“She was an amazing help and a good guide for my first time in this process”
Castle & Associates Real Estate
- Agent Pronto
- Tennessee
- Chester County
The best way to find top real estate agents in Chester County, TN
We analyze thousands of real estate agents in Chester County and nationwide to find you proven local professionals, for free.
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Compare top Chester County real estate agents.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for September 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.
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Chester County real estate Market Report.
Information and statistics on the latest trends in the Chester County real estate market. *
Latest Monthly Snapshot
July 2026
Median sale price
$233K
-18%
from
Jun '26
Median list price
$237K
-17%
from
Jun '26
Active listings
61
No change
from
Jun '26
Homes sold
15
+36%
from
Jun '26
New pendings
12
-25%
from
Jun '26
New listings
15
-32%
from
Jun '26
Monthly Pricing Trends for Chester County
Monthly data for the latest available year.
Median sale price
Median list price
Monthly Inventory and Sales Activity for Chester County
Monthly supply and activity totals for the latest available year.
Active listings
Homes sold
New pendings
New listings
51
Neutral Market
Seller’s Market
Buyer’s Market
0
20
40
60
80
100
0
25
50
75
100
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Jul 2026).
Year over year, Chester County’s typical home value is up notably, rising nearly 18 percent, even as the median list price is down about 10 percent from last July. In July 2026, the typical home value and the median list price were very close, at around $233,000 and $237,000, suggesting sellers are pricing homes near where buyers are willing to pay.
Sales activity shows mixed signals compared with last year, with homes sold edging up about 5 percent while pending sales are down roughly 12 percent. During July, 15 homes sold and 12 went under contract, and the market sat at about 3.1 months of supply, which is tighter than Tennessee overall at 5.5 months.
Momentum has shifted on the listing side, as new listings climbed nearly 28 percent year over year but active inventory fell about 17 percent. Homes spent a median of 27 days on the market in July and sold for about 97 percent of their list price, with none closing above list, indicating buyers have a bit more room to negotiate than earlier in the year. Buyers and sellers who want to navigate these changing conditions can turn to Agent Pronto to connect with a local agent who understands the Chester County market.
Learn more about what Chester County has to offer.
Chester County offers residents a welcoming small-town atmosphere, abundant outdoor recreation, a strong sense of community, and practical local services that support everyday life.
Chester County offers a practical blend of small town living, accessible services, and easy connections to larger hubs like Jackson and Madison County. Centered around Henderson, the county appeals to residents who value short commutes, manageable traffic, and a close connection to schools, parks, and local businesses.
Daily life here is anchored by institutions such as Freed Hardeman University and the Chester County School District, which draw families and educators to the area. Outdoor recreation is easy to reach, with Chickasaw State Park offering hiking, horseback riding, and lake access, and the Chester County Library providing programs for all ages. Local dining and community events in Henderson give residents options without a long drive, while larger shopping and medical centers in Jackson expand those choices.
Whether you are upsizing near Lexington for more space or considering a move into Henderson for quicker access to schools and services, the right real estate agent can make each step more manageable. From understanding county zoning and rural properties to pricing a home correctly in today’s market, local expertise helps you avoid costly surprises and delays. Agent Pronto connects both buyers and sellers with Chester County agents who know the area well, so your move can be planned, informed, and far less stressful.
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“Brad was wonderful to work with. He was very patient with us on trying to find our forever home. I would recommend him to anyone who wants someone who listens to you.”
Century 21 Wright Realty
“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!”
CENTURY 21 Legacy
“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!!”
Century 21 Legacy
“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.”
Century 21 Wright Realty
“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.”
Epique Realty
“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!!!”
Century 21 Legacy
“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.”
RE/MAX Real Estate Ten Midtown
“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!”
Century 21 Platinum Properties
“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!”
MG Rise Realty
“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.”
Keller Williams First Class Real Estate
“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.”
Realty One Group Emerald Coast
“Mr. Black made it so for us.”
Century 21 Platinum Properties
“Good service nice response time very polite overall very satisfied stay dangerous Betty lol”
eXp Realty
“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!”
CENTURY 21 Platinum Properties
“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.”
Coldwell Banker Pryor Realty
“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.”
Century 21 Patterson & Associates
“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.”
Keller Williams 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
“Jen went aboveand beyond with a very difficult seller to deal with.”
REAL Broker
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.