Selling an older home in Chicago in 2026 takes more than a yard sign. Vintage homes have charm, but buyers also ask tough questions. Look for agents who know older-home pricing, smart prep, and how to calm inspection stress. Here are the five agent “types” I’d interview before listing.
1) Historic-Home Specialist
They understand vintage details, common issues, and how to market character without hiding facts.
2) Pricing and Data Pro
They price using recent comps plus condition, upgrades, and layout. No guessing.
3) Pre-List Game Planner
They give a simple prep plan: declutter, light repairs, paint, and staging tips that matter.
4) Marketing and Presentation Expert
They use pro photos, floor plans, strong listing copy, and digital reach to attract the right buyers.
5) Negotiation and Inspection Navigator
They manage inspection requests, buyer nerves, and repair talks to protect your bottom line.
Quick checklist before you hire
– Sold older homes locally in the past 12 months
– Clear plan for prep, pricing, and marketing
– Calm, fast communication
= Solid vendor and inspector network
Message me for a quick, no-pressure strategy chat, and I’ll share what’s working in the Greater Chicago real estate market right now.