

‘Obamaville’ Battle: New Tenant Laws Highlight Landlord vs. City Hall Divide
(Above) Aerial view looking north from Jackson Park toward the Chicago skyline, showcasing the Woodlawn and South Shore neighborhoods. (Photo: Adobe Stock) By Don DeBat With the Obama Presidential Center approaching, a new anti-gentrification ordinance is rattling the real estate industry, pitting landlord rights against city efforts to prevent displacement in Chicago’s lakefront neighborhoods. The threat of rising apartment rents in “Obamaville” and other South Side lakefron
Don DeBat
May 4


Rental Bidding Wars: North Side seekers pay thousands over asking
By Don DeBat Forget 'negotiating' a lower rent. In high-demand North Side neighborhoods like Old Town and Lincoln Park, the 2026 market has shifted to full-blown bidding wars, with some renters paying thousands over asking to secure a lease. A bidding war is underway this spring for rental apartments in sought-after lakefront neighborhoods, Realtors report. “If you are looking for an upscale rental apartment in Old Town, Lincoln Park, or Lakeview this season, you are not just
Don DeBat
Apr 17


Chicago Apartment Rent Creeping Higher—Median Now $1,670
By Don DeBat Renters hunting for an affordable apartment in a nice North Side Chicago neighborhood this spring may be in for some sticker shock. Between February of 2025 and February of 2026, Chicago’s median rental prices rose more than many other major cities, according to a national survey by Axios Media, Inc. The survey is based on new leases signed each month in 54 metro areas with at least one million residents. Chicago’s median apartment rent rose 4% to $1,670 a month
Don DeBat
Mar 23


Renters and Landlords Feel the Bite of Tardy Property Tax Bills
Photo by Ralf Kleemann As property tax bills hit Chicago landlords with increases of up to 31.7 percent, renters can expect significant rent hikes next spring. By Don DeBat Rental apartment dwellers and landlords both are beginning to realize that the city of Chicago, Cook County, state of Illinois, and the federal government are not their friends. After months of uncertainty and delay, Cook County officials on November 14 finally mailed the second installment of 2024 propert
Don DeBat
Nov 26, 2025


Drop in New Apartment Starts Could Spark Downtown Rent Hikes
Apartment hunters in downtown Chicago may encounter sharply higher rents next spring due to a significant drop in new rental unit...
Don DeBat
Sep 2, 2025


New Ordinance Will Provide More Regulation of Short-term Rentals in Chicago
(Above) Dining/Great Room of an Airbnb in Old Town. Interior photos by Andrew Charles Miller. (Click on images to view larger versions.)...
Don DeBat
Jun 4, 2025


Apartment Renters and Landlords Battle Over Move-In Fees
A conflict is brewing between landlords and tenants in Chicago’s North Side apartment rental market over non-refundable move-in fees. A...
Don DeBat
May 18, 2025


Record Number of Property Tax Appeals Filed for Tax Year 2024
Appeals increased by 11 percent over 2023 as property owners in Chicago and surrounding suburbs turned to the Cook County Board of Review...
Don DeBat
Apr 14, 2025



