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Uptown, Chicago IL · Curated MLS Search
An editorially curated view of every active homes for sale listing in Uptown, Chicago IL. Updated in real time from the local MLS, presented without the noise.
Browse Active ListingsUptown wears its history out loud. Look up. Those old theater marquees along Broadway and the big apartment buildings from back when this was the entertainment heart of the North Side, they're still standing. The neighborhood never lost its swagger. And lately more people have been catching on.
Life here runs on the lake and the trains. You're steps from the Red Line and a short walk from the lakefront path, with block after block of food you won't find anywhere else in the city: Vietnamese, Ethiopian, whatever you're hungry for. The housing is all over the map. Vintage courtyard flats, converted condos, and every so often a single-family place tucked off the busy streets.
You buy in Uptown for the mix. It costs less than the lakefront neighborhoods just south of here, but you still get the water and a fast train downtown. The character is real. The restaurants aren't putting on a show for anybody, and people actually know their neighbors. Want value with a real personality behind it? Skip the pricier zip codes and come here.
Ready to find your ideal homes for sale in Uptown? Contact Chicago Real Estate Source today at (312) 788-7079 to schedule a showing or start your personalized home search.
Live MLS data — Uptown
Data as of (MLS snapshot; listings below update live)
Chicago Real Estate Source's review of MLS data as of October 20, 2026 shows 22 Uptown homes for sale priced at $100,000 or more, out of 23 active listings across every property type. The median asking price was $555,000, about $405 per square foot, for a median of 1,250 square feet. The middle half of these listings was priced between $325,000 and $899,000. A typical listing had been on the market 22 days.
| Measure | Value |
|---|---|
| Active listings | 22 |
| All active listings in Uptown, every property type | 23 |
| Median list price | $555,000 |
| Middle half of list prices | $325,000 to $899,000 |
| Median price per square foot | $405 |
| Median square feet | 1,250 |
| Median days on market | 22 |
As of October 20, 2026, there were 22 Uptown homes for sale priced at $100,000 or more, out of 23 active listings across every property type, based on Chicago Real Estate Source's review of MLS data.
The median list price of Uptown homes was $555,000 as of October 20, 2026.
The middle half of active listings for Uptown homes was priced between $325,000 and $899,000.
The median price per square foot for Uptown homes was $405, for a median of 1,250 square feet.
The median listing for Uptown homes had been on the market 22 days as of October 20, 2026.
As of October 20, 2026, there were 22 Uptown homes for sale priced at $100,000 or more. In the same search, Chicago had 5,364 homes for sale at a median list price of $414,950, Naperville had 342 homes for sale at a median list price of $636,500 and Aurora had 329 homes for sale at a median list price of $399,850.
Listing data courtesy of Midwest Real Estate Data LLC.

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
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Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.
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