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.

Real estate in Chicago’s Old Town neighborhood.

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 June 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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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.

Real estate in Chicago’s Old Town neighborhood.

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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“Brittany was fantastic to work with throughout the entire home-buying process. She was extremely communicative, always available to answer questions, and kept everything moving smoothly from start to finish. Her knowledge, professionalism, and dedication helped get the deal done without unnecessary stress. I truly felt like she had my best interests in mind every step of the way. I would absolutely work with Brittany again in the future and highly recommend her to anyone looking for a reliable and effective real estate agent.”

Josh Sanders · Woodridge, IL

Photo of Brittany Simon
Compass
“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.”

Matt · Chicago, IL

Photo of Emir Vulic
Owners.com
“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”

Joe Luft · Chicago, IL

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Berkshire Hathaway Homeservices
“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.”

Jane & James · Chicago, IL

Photo of Cinny Chui
Century 21 Realty Associates
“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!”

Andrew T · Chicago, IL

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Berkshire Hathaway HomeServices
“Would use Lizette again, very easy to work with & very professional. Would recommend here 100% to Friends.”

Bill Zabresky · Wheeling, IL

Photo of Lizette Andrews Delgado
REALTY OF AMERICA
“Juan helped us immensely in buying our first home and answered every question we had. Would 100% recommend.”

Sara S. · Oak Park, IL

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E-Professionals Realty, LLC
“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!”

Julia Johnston · Chicago, IL

Photo of Paula Calzolari
Berkshire Hathaway Starck Real Estate
“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!”

Patricia S. · Chicago, IL

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Keller Williams Preferred Realty
“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.”

Rich P. · Chicago, IL

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Real Home Realty
“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.”

Kathleen and Joe · Wheaton, IL

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Charles Rutenberg Realty Charles Rutenberg
“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.”

Nate Henley · Matteson, IL

Photo of Christine & Ramon Corp
Christine & Ramon Corp

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 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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