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- Agent Pronto
- Indiana
- Chesterfield
The best way to find top real estate agents in Chesterfield, IN
We analyze thousands of real estate agents in Chesterfield and nationwide to find you proven local professionals, for free.
Compare top Chesterfield real estate agents.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for July 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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Chesterfield real estate Market Report.
Information and statistics on the latest trends in the Chesterfield real estate market. *
Latest Rolling 3-Month Snapshot
Apr 1, 2026 - Jun 30, 2026
Quarterly Pricing Trends for Chesterfield
Rolling three-month data ending on quarter boundaries when available.
Quarterly Pricing Trends for Chesterfield
Rolling three-month data ending on quarter boundaries when available.
Quarterly Pricing Trends for Chesterfield
Rolling three-month data ending on quarter boundaries when available.
Quarterly Inventory and Sales Activity for Chesterfield
Rolling three-month supply and activity totals for the selected period.
Quarterly Inventory and Sales Activity for Chesterfield
Rolling three-month supply and activity totals for the selected period.
Quarterly Inventory and Sales Activity for Chesterfield
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 (Apr 2026 - Jun 2026).
Over the latest rolling three-month period ending in June 2026, Chesterfield’s typical home value is up compared with a year earlier, rising about 7 percent. At the same time, the median list price has edged down year over year, signaling some softening on the asking side. Inventory has also slipped slightly from last year, with active listings down around 7 percent.
Recent activity shows a small, low-volume market that is moving more slowly than in prior years. Homes are taking much longer to sell, with the median days on market over the last three months jumping to 87 days from roughly a month a year ago, while months of supply has climbed to 3.7 from under one month last June, shifting conditions toward a more balanced feel.
Even with this slower pace, pricing is holding relatively firm, as sellers are receiving an average of about 99 percent of their list price and roughly 17 percent of recent sales closed above asking. Off-market-in-two-weeks activity remains notable, with nearly half of listings going under contract that quickly, which underscores how the best-priced homes still attract attention. With only six homes sold and nine new listings in the latest period, each sale carries more weight for local pricing trends. Buyers who want to navigate the shifting balance and sellers aiming to price correctly can both benefit from Agent Pronto’s help in finding a Chesterfield agent who knows this data-driven landscape well.
Learn more about what Chesterfield has to offer.
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.
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“This entire process was stress-free and joyful. That was largely, if not completely, due to Lisa being so amazing and so accessible every step of the way. She was incredibly knowledgeable, she gave us valued opinions on homes, and she just made it so fun to go through the whole process. It truly took all the stress out of finding a home and going through the entire process of buying a home.”
“Sarah was great to work with throughout the entire process of buying our home. She cared about helping us find the right home and her knowledge of the Broad Ripple market was amazing. She knew what to look out for and pointed out things we would’ve never noticed, and she also made sure we were thorough with the inspection process. We always felt like she was looking out for us! Sarah was also always willing to answer our many questions. Buying a home can definitely be overwhelming, especially as first time home owners, but she made the whole process feel so much less stressful. Beth also really helped us throughout the process of being under contract/closing and made sure we met all of our deadlines, she was fantastic! We absolutely adore our new home and are so thankful for everything Sarah did to help us get here. We couldn't recommend her more highly to anyone looking for a realtor!”
“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.”
“I was really happy with Brandi Oaks, for being in a situation of losing my mom in February and I was selling her house since it was left to me I was told about Brandi met with her went over everything very efficient. Very nice person to work with and she knew what she was doing. She helped me in many ways I felt so comfortable around her working with her getting things done how to do it and that was very helpful because I didn't know nothing about selling a house. I bought one but never sold one all in all Brandi can sell a house of mine anytime but I live out of state, but I definitely would recommend her to anybody. Want to sell a house because Brandi is really good. I was very very pleased. Thank you!!!”
“Thank you Tracy for helping. Tracy actually made sure to teach how the market works and kept at every single step of this process. She was detailed and organized throughout the whole time and answered all the questions that came along. If you want a stress-free experience, go with her!!!!”
“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.”
“She was extremely helpful and understanding on everything that came up at any point in time. She was easy to work with. I would recommend her to help out anyone that I do know is looking for a house.”
“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.”
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 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.
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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 Chesterfield Realtor® or real estate agent today.
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