

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


Why Your Second 2024 Property Tax Bill Arrived so Late
Photo by Roman Novitsky Cook County property owners faced a delay in their second installment of the 2024 real estate tax bill, which was mailed out on November 14 instead of the usual August 1. The delays stemmed from the upgrade of the property tax system. By Don DeBat Are you one of the 1.8 million Chicago and Cook County property owners who is wondering why the second installment of the 2024 real estate tax bill wasn’t mailed until November 14 instead of the usual August
Don DeBat
Nov 26, 2025


Chicago Seniors Will Benefit from Expanded Property Tax Relief
Photo by Lev Dolgachov New legislation raises the income eligibility threshold for the Low-Income Senior Citizens Assessment Freeze from $65,000 to $75,000, providing much-needed tax relief to senior homeowners in Cook County starting in 2026. By Don DeBat Chicago and Cook County senior homeowners likely will soon be jumping out of their wheelchairs and doing happy cartwheels thanks to an increased property tax break. On October 23, the Illinois General Assembly passed legisl
Don DeBat
Nov 17, 2025


Flooded Chicago Braces for Rising Tide of Insurance Costs
(Above) City workers remove water from Lower Wacker Drive near Randolph Street after overnight flooding on May 18, 2020. Ashlee Rezin Garcia/Chicago Sun-Times via AP. By Don DeBat The once extremely profitable Illinois property insurance industry literally is blowing in the wind and battling a rising tide of property damage from weather extremes nationwide. Billions of dollars in losses sparked by California wildfires and forest fires in western states – and an unprecedented
Don DeBat
Nov 7, 2025


Dark Clouds Still Hanging Over North-Side Home Market
Victorian home in Old Town (above) By Don DeBat The 2025 holidays may be only weeks away, but dark clouds still hang over Chicago’s North Side resale-home market, leaving gold-seeking prospective buyers wondering if they will find a lump of coal in their Christmas stockings. Through the third quarter the North Side residential market continued to struggle with the same year-long hangover headaches—limited listing inventory and strong buyer demand, which keeps pushing home pri
Don DeBat
Oct 27, 2025


Chicago 16-Inch Softball Hall of Fame Honors 2025 Class
1985 JETS- BOTTOM ROW: (kneeling L-R): Dale Hopkins, Bradely Trychta, Bobby Glover, Clarence "Boots" Cass, Pat Carroll and Keith Dickens. TOP ROW: (standing L-R): Ricky Lewis, Chris D'Agostino, Robert Placek, Kenny Dower, John Zullo, John Clausen, Joey Alvinito and Gene O'Keefe. By Don DeBat The Chicago 16-Inch Softball Hall of Fame will recognize the Class of 2025 Inductees and Honorees at its 29 th annual dinner on October 25 th . The HOF includes more than 700 of the be
Don DeBat
Oct 26, 2025


Chicago Joe's Site a Historic Memorial to 16-Inch Softball
Chicago Joe's exterior (above) By Don DeBat Classic 16-inch Chicago-style softball teams are holding a memory-vigil and experiencing a mourning-moment this month for the future of a now-vacant site on the northeast corner of Oakley Ave. and Irving Park Rd. in the North Center neighborhood. A building permit has been issued by the City of Chicago allowing Landrosh Development to erect a 38-unit masonry apartment building at 4009 N. Oakley at a projected cost of $7.7 million. T
Don DeBat
Oct 20, 2025


‘Granny Flats’ Rising Out of Rocking Chairs in Chicago
(Above) A coach house (left in photo) in Chicago’s Old Town neighborhood. Click on image to view larger version. ADU photos by Don DeBat. A new Chicago ordinance now allows Additional Dwelling Units, or ‘Granny Flats,’ to be built citywide, signaling a significant step toward addressing Chicago’s affordable housing shortage. By Don DeBat “Granny Flats” finally are rising out of their rocking chairs in Chicago, a world-class city that is desperate for construction of new affor
Don DeBat
Oct 15, 2025


Bike Lane Invasion Sparks Chicago Motorist Revolt
Mayor Johnson’s multi-million-dollar bike lane plan is creating a rift in Chicago, as motorists struggle with increased traffic and lost...
Don DeBat
Oct 3, 2025


Chicago Home Buyers May See Lower Mortgage Rates by Christmas
Economists predict that a recent quarter-point interest rate reduction by the Federal Reserve could lead to mortgage rates as low as 5.75...
Don DeBat
Sep 24, 2025


UChicago Study: Homeowners Could Have Saved $1.9 Billion Under Assessor Kaegi
A new University of Chicago study reveals that reforms by Cook County Assessor Fritz Kaegi could have saved middle and lower-income...
Don DeBat
Sep 18, 2025


Chicago Homeowners Face Uncertainty Over Delayed Property Tax Bills
Homeowners in Chicago and Cook County are left in limbo as the county struggles to finalize the 2024 property tax bills. Initially due on...
Don DeBat
Sep 16, 2025



