Find the perfect real estate agent in Kenwood, Chicago, IL

We analyze top real estate agents in Chicago’s Kenwood neighborhood and across the country to find you the most proven local agents, for free.

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Real estate in Chicago’s Kenwood neighborhood.

Compare the top 25 real estate agents in Kenwood

Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for May 2025. *

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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.

“Steve rocks! He was on top of things and kept me informed as issues arose. He pulled me off the ledge a few times and he was surprised that I called to thank him after the closing. He's a keeper.”
5 stars
DC
Dorothy C.
Chicago, IL
“The referral of Mike Frank was the best decision we made! Mike Frank is detailed, thorough, responsive and a joy to work with. He went above and beyond to deliver us the kind of customer service we could only have hoped and imagined. Results and not excuses! Thank you for this referral!”
5 stars
PS
Patricia S.
Chicago, 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
“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
“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
“It was great! We were put in touch with the best real estate agent around!”
5 stars
AS
Adrienne S.
Aurora, IL
“Professional and very knowledgeable about the market. Larry did a great job and I would highly recommend him.”
5 stars
JD
John D.
Rolling Meadows, IL
“House sold quickly and for a fair price. Very pleased! ”
5 stars
EC
Edie C.
Woodridge, IL

Kenwood real estate Market Report.

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

The typical home value in Kenwood is projected to be $314,180 for the month of May. April’s finalized data reported the typical value of a home in the neighborhood to be $273,450—down 10.93% 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.

Kenwood had 70 new listings and 66 listings that went under contract in April, decreasing the area’s total available inventory to 78—down 0.0% from the previous month. Inventory is projected to have further decreased in May.

The median listing price for homes in Kenwood grew 5.88% from March to April, bringing the current median listing price to $270,000. Based on projected data for May, listing prices may continue to grow.

The number of days that homes have been on the market prior to going under contract fell year-over-year. In April 2025, the median time for a listed property to go pending was 89.5 days, compared to 94 days in April 2024. In recent months the median number of days from listed to pending appears to be steady. That trend is predicted to have carried through to this May.

Real estate in Chicago’s Kenwood neighborhood.
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Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.

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

Learn more about what Kenwood has to offer.

Kenwood offers residents a vibrant blend of historic charm, lush parks, and cultural attractions that foster a welcoming community atmosphere.

Kenwood welcomes those seeking architectural splendor, rich heritage, and peaceful green spaces, all within convenient reach of central Chicago. This historic neighborhood is famously lined with grand residences, including the striking Powhatan Apartments and former homes of cultural icons such as Barack Obama and Muhammad Ali. The stone walkways and leafy streets summon both pride and curiosity, while mature parks like Kenwood Community Park and Oakwood Beach foster a closeness to nature rarely found in the heart of a major city.

Education flourishes at local institutions like Kenwood Academy High School, which is known for its strong academic programs and vibrant extracurricular scene. Further enhancing young minds, the award-winning Newberry Math and Science Academy and Beulah Shoesmith Elementary add to the neighborhood’s family appeal. Residents appreciate easy access to city culture, with the Museum of Science and Industry just a short trip south and the artistic venues of nearby Hyde Park invigorating weekends.

Kenwood’s blend of stunning vintage architecture, accessible lakefront, and proximity to both renowned Bronzeville and Woodlawn only brighten its desirability. If you’re looking to buy or sell in this storied neighborhood, Agent Pronto can help you connect with an experienced local real estate agent who understands the unique character and value Kenwood offers.

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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 Kenwood 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!


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.


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