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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 November 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. *

Latest Rolling 3-Month Snapshot

Jul 1, 2026 - Sep 30, 2026

Median sale price
$281K
-17% from Q2 '26
Median list price
$420K
+9.1% from Q2 '26
Active listings
14
+17% from Q2 '26
Homes sold
3
No change from Q2 '26
New pendings
3
-40% from Q2 '26
New listings
6
-25% from Q2 '26

Quarterly Pricing Trends for Old Town

Rolling three-month data ending on quarter boundaries when available.

Quarterly Pricing Trends for Old Town Q4 '21 Q4 '22 Q4 '23 Q4 '24 Q4 '25 Q3 '26 Median sale price in Oct 2021 - Dec 2021: $213K Median sale price in Jan 2022 - Mar 2022: $257K Median sale price in Apr 2022 - Jun 2022: $279K Median sale price in Jul 2022 - Sep 2022: $281K Median sale price in Oct 2022 - Dec 2022: $235K Median sale price in Jan 2023 - Mar 2023: $154K Median sale price in Apr 2023 - Jun 2023: $214K Median sale price in Jul 2023 - Sep 2023: $240K Median sale price in Oct 2023 - Dec 2023: $118K Median sale price in Jan 2024 - Mar 2024: $170K Median sale price in Apr 2024 - Jun 2024: $175K Median sale price in Jul 2024 - Sep 2024: $225K Median sale price in Oct 2024 - Dec 2024: $219K Median sale price in Jan 2025 - Mar 2025: $310K Median sale price in Apr 2025 - Jun 2025: $289K Median sale price in Jul 2025 - Sep 2025: $324K Median sale price in Oct 2025 - Dec 2025: $254K Median sale price in Jan 2026 - Mar 2026: $285K Median sale price in Apr 2026 - Jun 2026: $340K Median sale price in Jul 2026 - Sep 2026: $281K Median list price in Oct 2021 - Dec 2021: $224K Median list price in Jan 2022 - Mar 2022: $267K Median list price in Apr 2022 - Jun 2022: $245K Median list price in Jul 2022 - Sep 2022: $220K Median list price in Oct 2022 - Dec 2022: $245K Median list price in Jan 2023 - Mar 2023: $130K Median list price in Apr 2023 - Jun 2023: $225K Median list price in Jul 2023 - Sep 2023: $207K Median list price in Oct 2023 - Dec 2023: $250K Median list price in Jan 2024 - Mar 2024: $295K Median list price in Apr 2024 - Jun 2024: $340K Median list price in Jul 2024 - Sep 2024: $203K Median list price in Oct 2024 - Dec 2024: $297K Median list price in Jan 2025 - Mar 2025: $410K Median list price in Apr 2025 - Jun 2025: $260K Median list price in Jul 2025 - Sep 2025: $325K Median list price in Oct 2025 - Dec 2025: $310K Median list price in Jan 2026 - Mar 2026: $307K Median list price in Apr 2026 - Jun 2026: $385K Median list price in Jul 2026 - Sep 2026: $420K Oct 2021 - Dec 2021 Median sale price $213K Median list price $224K Jan 2022 - Mar 2022 Median sale price $257K Median list price $267K Apr 2022 - Jun 2022 Median sale price $279K Median list price $245K Jul 2022 - Sep 2022 Median sale price $281K Median list price $220K Oct 2022 - Dec 2022 Median sale price $235K Median list price $245K Jan 2023 - Mar 2023 Median sale price $154K Median list price $130K Apr 2023 - Jun 2023 Median sale price $214K Median list price $225K Jul 2023 - Sep 2023 Median sale price $240K Median list price $207K Oct 2023 - Dec 2023 Median sale price $118K Median list price $250K Jan 2024 - Mar 2024 Median sale price $170K Median list price $295K Apr 2024 - Jun 2024 Median sale price $175K Median list price $340K Jul 2024 - Sep 2024 Median sale price $225K Median list price $203K Oct 2024 - Dec 2024 Median sale price $219K Median list price $297K Jan 2025 - Mar 2025 Median sale price $310K Median list price $410K Apr 2025 - Jun 2025 Median sale price $289K Median list price $260K Jul 2025 - Sep 2025 Median sale price $324K Median list price $325K Oct 2025 - Dec 2025 Median sale price $254K Median list price $310K Jan 2026 - Mar 2026 Median sale price $285K Median list price $307K Apr 2026 - Jun 2026 Median sale price $340K Median list price $385K Jul 2026 - Sep 2026 Median sale price $281K Median list price $420K
Median sale price
Median list price
* Data provided by Redfin, a national real estate brokerage.
47
Neutral Market
Seller’s Market
Buyer’s Market
0
25
50
75
100

Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Jul 2026 - Sep 2026).

Home values in Old Town, Chicago show a mixed picture in this rolling three-month view. The typical home value is about $281,000, down more than 13% from a year ago, even as the median list price has climbed roughly 29% over the same period.

Inventory has expanded, with active listings up nearly 18% year over year and months of supply jumping to 8.6. Homes are spending a median of 104 days on the market. Sales volume has slowed, with homes sold down about 49% and pending sales down nearly 40% from last year.

Compared with the broader Chicago market, Old Town’s typical home value sits below the citywide median sale price of about $410,000, but local list prices have been rising faster. A growing share of homes, about one-third, are selling above list, and the average sale-to-list ratio is just under 100%, signaling sellers can still achieve prices close to asking when a deal comes together. At the same time, the higher months of supply versus Chicago’s 3 months indicate buyers have more options and negotiating room in Old Town. In a market where prices, inventory, and time on market are moving in different directions, both buyers and sellers can benefit from Agent Pronto’s help connecting with a local agent who understands these trends.



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.

Find your Old Town real estate agent today →


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“Brittany was so confident and optimistic from day one and made herself available any time of day, with very prompt communication on any request or update! She came prepared before even meeting me, educated on comparisons and providing examples from the start! She even had a strategy, and always thought in the markets shoes, determining when is the best day, or even time of day to update or post my listing! She had my back the whole time, and gave her honest opinion and advice for counter offers, and asking price, while also respecting my decision the whole time! I am thankful she helped me sell my townhome, in under 40 days on the market! 👏👏”

Alex Porter · Carol Stream, IL

Photo of Brittany Simon
Compass
“Over a Decade of Trust, Loyalty, and Exceptional Service — 5 Stars! When I moved to Chicago over 10 years ago, Blake Galler was the broker who helped me find my very first apartment. Little did I know that would be the beginning of not only a long-standing professional relationship, but also a genuine friendship. A few years later, Blake helped me purchase my first home, which also happened to be his very first sale in Chicago! It's been incredible to watch his career and business grow over the years, and I'm proud to have been a small part of that journey. More than a decade later, Blake continues to be someone I trust wholeheartedly. I've referred countless friends, colleagues, and personal connections to him because I know they'll receive the same exceptional service, honesty, and dedication that I've experienced firsthand. What truly sets Blake apart is that he doesn't just treat you like another transaction. He builds relationships. He's incredibly responsive, follows through on his promises, knows his market, and genuinely cares about the people he represents. Whether you're renting your first apartment, buying your first home, or navigating your next real estate move, Blake brings the same level of commitment and personal attention every single time. In an industry where relationships can sometimes feel transactional, Blake is the real deal. He's earned my trust, my loyalty, and, most importantly, my friendship. Over 10 years later, I wouldn't hesitate to recommend him to anyone looking for a broker who truly delivers. Five stars aren't enough!”

Beric Wessely ·

Photo of Blake Galler
Baird & Warner - Evanston
“In today’s world, when reviewing a product and/or business, Artificial Intelligence tends to be used to get it done in a fast and efficient manner. That would be an absolute disservice to Miriam’s work product and personality. She is genuine. She is responsive. She is intelligent. She is kind. My favorite aspect of Miriam’s work is her past experience working at a property management company. She understands how a building is run, the importance of the building’s budget, and other minor details you would never even think of. She is simply the best, and you should definitely give her the opportunity to help you find your new home!”

Alex hausmann ·

Photo of Matt Laricy
Americorp Ltd
“I highly recommend working with Cesar. One of the things I liked best about working with him was that he really seemed to have my best interests at heart. This man will be pulling out his phone light checking basement corners for any signs of mold or water and checking above every stove to see if there’s a proper vent or not. He noticed many things on walk throughs that my parents and I may have just breezed right past and he makes sure to point out the things he notices, good or bad. They say never trust a sales person but idk, I think Cesar’s just in it for the love of the game at this point. I dragged this man to a LOT of houses and he never once rushed me. He was very insistent that we need to find the right fit for me and that I not go past the amount of money I was comfortable with. This was my first time buying a home so I had about 80,000 questions and he was always happy to talk through any questions or concerns. He’s a fun guy to work with as well. In these trying times you need a sense of humor or the home buying process will be miserable. All in all I would definitely recommend working with him.”

eileen9394 ·

Photo of Airel Hermosillo
SMART HOME REALTY
“Renee is an incredibly knowledgeable agent that has a lot of experience, cares about her clients, and is trustworthy !! She knows the ins and outs of current real estate markets and how to strategically price a property so that it will sell in a timely manner but with the highest yield!! She has sold two of our properties over the last eight years (one in Illinois and one in Wisconsin) and we received more than we expected on each of the sales!! We cannot recommend her highly enough! Thank you so much, Renee!!”

Val · Elkhorn, WI

Photo of Renee OBrien Group
Keller Williams North Shore West
“Scott has been an absolute pleasure to work with for the sale of our condo and now for purchasing our new home. His marketing tactics really helped with scheduling consistent showings for our condo, ultimately resulting in a 30 day close! Timing was of the essence for this particular sale and he was able to get it done with his timely follow-ups, expertise, and extensive knowledge. Not only did he make the process so smooth, he was also easily accessible and available for any questions we had. He can really do it all - from coming to fix a broken lock box to having a successful close all together. I could not recommend Scott enough for everything he has done for us!”

Erika Escobedo ·

Photo of Scott Ottenheimer
Baird & Warner
“Daniel had helped us in the past with the purchase of our first home so it was an easy decision when we decided it was time to move again to use him. He was accommodating, helpful and gave insight when we were looking for a new house in a new area. He listened to our wants and pointed things out we may not have noticed ourselves. This time we used Daniel for the sale of our condo and the purchase of our new home and was attentive, engaged & made both the purchase and sale happen seamlessly. I highly recommend Daniel to anyone selling or buying! With him you will find someone who genuinely wants to help with the difficult process of buying / selling.”

zuser20170531092249734 ·

Photo of Daniel Bahena
HomeSmart Connect LLC
“Daniel did an outstanding job with helping us purchase our condo. He gave great advice when we needed it and was always available when we contacted him. Highly recommend!!!”

jmurph465 ·

Photo of Daniel Adamski
Coldwell Banker Realty
“We trusted Marek Prus because of his excellent reputation in the real estate business, and he did not disappoint. He did a great job selling our condo, and buying our new townhouse. Marek was diligent, on time and prepared every time. He truly cared about our unique situation. From handling negotiations to resolving last minute hiccups, Marek Prus proved to be an excellent problem solver. Thanks to his vast knowledge and experience, we felt safe and comfortable throughout the entire selling and buying process. We strongly recommend him to anyone! Thank You Marek!”

Jakub288 ·

Photo of Marek Prus
Re/Max City
“Working with Aaron was a wonderful experience from day one. From start to finish, the level of communication was top-tier—I was always kept in the loop and never had to wonder what the next step was. He was incredibly proactive and made sure we were completely prepared for every milestone, inspection, and deadline long before it arrived. The entire buying and selling process felt smooth and organized. Thank you, Aaron!”

Sarah Howe ·

Photo of The Jones Group
Berkshire Hathaway HomeServices
“We had a great experience working with Giovanni to sell our home in Chicago. He was knowledgeable, responsive, and incredibly helpful throughout the entire process. He made everything feel smooth and stress-free, from preparing our home for the market to closing the sale. We always felt like we were in good hands and couldn’t be happier with the outcome. We would highly recommend Giovanni to anyone looking to buy or sell a home!”

Avani Patel ·

Photo of Giovanni Leopaldi
Compass PCR Group
“Jem did an amazing job helping me find my home . She was thoughtful, and definitely had my best interest in mind . She was right by my side through the entire process , advocated for me . Her knowledge and expertise is exceptional as well as her negotiating skills . Thanks to Jen I was able to find the home I was looking for, my perfect fit. She took the time to understand my needs and preferences and did an amazing job. Definitely recommend without hesitation. Thank you Jem !!!”

Alba Aldridge ·

Photo of Jem Arboleda
Real Broker LLC
“I cannot recommend Anastasiia highly enough! From start to finish, she was extremely professional, punctual, and incredibly responsive. She was always available to answer my questions and took the time to explain things clearly and thoroughly, making sure I felt informed and comfortable throughout the entire process. Anastasiia consistently met every milestone and deadline, and whenever a minor inconvenience or unexpected issue arose, she communicated it proactively and early, which made the entire experience feel seamless and well-managed. Her knowledge of the real estate market was impressive, and she brought a strategic, thoughtful approach to every step of the process. Whether you’re a first-time home buyer or seller or an experienced one, Anastasiia is someone you can trust to advocate for you and guide you through the process with confidence. I would highly recommend her to anyone looking for a knowledgeable, professional, and dependable realtor! Thank you, Anastasiia, for making the experience such a positive one!”

HousingBean ·

“Nancy Cirje was absolutely wonderful to work with! She was friendly, professional, responsive, and made the entire process feel easy and stress-free. Nancy was always available when I had questions and truly went above and beyond to make sure everything went smoothly. I really appreciated her knowledge, attention to detail, and the personal care she brought to the experience. I would highly recommend Nancy to anyone looking for a listing agent who genuinely cares about her clients!”

robbinekim ·

Photo of Nancy Cirje
Royal Star Realty Group, LLC
“I had a great experience working with Mr. Danny during my home-buying journey. He was professional, knowledgeable, and always available to answer my questions. His guidance made the entire process smooth and stress-free. Mr. Danny paid close attention to my needs and helped me find the right home without any pressure. I truly appreciate his patience, honesty, and dedication. I would highly recommend him to anyone looking to buy a house.”

ahmadsayersayes0791 ·

Photo of Danny Singh
Pak Home Realty
“Laura is hard working, dedicated, and responsive. She understood the challenges of a cash-only sale and made things happen that would have been dropped by less motivated realtors. As my listing agent she closed a sale on a property that was very difficult to sell at a sales price that other realtors balked at. She earned every penny of her commission. Hire her! You won’t regret it.”

chi761 ·

Photo of Laura Maressa
Kale Realty
“Carrie and her team were amazing from start to finish. We felt taken care of every step of the way, despite it being the first time we've sold a property. They were quick to respond when we had questions. They accommodated us as by grouping showings as best as possible. Carrie was always open to a call to help walk us through the options and negotiations which was greatly appreciated. 10/10 would recommend!”

Carly Ho ·

Photo of Carrie McCormick
@properties CHRISTIE'S INTERNATIONAL
“Becki was a huge help in my moving to Chicago and has now helped me find two amazing apartments. I recommend her to all my friends looking for homes in Chicago. She has great knowledge of the best neighborhoods and has also been extremely helpful in dealing with contract signing and negotiating. Couldn’t recommend her more!”

Charles Carignan ·

Photo of Topp team
Berkshire Hathaway Homeservices
“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!”

Merim Vilic · Des Plaines, IL

Photo of Emir Vulic
Owners.com
“I have had the pleasure of working with Justina on a variety of properties, including both income-producing and residential real estate. I can say in full confidence that her professionalism and etiquette is profound as she handles every detail with care. Justina truly sees you through every step of the process to ensure a smooth and stress free transition. I would highly recommend her to anyone seeking a knowledgeable and dedicated real estate professional.”

zuser20170214113206859 ·

Photo of Justyna Burliga
Coldwell Banker Realty

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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