You questions and concerns will be best answered by a CPA or qualified tax professional. Unfortunately, there is no "simple" answer to what your individual tax liability may be. While speaking with the professional, inquire about a 1031-Tax Deferred Exchange. It may accomplish what you ultimately have in mind.
Truly only allows licensed professionals to post homes for sale here. If you are selling by owner you will not be able to post here unless you somehow find a licensed professional to work with.... more