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.
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Information and statistics on the latest trends in the Chesterfield real estate market. *
May 1, 2026 - Jul 31, 2026
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (May 2026 - Jul 2026).
Chesterfield’s rolling three-month data through July 2026 shows home values holding slightly above last year while activity has cooled. The typical home value is up about 1% year over year, but the number of homes sold is down more than half over the same period. Inventory has also edged lower, with active listings falling around 7% compared with a year ago.
Looking at the latest rolling period, homes are typically valued around $146,000, with a median list price near $161,000. Supply is still tight at about 1.6 months of inventory, reinforcing the area’s status as a seller’s market even as sales volume has dipped.
Conditions on the ground show a mixed pace, with homes spending a median of 103 days on the market while about 44% still go off-market within two weeks. Roughly one-third of recent sales closed above the list price, and sellers are receiving about 96% of their asking price on average. New listings have inched up slightly compared with last year, while pending sales have declined, pointing to more selective buyer behavior. With these shifting dynamics, both buyers and sellers in Chesterfield can benefit from Agent Pronto’s help in finding a local agent who understands the data and the market’s direction.
Chesterfield offers residents a welcoming, connected community with accessible parks, local amenities, and practical services that together support a high quality of life.
Chesterfield stands apart from nearby Anderson and Daleville with its quieter pace and small-town identity that still connects easily to major routes and jobs. Many residents appreciate how quickly they can reach larger employers and shopping along I‑69, then return home to a community where neighbors recognize one another at local events and ballfields.
Life here often centers on local parks and schools. Families make frequent use of Millcreek Civic Center for sports leagues, classes, and gatherings, while outdoor enthusiasts enjoy river access points along the nearby White River and trail connections into Mounds State Park, known for its ancient earthworks and wooded hiking paths. The Anderson Public Library and its outreach services are popular with Chesterfield residents, adding cultural programs and study resources without a long drive.
Everyday needs are close at hand, with local diners, convenience shopping, and quick access to larger retail in Madison County. School options, including those within the Anderson Community Schools, help anchor long term residents and attract new households who value a manageable commute paired with community roots.
For buyers and sellers in Chesterfield, timing and preparation matter in a market where well kept homes can move quickly. Agent Pronto can connect you with a real estate professional who understands local trends, pricing, and how to position your move so you are ready when the right opportunity appears.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“Brandi Oakes was terrific to work with. She was thorough and went above and beyond in communication. Our experience in buying a house with her our as agent was wonderful. We are looking forward in continuing to work with her on the sale of our current house. If and when we ever decide to move again we will definitely be contacting her. We would highly recommend Brandi Oakes as an agent because she genuinely cares and makes the whole process easy.”
“Caring realtor, very patient”
“Excellent Service.”
“We could not of asked for a better realtor. Every I was dotted and every T was crossed. From start to finish. If your selling or buying a home. This is your gal.”
“Kristen is even helpful!”
“What we appreciated most about Sarah was her honesty. She never sugarcoated the process or told us only what we wanted to hear. Instead, she came prepared, did her research, offered thoughtful guidance, and helped us set realistic expectations from the start. At the same time, Sarah was reassuring, confident, and encouraging throughout the selling process. Listing a longtime home can feel intimidating, but she made us feel comfortable and supported every step of the way. She communicated proactively, answered our calls, responded to our texts, and never overwhelmed us. If you are looking for a straight shooter who combines honest guidance with excellent communication, Sarah is the right person to work with.”
“We've now worked with Rachel multiple times—she helped us sell a home in the past and recently purchase an investment property—and I truly can't recommend her enough. Rachel is incredibly responsive, works fast, and consistently goes above and beyond for her clients. Real estate transactions can be stressful, but she makes the entire process feel seamless by staying on top of every detail and keeping communication clear every step of the way. What I appreciate most is that she genuinely cares. She advocates for her clients, is proactive instead of reactive, and always makes you feel like you're her top priority. Whether you're buying your first home, selling, or investing in real estate, Rachel is the kind of realtor you want in your corner. We will absolutely continue using her for future transactions.”
“More than happy to have worked with Dan. He's knowledgeable, and makes sure to listen to what you are looking for to ensure that you are satisfied with the property/price.”
“Amy had sold a previous home for me so when we began the early stages of just thinking about selling our current home Amy was our go-to. Amy guided us through the steps of getting our home ready to show, when to list and at what price point. Amy put in motion all the behind the scene things that make for a successful sale. Amy walked us through all the offers and negotiations making sure we understood and were comfortable in our decisions. Amy was right there with us from the beginning, when the for sale sign when into the yard. To the end, when the "Sold" sign when on top. I cannot say enough great things about Amy, from her quick responses to her knowledge in the real estate field, she is the best agent!”
“James was totally amazing. He was great to work with. He was respectful of the owners homes that we visited. He understood our needs and desires. We looked at many homes and he was always patient and thuroughly explained things. He worked with our daughter and son in law after we returned to Texas to continue the search. He stayed with them and us throughout the search. When we found the right house he provided insight in to how to craft the offer and used his market knowledge to help us determine the price to offer. That offer was accepted. He worked with us to arrange the various inspections. Those inspections were thurough and gave us confidence that the home was of good quality and in good shape. That was major as we were back home and had not seen the house. Jim maintained contact with us thru all the steps to get to closing. In conclusion, Jim is great at his job. He is personable, respectful, knowledgeable, easy to work with, communicates well, and get the job done.”
“We had a great experience with Colleen, very knowledgeable and available at all times we needed. Will use her again with any future real estate dealings.”
“Nick Walters is very attentive with spot on suggestions for selling the home. The summary updates emailed weekly were very helpful and appreciated. The advantage I had with having Nick as my agent was his familiarity with the neighborhood by highlighting the amenities and great neighbors within the neighborhood.”
“Kayla was an excellent agent who was very accessible and helpful which was important as first time homebuyers.”
“I would utilize Mark Overly again. He was awesome!!! Great experience.”
“Rob Wilson made the sale of my house as smooth effortless as possible. When problems arose prior to listing, he was beyond helpful. He not only knows the real estate market inside and out, but he also has a vast knowledge of local contractors who can take care of any issue found during the process.”
“Cindy and Michael Stockhaus are, by far, the best realtors I've dealt with. Aside from their professionalism, their communication, their availability, their patience, and their overall knowledge, they are people with heart. This wasn't an easy sale, for any of us, but they maintained professionalism and absolutely seemed to care about me and what I was going through in this process of selling my dad's home. Thank you for the recommendation!”
“Justin was most helpful dealing with an uncooperative property manager. He got the property sold quickly. I was very happy with his performance.”
“Dan Nolan was great. He was very honest and up front from the beginning. We were very pleased with his expertise in real estate. He got us more money than we expected in the sale and what other realtors expected to get. The house was sold within 3 weeks from listing and we were not expecting to show it for two more weeks. Glad we did—we entered into a sales contract in week 3. Very happy with results and would definitely use Dan Nolan again.”
“DaShawn was amazing to work with. He was very knowledgeable and was very patient with me during this process. Whenever I had a question, he knew the answer or was quick to get me an answer. He always answered my calls or got back with me in a timely manner. DaShawn sent me properties based on my budget, my wants and needs. He even gave me additional resources to assist me with my home. I would definitely recommend working with DaShawn.”
“Having had Tim as our broker on a previous purchase, I knew he was the best person for the job. I trust Tim completely, to have our best interests at heart and steer us in the right direction in all aspects of the transactions. Tim is simply the best! My husband and I have had dealings with many different realtors through the years, many of them quite good. I can honestly say that of all of them, Tim is far above the others. He ALWAYS got back to us quickly, ALWAYS had good information and recommendations for us, ALWAYS got us showings on desired properties in a timely manner. I can't say enough good things about him.”
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.
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