Tax Write off question on home interest and stock sales?

Youll want to itemize since the standard deduction will be lower then your itemized. As for your stock losses you are allowed to offset your losses to any gains that you report and that loss cannot exceed 3000 if its over 3000 then you are allowed to carryover the remaining loss to future years. As for if you should sell this year depends on how you forecast your future investments. If you plan on having substantial capital gains in the future then wait if not then sell now.