This resulted in a $1500 plumbing bill and damages to a downstairs bedroom.

I would be happy to introduce you to a couple of great real estate agents that may be a good influence for you in your business.

We had a break-in late December and had about 4k worth of damages, as well as another attempted break-in 2 weeks ago while it was under contract.

There's no water damage or anything.  

Leslie,With the current day in age being heavily influenced by technology.

@Jason Merchey - You can't use the last month's rent for anything other than last month's rent (for example, it can't go towards damages upon move-out), so I'd only ask for first month's rent and the security deposit.

. $100.00Laundry room 7‘ x 7‘ Water damage on ceiling and walls.

I would start by talking to your tenant to see if you can negotiate a termination that limits your damages and allows them to move out.

The fire insurer is not entitled, as subrogee, to bring an action against the tenant to recover for amounts paid to the landlord for fire damage to rental premises caused by the tenant’s negligence in absence of express agreement between the landlord and tenant to the contrary.

You have no damages and nothing to gain by pursuing this.