“Laura is Amazing!”
Berkshire Hathaway Homeservices
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 July 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.
The easiest way to find a top agent you can trust.
Sell faster. Buy smarter. Get matched with proven agents who know your market—all for free.
- Tell us what you need.
- Answer a few quick questions about your real estate goals.
- Get matched.
- 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. *
Latest Rolling 3-Month Snapshot
Mar 1, 2026 - May 31, 2026
Median sale price
$418K
+17%
from
Q1 '26
Median list price
$382K
+17%
from
Q1 '26
Active listings
328
+23%
from
Q1 '26
Homes sold
209
+60%
from
Q1 '26
New pendings
231
+24%
from
Q1 '26
New listings
233
+21%
from
Q1 '26
Quarterly Pricing Trends for Uptown
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Pricing Trends for Uptown
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Pricing Trends for Uptown
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Inventory and Sales Activity for Uptown
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
Quarterly Inventory and Sales Activity for Uptown
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
Quarterly Inventory and Sales Activity for Uptown
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
14
Seller’s Market
Seller’s Market
Buyer’s Market
0
20
40
60
80
100
0
25
50
75
100
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Mar 2026 - May 2026).
Year-over-year, Uptown’s rolling three-month home values have climbed solidly, with the typical home value up more than 15 percent and now near the broader Chicago median. Even as prices have risen, homes sold are roughly flat compared with a year ago, signaling steady demand at these higher price levels.
Inventory has tightened over the past year, with active listings down more than 12 percent and months of supply dropping sharply to about half of the citywide level. At the same time, new listings have fallen compared with last year, so buyers are competing over fewer options even though current active listings sit in the low 300s.
In the most recent three-month window ending in May 2026, homes are moving at a moderate pace, taking a median of just over a month to go under contract. Conditions clearly favor sellers, with about 57 percent of sales closing above list price and an average sale-to-list ratio above 104 percent, yet motivated buyers are still closing over 200 sales in the period. Whether you’re a buyer trying to navigate tight inventory or a seller aiming to capitalize on strong pricing power, Agent Pronto can connect you with a local Uptown agent who understands this market.
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.
“Meldina is an expert in the local market and an exceptional negotiator. Her professionalism, communication, and dedication exceeded our expectations. We highly recommend her!”
Century 21 Dream Homes
“Brittany is an AMAZING realtor and I don't say that lightly. She goes above and beyond to make sure that we are getting everything that we asked for and more. If you are looking for a realtor that goes out of her way to make sure her clients needs are met, you have found your realtor! I could not put into words how happy I am!”
Compass
“Working with Emir is always a pleasure. He was very helpful in coordinating work on our house for sale, working with vendors and providing valuable feedback on neccesary work vs. potential work items unlikely to generate return. We closed sale of house 3 weeks from time of first listing. I'd worked with Emir before and hope to do so again in the future.”
Owners.com
“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.”
Century 21 Realty Associates
“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!”
Berkshire Hathaway HomeServices
“Would use Lizette again, very easy to work with & very professional. Would recommend here 100% to Friends.”
REALTY OF AMERICA
“Juan helped us immensely in buying our first home and answered every question we had. Would 100% recommend.”
E-Professionals Realty, LLC
“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!”
Berkshire Hathaway Starck Real Estate
“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!”
Keller Williams Preferred Realty
“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.”
Real Home Realty
“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.”
Charles Rutenberg Realty Charles Rutenberg
Frequently Asked Questions
-
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.
Looking for an agent in a different Chicago neighborhood?
We’ll match you with top-rated real estate agents in just about any city—wherever your next move takes you.