“After going through a very difficult experience before, meeting my realtor completely changed the way I felt about the home buying process. After the passing of my husband, I had to go through this process alone, and during such an emotional and overwhelming time, she brought me so much peace of mind and support. What truly makes her different is that she genuinely cares about her clients. She never made me feel like I was just another sale or transaction. She took the time to listen carefully to my needs, requirements, and concerns, and always made sure I felt heard and supported every step of the way. Her professionalism, patience, honesty, and dedication are something rare to find. She always had my best interest at heart and went above and beyond to help me feel comfortable and confident throughout the entire process. I am incredibly grateful for everything she did for me, and I wholeheartedly recommend her to anyone looking for a realtor who truly cares, works with integrity, a”
The best way to find top real estate agents in Uptown, Chicago, IL
We analyze thousands of real estate agents in Chicago’s Uptown neighborhood and nationwide to find you proven local professionals, for free.
Compare top Uptown real estate agents.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for May 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.
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Sell faster. Buy smarter. Get matched with proven agents who know your market—all for free.
- Tell us what you need.
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- We’ll find you top local agents based on performance, expertise, and customer reviews.
- Connect and compare.
- Review your personalized recommendations and choose who’s right for you.
- Move forward with confidence.
- Whether you’re buying, selling, or both, you’ll have a proven expert on your side.
Uptown real estate Market Report.
Information and statistics on the latest trends in the Uptown real estate market, updated for May 2026. *
Year over year, Uptown home values have edged up about 2.0 percent, even as Chicago as a whole has risen 4.46 percent. Typical homes in Uptown are valued around $357,000, noticeably below the broader Chicago typical value of about $411,050.
In March 2026, the median list price in Uptown was roughly $321,450, down about 9.32 percent from the prior month, while typical values jumped 6.57 percent in the same period. Homes spent a median of 43 days on the market, which is about 11.69 percent longer than a year ago but more than 23 percent faster than the previous month.
Current conditions still tilt toward sellers, with Uptown rated a 5 on the market gauge and about 44 percent of homes selling above list price at an average sale-to-list ratio of 1.012. Looking ahead to April 2026, typical home values are projected to reach about $368,000 with inventory holding near 100 listings and a projected median list price of roughly $304,925, so both buyers and sellers can turn to Agent Pronto to connect with an agent who understands these shifts.
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 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.
Trusted by over 500,000 buyers and sellers.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“Becki from Laura Topp’s team was incredible in helping me purchase my first property, a brick 2-flat in Chicago’s highly competitive north and west side market. Inventory was extremely limited and we toured at least 20 properties throughout the process. Becki was consistently accommodating with her time, prepared detailed reports for every showing and approached each opportunity with a thoughtful strategy. She genuinely treated the search as if she were buying the property for herself. When we finally found the right building, Becki skillfully negotiated with the listing agent and played a major role in getting the deal done while still protecting my interests and keeping the transaction together. The listing agent even praised her professionalism and credited her with helping secure the deal. Throughout closing, she remained diligent, communicative and focused on making sure I understood every step of the process and felt protected as a buyer. I cannot recommend Becki and Laura Topp”
“Emir was a n excellent realtor and he was a professional. I will recommend Emir to family and friends in the future.”
“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.”
“Shawn is a perfect example of everything a new homeowner could want in a realtor. He's patient, informative and passionate about helping you find the right home. Shawn goes the extra mile in preparing detailed documents on every listing you visit and has a vast knowledge of property pros and cons. You also know you'll get a honest and trustworthy professional at your side when you work with him. I can't recommend Shawn enough!”
“Would use Lizette again, very easy to work with & very professional. Would recommend here 100% to Friends.”
““Working with Meldina Dervisevic to sell our single-family home in Wheeling was an excellent experience from start to finish. Her market knowledge, pricing strategy, and attention to detail helped us attract the right buyer quickly and confidently. Meldina guided us through every step of the process, communicated clearly, and handled negotiations with professionalism and care. Thanks to her expertise, our home sold smoothly and with great results. We highly recommend Meldina to anyone looking to sell their home.””
“Juan helped us immensely in buying our first home and answered every question we had. Would 100% recommend.”
“Paula helped us every step of the way when we purchased our first home. I would recommend her to everyone. She always made time to answer our questions and explain the process. She's simply the best!”
“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.”
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 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.
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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. Find your Uptown Realtor® or real estate agent today.
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