Lots of possibilities and little downside in my eyes.

I am a software developer so your question certainly caught my eye! :D

Important for all of you to go into this with your eyes open. 

I saw a couple of them that I had my eye on 30 years ago, being torn down near downtown Tampa.

Keep an eye out for possible STR restrictions coming in 2022-- voting is planned for July.

I always keep an eye on the future exit in every house I do in Philly. 

It's also a good practice to make sure that the current owner is up-to-date with their HOA fees, otherwise that bill will become yours upon purchase.While some people opt not to get inspections on condos/townhomes that are in good shape because of the nature of the HOA taking care of CapEx, getting an inspection is always a good idea so you can learn more about your property and to potentially discover things that may not meet the eye.

This is extremely helpful for the tax savings benefits but also because many of the assets used in a restaurant business need to be replaced much sooner than 27.5 years.Some of the major benefits of Cost Segregation are:Reduction in real estate taxesReduction in casualty and property insurance premiumsFor previously misclassified assets, you will now have the opportunity to claim any “catch up” depreciationBy accelerating depreciation, you increase your cash flowHaving additional cash allows you to invest that money back into your business, invest in other opportunities or pay down your mortgageHere’s a list of personal property that could qualify for accelerated depreciation:Drive-throughCanopies and awningsFlooringPoint of sale systemsDecorative millworkKitchen equipment hook-upsDoorsEquipment installationHVACWiringBeverage equipmentFood storage and preparation equipmentFloor coveringsSignage site improvementsInterior light fixturesFire protection equipmentThese studies should be conducted with your cost segregation specialist, CPA and financial advisor.

If the appraiser is diligent they can catch more, such as an addition with permits (happens frequently).  

We could provide our current primary residence to either our son or someone else willing to live near and keep an eye on us. (2) As an STR, the ADU could provide me with something to do during retirement, especially the first year when I was finding a new identity.