1. Agent Pronto
  2. Illinois
  3. Chesterfield

Find the perfect real estate agent in Chesterfield, IL

We analyze top real estate agents in Chesterfield and across the country to find you the most proven local agents, for free.

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Chesterfield, IL real estate

The easiest way to find the best real estate agent.

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.

Tell us what you need.
Answer a few quick questions about your real estate needs so we can begin our search.
Match with the perfect agent.
Our personalized matching system will connect you with a top-rated real estate agent with the local expertise and experience you need.
Meet your agent.
Review the details of your top agent recommendations and speak with them to learn exactly how they can make your real estate journey a success.
Buy and sell with confidence.
While real estate decisions are among the most important financial and personal decisions we make, you can rest easy knowing that you have a proven real estate professional on your side.
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Agent profile screenshot

Home buyers and sellers love Agent Pronto.

Here’s what some of the 400,000+ home buyers and sellers have had to say about our service.

“I can not say enough about Pam! She is a real fighter. Never say die. If I needed one person in my corner, I want it to be Pam! She is my HERO!”
5 stars
JR
Joe R.
Bridgeton, MO
“Great in every way! Was very patient walking me through every step of the process.”
5 stars
RW
Rna W.
Florissant, MO
“Thank you, Agent Pronto, for recommending Karl. He was an amazing agent and just got the job done! I would recommend your service and Karl to any future home sellers or buyers!!!”
5 stars
CR
Charmaine R.
Rockford, IL
“Working with James was a terrific experience. He is most knowledgeable and realistic when evaluating real estate. He always kept me informed and had timely calls regarding our next decisions. I recommend him most highly.”
5 stars
RP
Rich P.
Chicago, IL
“It's been great working with Bobbi - she is very responsive (never once missed a phone call or text), always on point but never pushy, be it her advice on pricing changes or negotiating an offer or following up on repairs. She arranged multiple open houses, brought in a steady stream of potential buyers, helped us a lot thru the whole process, made it easy for us even after we moved out of state and got our home sold just before the winter hit. Loved working with her and would definitely recommend her. ”
5 stars
PD
Priya D.
Champaign, IL
“Excellent! Very pleased with the process and the agent I chose to work with. It was expedient and simple, which worked perfectly for me as I'm located in another state away from the property I sold!!”
5 stars
CC
Carson C.
Chicago, IL
“It was great! We were put in touch with the best real estate agent around!”
5 stars
AS
Adrienne S.
Aurora, IL
“Cheri Gibson was the best I have ever dealt with. She was professional at all times. She answered all our questions. She is very knowledgeable. I would highly recommend her to anyone looking to sell/buy. The house was listed and sold in one day.”
5 stars
SE
Sharon E.
Aurora, IL
“Dena was amazing! She helped us tremendously...She helped us with a new lender and made our dream come true, and not even Covid-19 stopped us! Forever grateful. ”
5 stars
NO
Nancy O.
Aurora, IL
“Mike Frank provided excellent service and was a pleasure to work with.”
5 stars
JG
James K G.
Chicago, IL

Chesterfield real estate Market Report.

Information and statistics on the latest trends in the Chesterfield real estate market, updated for June 2025. *

Chesterfield had 3 active listings in April, including 4 new listings. Overall, active listings were up 200.0% from the previous month.

Of those 3 active listings, 66.67% reduced their price in the month of April. The median listing price for homes in Chesterfield grew 18.84% from March to April, bringing the current median listing price to $949,500. Based on projected data for May, listing prices may continue to grow.

Chesterfield, IL real estate
* Data provided by Redfin, a national real estate brokerage.

Learn more about what Chesterfield has to offer.

Chesterfield offers its residents a vibrant community with excellent recreational facilities, diverse shopping options, and engaging local events that foster a welcoming and thriving environment.

Chesterfield offers a peaceful way of life surrounded by Midwestern charm and community spirit. This friendly town is a welcoming choice for those interested in small-town living with the benefit of easy access to larger hubs like Macoupin County and nearby Carlinville. Residents find themselves drawn to the natural beauty of the landscape; views open out across green fields and gentle hills, with ample opportunities for outdoor recreation like fishing and hiking. Families appreciate quiet streets, safe neighborhoods, and the feeling of knowing their neighbors.

Education is a point of pride in Chesterfield, served by the Northwestern CUSD #2 School District, which fosters close-knit connections among students, families, and educators. Children grow up encouraged by local traditions and events, ranging from seasonal festivals to community gatherings, creating lifelong memories and friendships. Though the town itself is quaint, larger shopping and dining options are just a short drive away in Jerseyville, adding convenience to rural living.

For those passionate about exploring history and community, the influence of Chesterfield’s agricultural roots is visible in the lovingly kept farmland and local events. Local organizations and clubs provide ways for newcomers to connect, while the Macoupin County Fair and Carlinville Market Days offer something for everyone.

If you’re considering buying or selling in Chesterfield, count on Agent Pronto’s expertise to help you find the right real estate agent to guide your journey home.

Woman smiling

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!

Sarah W.

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!


Frequently Asked Questions

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.