We analyze thousands of real estate agents in Chesterfield and nationwide to find you proven local professionals, for free.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for August 2026.*
* 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.
Sell faster. Buy smarter. Get matched with proven agents who know your market—all for free.
Chesterfield offers residents a welcoming, close-knit community with strong schools, abundant parks and outdoor recreation, convenient amenities, and a lively calendar of local events that make everyday life engaging and comfortable.
Chesterfield immediately stands apart from larger nearby communities like Lexington and Jackson with its quieter pace and strong sense of local identity. Residents value the wide-open spaces, proximity to the Tennessee River, and a lifestyle that still feels closely connected to the land and seasons.
Outdoor recreation plays a central role here. Anglers and boaters frequent nearby Nathan Bedford Forrest State Park, while families enjoy picnics and river views along the Kentucky Lake shoreline. Weekends often revolve around school activities in the Lexington City School System and Henderson County Schools, church events, and local sports. For grocery runs, dining, and services, many residents look to Lexington or Henderson County hubs just a short drive away.
Chesterfield’s housing options include modest single-family homes, properties with acreage, and opportunities for new construction on rural lots. Buyers are often drawn by lower density living compared with nearby Jackson and Nashville, while sellers benefit from growing interest in small-town and country properties. Local amenities like the Lexington-Henderson County Everett Horn Public Library and regional healthcare through West Tennessee Healthcare add peace of mind.
Whether you are planning a first move to Chesterfield or considering the right time to sell, preparation is essential in this evolving market. Agent Pronto can connect both buyers and sellers with a knowledgeable local agent who understands Chesterfield’s pace, property types, and timing.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“Katelyn went above and beyond to keep us informed and engaged in the selling process. She provided helpful insight and guidance without ever pushing -- always leaving the decision in our hands. We look forward to working with Katelyn again when our next property is ready to list.”
“This was the third time dealing with David Edwards and I will always work with David should the opportunity arise again! He is honest and professional and I trust him completely!”
“Mike was an excellent agent to work with. He went above and beyond to find out all the information on the property details and answers to all questions we had. He was available anytime we needed. We would recommend him to anyone interested in purchasing or selling a home. He is the best!!”
“Brad Fowler is the way to go when selling your home! He jumped right in and got to work. He had gorgeous professional pictures of our house made and posted within a couple of days. He is well known in the community and has a highly regarded reputation. He is pleasant to work with and listened to our needs. He worked really well with the buyers and their realtor to get everything set and ready to go so both parties were satisfied! Highly recommended”
“Shawn was wonderful to work with. He was super helpful in getting us in contact with local services to work on our home. I would definitely recommend his business to others.”
“Jeremiah was an absolute pleasure to work with! We have never had an agent as informed and quick to respond as he was. We're not unfamiliar with the home buying process, but Jeremiah was still able to explain any questions we had and work with us through difficult and unique circumstances. We absolutely love the house we got, but if we ever consider a different one down the line, Jeremiah will be the first person we reach out to. And I will recommend anyone looking for houses in the area to do the same.”
“Brooke was amazing!! She truly went above and beyond to help me find a house to call home. I truly could not be more thankful I got to work with her!!!”
“Tracey is the best realtor. She makes stressful negotiations a breeze from start to finish. She is professional but adds her personal touch to all communications and transactions to make you feel like family. I have used Tracey for over 10 years in buying and selling several homes. I would never use another realtor in buying or selling my home.”
“Misty was an absolute pleasure to work with! She went above and beyond in the entire home buying process. Misty went out of her way to meet with us to view several potential properties on short notice. Her insight and knowledge were critical in informing my decisions. She walked me through the tough negotiations so I could navigate them confidently. Myself and my family are truly thankful for her help in finding our home!”
“I contacted Pronto because we needed to sell a deceased relative's home in Tennessee, while we live in Ohio. Agent Pronto put us in touch with two agents, and we chose Amber Vittetoe who was nothing short of fabulous. She provided us with many resources that we wouldn't have known about since we're not local, and she was extremely responsive 24/7. We couldn't have asked for a better agent. Thank you!”
“Khristian was extremely helpful in buying my home. I truly felt at home and at ease working with him. He made sure I was aware of everything going on, and took me to every home I wanted to see.”
“Jessica is an amazing Realtor. She truly cares about the people she works with and goes above and beyond to make her clients transition a smooth one. We just loved working with her and will definitely work with her again. She is great for vacation homes too both in the Smokies and Panama City Beach FL. Her knowledge of short term rentals helped us tremendously.”
“Mr. Black made it so for us.”
“Good service nice response time very polite overall very satisfied stay dangerous Betty lol”
“She helped us buy our house, then sell it a few years later. Couldn't recommend more! So communicative, answered all my questions at a timely, proffessional manner. I was probably not the easiest client at times because stress, but she was so calm and reassuring through the whole process! Seriously so grateful for how smoothly this sale went, all with the help of Marie!”
“Rolanda was absolutely wonderful to work with during the selling process. She was professional, knowledgeable, resourceful, and patient. She ensured that I was represented well and every step of the way. I highly recommend Rolanda to friends, family, or associates.”
“Ms. Kimberly Townsend is an awesome realtor! She assisted us in finding our forever home with all our wants. She went over and beyond to make sure all of our needs were met. We truly appreciate her due diligence to property details that buyers would not have notice. She is very knowledgeable and professional. She explained every step of the home buying process in depth. She made this experience enjoyable! Excellent Job, Ms. Townsend.”
“Miss Candy was very helpful with the sale of the property she knew what she was doing and how to handle all things that needed to be handled. I would recommend her to anyone that needed help with the sell of their property and I will use her again if I need help with selling any property, Thank you so much Miss Candy for helping in the sale of the property.”
“Matthew demonstrated excellent realtor service. From communicating, providing assistance and more, this is tge type of serivice you would look for an a realtor!”
“Ruby Alexander is excellent at everything she does. She previously helped us purchase our home. Ruby is professional, knowledgeable, honest, hard-working, friendly, intuitive, and resourceful. She goes above and beyond the call of duty. We would not have wanted to take the journey of buying or selling our home with anyone else.”
There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise covering the housing market in and around Chesterfield. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.
Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents. Find your Chesterfield Realtor® or real estate agent today.
We’ll match you with top-rated real estate agents in just about any city—wherever your next move takes you.