“Kim was a pleasure to work with. Great experience with Kim all the way around.”
Wirtz Real Estate Group, Inc.
- Agent Pronto
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The best way to find top real estate agents in South Side, Chicago, IL
We analyze thousands of real estate agents in Chicago’s South Side neighborhood and nationwide to find you proven local professionals, for free.
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Compare top South Side real estate agents.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for November 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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South Side real estate Market Report.
Information and statistics on the latest trends in the South Side real estate market. *
Latest Rolling 3-Month Snapshot
Jul 1, 2026 - Sep 30, 2026
Median sale price
$290K
-11%
from Q2 '26
Median list price
$287K
-4.3%
from Q2 '26
Active listings
1,495
-0.7%
from Q2 '26
Homes sold
488
-1.8%
from Q2 '26
New pendings
581
-15%
from Q2 '26
New listings
726
-6.3%
from Q2 '26
Quarterly Pricing Trends for South Side
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Pricing Trends for South Side
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Pricing Trends for South Side
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Inventory and Sales Activity for South Side
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
Quarterly Inventory and Sales Activity for South Side
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
Quarterly Inventory and Sales Activity for South Side
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
26
Seller’s Market
Seller’s Market
Buyer’s Market
0
20
40
60
80
100
0
25
50
75
100
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Jul 2026 - Sep 2026).
Year over year in South Side, home values in this rolling three-month view have risen modestly while prices across Chicago climbed faster overall. Typical home values in the area are up slightly compared with last year, and the median list price has grown a bit more quickly, suggesting sellers are testing higher asking prices.
Inventory and activity have also shifted over the past year. Active listings in South Side are up slightly compared with a year ago, while homes sold and new listings have both increased, pointing to more movement in the market even as Chicago as a whole saw fewer active listings.
Conditions on the ground show a market that is more balanced but still leans toward sellers. Months of supply in South Side sits just over five months, well above Chicago’s roughly three months of supply, yet more than a quarter of recent sales still closed above list price and the average sale-to-list ratio is close to 100 percent, so pricing strategy matters. Buyers and sellers who want to navigate these evolving dynamics can turn to Agent Pronto to connect with a local real estate expert who understands the South Side market.
Learn more about what South Side has to offer.
South Side offers residents a vibrant, neighborly mix of culture, community, and opportunity, with accessible services, local businesses, parks, and a resilient, inclusive spirit that keeps neighbors connected.
South Side in Chicago covers a wide area of neighborhoods with quick access to downtown via the Red and Green Lines and major routes like Lake Shore Drive and the Dan Ryan Expressway. From historic streets in Bronzeville to waterfront trails in South Shore, residents find a mix of long‑time community roots and everyday convenience that works for commuters, students, and families alike.
Outdoor access is a major draw. The lakefront at Promontory Point and Oakwood/41st Street Beach offers paths for biking and jogging along Lake Michigan. Large parks, including Jackson Park and Washington Park, give South Side residents access to playgrounds, athletic fields, and cultural events.
Everyday needs are close at hand. Neighborhood commercial corridors feature local staples like Original Jimmy’s Red Hots and cafes, barbershops, and small grocers, while larger shopping areas in nearby Loop and Near North Side are a short drive or train ride away. Cultural landmarks such as the DuSable Black History Museum and Education Center and the Museum of Science and Industry sit near residential streets, creating a rare blend of quiet blocks and major attractions.
Housing ranges from classic brick two‑flats and bungalows to updated condos and newer construction. Because each pocket of South Side has its own character and price point, working with a local expert helps clarify where transit options, schools, and amenities best match your goals. Agent Pronto connects buyers and sellers with trusted South Side agents so your move feels more informed and less stressful.
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See why so many people rely on Agent Pronto to make their real estate journey a success.
“John and Theresa did an outstanding job assisting us with purchasing our first home in the Florida area. Their knowledge and experience was extremely helpful with the purchase process and I would highly recommend them if you’re relocating from another state or if you’re locally relocating. John and Theresa are your go to agents I highly recommend them.”
Century 21 Selling Paradise
“Selling our condo was a much smoother experience than I expected, and I truly have Larry to thank for that. From the very beginning, he was knowledgeable, responsive, and incredibly professional. Night or Day, weekday or weekend Larry answered the phone and communicated actively any information about the process to us. A true professional. He guided us through every step of the process, answered all of my questions, and always made us feel confident in the decisions we were making. What impressed me most was his negotiation skills. Larry advocated for our best interests every step of the way and worked hard to secure the best possible outcome. We always felt like he had our back and never settled for less than what our home was worth. If you’re looking for an agent who is honest, strategic, communicative, and genuinely invested in their clients, we can’t recommend Larry Lazar highly enough. Selling a home can be stressful, but he made the entire process seamless. We would absolutely work with him again and recommend him to anyone buying or selling a home.”
Charles Rutenberg Realty Charles Rutenberg
“Cannot emphasize enough how helpful Brad was during this whole process. We had literally zero idea about what we were doing and he helped in so many ways.”
Guidance Realty
“Working with Henry and the Heart of Chicago Homes team was an incredible experience from start to finish. Throughout the entire process, I always felt supported, informed, and confident knowing he and the team had our best interests in mind. We were searching in one of the most competitive markets, and the townhome we fell in love with ended up receiving multiple offers. Although our offer wasn’t accepted initially, Henry stayed persistent and maintained consistent communication with the listing agent. Thanks to his dedication and follow-up, he was able to position us next in line and ultimately help us secure our dream home when the first deal fell through. Even though we originally had the second-best offer, his hard work, relationships, and determination made all the difference. We couldn’t be more grateful and would highly recommend Henry and his team to anyone looking to buy or sell a home!”
Real Broker LLC
“Jakeshia Thomas provided a great service. She helped us navigate a concurrent closing deal involving multiple real estate transactions, She repeated us, the buyers. She went above and beyond, making our real estate experience smooth and stress-free. Her level of professionalism and patience when working with first-time is unmatched. I can’t say enough positive things about her.”
Blue Door Dave Real Estate
“Would use Lizette again, very easy to work with & very professional. Would recommend here 100% to Friends.”
REALTY OF AMERICA
“Reggie was amazing and so supportive through the whole process. He always took the time to explain anything that was confusing to me as a first time home buyer and he helped me find everyone else I needed to help me with the home buying process like a loan processor and attorney and everything. Highly recommend him to anyone and everyone!”
eXp Realty, LLC
“She was very helpful especially to a first time home buyer. Whatever questions I had about the property she would answer it or get the answer from the listing agent. Was always on time for showings. Would definitely recommend her especially for first time buyers”
Realty of America, LLC
“Absolutely thrilled with my experience working with Joey as my realtor! As a first-time homebuyer, I was feeling a bit overwhelmed, but Joey made the entire process smooth, clear, and stress-free. From the very first consultation, he took the time to understand my needs and preferences, offering valuable insights and expert guidance every step of the way. He was incredibly responsive, always available to answer questions or provide advice, and he went above and beyond to ensure I found the perfect home. His professionalism, knowledge of the market, and attention to detail truly set him apart. I couldn’t have asked for a better experience—Joey made what could have been a daunting process a breeze. Highly recommend him to anyone looking to buy or sell a home! 5 stars all the way!”
PAK Home Realty
“Sharie did excellent job. Always accessible on time. Extremely approachable”
eXp Realty, LLC
“Tony is very professional. Willing to go the extra mile to make sure process goes smoothly and helpful all the way. Communication is super easy and prompt. I am very satisfied with the work he provided for us.”
Keller Williams ONEChicago
“Ken is a wonderful realtor to work with. He is incredibly organized and an extremely effective communicator. His experience in the industry positions him to guide you in making good decisions about price and other key decisions. You really can't do better than working with Ken.”
Berkshire Hathaway HomeServices Chicago
“Ty was on top of everything the whole time. She coordinated every step for me as we moved through my process. Once I was under contract to buy my house some issues did come up but Ty is Problem-Solver!! and she succeeded. I highly recommend Ty she works really hard throughout your process. I’m so appreciative of her”
Keller Williams Preferred Realty
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 South Side. 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 South Side Realtor® or real estate agent today.
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