“Kim is the best! She made this process so easy, answered all my questions along the way and always checking in with me.”

We analyze top real estate agents in Chicago’s South Old Irving Park neighborhood and across the country to find you the most proven local agents, for free.
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for September 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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“Kim is the best! She made this process so easy, answered all my questions along the way and always checking in with me.”
“Miguel was amazing 10/10 definitely recommend! He is very knowledgeable and super attentive, he really made this first time home buying process very smooth and the best of all is that he was very understanding.”
“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”
“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!”
“Exceptional professional and person. Meldina was so kind and supportive through the entire process of buying my first commercial purchase.”
“Antonio was always available for questions and always prompt in his replies. An ecellent experience.”
“Marc was a crucial part of our home buying process and we are grateful we chose him. He was there every single step of the way from start to finish and went above our expections in many ways. He is great in his craft and we would use him again without a doubt.”
“Shawn is an amazing person and he personally connects with you and your needs. I would say as a first time home buyer he throughly checks every details and makes sure your best intrests are met. He works throughout the day and is honestly the few people that I can say that he will go the extra mile to make sure that everything is in order. He is knowledgeable about the areas in Chicago as well as different types of property. In addtion, he will make sure that you are comfortable with the whole process from start to end. I will use him again in future home buying and refer him to anyone that is intrested in buying property in the Chicagoland area! Thanks again Shawn, it was a pleasure to work for you!”
“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 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.”
Information and statistics on the latest trends in the South Old Irving Park real estate market, updated for September 2025. *
The typical home value in South Old Irving Park is projected to be $446,750 for the month of August. July’s finalized data reported the typical value of a home in the neighborhood to be $482,500—up 14.88% over the previous 12 months. For comparison, city-level data pegged home values at $385,000 in Chicago for the most recent reporting period. That number is expected to float around $376,750 in August.
South Old Irving Park had 16 new listings and 12 listings that went under contract in July, increasing the area’s total available inventory to 12—up 9.09% from the previous month. Inventory is projected to have further increased in August.
The median listing price for homes in South Old Irving Park fell 13.2% from June to July, bringing the current median listing price to $519,950. Based on projected data for August, listing prices may continue to fall.
The number of days that homes have been on the market prior to going under contract rose year-over-year. In July 2025, the median time for a listed property to go pending was 27.5 days, compared to 6 days in July 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 August.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
South Old Irving Park offers residents a welcoming, tight-knit community with tree-lined streets, locally owned shops and eateries, ample green space, and convenient access to transit.
South Old Irving Park blends classic residential streets with city convenience on the Northwest Side of Chicago. Historic bungalows, tidy two-flats, and early-20th-century greystones sit near converted lofts, giving buyers and renters options at different price points. Commuters appreciate fast access to the Kennedy Expressway, the Irving Park stop on the Blue Line—check schedules at the CTA’s Irving Park Blue Line station—and Metra’s Grayland Station along the Milwaukee District North line. Weekend plans come easy with neighborhood cafes, cideries, and beloved barbecue joints along Milwaukee and Irving Park Road, while larger retail corridors are a short hop to Avondale and Portage Park.
Families highlight local schools and green space. Neighborhood enrollment often includes Scammon Elementary School, known for supportive teachers and community programming, and the architecturally notable Carl Schurz High School, whose campus anchors Milwaukee Avenue. Outdoor time unfolds at the Chicago Park District’s Kilbourn Park, home to ballfields, an organic greenhouse, and youth activities, while nearby Independence Park hosts seasonal markets and concerts. The Independence branch of the Chicago Public Library offers homework help and workshops, and fitness studios, yoga rooms, and bike lanes support an active, everyday rhythm.
Proximity to Irving Park brings additional dining and arts options, and neighborhood block clubs keep calendars full with yard sales, porch fests, and holiday events. Whether you’re planning your first purchase or preparing to list, Agent Pronto can connect you with a trusted local agent who knows South Old Irving Park inside and out.
Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!
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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 South Old Irving Park. 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.
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