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- Little Italy
Find the perfect real estate agent in Little Italy, Chicago, IL
We analyze top real estate agents in Chicago’s Little Italy neighborhood and across the country to find you the most proven local agents, for free.
Compare the top 25 real estate agents in Little Italy
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for June 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.
The easiest way to find the best real estate agent.
Sell your home fast and for top dollar or find your dream home at the best possible price. Use our free service to find top agents you can trust.
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Here’s what some of the 400,000+ home buyers and sellers have had to say about our service.
“Steve rocks! He was on top of things and kept me informed as issues arose. He pulled me off the ledge a few times and he was surprised that I called to thank him after the closing. He's a keeper.”
“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!”
“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.”
“It's been great working with Bobbi - she is very responsive (never once missed a phone call or text), always on point but never pushy, be it her advice on pricing changes or negotiating an offer or following up on repairs. She arranged multiple open houses, brought in a steady stream of potential buyers, helped us a lot thru the whole process, made it easy for us even after we moved out of state and got our home sold just before the winter hit. Loved working with her and would definitely recommend her. ”
“Dena was absolutely incredible. I could not be happier.”
“Cheri Gibson was the best I have ever dealt with. She was professional at all times. She answered all our questions. She is very knowledgeable. I would highly recommend her to anyone looking to sell/buy. The house was listed and sold in one day.”
“Thank you, Agent Pronto, for recommending Karl. He was an amazing agent and just got the job done! I would recommend your service and Karl to any future home sellers or buyers!!!”
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“Through your site, I found the best agent EVER. Kim R. was OUTSTANDING! I couldn't have asked for a better agent. She is well known in the area and has resources that made the process easy. She is the BEST!”
“Jodi got the job done!”
Little Italy real estate Market Report.
Information and statistics on the latest trends in the Little Italy real estate market, updated for June 2025. *
The typical home value in Little Italy is projected to be $354,250 for the month of May. April’s finalized data reported the typical value of a home in the neighborhood to be $367,000—down 6.91% over the previous 12 months. For comparison, city-level data pegged home values at $394,490 in Chicago for the most recent reporting period. That number is expected to float around $396,790 in May.
Little Italy had 73 new listings and 53 listings that went under contract in April, increasing the area’s total available inventory to 51—up 4.08% from the previous month. Inventory is projected to have further increased in May.
The median listing price for homes in Little Italy fell 3.25% from March to April, bringing the current median listing price to $362,810. Based on projected data for May, 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 April 2025, the median time for a listed property to go pending was 67 days, compared to 68 days in April 2024. However, in recent months the median number of days from listed to pending appears to be rising. That trend is predicted to have carried through to this May.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Learn more about what Little Italy has to offer.
Little Italy offers residents a vibrant blend of authentic Italian cuisine, charming cultural festivals, and a warm, tight-knit community atmosphere.
Little Italy entices residents and newcomers alike with its storied heritage, culinary scene, and an inviting, neighborly spirit. Walking along Taylor Street, the area’s main artery, you’ll encounter an array of legendary Italian bakeries, family-run trattorias, and the lively Mario's Italian Lemonade stand, where generations have gathered for frozen treats in the summer. The neighborhood’s identity is deeply intertwined with its Italian-American roots, yet it thrives as a diverse enclave, drawing students and professionals thanks to its proximity to University of Illinois Chicago and the renowned Illinois Medical District.
Education is a cornerstone, with top-rated institutions like Whitney M. Young Magnet High School serving local families, while nearby Andrew Jackson Language Academy is celebrated for its dual-language programs. Green spaces abound: Arrigo Park, marked by its striking Christopher Columbus statue, provides a tranquil spot among the city’s bustle. The cultural pulse of Little Italy can be felt during summertime’s Festa Italiana, where food stalls, live music, and parades fill the streets with joy.
Little Italy’s location offers unbeatable convenience, with a quick jaunt leading to Pilsen, Greektown, and The Loop, expanding dining and entertainment possibilities. Museums like the National Italian American Sports Hall of Fame and local art galleries serve as vibrant meeting points for residents and visitors alike.
Whether you’re looking to buy or sell in this historically rich and well-connected neighborhood, Agent Pronto can connect you with the right real estate professional to help you make your next move with confidence.
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!
Take the guesswork out of finding an agent.
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 Little Italy 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.
Data analysis with a human touch.
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!
Resources for buyers and sellers.
Tips and market insights to make your Chicago real estate journey a success.
Frequently Asked Questions
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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. 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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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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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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No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents.
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