“Shawn helped us find a new home for my mom. He made it super easy and I could allow my mom to go to the showing with just Shawn.”
Century 21 Wright Realty
- Agent Pronto
- Tennessee
- Chester County
Find the perfect real estate agent in Chester County, TN
We analyze top real estate agents in Chester County and across the country to find you the most proven local agents, for free.
Compare the top real estate agents in Chester County
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for September 2025. *
* 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.
The easiest way to find the best real estate agent.
Sell your home fast and for top dollar or find your dream home at the best possible price. Use our free service to find top agents you can trust.
- Tell us what you need.
- Answer a few quick questions about your real estate needs so we can begin our search.
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- Our personalized matching system will connect you with a top-rated real estate agent with the local expertise and experience you need.
- Meet your agent.
- Review the details of your top agent recommendations and speak with them to learn exactly how they can make your real estate journey a success.
- Buy and sell with confidence.
- While real estate decisions are among the most important financial and personal decisions we make, you can rest easy knowing that you have a proven real estate professional on your side.
Home buyers and sellers love Agent Pronto.
We’ve helped over 500,000 home buyers and sellers find their ideal real estate agent.
“Mike was excellent in every aspect of this sale. Exclusively use Mike for all my property needs.”
Century 21 Legacy
“This is the second time that we have used Brad, the first time we used him was to buy a home. This time we sold one and bought one! He is an awesome agent that has now also became a friend! He was always available to answer our questions and he also would try to find out the answer if he didn't already know it! We would highly recommend him!”
Century 21 Wright Realty
“Matthew demonstrated excellent realtor service. From communicating, providing assistance and more, this is tge type of serivice you would look for an a realtor!”
EXP Realty
“She was very helpful and knowledgeable.She was there for me throughout the entire process.”
Century 21 Cumberland Realty
“What more can I say. David exceeded all my expectations. I would highly recommend him.”
CENTURY 21 Legacy
“Christian sold us our previous home in 2008 and it was a smooth process. When we started looking at homes we contacted Christian to show us new homes in the area. We found a floor plan we loved and Christian helped us find the perfect lot to build our retirement home. We would recommend Christian and his team hands down to anyone looking for a home! Thank you Christian for being patient and understanding throughout the entire process, we truly appreciate you!”
Century 21 Platinum Properties
“I can't say enough good things about this team. This is our third time using them and have always received excellent service. We were moving permanently from another state, weren't sure what we wanted, but never a complaint how many houses we looked at. They were very accomaditing to our travel schedule. Highly recommend this team.”
Century 21 MVP
“Misty Kinney, Made our Christmas wish come true, she worked quickly and got us closed on our new house in time for us to move in and enjoy it for Christmas.. I would recommend her to anyone.. Top agent.”
Century 21 Platinum Properties
“The selling process is stressful to begin with, but the challenges that arise along the way can make the process even more nerve-racking! Shirley was just AMAZING at keeping us grounded and walking us through it all! She was very professional, yet down to earth and personable. I would highly recommend her for any aspect of the process, buying or selling, she is wonderful!”
Coldwell Banker McKee Realty
“John was great to work with, never actually met him as we live in another state. He was quick to respond with any questions/requests I had and was always professional. I would work with him again for sure.”
Realty Executives Smoky Mountains
“Dylan went above and beyond in making sure our transaction took place and was there every step of the way.”
Century 21 Prime South
“Very professional. Very prompt and responsive to all our requests. I would recommend Tim to anyone who needed a real estate agent!”
Keller Williams Realty
“We were looking to purchase in Mississippi and needed an agent quickly. Agent Pronto connected us with Tina Andrade. She was extremely knowledgeable and helpful in putting together our real estate purchase in a timely manner! We will definitely be using her again in the future!”
Fast Track Realty
“Troy Charlton's handling of the sale of my house was excellent. He had a small window of time to get everything done and he saw that it went smoothly, efficiently and professionally. I would go to him for any real estate dealings I have. He made me always feel that any questions I had were worthwhile .He is a very pleasant person to deal with, and enjoys a great sense of humor, which always appeals to me. He is topnotch. Michele Sheldon Lebanon, Tennessee”
exp Realty
“Tammy was a pleasure to work with. She was always pleasant and patient throughout the whole process. She was always there for us even through the closing. Tammy is a superb agent.”
LPT Realty Team Smith Group
“This was a very easy and satisfying system to use for the sale of my house. My agent, Steven Ford, was very professional and up front with all information concerning my house value, what the market would pay, and guiding me through the sale. He was very knowledgeable and walked me through all aspects of the whole process to get the best price and the sale handled as quickly as possible. He always made sure I understood what the process was, and that I was happy with the price of the house and the cost of escrow and commissions. I would recommend Steven Ford as the utmost professional in helping to sell any house. Thank you for getting me in touch with this great person.”
The Carter Group Realtors
“Joan Clark, we thank you from our hearts for your tireless and timeless efforts to find our dream house. Your know-how of the area of Knoxville, TN, friendly attitude, and great creativity were of great asset for us not familiar with the area. Thank you very, very much!”
Keller Williams Realty
Chester County real estate Market Report.
Information and statistics on the latest trends in the Chester County real estate market, updated for September 2025. *
The typical home value in Chester County is projected to be $272,530 for the month of September. August’s finalized data reported the typical value of a home in the county to be $247,500—up 4.76% over the previous 12 months. For comparison, state-level data pegged home values at $394,700 in Tennessee for the most recent reporting period. That number is expected to float around $394,800 in September.
Chester County had 20 new listings and 20 listings that went under contract in August, decreasing the area’s total available inventory to 51—down 12.07% from the previous month. Inventory is projected to have further decreased in September.
Of those 51 active listings, 23.53% reduced their price in the month of August. The median listing price for homes in Chester County grew 27.11% from July to August, bringing the current median listing price to $339,900. Based on projected data for September, listing prices may continue to grow.
The number of days that homes have been on the market prior to going under contract has been fairly steady year-over-year. In August 2025, the median time for a listed property to go pending was 44 days, compared to 48 days in August 2024. However, in recent months the median number of days from listed to pending appears to be rising. That trend is predicted to have carried through to this September.
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Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Learn more about what Chester County has to offer.
Chester County offers residents a welcoming community, rich natural beauty, and a variety of outdoor and cultural activities that foster a high quality of life.
Chester County blends friendly streets, rolling farmland, and quick connections to regional opportunity. Centered in Henderson, the county seat, residents enjoy a walkable downtown supported by the City of Henderson and services from the Chester County government. Commuters value the short drive to Jackson for shopping, healthcare, and jobs, while nearby Hardeman County adds even more outdoor escapes and agritourism.
Outdoor time is part of daily life. Families, hikers, paddlers, and equestrians head to Chickasaw State Park for lake views, sandy beaches, cabins, and miles of trails—perfect for weekend adventures or after-school picnics. Youth leagues and civic programs keep calendars full, and locally owned eateries and boutiques continue to add flavor to the community.
Schools are a key strength. The Chester County Schools system anchors K–12 learning with strong extracurriculars, while Freed-Hardeman University brings collegiate arts, lectures, and athletics to town—energizing culture and providing continuing education close to home. For data-driven planners, the state’s Tennessee Department of Economic & Community Development profile details workforce and business trends, and regional care is anchored by Jackson-Madison County General Hospital.
Whether you’re upsizing for more land or right-sizing near campus and parks, Chester County offers room to breathe without giving up convenience. When it’s time to buy or sell, Agent Pronto can connect you with a top local real estate agent who understands the neighborhoods, schools, and market trends.
Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!
Take the guesswork out of finding an agent.
With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.
We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Chester County to qualify the best agents for your specific needs.
We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.
Data analysis with a human touch.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Tennessee. But we don’t stop there.
Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.
Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!
Resources for buyers and sellers.
Tips and market insights to make your Tennessee real estate journey a success.
Frequently Asked Questions
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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 Chester County. 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.
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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.
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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.
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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 Chester County Realtor® or real estate agent today.