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 July 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 Old Town real estate market. *
Mar 1, 2026 - May 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 (Mar 2026 - May 2026).
Home values in Old Town have risen sharply in this rolling three-month view, with the typical home value up about 24% year over year. List prices are higher as well, with the median list price posting a more modest single-digit annual gain while still sitting above current sale prices.
Inventory and listing activity look different from a year ago. Active listings are down compared with last year, yet new listings have increased significantly, suggesting more owners are testing the market even as overall supply tightens. Homes are taking longer to sell, with the median days on market stretching to around three months. At the same time, months of supply is a bit higher than the broader Chicago market, pointing to slightly looser conditions locally than citywide.
Demand indicators are mixed in Old Town. Homes sold are up a bit year over year, but pending sales have slipped and no recent sales closed above list price, even though the average sale-to-list ratio is still close to 99%. Compared with Chicago as a whole, Old Town’s higher months of supply and faster price growth create a nuanced environment where pricing strategy matters. With these shifting trends, both buyers and sellers can benefit from Agent Pronto’s help connecting with a local agent who understands the current dynamics.
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.
“My family and I were very fortunate to have the support of Brittany during the selling of our condo. She's professional, knowledgeable and personable which minimized the stress of the process for us. I would definitely recommend her services to family and friends! Thank you again Brittany for being apart of this journey with us!!”
“Paula had a very calming, professional presence to her. Paula was on-time, knowledgeable, brought up important points, suggestions and realistic timelines. Home looking is exciting and stressful and a good Agent in my opinion, reels you in a little towards reality. Pumping the brakes. Paula's communication was consistent and accurate and she was there when I needed her. Certainly made the process easier for me and I am happy to have worked with her.”
“Laura is Amazing!”
“Working with Emir is always a pleasure. He was very helpful in coordinating work on our house for sale, working with vendors and providing valuable feedback on neccesary work vs. potential work items unlikely to generate return. We closed sale of house 3 weeks from time of first listing. I'd worked with Emir before and hope to do so again in the future.”
“Our house could be considered high end property in the neighborhood. Cinny worked hard to get it under the contract in a week and sold our house a little over a month. We are happy about the result. During the process, there were ups and downs which made us nervious. Cinny listened to our concerns and gave us professional advice.”
“Shawn is a perfect example of everything a new homeowner could want in a realtor. He's patient, informative and passionate about helping you find the right home. Shawn goes the extra mile in preparing detailed documents on every listing you visit and has a vast knowledge of property pros and cons. You also know you'll get a honest and trustworthy professional at your side when you work with him. I can't recommend Shawn enough!”
“Would use Lizette again, very easy to work with & very professional. Would recommend here 100% to Friends.”
“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.
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