It’s obviously leaning heavily and one already fell and damaged property.

Haha Hey @Jacob Pereira Sorry to get your hopes up - I spoke without thinking in my excitement to talk about 1031s and skipped over a crucial stumbling block for your dream strategy ;) Allow me to clarify:So, if you live in one side of the duplex for two years within the five years prior to the sale, then it is considered residence use.

The only thing that comes to mind may be insurance-related, so I'd recommend speaking to your insurance broker to see if the cost may be different due to fire damage could damage more units at a time.

Even just a box store H&R Block type of professional if you don’t already use one to help maximize your deductions and write-offs from the real estate.

Purchase price: $88,000 Cash invested: $44,811 Sale price: $190,000 1 bed 1 bath 3rd floor walk-up just a block from the lake in Roger's Park.

Even if you have enough for a down payment and closing costs, there is always a chance the furnace or AC goes out the first time you try to turn it on (typically this would be caught by an inspector), or some major damage happens that insurance doesn't cover.  

He has to prove damages and you haven't stated anything a judge would award damages over.Putting in insulation is a good investment for you long term. 

The annual nature of tax benefits.One of the fundamental building blocks of our tax system is its annual focus.

The facility was built in the 1980's, cinder block construction, and needs complete rehab... 

Quote from @Kathleen Park: I recommend you educate yourself on "ordinary wear-and-tear" vs damages, depreciation, and your state laws.Do yourself a favor: buy "Every Landlord's Legal Guide" by NOLO.