We analyze thousands of real estate agents in Chicago’s Kenwood neighborhood and nationwide to find you proven local professionals, for free.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for August 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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Information and statistics on the latest trends in the Kenwood real estate market. *
May 1, 2026 - Jul 31, 2026
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
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 (May 2026 - Jul 2026).
Inventory in Kenwood has tightened in this rolling three-month view, with active listings down sharply from a year ago and new listings also declining by more than one fifth. At the same time, contract activity has held up, as pending sales are up year over year even though the number of homes sold has slipped.
Prices have moved higher over the past year, with the typical home value in Kenwood rising at a faster pace than the broader Chicago market. List prices have climbed even more quickly, yet the average sale-to-list ratio has stayed just under 97 percent and the share of homes selling above list has inched up.
While Kenwood is still classified as a seller’s market, months of supply are a bit higher than in Chicago overall and homes are taking much longer to go under contract than they did a year ago. With this mix of stronger pricing, tighter supply, and slower days on market, both buyers and sellers can benefit from an Agent Pronto–recommended real estate professional who understands how to navigate current conditions and advocate for their goals.
Kenwood offers residents a rich blend of historic charm, leafy streets, strong community ties, and easy access to culture, parks, and transit.
Kenwood in Chicago offers lakefront access, historic architecture, and practical connections to the rest of the city, making it appealing to both long-time residents and newcomers. Bordered by Hyde Park and Oakland, the neighborhood sits just south of downtown with convenient access to Lake Shore Drive and Metra service at 47th Street Station.
Daily life in Kenwood balances quiet, leafy residential blocks with urban amenities. Residents are close to the running and bike paths along the Lakefront Trail, beaches at Burnham Park, and neighborhood green space like Gwendolyn Brooks Park. Families appreciate access to schools such as Kenwood Academy High School and nearby cultural resources at the DuSable Black History Museum and Education Center.
Housing options range from vintage condos and cooperatives to restored single-family homes, with relative value compared to areas like South Loop and Lincoln Park. Proximity to the University of Chicago and downtown supports both professional and academic lifestyles, while local dining and everyday conveniences keep errands simple.
Because each block and building type in Kenwood has its own character, working with a knowledgeable local agent can clarify pricing, transit tradeoffs, and future development. Agent Pronto connects buyers and sellers with experienced Kenwood specialists who streamline decisions, reduce stress, and help you move with confidence.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“We worked with Andrew McCatty and he could not have made the process smoother! He was very responsive, prepared, and showcased the house spectacularly - we had an offer in 4 days! Andrew worked with Mike to put together the listing and it was excellent. We had an independent appraisal done before we chose the McCattys and we are so glad we got a second opinion. I cannot recommend them enough!”
“I've worked with Shawn Jones for nearly 10 years. He helped me find my first apartment, and first home after getting married. He is a deeply considerate, caring, and experienced agent. I can't recommend him highly enough.”
“Rose Riodan, did excellently well, always available for phone calls, chat and prompt with emails. Gave great advice and recommendations that supported making informed decisions.”
“Kim was easy to work with. She explained everything very clearly, which was something important to me as a first time seller. Her attention to detail and open communication were greatly appreciated and I highly recommend working with her.”
“Emir is a wonderful agent! His expertise in real estate was great and he was extremely helpful with any questions. He was patient and always responded in a timely manner. I would highly recommend hiring Emir as your agent!”
“We've known Brittany for many years and we have had experience working with her in the past. We chose to work with her once more because of our wonderful experience In the past. I would highly recommend her because of her professional approach and her genuine interest to provide the best to her customers.”
“Paula was fantastic! She was knowledgeable, very responsive, and was able to walk me through the process step-by-step as a first-time seller. Would highly recommend to anyone and everyone!”
“I previously used Jeffry Phillips to sell a house I inherited. It was a very emotional time and he was fantastic. He was very knowledgeable and gave suggestions of things that could be done to the house prior to selling it. Because that experience was so positive and he was so professional I utilized his services when it was time for me to sell my house. When it came time to sell my home, he was professional and extremely knowledgeable about the Garfield Ridge neighborhood. I would highly recommend him to any of my friends family, and neighbors if they are buying or selling a house.”
“Katherine Rubis was very patient with me during the year that I was looking for homes. She was always available to discuss our next steps or to show me new listings. Every single part of the process that Katherine handled was very smooth and easy for me. She is an outstanding agent and I will definitely call her when I am in the market to sell or buy a home again. There is nothing else she could have done to make me more satisfied with working with her. I have zero complaints.”
“Vicky knows real estate and has excellent communication skills. She relayed her recommendations and expectations. Her experience expedited the sale of my home. I had a contract in less than two days. She is a hard worker and always available to respond to questions or concerns. I highly recommend her for an agent.”
“Melissa Young is an excellent realtor. I highly recommend her.”
“Laura is Amazing!”
“Working with Tracy to buy our home was a great experience and she was always available and communicative even as we navigated some difficult parts of the negotiation with the seller. She was personally at every visit and even at the inspection and closing, going way above and beyond my expectations and previous experiences with buying agents. Thanks to her we found a home for our family and while we don't plan to buy in the near future I'd be happy to work with her again and again. Thanks Tracy!”
“Steven was very helpful, knowledgeable, passionate, and most importantly he met all of my needs! I will definitely use him for all of my future home purchases in the near future. Thanks again Steven, he's definitely a ROCK STAR! I can't wait to work with him in the near future. Betty Ng”
“Meldina is an expert in the local market and an exceptional negotiator. Her professionalism, communication, and dedication exceeded our expectations. We highly recommend her!”
“Barb was 1/20 realtors who was willing to work with me in the beginning over 9 years ago. This is when I first purchased my home. I was cheap buyer. It went without saying I was going to be using her for the sale of the home 9 years later. She handled the hurdles flawlessly and talked me through and coached me the entire way. To say I appreciate her is an understatement. I sold my home after we relocated it of state and she coordinated every logistic of that sale on my behalf to he best of her ability. I recommend her without fail and would point every person in her direction that has a need for a solid realtor.”
“It was a joy to work with Kathryn she was able to answer every question I had, her knowledge goes a long way and I will definitely recommend her to friends and family.”
“Working with Kolby Banks was an exceptional experience. His professionalism, deep market knowledge, and proactive communication turned a complex process into a seamless one. Kolby is a sharp negotiator who truly advocates for his clients' best interests. If you want a realtor who is transparent, detail-oriented, and results-driven, we highly recommend Kolby Banks. He’s simply the best in the business!”
“Best realtor! Has helped us with two properties and always easy to work with and super prompt with communication. Will be using him for future properties!”
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 Kenwood. 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.
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.
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.
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 Kenwood Realtor® or real estate agent today.
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