Insights

Buyer Checklist · 6 min read

Questions to Ask Before Buying in a Chicago High-Rise

A focused due-diligence checklist covering finances, projects, rules, systems, and daily life.

How does the association plan and pay?

Ask about reserves, assessment increases, delinquencies, debt, litigation, insurance deductibles, planned projects, and how upcoming work will be funded. The goal is not a building with no expenses; it is a building that anticipates and manages them.

  • What major work is expected within five years?
  • How does projected cash compare with that work?
  • Are special assessments, loans, claims, or lawsuits under discussion?

What condition and rules affect the unit?

Ask about façade, balconies, elevators, risers, roof, windows, HVAC, garage, life-safety systems, and water events. Confirm leasing caps, pets, moves, renovations, smoking, storage, parking, and amenities in the actual governing documents.

What will living there feel like?

Test elevator time, package handling, guest access, loading, parking, cellular service, and included utilities. Visit the area at the times you will use it. Operational details often influence satisfaction more than an amenity list.

360 perspective

The best questions reveal how the building plans, pays, maintains, governs, and feels—not only how the unit looks today.

Frequently asked questions

Is the seller disclosure enough?
No. It is one input; documents, inspection, financing review, and professional advice address different risks.
Who should review condo documents?
Use the attorney, lender, inspector, and advisers appropriate to the transaction; each reviews a different aspect.

Bring the whole picture into focus.

Talk through your next real estate decision with our team.

Contact 360 Chicago Realty