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REALTOR®

Richard Drill

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Richard Drill

A little bit about me...

With more than two decades of real estate experience, Richard “Rich” Drill brings a proven track record of success, exceptional client service, and deep market expertise to Matchmaker Realty in Gainesville. He joined Matchmaker Realty for its reputation as a leading independent brokerage known for professionalism, integrity, and personalized service.

Rich's background includes business ownership, service on local boards, and management of a successful portfolio of investment properties. These experiences have sharpened the leadership, negotiation, and problem-solving skills that help his clients achieve their real estate goals.

A licensed Realtor since 2013 and a Vermont real estate broker for 10 years, Rich is known for his responsive communication, market knowledge, and client-first approach. In 2025 alone, he closed more than $5 million in real estate sales, helping buyers and sellers navigate the market with confidence.

Whether assisting first-time homebuyers, experienced investors, or sellers looking to maximize their property's value, Rich is committed to delivering exceptional results and a seamless real estate experience.

Now proud to call Gainesville home, Rich is excited to serve clients throughout North Central Florida with the same dedication and professionalism that have defined his career.

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In the Words of my Clients

Success Stories

"Gia and staff are the best! Very knowledgeable and professional. I highly recommend Matchmaker Reality."
"I really enjoyed my experience with Melissa Hinote, she was very courteous, professional and genuinely cared about my satisfaction. I would recommend asking for her by name when dealing with Match Maker, because she will make sure you are happy and w
"Kristen McCallister is the definition of excellence in real estate. She is truly an expert in her field- knowledgeable, professional, and relentless when it comes to getting the job done. Kristen doesn’t just check the boxes; she goes above and beyon
"Kristen McCallister has been so helpful. Shes been patient and informative and has helped me every step of the way. Being a first-time home buyer I did not know where to start, she made this process smooth and enjoyable."

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Not sure if now's the right time to buy or sell? Need a reliable contractor? I would love to get to know more about you and your needs!