November 21, 2025
Curious why your condo assessment went up this year in Uptown? You are not alone. Between routine maintenance, reserves, and the occasional special project, it can be hard to know what you are paying for and what to look out for when you buy or sell. In this guide, you will learn what assessments typically cover, how they are set, and the smart steps you can take to protect your budget in Uptown, Chicago. Let’s dive in.
Regular assessments are the monthly or quarterly fees your association charges to run the building. They usually cover building maintenance like cleaning, landscaping, snow removal, and routine repairs. They also often include utilities the association pays, such as water and common-area electricity, plus management fees and staff, if any.
Insurance for common elements, elevator service, trash removal, and building supplies are commonly included. In many buildings, part of your regular assessment also funds the reserve account.
Most associations set aside money in reserves to handle big-ticket items later. Common examples include roof replacement, façade or masonry work, elevator modernization, and mechanical systems like boilers or plumbing stacks. Strong reserves help avoid large one-time charges.
Some associations use a formal reserve study to plan these needs. Others do not, which can increase the chance of higher assessments or special assessments down the road.
Special assessments are one-time or limited-term charges for costs not covered by the regular budget or reserves. In Uptown’s many vintage and high-rise buildings, special assessments often fund items like roof replacement, façade repairs, window projects, boiler or HVAC replacements, or urgent repairs after water intrusion.
Your association’s governing documents spell out how special assessments are approved. Many allow the board to act for emergencies, while large planned projects may require owner votes. Payment is often due in a lump sum or on a set installment schedule.
Some spaces are assigned to a subset of owners, such as balconies, assigned parking, or storage areas. When work is limited to those areas, the costs may be charged only to the owners who benefit from them, depending on the declaration and bylaws.
Associations may charge late fees and interest for overdue balances. You may also see transfer fees at sale, fines for rule violations, and administrative costs like resale or estoppel certificate fees. These are separate from the regular and special assessments but affect your total cost.
Chicago or Cook County can impose special assessments for public works like sidewalk replacement, alley reconstruction, or sewer work. These are separate from your condo association’s assessments. They may be billed through the property tax system or as a municipal lien. Ask your association how such costs are handled and allocated among units.
Assessments are usually divided based on your unit’s ownership share. You will see this described as a unit factor or percentage interest in your governing documents. That formula generally applies to both regular and special assessments unless the documents state otherwise for limited common elements.
Each year, the board adopts a budget that sets regular assessment amounts and reserve contributions. A well-planned budget accounts for operating costs and long-term capital needs. If reserves are low relative to building age and condition, the risk of future increases or special assessments rises.
Your declaration and bylaws define what the board can approve on its own and when a vote of owners is required. Many documents include emergency powers so the board can move quickly for urgent repairs. Always review your association’s specific rules so you understand how decisions are made in your building.
Associations send regular assessment statements and outline timing for any special assessments. Paying late typically adds fees and interest. If balances remain unpaid, associations can use legal remedies that may include liens and, in some cases, foreclosure under Illinois law and the governing documents.
Uptown has many early to mid-20th-century high-rises and vintage walk-ups. These buildings commonly face higher capital costs for façade or masonry work, roof projects, boilers, plumbing stacks, and windows. If reserves are not strong, owners may see special assessments to cover these projects.
The City of Chicago can require certain repairs after inspections or code violations. If your building must make city-ordered repairs, those costs often come from reserves or a special assessment if reserves are not sufficient. Ask about any open violations or pending city-required work.
Condo assessments are separate from property taxes. However, municipal special assessments can appear on your Cook County tax bill or as municipal liens. It is smart to confirm whether any city or county special assessments are pending that could affect your costs.
Large pending or recently approved special assessments can affect mortgage underwriting and some loan programs. Lenders often ask about upcoming assessments and may require a plan for payment. The association’s master insurance policy and deductibles also matter, so confirm what the building covers and what you must insure.
Use this checklist early in your purchase process so you have time to review and ask questions:
When you compare condos, look beyond the monthly fee. One building may have a higher monthly assessment but strong reserves and recent capital work completed. Another may offer lower fees today but face major projects soon. Ask these questions:
The answers help you understand total cost of ownership, not just the line item in the listing.
Your association’s declaration and bylaws guide everything. They define your unit’s share, what counts as a common expense, how reserves are funded, and how special assessments are approved. The board adopts the annual budget and oversees day-to-day finances, while owners may vote on larger projects depending on the rules. Always read the documents and ask questions before you commit.
In Uptown, building age and Chicago’s maintenance needs can mean more frequent capital projects. Strong reserves and clear planning can keep costs predictable. Whether you are buying or selling, focus on the documents, the reserve picture, and any known city or municipal obligations so you can make a confident decision.
If you want a local, step-by-step approach to evaluating a building’s financial health and assessments, connect with John Lyons. We will help you review documents, ask the right questions, and navigate negotiations so you can move forward with clarity.
John's clear communication, strategic insight, and client-first mindset create a smoother, more confident experience—no matter your goals. Experience the difference that trusted guidance and proven results can make.