Kentucky & Florida Real Estate Brokerage
About Gatewood Properties
Expert guidance, confident decisions.
Behind every property decision is someone planning what comes next. Meet the people who bring careful preparation, clear communication, and a personal commitment to your next move.
Built on Experience. Shaped by People.
Matt Gatewood built his brokerage on a foundation of family entrepreneurship, corporate experience, and hands-on real estate work. His goal was straightforward: give clients informed guidance and stay engaged through the details that matter.
Today, Gatewood Properties serves commercial and residential clients in Kentucky and Florida. A growing focus on senior living and multifamily builds on its residential roots.
Gatewood helps owners, investors, and families make decisions that shape a business, a home, or a new chapter.
Our Promise
You deserve advice backed by preparation, updates that explain where things stand, and a team that follows through. We ask questions, study the details, and keep your priorities at the center of the work.
meet the team
Meet the Guidance Behind Gatewood

Matt Gatewood
Matt’s connection to real estate began in Louisville with a carpenter father and a grandfather who was a carpenter, builder and real estate agent. His corporate career managing Fortune 500 clients developed skills in project management, contract negotiation, and business development that he now brings to his clients’ property decisions. Matt is married with two boys. Outside work, he enjoys a good book, ice hockey, and talking cars.

Shirley Jasper
A Louisville native and Sullivan University marketing graduate, Shirley brings extensive sales and mortgage-lending experience to her work. Her time as a loan officer sparked a passion for helping people become homeowners. She approaches challenges with determination and a commitment to the people she serves. Shirley enjoys time with her daughter and two grandchildren, traveling, visiting wineries, and finding good seafood.

Katie Skeen
Katie’s real estate experience began with her own investments and rental business, influenced by a real estate attorney father and an investor brother. She brings that practical perspective, persistence, attention to detail, and clear communication to buyers and sellers. A Taylor University graduate, Katie is married to Luke and has two boys, Bryson and Parker. She enjoys family and friends, serving in her church, and tennis.

Scott Ballard
Raised in Louisville, Scott graduated from Western Kentucky University with a degree in business management. His background includes account management and strategic analysis for a global Fortune 500 company, along with business analysis for a Louisville business. He brings an analytical perspective, a desire to help others, and a commitment to learning to his client relationships. Scott enjoys time with his wife, son, and daughter, family and friends, and golfing.
Two States. A Shared Commitment.
For clients in Kentucky and Florida, Gatewood brings the same standard of preparation, communication, and professional follow-through.