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Purchase price: $450,000 Cash invested: $5,000Purchased this home to live in, then rented it and moved out just over a year later, this is my second deal like this, according to Zillow I owe about what Zillow says its worth but I got it at a good rate, although it was at the peak of real estate right before everything dropped and rates started increasing.

Lenders will want to see 6 months to a years worth of mortgage payments in reserves after closing.

I was on the phone with an owner yesterday who is contemplating selling, but will need to bring at least $150,000 to closing, due to the fact that their property is currently worth somewhat less than what they paid in 2022.  

I then check to see if there are any local laws that limit the number of STR rentals in the municipality.

will check out DSCR  

Question for you, does going down that path worth your time?  

95% occupied sorryPersonally I don't count the POH rent towards the NOI because my lenders won't either.30 occupied at $450 = $162,000 gross incomeAssuming a 40% expense ration your NOI would be $97,200If you wanted to buy at a 9 cap you'd be at $1,080,000Definitely check my math but I'd try to pay around $1 million for this.

Check to see if your old LLC is even still active on the state's roster.I know where I used to have mine (MA), it would be "administratively closed", i.e. dissolved, if you didn't file your annual reports and other paperwork timely. 

Sounds like you have been doing a few deals, and now you realize that your time and value are worth more than what you first agreed to which happens a lot.