Selling a House With Problem Tenants: What to Do

Selling a House With Problem Tenants: What to Do

You’ve got a house to sell—but there’s a catch. Tenants. Not just tenants, but the kind that make your hair stand on end. Late rent. Property damage. Constant complaints. Or maybe they’re not doing anything wrong, but they’re just not cooperating with your plans to sell. Whatever the case, trying to sell a house with problem tenants can feel like juggling flaming torches while walking a tightrope.

If this sounds like your situation, you’re not alone. At Midtown Homebuyers, we’ve helped plenty of Florida homeowners sell houses that come with complications—bad tenants included. Let’s unpack what you can do if you’re stuck between wanting to sell and having renters who aren’t playing ball.

Why Selling a Tenant-Occupied House Is Tricky

Selling a rental property might seem simple on the surface. But when renters don’t cooperate—or worse, cause trouble—it can make the process long, stressful, and sometimes even risky. Here’s why:

  • Unwilling tenants won’t let you show the property
  • Late or missed rent scares off investors
  • Visible damage or mess inside the home lowers buyer confidence
  • Emotional or legal confrontations can stall the sale entirely

Even if your tenants are technically in the wrong, the law might still protect them, especially if there’s a lease in place. Florida law gives tenants certain rights, so trying to kick them out without following the rules can land you in hot water.

Florida Tenant Rights at a Glance

Before you start posting “For Sale” signs, you need to understand what you can—and can’t—do. Here’s a quick summary of tenant rights in Florida:

Tenant RightWhat It Means for You
Right to noticeYou must give tenants proper written notice before entering the property.
Right to stay until lease endsYou can’t evict someone just because you want to sell. If there’s a lease, you’ve got to honor it unless there’s a breach.
Right to “quiet enjoyment”Tenants can object if you’re constantly scheduling showings or inspections without proper notice.

That said, there are workarounds and legal paths that can help you move forward without breaking any laws—or losing your sanity.

Step-by-Step: How to Sell a House With Problem Tenants

Here’s the good news—you’ve got options. Some are faster. Some are easier. And some depend on just how “problematic” your tenants are.

1. Talk to Your Tenants (Yes, Really)

It sounds simple, but starting with a conversation is usually your best bet. Sit down or call them up and explain your plans to sell. You’d be surprised how often people become more cooperative when they feel informed and respected.

Offer options like:

  • A cash incentive to leave early
  • A reference letter for future rentals
  • Waiving their last month’s rent

2. Offer “Cash for Keys”

“Cash for keys” is exactly what it sounds like. You offer your tenant a lump sum of money to leave the property peacefully and quickly. It’s not a bribe—it’s a shortcut to a solution.

Most landlords offer between $500 and $2000, depending on the rental and situation. Yes, it stings to pay someone who’s been a headache. But if it means avoiding eviction court and selling faster, it’s often worth it.

Cost of Delayed Sale vs. Cash for Keys Option

OptionCost in TimeCost in MoneyNotes
Eviction2-4 months$3,000+ (court, repairs, lost rent)Can delay sale significantly
Cash for Keys1-2 weeks$500–$2,000Often resolves issues quickly

3. Wait Out the Lease (If You Can)

If the lease is almost up and your tenants aren’t doing major damage, it might make sense to wait. You can:

  • Avoid legal battles
  • Give tenants a heads-up
  • Start preparing the house for sale quietly

While this won’t work for everyone, it’s sometimes the cleanest route, especially if the lease ends within 90 days.

4. Sell to a Real Estate Investor (Like Us)

Now, this is where Midtown Homebuyers really shines. We regularly buy homes with tenants in place—yes, even bad ones.

Why does that help you?

  • No need to evict anyone
  • No showings, open houses, or cleanups
  • We handle the paperwork and communication
  • Close on your timeline

Whether it’s unpaid rent, lease violations, or a property that looks like a tornado hit it, we’re not scared off. Our team has dealt with every kind of tenant trouble under the sun.

5. Consider Creative Sale Options

If you don’t want to sell outright or the timing isn’t right, there are alternative paths to get you out of the landlord role without listing on the open market.

Here are a few creative options we might suggest:

  • Lease-to-purchase agreements: Another buyer takes over the property and becomes the new landlord, with plans to buy it later.
  • Seller financing: You become the bank, and the buyer makes payments to you while handling the tenants.
  • Agent-assisted listing: If the tenant is cooperative and the home shows well, we might suggest listing it the traditional way to fetch top dollar.

You can learn more about how we help sellers find the right solution right here.

What If You Need to Evict?

Eviction is the last resort, but sometimes it’s necessary. In Florida, eviction is a legal process—you can’t just change the locks or shut off utilities.

Here’s a quick overview of how it works:

  1. Serve a written notice (usually 3-day or 7-day depending on the issue)
  2. File an eviction lawsuit if they don’t comply
  3. Go to court and get a judgment
  4. Have the sheriff enforce the removal if needed

This process can take anywhere from 3 to 6 weeks if uncontested, or several months if the tenant fights back.

Pro tip: Keep good records—text messages, payment logs, pictures of damages. These can help your case in court.

When Selling with a Tenant Is a Bad Idea

Sometimes the best move is to wait or remove the tenant before listing the house. Here are some red flags that say “don’t list this yet”:

  • The tenant has pets that damage the home
  • They’ve threatened legal action or harassment
  • The property is visibly in poor condition
  • They won’t allow photos or showings

In these situations, trying to list the home publicly could waste your time—or worse, ruin your chances of getting a good offer.

That’s where off-market options like selling directly to Midtown Homebuyers can save the day.

Real-Life Story: A Seller in Pensacola

Let me tell you about Mike. He owned a rental in Pensacola that was a nightmare—trash in the yard, neighbors complaining, unpaid rent for three months. He was stressed out, frustrated, and tired of being the “bad guy” every time he tried to enforce the lease.

Mike called us at Midtown Homebuyers. We looked at the house, made a cash offer the next day, and closed in two weeks. He didn’t have to deal with the tenant, clean up the mess, or even show up at closing.

We’ve helped people just like Mike across Florida and Alabama—and we’d love to help you too.

What to Do Next

If you’re nodding your head through this article, you already know you need help. Problem tenants don’t have to mean you’re stuck with a property forever.

Here’s what to do now:

  • Write down what kind of lease (if any) is in place
  • Document all issues with your tenants
  • Decide if you want to keep being a landlord
  • Reach out to us for a no-pressure chat

Seriously, you’ve got options. Whether it’s a cash sale, a creative deal, or just solid advice, we’re here to walk you through it.

Check out why sellers choose Midtown Homebuyers to see how we go above and beyond to help folks like you.

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Keith and Fe McCoy

Owners and Founders of
Midtown Homebuyers

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