“After going through a very difficult experience before, meeting my realtor completely changed the way I felt about the home buying process. After the passing of my husband, I had to go through this process alone, and during such an emotional and overwhelming time, she brought me so much peace of mind and support. What truly makes her different is that she genuinely cares about her clients. She never made me feel like I was just another sale or transaction. She took the time to listen carefully to my needs, requirements, and concerns, and always made sure I felt heard and supported every step of the way. Her professionalism, patience, honesty, and dedication are something rare to find. She always had my best interest at heart and went above and beyond to help me feel comfortable and confident throughout the entire process. I am incredibly grateful for everything she did for me, and I wholeheartedly recommend her to anyone looking for a realtor who truly cares, works with integrity, a”
- Agent Pronto
- Illinois
- Chicago
- Old Town
The best way to find top real estate agents in Old Town, Chicago, IL
We analyze thousands of real estate agents in Chicago’s Old Town neighborhood and nationwide to find you proven local professionals, for free.
Compare top Old Town real estate agents.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for May 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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Old Town real estate Market Report.
Information and statistics on the latest trends in the Old Town real estate market, updated for May 2026. *
Home values in Old Town have been moving in different directions recently. The typical home value is about $472,500 in March 2026, up 7.39% from last year but down 10.85% from the prior month, while list prices climbed to a median of $599,000.
Listing activity shows fewer options but steady movement. Inventory is down to 83 homes, a 6.74% drop from last month and about 50.6% lower than a year ago. New listings also declined 31.17% year over year to 159. Pending sales are lower too, off 36.59% from last year, suggesting fewer deals are coming together despite higher prices.
Homes are still changing hands at a solid pace, with the median days on market at 49, which is 15.52% faster than last month and 9.26% faster than a year ago. About 31.33% of recent sales closed above the asking price, and the average sale-to-list ratio is essentially full price at 1.0008, reinforcing Old Town’s status as a seller’s market with a gauge of 6. Compared with Chicago overall, Old Town’s typical home value of $472,500 stands above the city’s $411,050, even as projected values dip to $443,750 next month and inventory edges down to 80. Whether you are a buyer navigating tight supply or a seller weighing strong pricing power, Agent Pronto can connect you with a local agent who understands these conditions.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Learn more about what Old Town has to offer.
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.
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“Becki from Laura Topp’s team was incredible in helping me purchase my first property, a brick 2-flat in Chicago’s highly competitive north and west side market. Inventory was extremely limited and we toured at least 20 properties throughout the process. Becki was consistently accommodating with her time, prepared detailed reports for every showing and approached each opportunity with a thoughtful strategy. She genuinely treated the search as if she were buying the property for herself. When we finally found the right building, Becki skillfully negotiated with the listing agent and played a major role in getting the deal done while still protecting my interests and keeping the transaction together. The listing agent even praised her professionalism and credited her with helping secure the deal. Throughout closing, she remained diligent, communicative and focused on making sure I understood every step of the process and felt protected as a buyer. I cannot recommend Becki and Laura Topp”
“Emir was a n excellent realtor and he was a professional. I will recommend Emir to family and friends 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.”
“Paula helped us every step of the way when we purchased our first home. I would recommend her to everyone. She always made time to answer our questions and explain the process. She's simply the best!”
“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.”
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 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.
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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 Old Town Realtor® or real estate agent today.
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