We analyze top real estate agents in Chicago’s North Side 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. I shared with her that I had to sell my family members home and that I had 0 experience with realty or selling a home. She made everything so easy. The sale happened within days and I had no issues. She was there to help in a stressful time for me. I highly recommend.”
“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.”
“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.”
“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 North Side real estate market, updated for September 2025. *
The typical home value in North Side is projected to be $640,750 for the month of September. August’s finalized data reported the typical value of a home in the neighborhood to be $640,000—up 11.09% 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 $385,000 in September.
North Side had 1,206 new listings and 1,172 listings that went under contract in August, decreasing the area’s total available inventory to 658—down 17.65% from the previous month. Inventory is projected to have further decreased in September.
The median listing price for homes in North Side fell 3.28% from July to August, bringing the current median listing price to $604,500. Based on projected data for September, 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 August 2025, the median time for a listed property to go pending was 42 days, compared to 36 days in August 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 September.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
North Side offers residents a vibrant blend of parks, diverse dining, cultural events, strong transit access, and a walkable, neighborly urban vibe.
North Side is where the pulse of Chicago beats strongest, blending urban charisma with residential comfort across its mosaic of neighborhoods. From the lakeside trails and sandy beaches of Lincoln Park to the electrifying nightlife and iconic music venues of Wrigleyville, North Side buzzes with energy and opportunity. Sports enthusiasts revel in the shadow of Wrigley Field’s storied arches, while theater lovers flock to Steppenwolf Theatre Company for renowned performances.
Families appreciate the North Side’s stellar educational options, such as Lane Tech College Prep, consistently ranked among the city’s top public high schools, and the beloved Francis W. Parker School, a leader in progressive education. Tree-lined streets in areas like Ravenswood and Edgewater foster a sense of community, punctuated by local parks, farmers’ markets, and cozy cafes perfect for weekend gatherings.
Dining is an adventure of its own, with acclaimed stops like Alinea for gastronomic innovation or the bustling Andersonville restaurant row serving global flavors. Festivals, art walks, and live jazz echo throughout the seasons, ensuring there’s always something new to discover.
Whether you’re dreaming of condo city living or a classic brick walk-up, North Side offers variety and vitality in equal measure. If you’re considering buying or selling a home in this dynamic neighborhood, Agent Pronto is ready to connect you with a trusted real estate expert who knows the North Side 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!
With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.
We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in North Side to qualify the best agents for your specific needs.
We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Chicago. But we don’t stop there.
Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.
Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!
Tips and market insights to make your Chicago real estate journey a success.
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 North Side. 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.
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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