Property Management Blog

By David Bovyn - Monday, September 28, 2026

Best Chicago Neighborhoods for Rental Investments

Best Chicago Neighborhoods for Rental InvestmentsBy Chicago Style ManagementWhere should you buy a rental property in Chicago?The answer depends on what you need that property to do. You might be looking for monthly cash flow, a building to improve over time, or a two-flat where ...

By David Bovyn - Saturday, September 26, 2026

Chicago Property Management vs. Self-Managing: What Does It Actually Cost You?

Chicago Property Management vs. Self-Managing: What Does It Actually Cost You?“Why would I pay a property manager when I can collect the rent myself?”It is a fair question. If you own a rental property in Chicago, keeping expenses under control matters. Management is ...

By David Bovyn - Friday, September 25, 2026

Cost of Chicago property management

How Much Does Property Management Cost in Chicago in 2026?For most residential rental properties in Chicago, professional property management in 2026 typically costs approximately 8% to 12% of the monthly rent collected. Some companies use a flat monthly fee instead, and man...

By David Bovyn - Tuesday, September 8, 2026

Property Management in Woodlawn

Property Management in Woodlawn, Chicago: A Housing Provider's Complete Guide (2026)If you own rental property in Woodlawn, you already know this neighborhood has changed dramatically over the past several years. With continued investment, strong rental demand, and ...

By David Bovyn - Friday, August 14, 2026

What Repairs Are Landlord vs Tenant Responsibility in CHA Housing?

One of the most searched and misunderstood topics in Chicago’s Housing Choice Voucher program is maintenance responsibility. Landlords often ask:Who pays for repairs?What is CHA landlord responsibility?What counts as tenant damage?What are Section 8 maintenance rules? Under...

By David Bovyn - Wednesday, July 29, 2026

What Repairs Are Landlord Responsibility vs Tenant Responsibility in CHA Housing?

One of the most searched and misunderstood topics in Chicago’s Housing Choice Voucher program is maintenance responsibility.Landlords often ask:Who pays for repairs?What is CHA landlord responsibility?What counts as tenant damage?What are Section 8 maintenance rules?Underst...

By David Bovyn - Wednesday, July 29, 2026

How Annual CHA Inspections Work in Chicago

One of the most misunderstood parts of the Housing Choice Voucher program is the ongoing inspection process.Many landlords assume once a unit passes its initial inspection, they are done.In reality, the Chicago Housing Authority conducts recurring inspections to ensure units cont...

By David Bovyn - Wednesday, July 29, 2026

Can You Evict CHA Tenants in Chicago?

One of the most common concerns landlords have when entering the Housing Choice Voucher program is whether eviction rules change for CHA tenants.The short answer is no — but the process does include additional considerations.If you’re researching:Evicting Section 8 te...

By David Bovyn - Monday, July 27, 2026

What “Rent Reasonableness” Really Means in Chicago CHA Leasing

One of the most misunderstood parts of the Housing Choice Voucher program is the concept of rent reasonableness.Many landlords assume that if their requested rent falls within CHA payment standards, it will automatically be approved.That is not how the system works.Even when ren...

By David Bovyn - Friday, July 24, 2026

Should Chicago Landlords Accept CHA Tenants?

One of the biggest debates among Chicago rental property owners is whether accepting CHA tenants is worth it.Some landlords actively pursue Housing Choice Voucher tenants. Others avoid the program entirely because of stories they’ve heard online or from other investors.The ...