The company will likely help us sell our home.From my vantage point, I think the reasons to sell are:- Free money from the company to sell our home (~$80k commission)- We’ve been in the home long enough to qualify for the married couple capital gains exemption and will likely take advantage of the full $500kReasons to hold and rent would be:- Keep our 2014 low-ish tax base.

However, most states have an exemption for when the beneficial ownership has not changed.

If you sell one property that was your primary residence and you either rented part of that one structure out or you moved out and then converted it to rental for a bit then you would simply sell the entirety and take the full 121 exemption as boot and then then 1031 the rest. 

Many areas have home stead exemptions that can significantly lower the rate. so what current owner is paying may not be what you will be paying.Also what is the valuation the taxes were figured against compared to new sales price. those taxes could raise significantlyYour insure estimate would be extremely low compared to my area in Georgia.

If I can and then sell it 4 years later, can I get the capital gains exemption when I sell it?

@Shar Rivera, most syndications outside of crowdfunding are done under 506(b) exemption which requires that you know each other.

However, two specific situations are NOT considered rental activities and therefore are NOT exempt from self-employment taxes.These two situations are:#1:  7 days or less - regardless of substantial services provided or not#2:  30 days or less  if substantial services are provided (effectively making it relevant only for 8-30 days)Colleagues, please correct me if I'm wrong.

(Multi-fam obviously have some common area exemptions to this). 

My wife and I are considering buying a live-in flip, but we probably wouldn’t plan to stay the full two years to get the capital gains tax exemption.

My question is if there is a secondary lien against the property was it satisfied during the sheriffs sale or will it just move up to first lien position upon exemption?