“Good service nice response time very polite overall very satisfied stay dangerous Betty lol”
eXp Realty
- 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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- Agent Sales Histories
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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 November 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.
The easiest way to find a top agent you can trust.
Sell faster. Buy smarter. Get matched with proven agents who know your market—all for free.
- Tell us what you need.
- Answer a few quick questions about your real estate goals.
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- Whether you’re buying, selling, or both, you’ll have a proven expert on your side.
Chester County real estate Market Report.
Information and statistics on the latest trends in the Chester County real estate market. *
Latest Monthly Snapshot
September 2026
Median sale price
$243K
+14%
from Aug '26
Median list price
$241K
-13%
from Aug '26
Active listings
63
+5%
from Aug '26
Homes sold
13
+18%
from Aug '26
New pendings
10
-17%
from Aug '26
New listings
19
+5.6%
from Aug '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
63
Buyer’s 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 (Sep 2026).
Year-over-year, Chester County’s typical home value has edged down slightly, even as the median list price has climbed nearly 10 percent. Compared with Tennessee overall, local prices sit well below the state median, highlighting a more affordable option even as values adjust.
In the latest September snapshot, homes typically valued around the mid-$200,000s are being listed for a similar amount, suggesting sellers are pricing close to market reality. Sales volume is lower than a year ago, with homes sold down more than 25 percent and pending sales off nearly 50 percent, pointing to softer demand.
Inventory tells a mixed story, as active listings have dipped almost 18 percent annually but months of supply has surged more than 60 percent to about four months, supporting the county’s designation as a buyer’s market. Because homes now sit on the market a median of 51 days and only a small share sell above list, buyers have more room to negotiate while sellers must be strategic on pricing and presentation. Whether you are buying or selling, Agent Pronto can connect you with a Chester County agent who understands these conditions and can guide you through your next move.
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.
Trusted by over 500,000 buyers and sellers.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“My goodness, we can't say enough good things about Kathy. She went so far above and beyond what we expect from a real estate agent. From our first look at the property, all the way through closing, Kathy was right there and helped out with things way beyond normal. We wanted many service personnel to look at the property since we were purchasing remotely and she patiently babysat all of the folks we had trooping through the property. What made her most pleasant to deal with is that she is a genuinely nice human being; very professional, courteous, and respectful. Highly recommend.”
RE/MAX Realty Source
“After going through numerous realtors, I was fortunate to find Tina, and I can confidently say she was a game-changer in the home buying process. I was transitioning out of the military and living in a different state at the time, which made house hunting even more challenging. Tina immediately stepped up. She quickly put together a solid list of homes to consider and went above and beyond by doing virtual walkthroughs for every property we were interested in. Once we narrowed down the list, we drove to Mississippi to view the top contenders in person. Thanks to Tina's dedication and efficiency, we found the perfect home, and she got us from viewing to closing in just 32 days. Tina worked incredibly hard to ensure everything — including needed repairs — was handled quickly and professionally. The entire process was seamless. She was always on our side, fiercely advocating for our best interests every step of the way. If you're looking for a realtor who truly cares, communicates well, and will do everything possible to get you into a home you love, Tina is the one to work with. I couldn't recommend her more highly.”
Fast Track Realty
“Eliza was amazing during the process of buying our new home. She is incredibly organized and helped us keep up with everything we had to do. She was prompt with her responses and also with getting information for us when we asked. She is extremely professional and represented us well when corresponding with the other realtors and anyone else we had to work with for things. I know that without her help, this would have been a much more stressful experience. I am thankful for her!”
Blue Suede Realty
“I had a wonderful experience working with Megan. She was truly exceptional. I was impressed with her level of knowledge and the amount of information she had regarding the housing market. She made the selling process incredibly easy and took extra steps that many other Realtors don’t, like providing staging advice, having professional photographs taken, and much more. I was blown away when I saw the listing, it looked amazing. Her hard work and understanding of what it takes to sell a house really paid off. I received multiple offers and my house was under contract within twenty-four hours of being on the market! She walked me through every step of the closing process and answered any questions that I had. When I am looking to buy or sell again, I will not hesitate to contact her.”
Home and Farms Realty
“It was amazing. Over and above what we thought a realtor is about. Always on top of things. Looking out for our best interest. Been a year and she remembered us,exactly what we wanted. Her personality was so wonderful and kind. The house we wanted,she went above all to help us. More realtors need to be like her. We adore and will alway appreciate what she did for us. She has become a good friend. If we called her always so helpful. We have enjoyed working with her.”
Crye-Leike Crye Leike Elite Realtors
“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
“Haven was very knowledgeable up on our first contact!! We are currently from out of state living in Texas and looking to relocate to West Tennessee and she was able to quickly provide and answer any questions my husband and I had. Although we just started looking, and haven’t found a home, I have faith that Haven will find the perfect one that’s meant for us when the time is right. You don’t find many realtors these days that’ll actually pick up the phone, and if you do, they’re quick to push you off. Thank you Haven for taking the time to assess our needs. I look forward to doing business with you!!”
Better Homes & Garden - Conner
“Omg y'all helped us so much. Laila is amazing. She is a go getter, always kept us updated on everything daily, she had our house closed within 30 days and it sold in 4 days. THANK Y'ALL SO MUCH FOR REFERRING US TO LAILA. We would highly recommend her to anyone. Thank you. ”
Crye-Leike Realtors
“Recently bought a home in TN all the way from AZ, which was scary! We had been looking online for months but then found Nathan. He took us on personal video tours, walked us around properties, & answered all of our many questions about the area. He was someone we knew we could trust completely. Nathan went the extra mile for us and made the process so easy. He’s the best and puts the rest of the realtors to shame. He’s kind, humble, caring, and there for you 24/7. Would not hesitate to work with him again. We consider him part of our family. Thank you for everything Nathan!”
Lilly Realty
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.