MTW said:
Pardon me jumping in here late.
I think one would need to carefully research the nature of
the "deposit" and specifically ~why~ it was lost. But, in
general terms, assuming that the deposit would have been
applied as part of a down payment had the transaction
succeeded, I would consider it a short term capital loss. I
say "capital" on the assumption that the failed transaction
would have the same character in this regard as if it had
succeeded. (By the same thinking, if the prospective
purchaser of the realty was a DEALER, then I'd guess the
loss to be "ordinary.")
However, I think the larger issue - and the one that the IRS
might be more likely to pursue if the loss came up on audit
- is establishing that there was truly a business or
investment intent with respect to the transaction. I'm sure
the IRS would try to argue that it was "personal" in nature
and therefore no loss was allowed.
Twenty years ago, I researched this very very diligently,
and well-motivated, and - as best I can recall - this should
be characterized as an *ordinary* loss, and reported on page
one of 1040. It's not a *capital* loss since it's neither a
sale nor an exchange and it's not susceptible to the
artificial capital loss "option" treatment(s) under IRC
section 1234 or somewhere around there in the code. I am
unable to retrieve the research now, but I would suggest
someone might want to look into the abandonment of a
partnership interest where there's no proceeds, not even
"deemed" proceeds from liabilities, as an analogy. IRS
published a ruling accepting the partnership situation as an
ordinary loss, and IIRC there's a parallel between these
scenarios. In addition, there's no such thing as
"short-term section 1231 loss" which is where this - maybe,
memory's failing - ends up in an alternative argument.
Sorry my archives are in such disarray; I might have been
able to pull this up a few years ago.