I have a basic homeowners policy on my rentals but no liability.

The only thing preventing you from marketing your option is the specific MLS policies that usually require authorization (and agency) from the titled owner who has power of sale.  

Also, if this is a buy a hold I would suggest looking into an Umbrella Policy. 

I know there is a revitalization going on but I believe there is also still a lot of crime in the city; do you mind telling me what part of Newburgh you own properties and how the safety is around them?

Shop around your insurance policy, raise deductibles, review coverage with a good agent for locating cost savings.

-I plan on getting an umbrella policy with the right amount of coverage for all my properties.

I already pay around $260 a month with an address in the suburbs, including a clean driver discount and discount for having a car with premium safety features. 

You need to make certain that the title insurance policy you get will still cover your LLC should you do this bc you dont want the title insurence to become void should this transfer happen.Good luck

Had to get two sets of tenants out for serious capital improvements issues, life and safety issues.

I would not give him options I would simply tell him either he can not have a pet based on a no pet policy or allow the pet and charge a fee.