Find the perfect real estate agent in Uptown, Chicago, IL
We analyze top real estate agents in Chicago’s Uptown neighborhood and across the country to find you the most proven local agents, for free.
Compare the top real estate agents in Uptown
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.
- Tell us what you need.
- Answer a few quick questions about your real estate needs so we can begin our search.
- Match with the perfect agent.
- Our personalized matching system will connect you with a top-rated real estate agent with the local expertise and experience you need.
- Meet your agent.
- Review the details of your top agent recommendations and speak with them to learn exactly how they can make your real estate journey a success.
- Buy and sell with confidence.
- While real estate decisions are among the most important financial and personal decisions we make, you can rest easy knowing that you have a proven real estate professional on your side.
Home buyers and sellers love Agent Pronto.
Here’s what some of the 400,000+ home buyers and sellers have had to say about our service.
“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.”
“Mike Frank provided excellent service and was a pleasure to work with.”
“Excellent! Very pleased with the process and the agent I chose to work with. It was expedient and simple, which worked perfectly for me as I'm located in another state away from the property I sold!!”
“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!!!”
“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.”
“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. ”
“It was great! We were put in touch with the best real estate agent around!”
“Dena was amazing! She helped us tremendously...She helped us with a new lender and made our dream come true, and not even Covid-19 stopped us! Forever grateful. ”
“We loved our experience with Jacob! He is pretty amazing and kept on top of things through our whole process. He went above and beyond his duties as an agent, and to that we are very grateful! It's almost sad to see our time come to an end; it was habit to talk with Jacob every day! We are in love with our new home, and we have Jacob to thank for that!!”
“Kathy Volpe was fantastic! The seller's realtor and lawyer were dropping the ball. Kathy did work they should have and kept the ball rolling and make the sale happen when it needed to happen, so I had a place to live when I left Minnesota for Illinois.”
Uptown real estate Market Report.
Information and statistics on the latest trends in the Uptown real estate market, updated for June 2025. *
The typical home value in Uptown is projected to be $368,750 for the month of June. May’s finalized data reported the typical value of a home in the neighborhood to be $362,500—down 3.33% over the previous 12 months. For comparison, city-level data pegged home values at $400,000 in Chicago for the most recent reporting period. That number is expected to float around $404,000 in June.
Uptown had 274 new listings and 239 listings that went under contract in May, increasing the area’s total available inventory to 128—up 0.79% from the previous month. Inventory is projected to have further increased in June.
The median listing price for homes in Uptown grew 6.84% from April to May, bringing the current median listing price to $389,950. Based on projected data for June, listing prices may continue to grow.
The number of days that homes have been on the market prior to going under contract rose year-over-year. In May 2025, the median time for a listed property to go pending was 36 days, compared to 31 days in May 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 June.
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 Uptown has to offer.
Uptown delights residents with its vibrant cultural scene, diverse dining options, and lively community atmosphere that truly captures the spirit of Chicago.
Uptown stands out in Chicago for its storied history, global cuisine, and lively arts scene that offers something for everyone. This neighborhood draws newcomers with its striking blend of early-20th-century architecture and a creative energy visible on every block. Stroll down Broadway for legendary nightlife at the Aragon Ballroom or catch a lineup at the historic Green Mill Cocktail Lounge, a jazz haven with Al Capone-era roots. For film buffs, the palatial Riviera Theatre hosts concerts and stand-up shows throughout the year, while moviegoers flock to The New 400 Theater for independent features.
Uptown's multicultural spirit shines brightest in the Asia on Argyle district, where decades-old Vietnamese, Thai, and Chinese restaurants share the street with trendy bubble tea shops and classic bakeries. When the sun’s out, neighbors convene at Montrose Beach, one of Chicago’s largest lakeshore escapes, or explore lush Clarendon Park. Education options include well-rated public schools such as Goudy Technology Academy and Uplift Community High School, both recognized for their commitment to diverse learners.
Connecting seamlessly with Edgewater, Lakeview, and public transportation, Uptown makes enjoying the city's best effortless. Whether you’re looking to purchase your first condo or considering a new spot for your growing family, Agent Pronto connects buyers and sellers with experienced local real estate agents to make your move to Uptown both smooth and rewarding.
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 Uptown 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.