We analyze thousands of real estate agents in Chicago’s Old Town 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.
Sell faster. Buy smarter. Get matched with proven agents who know your market—all for free.
Information and statistics on the latest trends in the Old Town 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).
Home values in Old Town, IL have softened in the latest rolling three-month period, with the typical home value around $280,900, down sharply from a year ago. List prices have also moved lower year over year, and they now sit well below the median sale price seen across Chicago as a whole.
Listing and contract activity shows a mixed picture. New listings are up solidly from a year ago, even as the number of homes sold has dropped and pending sales are down more than 40 percent. Inventory has built to about 7 months of supply, much higher than in the broader Chicago market.
Even with more choices for buyers, homes that do sell are often transacting close to asking price. The average sale-to-list ratio is just over 100 percent, and roughly two-thirds of recent sales closed above the list price. Sellers are also seeing homes move faster than a year ago, with the median time on market now under two months. With this blend of softer prices, increased inventory, and strong pricing power on closed deals, both buyers and sellers can benefit from having an Agent Pronto–recommended agent guide their next move in Old Town.
Old Town offers residents a charming, walkable neighborhood with historic architecture, diverse local shops and dining, abundant cultural amenities, and a strong sense of community.
Old Town offers an easy rhythm to daily life, where errands, commuting, and downtime all fit comfortably into one compact neighborhood. Tree‑lined streets mix historic walk‑ups with newer condos, and many residents walk to the local grocer, corner coffee shop, or yoga studio before heading downtown on the Brown or Purple Line from the Sedgwick station.
On weekends, locals browse boutiques along Wells Street, grab brunch near North Avenue Beach, or catch a comedy show at The Second City. Families appreciate green space at Lincoln Park and easy access to the lakefront trail, while food lovers find an impressive range of restaurants within a short walk or rideshare.
Commuters benefit from quick trips into the Loop and nearby neighborhoods like River North, Gold Coast, and Lincoln Park. Daily needs are simple to manage, with pharmacies, markets, fitness studios, and schools such as LaSalle Language Academy close by. Cultural spots like Chicago History Museum add depth for those who enjoy museums and neighborhood events.
With Old Town’s mix of historic character and everyday convenience, understanding each block and building type is essential when buying or selling. A well‑matched local agent can explain subtle price differences, guide you through competitive offers, and highlight streets that best fit your lifestyle. Agent Pronto connects you with that right Old Town expert so both buyers and sellers can move forward with confidence.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“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.”
“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!”
“Laura is Amazing!”
“Juan helped us immensely in buying our first home and answered every question we had. Would 100% recommend.”
“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!”
“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.”
“Larry is by far the most AMAZING Realtor. He was always very responsive to my calls, texts, request, etc. We built up such a great relationship through this crazy process, that even after we closed on our new home, he reached out to check on us. He is always looking to get the best deal for his clients. He is like family now to us and will always have his own seat next to the firepit in our backyard. I would DEFINETLY recommend Larry to anyone and everyone looking to buy or sell. AMAZING.. Can't say enough Great things about Larry.”
“Easily one of the best realtors, he was extremely friendly didn’t rush us for houses tours. He also showed my family and me plenty of houses on the market for months.”
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 Old Town. 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 Old Town Realtor® or real estate agent today.
We’ll match you with top-rated real estate agents in just about any city—wherever your next move takes you.