Sell a Problem Rental Fast in Chicagoland
A simple, as-is solution for tenant-occupied and problem rental properties — even with non-paying tenants, property damage, or legal complications.
Dealing With a Problem Rental in Chicagoland? You Have Options
Owning a rental property isn’t always passive. Many landlords find themselves dealing with non-paying tenants, constant maintenance issues, property damage, or legal stress — especially when the situation drags on longer than expected.
In Chicagoland, tenant laws, eviction timelines, and carrying costs can make holding onto a problem rental exhausting and expensive. Listing a tenant-occupied property can also be difficult, especially when access is limited or the property needs repairs.
For many landlords, choosing to sell the rental as-is provides a cleaner exit without continuing the stress.
If the rental is also inherited, has back taxes, or is becoming time-sensitive, we can help you compare options and move forward confidently:
Inherited rental? See: Sell an inherited house
Tax issues involved? See: Sell a house with sold property taxes
Facing deadlines or hardship? See: Avoid foreclosure
Why Many Landlords Choose to Sell a Problem Rental As-Is
Why Many Landlords Choose to Sell a Problem Rental As-Is
Selling a problem rental as-is allows landlords to step away from ongoing issues without investing more time, money, or energy into a property that’s no longer working for them.
This option is especially helpful when tenants are behind on rent, the property needs work, or eviction feels overwhelming.
Landlords often choose an as-is sale because it allows them to:
Sell with tenants still in place
Avoid repairs, renovations, and inspections
Skip showings and listing complications
Eliminate eviction costs and legal delays
Stop ongoing expenses like taxes, insurance, and maintenance
This approach is designed to give landlords clarity and control — without forcing another difficult decision.
Selling a Rental Property With Tenants Still Inside?
Many landlords believe they must remove tenants or complete an eviction before selling. In reality, that’s often not required.
In many situations, landlords can sell a tenant-occupied property, depending on the lease, tenant status, and how the transaction is structured.
We commonly help landlords in situations like:
Non-paying or problem tenants
Month-to-month or inherited tenants
Properties with deferred maintenance or damage
Rentals that are vacant or partially occupied
Owners who want a private, off-market sale
We work closely with local Chicagoland title companies and are familiar with these scenarios. While we don’t provide legal advice, we can help you understand what’s possible and what the cleanest next step may be before you pursue repairs or eviction.
If you’re unsure whether selling makes sense for your rental, submit the property details and we’ll help you understand your options — confidentially and without obligation.
How It Works
Contact Us Confidentially
Tell us about the property, its condition, and your goals.
We Give You a Fair Cash Offer
No repairs or tenant removal required.
Close & Move On Your Timeline
Close through a local title company on a timeline that works for your family
We’re a local Chicagoland buyer and have completed dozens of purchases. We buy with our own funds and private money, so we can move quickly when needed — and we can also work with families who need more time.
If time is critical, we may be able to close in as little as 7 days. If you need longer, we can close on a timeline that fits your situation.
Sometimes an inherited property overlaps with other challenges. If any of these apply, you may want to review these pages as well:
Related Situations We Help With
Selling a Problem Rental in Chicagoland — FAQs
Do I need to evict tenants before selling a problem rental?
In many cases, no. Rental properties are often sold with tenants still in place, depending on the lease and situation. Selling as-is can allow you to avoid the time, cost, and stress of an eviction altogether.
Can I sell a rental property that needs repairs or has damage?
Yes. Many problem rentals have deferred maintenance or tenant damage. These properties are commonly sold as-is, without making repairs or updates.
Can I sell a rental property with non-paying tenants?
Yes. Non-payment situations are very common. Many landlords choose to sell rather than continue dealing with missed rent, legal delays, or ongoing uncertainty.
What if the rental has back taxes or other financial issues?
Back taxes, liens, or other financial complications are not uncommon with problem rentals. These issues don’t necessarily prevent a sale and can often be addressed through the closing process.
What happens to the tenants after the sale?
That depends on the lease terms and how the sale is structured. While we don’t provide legal advice, we can explain the general process so you understand what to expect before moving forward.
How fast can a problem rental close?
Once title requirements are clear, closings often happen within a few weeks. If timing is critical, we may be able to close in as little as 7 days, or we can work on a timeline that fits your situation.