Owning rental property in Chicago means braving the Midwest’s infamous winter weather. November is your last chance to button up your investment property before the deep freeze sets in. Whether you’re a local landlord or managing your Chicago real estate from out of state, here’s your no-nonsense winter prep checklist to protect your rental—and your ROI.
✅ 1. Inspect the Furnace and HVAC
Schedule a professional tune-up for your heating system. Clean filters, test the thermostat, and check for any signs of wear. Tenants won’t forgive frozen nights if the furnace fails in January.
Pro tip: If you’re using Lofty for property management in Chicago, we handle seasonal inspections and emergency maintenance—no 2am phone calls for you.
✅ 2. Shut Down Outdoor Water
Frozen pipes = expensive repairs. Drain and shut off exterior water lines and sprinkler systems. Add insulated covers to spigots. In multi-unit buildings, post reminders to keep cabinet doors open and faucets dripping on cold nights.
✅ 3. Seal Windows and Doors
Drafty units are not only uncomfortable—they also increase heating costs. Weather-strip doors, seal windows, and re-caulk if needed. Offer your tenants window insulation kits or schedule a handyman to do it for them.
✅ 4. Gutter Cleaning and Roof Check
Clogged gutters cause water to back up and freeze, damaging your roof or siding. Make sure they’re cleared of leaves and debris. While you’re at it, inspect the roof for loose shingles or leaks.
✅ 5. Snow Removal Plan
Line up your snow removal vendor early. If your lease doesn’t specify tenant responsibility, you’re on the hook. If you self-manage, be ready with shovels, salt, and a solid plan.
Bonus Tip: Tenants appreciate when walkways are cleared early and often. Happy tenants = renewals.
✅ 6. Test Smoke & Carbon Monoxide Detectors
Winter means closed windows and constant furnace use. Test all detectors and replace batteries. Chicago landlords are required by law to maintain working alarms in all units.
✅ 7. Communicate With Tenants
Send a friendly email or letter outlining winter protocols, emergency contacts, and any inspections happening. Good communication reduces complaints and keeps your tenant relationships strong.
Don’t Want to Do It All Yourself?
That’s what Lofty Real Estate Co. is for. We specialize in Chicago property management—from winter prep to emergency repairs and everything in between. Whether you’re a local investor or a landlord managing from another state, we’ve got your back year-round.
