If you just have one rental you can probably get by with generic tax filing software.

If the OP doesn't pay the taxes then the property will go to tax sale again and he will be wiped out.

Almost every action taken in the economy is taxed and the faster the economy chugs forward the more taxes they collect.

We also had a transient tax and municipality as well.

If your friends have a rental they should hire a tax professional. 

And, Turbo tax Business software is $163.

There comes a point where having a real estate-savvy tax preparer outweighs your time learning a new software. 

If you are taking the tax write off, you are acknowledging you are paying the debt.

We decided to market it as a 4 bed/1 bath with an office.Listing Price - $199,900Property Taxes - $2,230.13AssumptionsPurchase Price $230,000In this case I had seen similar properties selling for $225K - $250K so I felt the property was listed low to drive up interest.

My name and my daughter’s name(s) are also in title and the loan.I have really good equity in both properties (six figure) with great interest rates.At some point my daughters and their husbands will move out to upgrade to something bigger.I want to turn these properties into investment properties after my daughters move out:  thinking the best way is to convert in my name only.Also considering leveraging the equity in the properties to help buy new homes/townhomes for my daughters when they are ready as well.Wondering what the best strategies would be for me to expand property portfolio, minimize tax impact , create more passive income while continuing to help my family grow.I appreciate any advice!