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New Illinois Rental Fee Law Takes Effect January 1, 2027: What Landlords Need to Know About HB 3564
A new Illinois rental fee law takes effect January 1, 2027, bringing new disclosure requirements and restrictions on certain tenant fees. Here's what Chicago and Illinois landlords need to know—and why Chicago property owners should continue watching potential changes at the local level.

Shawn Swift
2 days ago8 min read


Mayor Johnson's Proposed Housing Plan: Will It Make Housing More Affordable?
Housing affordability remains one of Chicago's greatest challenges. Rising rents, increasing operating costs, higher interest rates, and limited housing supply have made it more difficult for many residents to find quality housing that fits within their budget. Mayor Brandon Johnson's proposed housing package seeks to address many of these concerns by expanding tenant protections and increasing housing stability. Those goals are admirable, and I believe everyone can agree tha

Shawn Swift
Jul 16 min read


New Illinois Rental Fee Rules: What Chicago Landlords Should Know About HB 3564
Illinois landlords may soon see major changes to how rental fees are charged, disclosed, and enforced under House Bill 3564 (HB 3564), also known as the proposed Rental Fee Transparency and Limitations Act. The legislation has gone through multiple revisions, amendments, and negotiations over the past year, creating understandable confusion among landlords and property managers across Chicago and Illinois. While many details are still evolving, one thing is clear: the state i

Shawn Swift
May 73 min read


Top Mistakes Chicago Landlords Make (And How to Avoid Them)
Owning rental property in Chicago can be rewarding — but it’s also one of the easiest markets to get wrong if you don’t know what to watch for. Many landlords lose money not because of bad tenants, but because of avoidable mistakes that add up over time. If you’re managing your own rental or considering professional help, here are the most common mistakes Chicago landlords make — and how to avoid them. 1. Underestimating Chicago’s Tenant Laws Chicago’s Residential Landlord Te

Shawn Swift
Dec 2, 20253 min read


Accidental Landlord in Chicago? Here’s How to Make It Work for You
Did you suddenly become a landlord without planning to? You’re not alone — and you’re not in over your head. Many people rent a home not by design, but because life took an unexpected turn. A job relocation, inheriting a family property, delaying a sale due to market conditions, or purchasing a new home while keeping the old one are all common ways people become “accidental landlords.” If that sounds familiar, you’re in good company. While it may not have been part of your or

Shawn Swift
Nov 28, 20253 min read


The Basics of Property Management for Homeowners
At City Roots Properties, we believe strong property management is the foundation for protecting your home and helping your investment thrive. Whether you're renting out a unit or caring for the place your family calls home, understanding the essentials of property management empowers you to make confident, informed decisions. In this post, we break down the core elements of effective property management and share practical, real-world tips to help your property—and your peac

Shawn Swift
Nov 21, 20254 min read


Navigating Property Management Tools in Chicago
Managing rental properties in Chicago comes with its own set of challenges—from staying on top of tenant communication and maintenance requests to ensuring timely rent collection and navigating local regulations. To keep everything running smoothly, property owners need reliable, efficient tools that simplify the day-to-day. The good news? Modern property management technology has evolved to make your job easier. Today’s platforms help reduce errors, save time, and create a b

Shawn Swift
Nov 14, 20254 min read


Why Customized Solutions Matter in Property Management
Property management isn’t a one-size-fits-all business—especially in a market as diverse as Chicago. Every property comes with its own set of challenges, goals, and tenant expectations, and generic, off-the-shelf management plans often fail to deliver real results. That’s why customized solutions are becoming essential. By tailoring strategies to the needs of each property and owner, management companies can improve efficiency, strengthen tenant satisfaction, and protect long

Shawn Swift
Nov 7, 20253 min read


The Importance of Thorough Tenant Screening Processes
Finding the right tenant can make all the difference in protecting your investment and ensuring a stress-free rental experience. At City Roots Properties, our tenant screening process goes beyond the basics to help you secure reliable, respectful renters who pay on time and care for your property like it’s their own. In this article, we’ll break down why thorough screening matters, what a smart process should include, and how to choose a trusted service that keeps your proper

Shawn Swift
Oct 31, 20254 min read


Managing Rental Properties in Chicago: Challenges, Insights, and Proven Strategies
Managing property in Chicago presents a unique set of challenges that require both local knowledge and hands-on expertise. Whether you own a single rental unit or a growing portfolio, understanding the city’s regulations, seasonal demands, and tenant expectations is key to maximizing your returns and maintaining strong tenant relationships. At City Roots Properties, we help property owners navigate these complexities with ease and confidence. Navigating Chicago’s Property Man

Shawn Swift
Oct 23, 20253 min read


Understanding the Benefits of Professional Property Oversight
Managing a property can be a complex and time-consuming task. Whether you own a residential building, commercial space, or rental units, ensuring everything runs smoothly requires expertise and dedication. Professional property oversight offers a solution that can save you time, reduce stress, and maximize your investment returns. This article explores the many benefits of entrusting your property to experienced managers and how their skills can enhance your property's value

Shawn Swift
Oct 12, 20254 min read


The Benefits of Boutique Property Management Firms
When it comes to managing real estate investments, the choice of a property management firm can significantly impact the success and profitability of your assets. Boutique property management firms offer a unique approach that differs from larger, more generic companies. These smaller, specialized firms provide personalized service, attention to detail, and a deep understanding of local markets. This article explores the many benefits of choosing a boutique property managemen

Shawn Swift
Sep 30, 20253 min read


Mastering Urban Property Management in Chicago
Unique Challenges of Urban Property Management Urban properties often face higher tenant turnover, greater wear and tear, and stricter compliance requirements compared to suburban rentals. Additionally, urban tenants typically expect more in terms of convenience, amenities, and responsiveness. Parking limitations, shared building spaces, and city-specific housing codes also add layers of complexity that landlords must address. Key Considerations for Urban Property Owners Regu

Shawn Swift
Jul 28, 20253 min read


Why Skipping the Upfront Tenant Placement Fee Is a Win for Property Owners
For many landlords, the cost of leasing a unit can feel like a gamble. Traditional property managers often charge large upfront placement fees, regardless of how the tenancy turns out. But what if you could avoid that out-of-pocket expense and still get high-quality tenants with professional leasing support? At City Roots Properties, we believe in a better approach. Understand the Financial Burden One of the most frustrating surprises for rental property owners is the steep,

Shawn Swift
Jun 11, 20253 min read


The Benefits of Hiring a Property Manager for Your Rental Property
Owning rental property is a smart investment, especially in Chicago. However, managing it can be time-consuming, complex, and stressful. Whether you are a first-time landlord or a seasoned investor, working with a professional property manager can help protect your investment. It can also improve your returns and give you peace of mind. Why You Should Consider a Property Manager Here are the top benefits of hiring a property manager: 1. Increased Rental Income A property mana

Shawn Swift
May 28, 20252 min read
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