Make sure the current assessed value is w/in about 25% of actual market value or you will have to underwrite in a decent property tax bump w/in 1-3 yrs.   

Would break even/no cash flow.Current Holding Pro's of Keeping - 100k of mortgage left gets paid off eventually, resulting in pure cash flow (net of taxes/insurance/etc.).

Know the restrictions like your front teeth, do not make an exception and have the tax man on your back.

Plus you can find a good 3/2 on 2-3 acres that will only run you $400-$500 a year in annual taxes!

However, if you later undertake a small project that qualifies for a safe harbor and meets the criteria for an immediate deduction, it might be possible to deduct that expense in the year it was incurred.Again, it's crucial to consult with a tax professional who can provide advice based on the specific details of your situation and the tax laws in your jurisdiction.

I will want to continue to continue to defer the taxes but in an UPREIT.

I really wish all the states would get together and streamline their tax sale process into one unified Federal system.....50 states, 50 different tax laws.   

Baby boomers and millennials, each at distinct life stages, are converging on the market with different needs and financial strategies, shaping the housing landscape with their preferences and purchasing power.Baby Boomers: In Search of Sun, Savings, and SerenityBaby boomers are charting a course toward warmer climates and tax-friendly havens as they approach retirement.

Longer-term goals would be to have multiple short term rentals in various vacation spots around the country(beach & mountains), allowing family vacations to be more frequent and requiring less budget considerations, plus reap the tax advantages of RE.

Our normal model we shoot for 400% return in 2 years, with Capital Gains Tax rate.