“Colleen Gordon is our trusted realtor every time we are in the market to buy or sell a home. Her professionalism and deep expertise make the process smooth and stress-free. She's incredibly approachable, goes the extra mile in negotiations, and handles every detail with care and dedication.”
- Agent Pronto
- Indiana
- Chesterfield
Find the perfect real estate agent in Chesterfield, IN
We analyze top real estate agents in Chesterfield and across the country to find you the most proven local agents, for free.
Compare the top real estate agents in Chesterfield
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for August 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.
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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.
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We’ve helped over 500,000 home buyers and sellers find their ideal real estate agent.
“Rachel is amazing. Her communication and honest approach is very important when it comes to selling and buying homes. We love Rachel and will continue to use her if we sell and buy again .”

“Sarah was familiar with the situation with my brother. She was not pushy about getting me to sell after his death. That was extremely important. She gave my family time to grieve & clean out the house. She let me contact her when we were ready. Sarah knew all along the house was going as is. She also was aware I had 3 siblings that had to agree. I couldn't have asked for a better realtor!”

“Dan Mervar went above and beyond to ensure any major issues were addressed prior to listing the house, along with providing immediate feedback on any issues after a showing. He did a great job running comps, so we knew the ideal selling price before listing...had the house sold within 4 days.”

“Heather was very attentive and available. Her knowledge of the area was fantastic and really helped. I could trust her and knew she would help me find the best home. I would highly recommend her.”
“Nick did a great job in every way! He made selling my home hassle free even while I was not there locally. Above and beyond, highly recommend!”

“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.”

“Amy Corey did a super job! If it weren't for help, I wouldn't be in my dream home!”

“Kristen is the best. Would not consider anyone else when buying or selling.”

“Friendly and professional. Returns calls immediately..great communication..Strongly use again and recommend to anyone to use.”

“I don't know how I could sold my home without Lisa McCoy. She was wonderful & always accessible & responsive. I thank God for her expertise & experience.”

“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!”

“We worked with Jim for a few years, starting and stopping our search multiple times. He was with us every step of the way being patient and offering us guidance. He's easy to talk to, answered just about every question we had and if he didn't know the answer he had no problems recommending someone to us who had the answer. Overall Jim made the whole buying process a fairly pleasant experience!”

“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.”

“Carlos was fantastic! He took charge when the buyer's relator wasn't moving things along. Carlos gave very honest feedback to our questions. We have been referring friends and family to Carlos nonstop since partnering with him to sell our home.”

Chesterfield real estate Market Report.
Information and statistics on the latest trends in the Chesterfield real estate market, updated for August 2025. *
The typical home value in Chesterfield is projected to be $131,280 for the month of July. June’s finalized data reported the typical value of a home in the city to be $136,000—down 13.1% over the previous 12 months. For comparison, county-level data pegged home values at $199,950 in Madison County for the most recent reporting period. That number is expected to float around $200,200 in July.
The number of days that homes have been on the market prior to going under contract rose year-over-year. In June 2025, the median time for a listed property to go pending was 8 days, compared to -14 days in June 2024. In recent months the median number of days from listed to pending appears to be increasing. That trend is predicted to have carried through to this July.
Learn more about what Chesterfield has to offer.
Chesterfield offers residents a welcoming community with a vibrant mix of local amenities, outdoor recreational opportunities, and cultural events that enhance quality of life.
Chesterfield stands as a welcoming crossroads for those seeking the perfect blend of small-town tranquility and easy access to bustling nearby areas. Surrounded by the natural beauty of the White River and centrally positioned between Anderson and Daleville, Chesterfield offers a genuine sense of community. Outdoor enthusiasts enjoy explorations through Millcreek Civic Center’s fitness facilities and events or a round of disc golf at the Chesterfield Disc Golf Course. Historic charm greets visitors at the Chesterfield Spiritualist Camp, a unique destination founded over a century ago that still offers lectures and workshops throughout the year.
Families considering a move will appreciate that Chesterfield students attend the Anderson Community School Corporation, known for its supportive learning environments and opportunities in arts and athletics. The town's proximity to educational and cultural events in Madison County means that young learners have plenty of extracurricular programs to pursue. Longtime residents and newcomers alike gather at local diners and parks, taking pride in annual festivities like the Chesterfield Fourth of July Celebration and the Holiday Parade, which give the town its friendly, familiar rhythm.
For those drawn to affordable homes with a touch of historic character, Chesterfield’s real estate market remains appealing, set among quiet neighborhoods and mature trees. Whether you are searching for a cozy starter home or looking to relocate for a comfortable retirement near Anderson University, Chesterfield provides a distinctive quality of life.
If you are ready to make Chesterfield your home or looking to transition to new opportunities elsewhere, Agent Pronto makes pairing with the right real estate agent efficient and straightforward, supporting you every step of the way.

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 Chesterfield 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 Chesterfield. 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 Chesterfield 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. 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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