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Find the perfect real estate agent in West Chesterfield, Chicago, IL
We analyze top real estate agents in Chicago’s West Chesterfield neighborhood and across the country to find you the most proven local agents, for free.
Compare the top 25 real estate agents in West Chesterfield
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for May 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.
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.
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.
“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!!”
“Agent Pronto was quick to connect me to Mike Frank, a gem to work with. The sale transaction went very smoothly. Mike Frank was patient, conscientious, and responsive. All in all, it was a very pleasant experience working with him.”
“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.”
“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.”
“Dena was absolutely incredible. I could not be happier.”
“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!!!”
“It was great! We were put in touch with the best real estate agent around!”
“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. ”
“The agents you put me in contact with were exceptional. Dara Dickinson, the agent we signed with, was outstanding—sold our condo within 10 days. We highly recommend her to anyone looking for an agent in this area.”
“Agent Pronto connected me with a real estate agent that was a great match for my needs in selling my home. Sergio was excellent in helping me navigate the entire process and assisted me in getting top dollar for the sale of my home. I was very pleased with the process, his professionalism, and knowledge of the real estate market in my area.”
West Chesterfield real estate Market Report.
Information and statistics on the latest trends in the West Chesterfield real estate market, updated for May 2025. *
The typical home value in West Chesterfield is projected to be $157,130 for the month of May. April’s finalized data reported the typical value of a home in the neighborhood to be $199,750—down 7.09% over the previous 12 months. For comparison, city-level data pegged home values at $394,490 in Chicago for the most recent reporting period. That number is expected to float around $396,790 in May.
West Chesterfield had 11 new listings and 15 listings that went under contract in April, decreasing the area’s total available inventory to 10—down 16.67% from the previous month. Inventory is projected to have further decreased in May.
The median listing price for homes in West Chesterfield fell 9.04% from March to April, bringing the current median listing price to $150,000. Based on projected data for May, listing prices may continue to fall.
The number of days that homes have been on the market prior to going under contract rose year-over-year. In April 2025, the median time for a listed property to go pending was 57.5 days, compared to 46 days in April 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 May.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Learn more about what West Chesterfield has to offer.
West Chesterfield offers residents a vibrant community rich in cultural diversity, historic charm, and convenient access to city amenities.
West Chesterfield is a tight-knit neighborhood on Chicago’s South Side, where neighbors greet each other by name and mature trees shade charming streets. As you explore this peaceful residential enclave, you’ll discover its sense of community and pride at every turn. Residents enjoy a rare blend of tranquility and urban accessibility, thanks to its proximity to Roseland and quick access to downtown Chicago. The area's affordable single-family homes have long drawn families and professionals who value both space and convenience.
Education is a strong focus, with local options such as Gwendolyn Brooks College Preparatory Academy providing rigorous academics in a supportive environment. For younger learners, Arthur Dixon Elementary School garners praise from area families. The neighborhood's own West Chesterfield Community Association actively fosters neighborhood safety and beautification, organizing events and advocating for residents’ needs.
Outdoors, residents can stretch their legs in nearby parks like Fernwood Park, a hub for recreational activities and community gatherings. Accessibility is a breeze, with the 95th/Dan Ryan CTA Red Line station just minutes away, ensuring straightforward commutes to both the Loop and other coveted Chicago destinations. For shopping or dining, the neighboring Chatham area provides a wide variety of options, from local eateries to retail favorites.
Whether you’re buying a home for the first time or selling to move elsewhere, West Chesterfield offers a welcoming atmosphere and strong community roots. Let Agent Pronto connect you with a qualified real estate professional to make your West Chesterfield experience seamless and rewarding.
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 West 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 Chicago. 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 Chicago 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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No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents.
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