Derrick Simpson

Century 21 Advantage Realty

Looking to sell your property, buy a new home, or just need some expert real estate advice?

About
My name is Derrick Simpson and I currently reside in Madison County. I have lived all around central Kentucky over the years and have become quite familiar with the landscape and the many unique attributes it has to offer. I would love to be blessed with the opportunity to serve you in all of your real estate needs. I have years of experience in investing, flipping, managing and buying/selling property.
Highlights *
22
Recent sales
$20K-$1.36M
Price range
$191K
Median price
3
Years experience

Recent Listings & Sales

Ratings & Reviews
5.0 (13)

Robert
Richmond, KY - Mar 9, 2026

Working with Derrick was an outstanding experience from start to finish. He and his team helped get our property completely ready for market by coordinating repairs, cleanup, and improvements that made a huge difference in how the home showed. His team worked tirelessly and brought a tremendous amount of knowledge and experience to the project, making the entire process smooth and efficient.
Derrick’s understanding of what buyers are looking for and what actually adds value was incredibly helpful. Once the property was ready, he handled the listing and marketing process seamlessly, and the home sold quickly. What could have been a stressful situation became simple and organized thanks to Derrick and his team. I would absolutely recommend him to anyone looking to prepare and sell a property.

Verified by RealSatisfied

Earl
Berea, KY - Mar 9, 2026

Derrick was instrumental in helping us purchase a commercial property. He didn’t just help us find the deal—he walked through the property with us, reviewed repair needs, and helped gather and evaluate contractor quotes so we could clearly understand the true cost of the project. His insight on the property’s value and potential after improvements gave us the confidence to move forward. Derrick was professional, knowledgeable, and focused on making sure the numbers made sense so the investment would be profitable. I would highly recommend him to anyone looking to purchase or evaluate commercial real estate.

Verified by RealSatisfied

Allen
Lexington, KY - Mar 9, 2026

Derrick was fantastic to work with when helping us purchase our home. From the beginning, he took the time to understand what we were looking for and guided us through the process step by step. He was always available to answer questions, explain our options, and make sure everything stayed on track. When it came time to make an offer, Derrick gave great advice and handled the negotiations professionally. The whole experience was smooth and stress-free, and we couldn’t be happier with our new home. I would absolutely recommend Derrick to anyone looking to buy a home.

Verified by RealSatisfied

Carey L.
Lexington, KY - Oct 30, 2025

We had a fantastic experience working with Derrick as our realtor. He was extremely professional, knowledgeable, and attentive throughout the entire process. Derrick made sure every detail was handled smoothly and made us feel confident and informed every step of the way. His dedication, communication, and expertise truly stood out, and we couldn’t be happier with the service he provided. Highly recommend him to anyone looking for a top-notch realtor!

Verified by RealSatisfied

Jozafat Calvo
Lexington, KY - Jan 27, 2025

Derrick was fantastic, super helpful.
We will definitely recommend him and use him again in the future.

Verified by RealSatisfied

Professional Info

Brokerage

Century 21 Advantage Realty
139 N Keeneland Dr
Richmond, KY 40475

Licensed

Licensed REALTOR®
KY 286935

Specialties

  • First-time buyers
  • Flipping & rehab
  • Military
  • Relocation

Education

Eastern Kentucky University
Bachelor’s Degree
2014 - 2018

Top Cities *

Richmond

  • 8 sales past 3 years
  • 37 days on market
  • $255K median price

Lexington

  • 5 sales past 3 years
  • 53 days on market
  • $240K median price

Winchester

2 sales past 3 years

* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.