Get your taxes done using TurboTax

You second properties are considered "investments", and that is where you enter them, as well as any costs, expenses, or improvements. As idiotic as it is, Turbo Tax does not give you a 1099-S! It took me a long time to figure out, and while a bit murky, you'll figure it out. It should be easy!

Here is the explanation I received:

 

"You received a 1099-S for the sale of trees in your yard.  

 Since it was your trees, it goes on Sch D.

    Go to income section  1. click on Add More Income 2. scroll down to Investment Income 3. Show more 4. Stocks, Mutual Funds, Bonds, Other 5. Start:  Continue answering the questions.
      Yes, 1099-B - no, one sale at a time and the boxes appear for your entries.

 

The sales price should match the 1099-S you received.

The cost basis is what you paid, plus improvements plus expenses of sale.

Holding period would be long term if for more than 1 year."