Structurally OK but lots of deferred maintenance.

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.), there is a water leak in the yard, the ceiling in the bathroom collapsed from a storm (the insurance company half-assed the repair), now the roof is still leaking and there is water damage on most of the ceilings.

So, to summarize, under this structure the investor would sell and exchange into new rental property, rent for 12 to 18 months, convert it to his/her primary residence, live in it for at least 24 months, and once he/she has owned it for a total of five (5) years he/she could sell the property and take advantage of the 121 exclusion.

If what you have is shot, doing harm to the structure or maybe it's at the point where it is just ugly, then the cost/value added is justified.

Structure the lease option and sales price around the time frame it would take to break even on the sale.

Remodeling includes kitchen and bathrooms.

I have commercial rentals with good bumps in the leases to keep me ahead or at least even with inflation and we structure the leases from 3-5 years depending on the building and tenant.

If the notes are structured well, remember the seller can also sell them and receive a good price them if they came to a point that they needed money now rather than later.

As for building another structure in front of the current building that is a zoning issue also.