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The best way to find top real estate agents in Old Town Triangle, Chicago, IL

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Real estate in Chicago’s Old Town Triangle neighborhood.

Compare top Old Town Triangle real estate agents.

Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for October 2025. *


* 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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Trusted by over 500,000 buyers and sellers.

See why so many people rely on Agent Pronto to make their real estate journey a success.

“Shawn came highly recommend and did not disappoint. He has been on the ball and on my side from begining to end. His local knowledge was invaluable as a buyer moving from out of state and his follow through with vetted vendors for after the purchase smoothed the transition. Shawn Jones is a man of his word and goes above and beyond.”

Sarah Mansfield · Oak Park, IL

Photo of The Jones Group
Berkshire Hathaway HomeServices
“Cinny helped us sell and buy a condo at the same time and the whole experience was so smooth. From helping us list our place, going to showings with us, and answering all our concerns, I don’t know how she did it all but she was there for us. We were able to do both the selling and buying within 3 months which still amazes me how quick and easy she made this process. She was proactive in finding places and booking showings that work around our schedule. And what I really love is how well she understood what my partner and I were looking for in a home. We ended up buying the place she had suggested for us. Originally this place was not on our radar but she highly recommended us to check it out and we’re so glad we did. We’re so happy with new home and this could not have been done without Cinny!”

Tiffany · Chicago, IL

Photo of Cinny Chui
Century 21 Realty Associates
“Brittany was the best agent anyone can ask for always very informative and guided me threw all the steps as a first time home buyer I can not say enough about how amazing/professional she was as a first time home buyer i would recommend her to anyone who really wants someone to be in your corner on getting the perfect house that best suits your interest i found a home perfect for my family and it was all thanks to Brittany absolutely amazing 10/10”

Jacob Mejia · Joliet, IL

Photo of Brittany Simon
Compass
“I can’t recommend Emir highly enough! From start to finish, he was professional, knowledgeable, and incredibly responsive. He truly had my best interests at heart and made the entire buying process smooth and stress-free. His attention to detail and dedication went above and beyond. If you’re looking for someone who knows the market and actually cares about their clients, Emir is the one!”

Ismet Ramushi · Niles, IL

Photo of Emir Vulic
Owners.com
“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
“Laura Topp was recommended by a trusted friend, a friend whom I will trust even more after this experience. Laura is extremely knowledgeable, personable and very well connected in the real estate market. Laura and her team (including Becki, also very involved in my sale and purchase) went over and above to insure my then-current home was sold in a timely manner (it was a matter of days, in fact) and for the best possible price! As for my purchase, Laura connected me with not only public but also private listings, and I also found/ contracted for my new dream home within days. In addition to her knowledge, expertise and connections, Laura is also one of the kindest people have ever met; she made me feel valued and supported throughout this entire process. I would recommend Laura and her team in a heartbeat (I already have) and although I was not previously aware of BHHS, this company also has high ratings in my book because of Laura and Becki.”

Judy F · Chicago, IL

Photo of Topp team
Berkshire Hathaway Homeservices
“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

Photo of Mike Frank
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

Photo of James Zonsius
Real Home Realty
“Larry was more than a Real Estate Agent. He was more like a Family Friend. I am truly blessed and grateful to have worked with him. My home is everything I imagined it would be.”

Mikeal Holtzclaw-Gray · Orland Park, IL

Photo of Larry Lazar
Charles Rutenberg Realty Charles Rutenberg
“Ramon Gomez was very kind and patient. He made himself available at all times throughout the process, making communication a breeze.”

Hannah Patterson · Chicago, IL

Photo of Christine & Ramon Corp
Christine & Ramon Corp

Old Town Triangle real estate Market Report.

Information and statistics on the latest trends in the Old Town Triangle real estate market, updated for October 2025. *

The typical home value in Old Town Triangle is projected to be $279,450 for the month of October. September’s finalized data reported the typical value of a home in the neighborhood to be $328,000—down 12.65% over the previous 12 months. For comparison, city-level data pegged home values at $370,000 in Chicago for the most recent reporting period. That number is expected to float around $362,500 in October.

Old Town Triangle had 29 new listings and 28 listings that went under contract in September, decreasing the area’s total available inventory to 19—down 20.83% from the previous month. Inventory is projected to have further decreased in October.

The median listing price for homes in Old Town Triangle fell 0.17% from August to September, bringing the current median listing price to $299,500. Based on projected data for October, listing prices may continue to fall.

The number of days that homes have been on the market prior to going under contract has been fairly steady year-over-year. In September 2025, the median time for a listed property to go pending was 53 days, compared to 49 days in September 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 October.

Real estate in Chicago’s Old Town Triangle neighborhood.
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Seller’s Market
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Buyer’s Market
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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 Old Town Triangle has to offer.

Old Town Triangle offers residents a vibrant, walkable living environment with historic architecture, tree-lined streets, convenient access to shops and dining, nearby parks, and a strong, welcoming sense of community.

Old Town Triangle

Storybook blocks and landmark architecture give this pocket of Chicago a distinct, almost village-like rhythm. Along Wells Street, alfresco patios hum beside marquee comedy stages like The Second City, while side streets reveal 19th‑century workers’ cottages and brick alleys protected within the Old Town Triangle Historic District. Community pride runs deep: the neighborhood’s centerpiece is the juried Old Town Art Fair, coordinated by the resident‑led Old Town Triangle Association, which turns leafy courtyards and carriage houses into open‑air galleries each June.

Daily life here is effortlessly walkable. Families value strong school options, including the language‑immersion LaSalle Language Academy, and proximity to cultural staples such as the Chicago History Museum at the southern edge of Lincoln Park. Spiritual and architectural heritage live on at St. Michael in Old Town, whose towering spire survived the Great Chicago Fire and still anchors neighborhood vistas. Commuters appreciate the CTA’s Sedgwick station on the Brown and Purple Lines, putting the Loop, the lakefront, and beyond within easy reach.

Whether you’re drawn to comedy nights at The Second City, summer strolls through the Old Town Art Fair, or quiet mornings on a tree‑lined lane, Old Town Triangle pairs historic character with everyday convenience. Considering a move or planning to sell? Agent Pronto can introduce you to a proven local real estate professional to guide your next step.

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 Triangle. 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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