful track record in large-scale master planning, undertaking and completing complex mixed-income housing developments in both urban and suburban areas in the Mid-Atlantic region. Enterprise Homes also has extensive experience in layered financing to achieve its goals by working with private institutions and federal, state and local officials. To date, Enterprise Homes has developed and/or owns communities that include more than 11,700 apartment and for-sale homes throughout the mid-Atlantic Region.

Chickie is a 2017 inductee into the Affordable Housing Finance Hall of Fame, and has been honored with a Lifetime Achievement Award by the Baltimore District Council of The Urban Land Institute (ULI). She has received the HOPE Leadership award for her achievements and dedication to providing homeownership opportunities for minorities, and has been recognized by The Daily Record as an Influential Marylander in the field of Real Estate. Under her leadership, Enterprise Homes and its developments have received numerous awards, including U.S. Green Building Council Neighborhood Development Awards for Excellence in Green Building, HAND Awards for Best Development of the Year, and an NAHB Multifamily Pillars of the Industry Award for Workforce Housing.

Chickie is a graduate of the University of Maryland, where she earned her bachelor’s degree and master’s degree in urban affairs. She serves on the board of the Maryland Affordable Housing Coalition (MAHC), and is a past president. Chickie also serves on the Board of Directors of the Parks and People Foundation and the Board of Trustees of the Maryland Science Center. Chickie has served on the Affordable Housing Advisory Councils of the Federal Home Loan Bank of Atlanta and the Federal National Mortgage Association.

Opp360 logo

For full access to our tools and resources, please provide the information below.

We use this data to better understand our users; we do not sell or share this data. By providing this information, you can expect to receive newsletters and other updates from Opportunity360.