Investors & landlords

Yes, it will be reported on Schedule D.  A second home sale is reported as an investment sale for tax purposes.  A gain will be taxable but a loss would not be allowed due to personal use of the property.

To report your second home sale you can use the steps outlined here.

As you go through the sale of your second home, there is a dropdown to select 'second home' (see the image below).  Also you likely did select the correct box to enter the sale after you select Stocks, Mutual Funds, Bonds, Other (1099-B), be sure you selected the 'Other' box (see image below). 

The second home sale can be entered into TurboTax CD or Desktop version by following the steps below.

1. Open your TurboTax account > Select the Personal tab then Personal Income > I'll choose what I want to work on
2. Scroll to Investment Income > Select Stocks, Mutual Funds, Bonds, Other > Start or Update
3. Add or Edit your sale that is NOT reported on a Form 1099-B > Select to enter a summary of each sale (you only have one)
4. Enter the Total Proceeds > Cost Basis (includes any capital improvements while you owned the property)
5. Enter the holding period - if you owned the property for more than one year the it is long term, one year or less is short term
6. Continue to finish your sale.  

The gain from the sale will be fully taxable because a second home is not eligible for the home sale exclusion. See the image below for assistance. Whether you specifically select Second Home is not relevant for the tax return itself.