Turbotax does a good job of doing quarterly estimates. But, what you first described and your subsequent information is too complex for the W-4 interview.
You should do quarterly estimates. Once you get your quarters yearly total, you could always use the "additional amount to be withheld" on the W-4 thru employer withholding. But i wouldn't. I'd use quarterly payments.
TurboTax (TT) can prepare the payment vouchers. In your 2016 software, enter at:
Federal Taxes or Personal
Other Tax Situations
Other Tax Forms
Form W-4 and Estimated Taxes - Click the Start or Update button
If your goal is just to avoid the underpayment penalty, then paying 100% of the prior year tax liability is the “safe haven”
Or you can obtain blank IRS 1040ES estimated tax vouches for 2017 at
<a rel="nofollow" target="_blank" href="
http://www.irs.gov/pub/irs-pdf/f1040es.pdf">http://www.irs.gov/pub/irs-pdf/f1040es.pdf</a>
