We analyze thousands of real estate agents in Chicago’s Uptown neighborhood and nationwide to find you proven local professionals, for free.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for October 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.
Sell faster. Buy smarter. Get matched with proven agents who know your market—all for free.
Information and statistics on the latest trends in the Uptown real estate market. *
Jul 1, 2026 - Sep 30, 2026
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Jul 2026 - Sep 2026).
Year over year in Uptown, home values have surged, with the typical home value up nearly 39 percent in this rolling three-month view. At the same time, inventory has tightened sharply, as months of supply has been cut by more than half compared with a year ago.
Looking at the latest rolling period through September 2026, the typical home value sits around $470,600 while the median list price is closer to $425,500. Homes still move at a steady pace with a median of 39 days on market, and about two thirds of recent sales closed above the list price, pushing the average sale-to-list ratio to nearly 105 percent.
Compared with the broader Chicago market, Uptown’s home values now sit noticeably higher while operating with much leaner supply than the citywide level of about three months. With only 1.7 months of inventory and fewer active listings and closed sales than a year ago, conditions in this neighborhood clearly favor sellers and reward well-priced homes. Buyers facing this level of competition and sellers seeking to capitalize on strong demand can both benefit from Agent Pronto’s help in finding a local agent who knows how to navigate Uptown’s current dynamics.
Uptown offers residents a vibrant mix of parks, cultural venues, diverse dining, and convenient transit that supports a connected, active community.
Uptown in Chicago offers a practical mix of lakefront access, transit convenience, and everyday amenities that appeal to both longtime residents and newcomers. Set along the North Side lakefront, the neighborhood benefits from multiple Red Line stations, frequent bus routes, and quick connections to Andersonville, Edgewater, and Lakeview.
The lakefront is a major draw. Foster Beach and the trails of Lincoln Park provide space for running, biking, and relaxing by the water, while Margate Park and Montrose Harbor offer fields, birdwatching, and city views. Everyday needs are easy to cover, with supermarkets, pharmacies, and locally owned businesses concentrated near Broadway and Lawrence.
Uptown has a strong cultural and entertainment identity. Historic music venues like the Riviera Theatre and restaurants reflecting the area’s diverse communities keep nightlife and dining close to home, without requiring a trip downtown. Public resources such as the Uptown Branch Library support families, students, and remote workers, and nearby Ravenswood opens up even more dining and shopping choices.
Housing options range from classic courtyard buildings to updated condos and multifamily properties, which can make navigating choices and pricing complex. A local real estate agent who knows Uptown’s blocks, transit options, and building styles can simplify decisions and reduce stress. Agent Pronto connects both buyers and sellers with the right Uptown expert to make the process smoother and more informed.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“I highly recommend working with Meldina! She is incredibly accommodating and always willing to show the properties, even on the short notice. She is very knowledgeable about the location we are exploring and her positive attitude, amazing energy and solution oriented mindset truly make a difference.Her professionalism and enthusiasm make the entire experience enjoyable. Thank you, Meldina, for you outstanding support and dedication.”
“Selling our first home was emotional, and we couldn’t have asked for a better realtor than Brittany. When our first offer fell through, she had us under contract with a second offer within 24 hours! Her unwavering confidence and steady reassurance helped us feel at ease during such an uncertain time, especially as first-time sellers. Brittany supported us every step of the way, always making time to listen, answer our questions, and talk through our concerns. We felt heard, cared for, and confident that she had our best interests at heart. This was our second real estate transaction with Brittany, and we would never work with anyone else. We’re so grateful for her dedication, expertise, and kindness. We cannot recommend her highly enough!”
“I've worked with Shawn Jones for nearly 10 years. He helped me find my first apartment, and first home after getting married. He is a deeply considerate, caring, and experienced agent. I can't recommend him highly enough.”
“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!”
“Paula was fantastic! She was knowledgeable, very responsive, and was able to walk me through the process step-by-step as a first-time seller. Would highly recommend to anyone and everyone!”
“Laura is Amazing!”
“Our house could be considered high end property in the neighborhood. Cinny worked hard to get it under the contract in a week and sold our house a little over a month. We are happy about the result. During the process, there were ups and downs which made us nervious. Cinny listened to our concerns and gave us professional advice.”
“Would use Lizette again, very easy to work with & very professional. Would recommend here 100% to Friends.”
“Juan helped us immensely in buying our first home and answered every question we had. Would 100% recommend.”
“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.”
“Larry is by far the most AMAZING Realtor. He was always very responsive to my calls, texts, request, etc. We built up such a great relationship through this crazy process, that even after we closed on our new home, he reached out to check on us. He is always looking to get the best deal for his clients. He is like family now to us and will always have his own seat next to the firepit in our backyard. I would DEFINETLY recommend Larry to anyone and everyone looking to buy or sell. AMAZING.. Can't say enough Great things about Larry.”
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 Uptown. 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.
No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents. Find your Uptown Realtor® or real estate agent today.
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