Investors & landlords

Try using the TaxCaster.

https://turbotax.intuit.com/tax-tools/calculators/taxcaster/

 

Your IRA withdrawals will be subject to regular income tax plus a 10% penalty if you are under age 59-1/2.  Your cash buyout is probably a short or long term capital gain (depending if you held the shares more or less than one year).

 

Assuming it is a long term gain, and your total income is less than about $105,000, I think the long-term gain is tax-free.  Otherwise, the gain will be taxed at 15%.  

 

Without knowing your ages or the dollar amounts involved, your overall Federal tax could be anything from zero to 35% of the IRAs and 15% of the stocks.  If you plug your numbers into the TaxCaster, you should get a close estimate. 

 

Don't forget your state income tax.  Most states tax capital gains as ordinary income and don't have a reduced rate.  State tax rates can be between 3%-13%, depending on your income and which state you live in.