Here in Texas we have agriculture exemption on taxes which causes much lower property taxes. 

So... (1) Since I lived in the property for two of the last five years am I exempt from all of the capital gains, or a quarter of the gains?

Certain counties provide a homestead exemption which lowers the base on which they apply their property tax rate to.If the property taxes are high in the area - you have to account for that when you make a decision to have an investment property in the area or not.Areas with high property taxes likely also have higher rents.If you still can't make the numbers work - You may want to look for another area to invest in.NYC and some surrounding areas(such as hoboken) are hard to find cash-flowing properties.

Ideally if you can find one that still has exemptions on it, you'll be ok for the next 12-18 months.

The capital gains exemption is for single or married couples.

I am a disabled vet as well so I will be exempt from the VA funding fee as well as property taxes in Illinois.

If that's true, and you own less than 3 Homes, you are In Accordance with Federal Fair Housing Law EXEMPT from discrimination Laws.

You may potentially be exempt under other Virginia law, but an attorney would want to read your Articles of Organization before confirming, and would largely be based upon who has the controlling interest.B) You may be opening yourself up to premises liability by not transfering the properties into the LLC.

There is a delayed financing exemption if you purchased in your personal name and are looking for a Fannie/Freddie lender.

In many states military are exempt from notice requirements.