Gary:
Just a few words about tax free exchanges, though it wouldn’t apply in your case, as it’s your own home. If you need to know the specifics on these issues, read up IRS sections 1031 (tax free business property) , 1032, 1033 (involuntary conversions), and 1034 (your home)
In a “non simultaneous exchange”, the type of 1031 exchanges we talk about most often, the funds of the relinguished sold property is held in trust. by the intermediary, in one closing. Then, upon the purchase of the "upleg property, the intermediary funds the purchase, at a later separate closing. The key is at no time do you touch the funds.
Then you have to follow the rules, 45 days for identification, and 180 days to close, with addiiional rules relative to cutoff based on the “tax year”.
But, if you found a buyer for your property, and you then find a property to buy, you can arrange one closing, thus a simultaneous exchange, where the buyer of your property, thru the title company, fund the purchase of your “upleg” property, at one closing, pretty much like a simultaneous closing for a flip. So, you got yourself, the buyer of your relinguished property, plus the seller of the upleg property (three parties) all together in one closing, Technically, if you’re buying TWO properties, it’s a “four way” transaction".
The simplicity here is there is no deadlines for identifiaction, closing, tax years etc. Make sure none of the funds are routed to you, but thru the title company, or attorney, acting as the intermediary.
Then, there are also 2-way exchanges, such as two farmers directly exchanging different plots of land on adjoining properties.
There’s also “reverse” 1031 exchanges, where you buy the replacement property first, providing you have funds to do so. Here also, expenses are even higher, as the intermediary has to form a separate shell entity to hold title.
Some people doing this convince buyers and sellers to long closing date, such as six to nine months, or even more. Again, it’ the difficulty of making people waiting this long.
One guy I know convinced a buyer who badly needed to buy his property to agree to a 9 to 12 month closing date, so he can locate the upleg property to invest the funds into, and upon finding it, do a simultaneous 3-way exchange. Ths way, he’s not hemmed in by a 45 day identification time frame.
The whole excercise depends on the expense of each option, and how badly the buyers and sellers want to do things.
Of course, the cheapest way, and the only way since this is your own home, is to just wait it out, 9 more months.
There are ways to shorten the 2 year required period to sell the home tax free, such as illness, change or loss of job, divorce etc. You might want to check these angles as well, if it applies to you.